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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-12 03:40:58 UTC

Update Date

2022-03-07 02:57:11 UTC

HMDB ID

HMDB0041759

Secondary Accession Numbers

HMDB0029208
HMDB29208
HMDB41759

Metabolite Identification

Common Name

Naringenin 4'-O-glucuronide

Description

Naringenin 4'-O-glucuronide belongs to the class of organic compounds known as flavonoid o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid. Based on a literature review a significant number of articles have been published on Naringenin 4'-O-glucuronide.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02271201292D          

 32 35  0  0  0  0            999 V2000
    1.7867    1.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    1.5673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567   -2.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    0.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -2.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297    0.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -0.0827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3586    0.3298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3586    1.1548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6442    1.5673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9297    1.1548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6441    2.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731    1.5673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -0.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -0.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -1.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -1.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 11  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 26  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  6  0  0  0
 24 28  1  1  0  0  0
 23 29  1  6  0  0  0
 22 30  1  1  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END

HMDB0041759
     RDKit          3D
Naringenin 4'-O-glucuronide
 52 55  0  0  0  0  0  0  0  0999 V2000
    4.4483    2.5330    1.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942    1.9902    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    2.1757   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    0.9639   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    0.5048   -0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    0.8108   -1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031    0.3734   -0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0341   -0.3800    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -0.8540    0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585   -0.6521   -0.1084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3697   -0.0947    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.3094    0.2085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4857    0.7339    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6288    1.1482    0.9628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1169    0.6765    2.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132   -0.7507   -0.6164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0661   -0.1040   -1.5195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2806   -1.6115   -1.3935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9898   -2.7837   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1164   -1.9820   -0.5225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1988   -2.8013   -1.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.6735    0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3596   -0.2510    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -0.0723   -0.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050    0.0765   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2145   -0.7290   -0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5106   -0.4921   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479   -1.3159   -0.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475    0.5569    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058    1.3934    0.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1112    2.4518    1.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5097    1.1567    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522    3.0539   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    2.4630    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    1.2724   -1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215    1.3927   -2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6373    0.6284   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958   -0.0541   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    1.2212   -0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7580    1.4921    3.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8487   -1.3712    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9796   -0.4771   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8968   -1.1058   -2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -3.3788   -0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123   -2.4429    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -3.4552   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0677   -1.2684    1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1988   -0.4960    1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9703   -1.5633   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8403   -2.1424   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8643    0.7698    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562    3.1544    2.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
  4 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
 23  5  1  0
 32 25  1  0
 20 10  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
 10 38  1  6
 12 39  1  6
 15 40  1  0
 16 41  1  1
 17 42  1  0
 18 43  1  6
 19 44  1  0
 20 45  1  1
 21 46  1  0
 22 47  1  0
 23 48  1  0
 26 49  1  0
 28 50  1  0
 29 51  1  0
 31 52  1  0
M  END


  Mrv0541 02271201292D          

 32 35  0  0  0  0            999 V2000
    1.7867    1.5673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    1.5673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567   -2.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    0.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853    0.3299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -0.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -2.1449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297    0.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -0.0827    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3586    0.3298    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3586    1.1548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6442    1.5673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9297    1.1548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6441    2.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731    1.5673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0731   -0.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -0.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586   -1.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -1.3202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 11  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 15  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 26  7  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 25 27  1  6  0  0  0
 24 28  1  1  0  0  0
 23 29  1  6  0  0  0
 22 30  1  1  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041759

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3O)O[C@@H]([C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O11/c22-9-5-11(23)15-12(24)7-13(31-14(15)6-9)8-1-3-10(4-2-8)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,13,16-19,21-23,25-27H,7H2,(H,28,29)/t13?,16-,17-,18+,19-,21+/m0/s1

> <INCHI_KEY>
DFIUUCDSSKATFP-DNPGXZAYSA-N

> <FORMULA>
C21H20O11

> <MOLECULAR_WEIGHT>
448.3769

> <EXACT_MASS>
448.100561482

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
42.52937840464256

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.73

> <JCHEM_LOGP>
0.8873144950000008

> <ALOGPS_LOGS>
-2.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.921820317841155

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2136269014547363

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868267613771284

> <JCHEM_POLAR_SURFACE_AREA>
183.21

> <JCHEM_REFRACTIVITY>
103.30159999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041759
     RDKit          3D
Naringenin 4'-O-glucuronide
 52 55  0  0  0  0  0  0  0  0999 V2000
    4.4483    2.5330    1.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942    1.9902    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    2.1757   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    0.9639   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    0.5048   -0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    0.8108   -1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031    0.3734   -0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0341   -0.3800    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -0.8540    0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585   -0.6521   -0.1084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3697   -0.0947    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.3094    0.2085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4857    0.7339    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6288    1.1482    0.9628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1169    0.6765    2.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132   -0.7507   -0.6164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0661   -0.1040   -1.5195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2806   -1.6115   -1.3935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9898   -2.7837   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1164   -1.9820   -0.5225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1988   -2.8013   -1.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.6735    0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3596   -0.2510    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -0.0723   -0.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050    0.0765   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2145   -0.7290   -0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5106   -0.4921   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479   -1.3159   -0.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475    0.5569    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058    1.3934    0.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1112    2.4518    1.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5097    1.1567    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522    3.0539   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    2.4630    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    1.2724   -1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215    1.3927   -2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6373    0.6284   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958   -0.0541   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    1.2212   -0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7580    1.4921    3.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8487   -1.3712    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9796   -0.4771   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8968   -1.1058   -2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -3.3788   -0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123   -2.4429    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -3.4552   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0677   -1.2684    1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1988   -0.4960    1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9703   -1.5633   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8403   -2.1424   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8643    0.7698    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562    3.1544    2.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
  4 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
 23  5  1  0
 32 25  1  0
 20 10  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
 10 38  1  6
 12 39  1  6
 15 40  1  0
 16 41  1  1
 17 42  1  0
 18 43  1  6
 19 44  1  0
 20 45  1  1
 21 46  1  0
 22 47  1  0
 23 48  1  0
 26 49  1  0
 28 50  1  0
 29 51  1  0
 31 52  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0       3.335   2.926   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.667   2.156   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.667   0.616   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.335  -0.154   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001   0.616   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001   2.156   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.002   2.926   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -0.666  -4.004   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.666  -2.464   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.666  -1.694   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.666  -0.154   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.666   0.616   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.667  -1.694   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.333  -2.464   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.001  -1.694   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.001  -0.154   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.333   0.616   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.667  -0.154   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.002   0.616   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -3.333  -4.004   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.335   0.616   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.669  -0.154   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.003   0.616   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.003   2.156   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.669   2.926   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.335   2.156   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.669   4.466   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.336   2.926   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      11.336  -0.154   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.669  -1.694   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.003  -2.464   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       7.335  -2.464   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    1    5                                                       
CONECT    7    2   26                                                       
CONECT    8    9                                                            
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11    5   10   12                                                  
CONECT   12   11   16                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15   20                                                  
CONECT   15    9   14   16                                                  
CONECT   16   12   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   13   17   19                                                  
CONECT   19   18                                                            
CONECT   20   14                                                            
CONECT   21   22   26                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26    7   25   21                                                  
CONECT   27   25                                                            
CONECT   28   24                                                            
CONECT   29   23                                                            
CONECT   30   22   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0041759
HETATM    1  O1  UNL     1       4.448   2.533   1.989  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.394   1.990   0.879  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.228   2.176  -0.010  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.947   0.964  -0.855  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.568   0.505  -0.518  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.490   0.811  -1.306  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.803   0.373  -0.980  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.034  -0.380   0.146  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.261  -0.854   0.549  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.459  -0.652  -0.108  1.00  0.00           C  
HETATM   11  O3  UNL     1      -4.370  -0.095   0.795  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.535   0.309   0.208  1.00  0.00           C  
HETATM   13  C10 UNL     1      -6.486   0.734   1.254  1.00  0.00           C  
HETATM   14  O4  UNL     1      -7.629   1.148   0.963  1.00  0.00           O  
HETATM   15  O5  UNL     1      -6.117   0.677   2.580  1.00  0.00           O  
HETATM   16  C11 UNL     1      -6.213  -0.751  -0.616  1.00  0.00           C  
HETATM   17  O6  UNL     1      -7.066  -0.104  -1.519  1.00  0.00           O  
HETATM   18  C12 UNL     1      -5.281  -1.611  -1.393  1.00  0.00           C  
HETATM   19  O7  UNL     1      -5.990  -2.784  -1.744  1.00  0.00           O  
HETATM   20  C13 UNL     1      -4.116  -1.982  -0.522  1.00  0.00           C  
HETATM   21  O8  UNL     1      -3.199  -2.801  -1.164  1.00  0.00           O  
HETATM   22  C14 UNL     1       0.094  -0.673   0.928  1.00  0.00           C  
HETATM   23  C15 UNL     1       1.360  -0.251   0.618  1.00  0.00           C  
HETATM   24  O9  UNL     1       3.869  -0.072  -0.700  1.00  0.00           O  
HETATM   25  C16 UNL     1       5.205   0.077  -0.373  1.00  0.00           C  
HETATM   26  C17 UNL     1       6.214  -0.729  -0.789  1.00  0.00           C  
HETATM   27  C18 UNL     1       7.511  -0.492  -0.404  1.00  0.00           C  
HETATM   28  O10 UNL     1       8.548  -1.316  -0.828  1.00  0.00           O  
HETATM   29  C19 UNL     1       7.847   0.557   0.410  1.00  0.00           C  
HETATM   30  C20 UNL     1       6.806   1.393   0.843  1.00  0.00           C  
HETATM   31  O11 UNL     1       7.111   2.452   1.657  1.00  0.00           O  
HETATM   32  C21 UNL     1       5.510   1.157   0.459  1.00  0.00           C  
HETATM   33  H1  UNL     1       3.452   3.054  -0.653  1.00  0.00           H  
HETATM   34  H2  UNL     1       2.363   2.463   0.631  1.00  0.00           H  
HETATM   35  H3  UNL     1       2.925   1.272  -1.924  1.00  0.00           H  
HETATM   36  H4  UNL     1       0.622   1.393  -2.189  1.00  0.00           H  
HETATM   37  H5  UNL     1      -1.637   0.628  -1.618  1.00  0.00           H  
HETATM   38  H6  UNL     1      -3.396  -0.054  -1.035  1.00  0.00           H  
HETATM   39  H7  UNL     1      -5.372   1.221  -0.440  1.00  0.00           H  
HETATM   40  H8  UNL     1      -5.758   1.492   3.084  1.00  0.00           H  
HETATM   41  H9  UNL     1      -6.849  -1.371   0.047  1.00  0.00           H  
HETATM   42  H10 UNL     1      -7.980  -0.477  -1.504  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.897  -1.106  -2.289  1.00  0.00           H  
HETATM   44  H12 UNL     1      -6.055  -3.379  -0.950  1.00  0.00           H  
HETATM   45  H13 UNL     1      -4.512  -2.443   0.406  1.00  0.00           H  
HETATM   46  H14 UNL     1      -2.860  -3.455  -0.499  1.00  0.00           H  
HETATM   47  H15 UNL     1      -0.068  -1.268   1.823  1.00  0.00           H  
HETATM   48  H16 UNL     1       2.199  -0.496   1.242  1.00  0.00           H  
HETATM   49  H17 UNL     1       5.970  -1.563  -1.433  1.00  0.00           H  
HETATM   50  H18 UNL     1       8.840  -2.142  -0.299  1.00  0.00           H  
HETATM   51  H19 UNL     1       8.864   0.770   0.732  1.00  0.00           H  
HETATM   52  H20 UNL     1       6.556   3.154   2.059  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   32
CONECT    3    4   33   34
CONECT    4    5   24   35
CONECT    5    6    6   23
CONECT    6    7   36
CONECT    7    8    8   37
CONECT    8    9   22
CONECT    9   10
CONECT   10   11   20   38
CONECT   11   12
CONECT   12   13   16   39
CONECT   13   14   14   15
CONECT   15   40
CONECT   16   17   18   41
CONECT   17   42
CONECT   18   19   20   43
CONECT   19   44
CONECT   20   21   45
CONECT   21   46
CONECT   22   23   23   47
CONECT   23   48
CONECT   24   25
CONECT   25   26   26   32
CONECT   26   27   49
CONECT   27   28   29   29
CONECT   28   50
CONECT   29   30   51
CONECT   30   31   32   32
CONECT   31   52
END

HMDB0041759
     RDKit          3D
Naringenin 4'-O-glucuronide
 52 55  0  0  0  0  0  0  0  0999 V2000
    4.4483    2.5330    1.9892 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3942    1.9902    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    2.1757   -0.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    0.9639   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5678    0.5048   -0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4901    0.8108   -1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031    0.3734   -0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0341   -0.3800    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2612   -0.8540    0.5486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4585   -0.6521   -0.1084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3697   -0.0947    0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5350    0.3094    0.2085 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4857    0.7339    1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6288    1.1482    0.9628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1169    0.6765    2.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132   -0.7507   -0.6164 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0661   -0.1040   -1.5195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2806   -1.6115   -1.3935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9898   -2.7837   -1.7437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1164   -1.9820   -0.5225 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1988   -2.8013   -1.1636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0941   -0.6735    0.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3596   -0.2510    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -0.0723   -0.6998 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050    0.0765   -0.3727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2145   -0.7290   -0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5106   -0.4921   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479   -1.3159   -0.8283 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8475    0.5569    0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8058    1.3934    0.8435 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1112    2.4518    1.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5097    1.1567    0.4588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4522    3.0539   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3626    2.4630    0.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9248    1.2724   -1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6215    1.3927   -2.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6373    0.6284   -1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3958   -0.0541   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3722    1.2212   -0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7580    1.4921    3.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8487   -1.3712    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9796   -0.4771   -1.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8968   -1.1058   -2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0547   -3.3788   -0.9504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123   -2.4429    0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8600   -3.4552   -0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0677   -1.2684    1.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1988   -0.4960    1.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9703   -1.5633   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8403   -2.1424   -0.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8643    0.7698    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562    3.1544    2.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  2  0
  4 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 32  2  1  0
 23  5  1  0
 32 25  1  0
 20 10  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  6 36  1  0
  7 37  1  0
 10 38  1  6
 12 39  1  6
 15 40  1  0
 16 41  1  1
 17 42  1  0
 18 43  1  6
 19 44  1  0
 20 45  1  1
 21 46  1  0
 22 47  1  0
 23 48  1  0
 26 49  1  0
 28 50  1  0
 29 51  1  0
 31 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-6-[4-(5,7-Dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate	HMDB

Chemical Formula

C₂₁H₂₀O₁₁

Average Molecular Weight

448.3769

Monoisotopic Molecular Weight

448.100561482

IUPAC Name

(2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-[4-(5,7-dihydroxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

158196-35-1

SMILES

O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3O)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C21H20O11/c22-9-5-11(23)15-12(24)7-13(31-14(15)6-9)8-1-3-10(4-2-8)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,13,16-19,21-23,25-27H,7H2,(H,28,29)/t13?,16-,17-,18+,19-,21+/m0/s1

InChI Key

DFIUUCDSSKATFP-DNPGXZAYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid o-glucuronides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to glucuronic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glucuronides

Alternative Parents

Substituents

Flavonoid-4p-o-glucuronide
Flavanone
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavan
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
Chromone
O-glycosyl compound
Chromane
1-benzopyran
Benzopyran
Phenol ether
Aryl ketone
Phenoxy compound
Aryl alkyl ketone
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Pyran
Oxane
Benzenoid
Hydroxy acid
Monosaccharide
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Organ

Liver (HMDB: HMDB0041759)
Kidney (HMDB: HMDB0041759)

Excreta

Biofluid or Excreta

Urine (PMID: 20100371)

Cellular substructure

Extracellular (HMDB: HMDB0041759)
Cytoplasm (HMDB: HMDB0041759)

Source

Endogenous

Endogenous (HMDB: HMDB0041759)

Plant

Plant (HMDB: HMDB0041759)

Exogenous

Food

Food (HMDB: HMDB0041759)

Fruit

Citrus

Citrus (HMDB: HMDB0041759)

Vegetable

Tomato (HMDB: HMDB0041759)

Exogenous (HMDB: HMDB0041759)

Process

Not Available

Role

Biological role

Waste product (HMDB: HMDB0041759)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.48 g/L	ALOGPS
logP	0.73	ALOGPS
logP	0.89	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.21	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.3 m³·mol⁻¹	ChemAxon
Polarizability	42.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.006	31661259
DarkChem	[M-H]-	201.556	31661259
DeepCCS	[M+H]+	199.685	30932474
DeepCCS	[M-H]-	197.289	30932474
DeepCCS	[M-2H]-	230.483	30932474
DeepCCS	[M+Na]+	205.597	30932474
AllCCS	[M+H]+	203.1	32859911
AllCCS	[M+H-H2O]+	200.8	32859911
AllCCS	[M+NH4]+	205.2	32859911
AllCCS	[M+Na]+	205.9	32859911
AllCCS	[M-H]-	199.2	32859911
AllCCS	[M+Na-2H]-	199.6	32859911
AllCCS	[M+HCOO]-	200.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.66 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2215 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.78 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	108.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1801.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	205.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	119.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	86.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	387.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	411.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	377.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	725.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	414.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1265.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	269.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	270.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	226.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naringenin 4'-O-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3O)O[C@@H]([C@H]1O)C(O)=O	5244.7	Standard polar	33892256
Naringenin 4'-O-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3O)O[C@@H]([C@H]1O)C(O)=O	3840.0	Standard non polar	33892256
Naringenin 4'-O-glucuronide	O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3O)O[C@@H]([C@H]1O)C(O)=O	4210.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Naringenin 4'-O-glucuronide,1TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](C(=O)O)[C@H]1O	3973.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TMS,isomer #2	C[Si](C)(C)O[C@H]1[C@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	3982.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC2=C1	3991.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)C=C1)O2	4006.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O	3986.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4002.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #1	C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@@H]1O[Si](C)(C)C	3901.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #10	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C)=C1	3980.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	3993.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #12	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O)C=C3)OC2=C1	3945.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #13	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	3956.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #14	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)C=C1)O2	3950.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #15	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3953.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)C=C1)O2	3931.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)OC2=C1	3920.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3923.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #5	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O[Si](C)(C)C	3912.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #6	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)C=C1)O2	3953.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3929.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3936.9	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TMS,isomer #9	C[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@H]1O	3921.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #1	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)[C@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C	3873.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3901.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #11	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)O2)C(O[Si](C)(C)C)=C1	3919.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #12	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3913.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #13	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)C=C1)O2	3920.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #14	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3936.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #15	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3913.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #16	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3911.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #17	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	3939.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #18	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C)=C1	3926.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #19	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3946.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3891.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #20	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3921.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C=C1)O2	3902.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #4	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3894.9	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #5	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C)=C1	3900.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3882.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #7	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)C=C1)O2	3906.9	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3906.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TMS,isomer #9	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)OC2=C1	3907.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)C=C1)O2	3891.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #10	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3890.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O	3910.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #12	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C)C=C3)O2)C(O[Si](C)(C)C)=C1	3903.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #13	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3884.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #14	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3907.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #15	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C	3912.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)OC2=C1	3891.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3884.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3862.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3891.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #6	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)O2)C(O[Si](C)(C)C)=C1	3894.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #7	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O	3891.9	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #8	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C)=C1	3896.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,4TMS,isomer #9	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3862.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,5TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]4O[Si](C)(C)C)C=C3)O2)C(O[Si](C)(C)C)=C1	3913.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,5TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3876.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,5TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3913.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,5TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	3890.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,5TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3889.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,5TMS,isomer #6	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	3905.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,6TMS,isomer #1	C[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C)C=C4O[Si](C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3904.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](C(=O)O)[C@H]1O	4229.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](C(=O)O)[C@@H](O)[C@@H]1O	4244.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)C=C3)OC2=C1	4269.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)C=C1)O2	4287.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O	4240.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4293.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@@H]1O[Si](C)(C)C(C)(C)C	4347.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4476.9	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4486.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O)C=C3)OC2=C1	4439.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C(C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4446.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)C=C1)O2	4414.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4438.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C=C1)O2	4397.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)OC2=C1	4427.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4405.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4352.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4424.9	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4443.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4423.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](C(=O)O)O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4374.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)O[C@H](C(=O)O)[C@H]1O[Si](C)(C)C(C)(C)C	4483.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4530.7	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4651.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C(C)(C)C)O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4588.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4550.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	4644.6	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4616.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4574.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O[Si](C)(C)C(C)(C)C)C=C4O[Si](C)(C)C(C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O	4661.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4645.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4643.2	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O)C=C4O3)C=C2)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4529.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C(C)(C)C)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4589.3	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)C=C1)O2	4529.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)C=C3)OC2=C1	4601.0	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	4640.1	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(C=C(O)C=C4O[Si](C)(C)C(C)(C)C)O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4567.5	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)CC(C1=CC=C(O[C@@H]3O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)C=C1)O2	4528.4	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@H]1O[C@@H](OC2=CC=C(C3CC(=O)C4=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C4O3)C=C2)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4622.8	Semi standard non polar	33892256
Naringenin 4'-O-glucuronide,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)CC(C3=CC=C(O[C@@H]4O[C@H](C(=O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]4O)C=C3)OC2=C1	4595.3	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 796	20100371	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 796	18710603	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 796	16810646	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Consuming polyphenols described by Phenol-Explorer entry 796	19007165	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20853910	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21736852	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21736852	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	26269369	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029929

KNApSAcK ID

Not Available

Chemspider ID

35015228

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91312540

PDB ID

Not Available

ChEBI ID

176386

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for Naringenin 4'-O-glucuronide (HMDB0041759)

MOL for HMDB0041759 (Naringenin 4'-O-glucuronide)

3D MOL for HMDB0041759 (Naringenin 4'-O-glucuronide)

3D SDF for HMDB0041759 (Naringenin 4'-O-glucuronide)

3D-SDF for HMDB0041759 (Naringenin 4'-O-glucuronide)

PDB for HMDB0041759 (Naringenin 4'-O-glucuronide)

3D PDB for HMDB0041759 (Naringenin 4'-O-glucuronide)

SMILES for HMDB0041759 (Naringenin 4'-O-glucuronide)

INCHI for HMDB0041759 (Naringenin 4'-O-glucuronide)

Structure for HMDB0041759 (Naringenin 4'-O-glucuronide)

3D Structure for HMDB0041759 (Naringenin 4'-O-glucuronide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized