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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:50:42 UTC

Update Date

2022-03-07 02:56:33 UTC

HMDB ID

HMDB0040312

Secondary Accession Numbers

HMDB40312

Metabolite Identification

Common Name

(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone

Description

(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone has been detected, but not quantified in, a few different foods, such as common mushrooms (Agaricus bisporus), mushrooms, and oyster mushrooms (Pleurotus ostreatus). This could make (S)-(e)-8-(3,6-dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone.

Structure

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


  Mrv0541 05061311452D          

 29 31  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  4  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  2  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 13  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  2  0  0  0  0
 23 21  1  0  0  0  0
 24 18  2  0  0  0  0
 24 23  1  0  0  0  0
 25 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  2  0  0  0  0
 29 22  1  0  0  0  0
 29 24  1  0  0  0  0
M  END

HMDB0040312
     RDKit          3D
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
   -3.6895   -2.6756    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389   -1.6619    1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494   -1.9834    1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -1.2789    1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865    0.0916    1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2772    1.1115    2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558    0.7530    3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    2.4174    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4780    2.7863    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    4.1240    0.4335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    1.7967   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    0.4500    0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -0.4584   -0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522   -0.2752   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -0.7732   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2824   -1.5444   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4450   -2.0145   -1.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7190   -1.7125    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8878   -2.1873    0.7263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -0.9390    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6550   -0.4709    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    1.1627   -2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248    2.0828   -1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    3.1426   -2.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864   -0.3908    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531   -0.7817   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.4762   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9063    1.2529   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284    1.3089   -1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -3.4349    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.0691    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -3.1322    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -3.0618    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -1.8857    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4359   -1.4727    2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    1.4627    4.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    3.1783    2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    4.4958   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -0.8704   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430   -1.7670   -2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1109   -2.6187   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7136   -1.6216    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050   -0.6886    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913    0.1288    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2890    1.2854   -3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4073    1.5176   -1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974    0.1598    1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    0.2956    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -1.3135   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.4461   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2910    0.1887   -2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.9018   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    0.5579   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4670    1.8457   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    1.9690   -2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    1.9062   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7287    0.6799   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  1  0
 23 24  2  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 12  5  1  0
 21 15  1  0
 23 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061311452D          

 29 31  0  0  0  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  6  1  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  4  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  2  0  0  0  0
 16  8  1  0  0  0  0
 17  9  2  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  2  0  0  0  0
 19 18  1  0  0  0  0
 20 12  1  0  0  0  0
 21 13  1  0  0  0  0
 22 13  1  0  0  0  0
 22 16  1  0  0  0  0
 23 20  2  0  0  0  0
 23 21  1  0  0  0  0
 24 18  2  0  0  0  0
 24 23  1  0  0  0  0
 25 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 20  1  0  0  0  0
 28 21  2  0  0  0  0
 29 22  1  0  0  0  0
 29 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040312

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC\C(C)=C/CC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O5/c1-14(2)4-5-15(3)6-11-18-19(26)12-20(27)23-21(28)13-22(29-24(18)23)16-7-9-17(25)10-8-16/h6-10,12,14,22,25-27H,4-5,11,13H2,1-3H3/b15-6-

> <INCHI_KEY>
UUTNYYVTIPFXOI-UUASQNMZSA-N

> <FORMULA>
C24H28O5

> <MOLECULAR_WEIGHT>
396.4761

> <EXACT_MASS>
396.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
43.95330467589245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[(2Z)-3,6-dimethylhept-2-en-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
6.184400141

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.450032981077806

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.729239412948994

> <JCHEM_PKA_STRONGEST_BASIC>
-3.863091484174217

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
113.88419999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[(2Z)-3,6-dimethylhept-2-en-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040312
     RDKit          3D
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
   -3.6895   -2.6756    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389   -1.6619    1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494   -1.9834    1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -1.2789    1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865    0.0916    1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2772    1.1115    2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558    0.7530    3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    2.4174    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4780    2.7863    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    4.1240    0.4335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    1.7967   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    0.4500    0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -0.4584   -0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522   -0.2752   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -0.7732   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2824   -1.5444   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4450   -2.0145   -1.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7190   -1.7125    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8878   -2.1873    0.7263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -0.9390    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6550   -0.4709    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    1.1627   -2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248    2.0828   -1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    3.1426   -2.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864   -0.3908    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531   -0.7817   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.4762   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9063    1.2529   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284    1.3089   -1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -3.4349    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.0691    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -3.1322    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -3.0618    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -1.8857    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4359   -1.4727    2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    1.4627    4.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    3.1783    2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    4.4958   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -0.8704   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430   -1.7670   -2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1109   -2.6187   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7136   -1.6216    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050   -0.6886    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913    0.1288    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2890    1.2854   -3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4073    1.5176   -1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974    0.1598    1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    0.2956    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -1.3135   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.4461   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2910    0.1887   -2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.9018   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    0.5579   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4670    1.8457   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    1.9690   -2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    1.9062   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7287    0.6799   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  1  0
 23 24  2  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 12  5  1  0
 21 15  1  0
 23 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    5   14                                                       
CONECT    5    4   15                                                       
CONECT    6   11   15                                                       
CONECT    7    9   16                                                       
CONECT    8   10   16                                                       
CONECT    9    7   17                                                       
CONECT   10    8   17                                                       
CONECT   11    6   18                                                       
CONECT   12   19   20                                                       
CONECT   13   21   22                                                       
CONECT   14    1    2    4                                                  
CONECT   15    3    5    6                                                  
CONECT   16    7    8   22                                                  
CONECT   17    9   10   25                                                  
CONECT   18   11   19   24                                                  
CONECT   19   12   18   26                                                  
CONECT   20   12   23   27                                                  
CONECT   21   13   23   28                                                  
CONECT   22   13   16   29                                                  
CONECT   23   20   21   24                                                  
CONECT   24   18   23   29                                                  
CONECT   25   17                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28   21                                                            
CONECT   29   22   24                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0040312
HETATM    1  C1  UNL     1      -3.689  -2.676   1.356  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.539  -1.662   1.238  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.349  -1.983   1.654  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.095  -1.279   1.687  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.087   0.092   1.319  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.277   1.112   2.195  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.856   0.753   3.427  1.00  0.00           O  
HETATM    8  C7  UNL     1      -0.091   2.417   1.896  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.478   2.786   0.684  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.646   4.124   0.433  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.838   1.797  -0.182  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.648   0.450   0.122  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.054  -0.458  -0.838  1.00  0.00           O  
HETATM   14  C11 UNL     1       2.152  -0.275  -1.705  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.391  -0.773  -1.067  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.282  -1.544  -1.774  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.445  -2.014  -1.177  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.719  -1.712   0.134  1.00  0.00           C  
HETATM   19  O4  UNL     1       6.888  -2.187   0.726  1.00  0.00           O  
HETATM   20  C16 UNL     1       4.816  -0.939   0.830  1.00  0.00           C  
HETATM   21  C17 UNL     1       3.655  -0.471   0.230  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.376   1.163  -2.103  1.00  0.00           C  
HETATM   23  C19 UNL     1       1.425   2.083  -1.466  1.00  0.00           C  
HETATM   24  O5  UNL     1       1.117   3.143  -2.055  1.00  0.00           O  
HETATM   25  C20 UNL     1      -2.886  -0.391   0.610  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.453  -0.782  -0.792  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.847   0.476  -1.530  1.00  0.00           C  
HETATM   28  C23 UNL     1      -4.906   1.253  -0.778  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.628   1.309  -1.773  1.00  0.00           C  
HETATM   30  H1  UNL     1      -3.448  -3.435   2.094  1.00  0.00           H  
HETATM   31  H2  UNL     1      -4.535  -2.069   1.739  1.00  0.00           H  
HETATM   32  H3  UNL     1      -3.891  -3.132   0.370  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.333  -3.062   2.076  1.00  0.00           H  
HETATM   34  H5  UNL     1       0.630  -1.886   1.022  1.00  0.00           H  
HETATM   35  H6  UNL     1       0.436  -1.473   2.713  1.00  0.00           H  
HETATM   36  H7  UNL     1      -1.128   1.463   4.079  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.380   3.178   2.589  1.00  0.00           H  
HETATM   38  H9  UNL     1       1.046   4.496  -0.367  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.983  -0.870  -2.630  1.00  0.00           H  
HETATM   40  H11 UNL     1       4.043  -1.767  -2.803  1.00  0.00           H  
HETATM   41  H12 UNL     1       6.111  -2.619  -1.786  1.00  0.00           H  
HETATM   42  H13 UNL     1       7.714  -1.622   0.672  1.00  0.00           H  
HETATM   43  H14 UNL     1       5.005  -0.689   1.856  1.00  0.00           H  
HETATM   44  H15 UNL     1       2.991   0.129   0.829  1.00  0.00           H  
HETATM   45  H16 UNL     1       2.289   1.285  -3.210  1.00  0.00           H  
HETATM   46  H17 UNL     1       3.407   1.518  -1.846  1.00  0.00           H  
HETATM   47  H18 UNL     1      -3.697   0.160   1.160  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.093   0.296   0.352  1.00  0.00           H  
HETATM   49  H20 UNL     1      -2.619  -1.313  -1.283  1.00  0.00           H  
HETATM   50  H21 UNL     1      -4.305  -1.446  -0.700  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.291   0.189  -2.495  1.00  0.00           H  
HETATM   52  H23 UNL     1      -4.376   1.902  -0.051  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.614   0.558  -0.309  1.00  0.00           H  
HETATM   54  H25 UNL     1      -5.467   1.846  -1.525  1.00  0.00           H  
HETATM   55  H26 UNL     1      -2.708   1.969  -2.662  1.00  0.00           H  
HETATM   56  H27 UNL     1      -2.439   1.906  -0.850  1.00  0.00           H  
HETATM   57  H28 UNL     1      -1.729   0.680  -1.916  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   25
CONECT    3    4   33
CONECT    4    5   34   35
CONECT    5    6    6   12
CONECT    6    7    8
CONECT    7   36
CONECT    8    9    9   37
CONECT    9   10   11
CONECT   10   38
CONECT   11   12   12   23
CONECT   12   13
CONECT   13   14
CONECT   14   15   22   39
CONECT   15   16   16   21
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   19   42
CONECT   20   21   21   43
CONECT   21   44
CONECT   22   23   45   46
CONECT   23   24   24
CONECT   25   26   47   48
CONECT   26   27   49   50
CONECT   27   28   29   51
CONECT   28   52   53   54
CONECT   29   55   56   57
END

HMDB0040312
     RDKit          3D
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
   -3.6895   -2.6756    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5389   -1.6619    1.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3494   -1.9834    1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -1.2789    1.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865    0.0916    1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2772    1.1115    2.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558    0.7530    3.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0913    2.4174    1.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4780    2.7863    0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6456    4.1240    0.4335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8378    1.7967   -0.1822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6484    0.4500    0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0542   -0.4584   -0.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522   -0.2752   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -0.7732   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2824   -1.5444   -1.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4450   -2.0145   -1.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7190   -1.7125    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8878   -2.1873    0.7263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163   -0.9390    0.8300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6550   -0.4709    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    1.1627   -2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4248    2.0828   -1.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1173    3.1426   -2.0549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8864   -0.3908    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4531   -0.7817   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.4762   -1.5304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9063    1.2529   -0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6284    1.3089   -1.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4479   -3.4349    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5355   -2.0691    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8911   -3.1322    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3327   -3.0618    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6297   -1.8857    1.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4359   -1.4727    2.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276    1.4627    4.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802    3.1783    2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0457    4.4958   -0.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9827   -0.8704   -2.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0430   -1.7670   -2.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1109   -2.6187   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7136   -1.6216    0.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0050   -0.6886    1.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9913    0.1288    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2890    1.2854   -3.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4073    1.5176   -1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6974    0.1598    1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    0.2956    0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -1.3135   -1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3048   -1.4461   -0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2910    0.1887   -2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3760    1.9018   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    0.5579   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4670    1.8457   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7085    1.9690   -2.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4388    1.9062   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7287    0.6799   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14 22  1  0
 22 23  1  0
 23 24  2  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 12  5  1  0
 21 15  1  0
 23 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
 10 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₅

Average Molecular Weight

396.4761

Monoisotopic Molecular Weight

396.193674006

IUPAC Name

8-[(2Z)-3,6-dimethylhept-2-en-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

8-[(2Z)-3,6-dimethylhept-2-en-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

116207-30-8

SMILES

CC(C)CC\C(C)=C/CC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C24H28O5/c1-14(2)4-5-15(3)6-11-18-19(26)12-20(27)23-21(28)13-22(29-24(18)23)16-7-9-17(25)10-8-16/h6-10,12,14,22,25-27H,4-5,11,13H2,1-3H3/b15-6-

InChI Key

UUTNYYVTIPFXOI-UUASQNMZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

8-prenylated flavanones

Alternative Parents

Substituents

8-prenylated flavanone
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
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

Cellular substructure

Membrane (HMDB: HMDB0040312)
Cell membrane (HMDB: HMDB0040312)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040312)

Source

Exogenous

Exogenous (HMDB: HMDB0040312)

Food

Food (HMDB: HMDB0040312)

Plant (HMDB: HMDB0040312)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040312)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	146 - 148 °C	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	0.0049 g/L	ALOGPS
logP	4.83	ALOGPS
logP	6.18	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	113.88 m³·mol⁻¹	ChemAxon
Polarizability	43.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	196.901	31661259
DarkChem	[M-H]-	193.967	31661259
DeepCCS	[M+H]+	207.111	30932474
DeepCCS	[M-H]-	204.753	30932474
DeepCCS	[M-2H]-	239.023	30932474
DeepCCS	[M+Na]+	214.547	30932474
AllCCS	[M+H]+	202.2	32859911
AllCCS	[M+H-H2O]+	199.5	32859911
AllCCS	[M+NH4]+	204.8	32859911
AllCCS	[M+Na]+	205.5	32859911
AllCCS	[M-H]-	200.2	32859911
AllCCS	[M+Na-2H]-	200.8	32859911
AllCCS	[M+HCOO]-	201.6	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.	9.64 minutes	32390414
Predicted by Siyang on May 30, 2022	20.0476 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.14 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3271.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	469.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	246.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	225.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	457.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1032.4 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	928.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1788.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	742.8 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	1795.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	627.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	572.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	301.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	238.5 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone	CC(C)CC\C(C)=C/CC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1	4460.9	Standard polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone	CC(C)CC\C(C)=C/CC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1	3375.7	Standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone	CC(C)CC\C(C)=C/CC1=C2OC(CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1	3542.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,1TMS,isomer #1	C/C(=C/CC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)CC2=O)CCC(C)C	3471.0	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,1TMS,isomer #2	C/C(=C/CC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)CC2=O)CCC(C)C	3452.9	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,1TMS,isomer #3	C/C(=C/CC1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)CC2=O)CCC(C)C	3442.4	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,2TMS,isomer #1	C/C(=C/CC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)CC2=O)CCC(C)C	3397.8	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,2TMS,isomer #2	C/C(=C/CC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)CC2=O)CCC(C)C	3421.4	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,2TMS,isomer #3	C/C(=C/CC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)CC2=O)CCC(C)C	3393.1	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,3TMS,isomer #1	C/C(=C/CC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)CC2=O)CCC(C)C	3371.9	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,1TBDMS,isomer #1	C/C(=C/CC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)CC2=O)CCC(C)C	3717.7	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,1TBDMS,isomer #2	C/C(=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)CC2=O)CCC(C)C	3696.4	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,1TBDMS,isomer #3	C/C(=C/CC1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)CC2=O)CCC(C)C	3702.8	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,2TBDMS,isomer #1	C/C(=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)CC2=O)CCC(C)C	3835.8	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,2TBDMS,isomer #2	C/C(=C/CC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)CC2=O)CCC(C)C	3895.9	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,2TBDMS,isomer #3	C/C(=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)CC2=O)CCC(C)C	3859.2	Semi standard non polar	33892256
(S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone,3TBDMS,isomer #1	C/C(=C/CC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)CC2=O)CCC(C)C	3987.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0536-8229000000-339e96737f78b09c29a2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-0002-2000090000-76109f2a322d81d8cee3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 10V, Positive-QTOF	splash10-0002-1239000000-46e0894336489d32ec38	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 20V, Positive-QTOF	splash10-0a4i-6954000000-023d4d0fc679f8409adc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 40V, Positive-QTOF	splash10-0aor-9821000000-c5acdbdfe8f143dfceb7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 10V, Negative-QTOF	splash10-0002-0009000000-dcd4c5032b5e41ca90f8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 20V, Negative-QTOF	splash10-0002-1169000000-c0831b37bc59bad5bf2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 40V, Negative-QTOF	splash10-00nf-5594000000-4a608b3acd7427572a96	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 10V, Negative-QTOF	splash10-0002-0009000000-2a27c1dbd7df98e74610	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 20V, Negative-QTOF	splash10-002b-0098000000-5a0a004bce6870d074cb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 40V, Negative-QTOF	splash10-014i-0940000000-51df8dc0d0f4df1ee14a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 10V, Positive-QTOF	splash10-0002-0009000000-b4d912e6c767a3f77b44	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 20V, Positive-QTOF	splash10-002b-0496000000-da34259a60ec21884f1d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone 40V, Positive-QTOF	splash10-004i-0390000000-68e4e18466fd2183733a	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB020035

KNApSAcK ID

Not Available

Chemspider ID

35014926

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752790

PDB ID

Not Available

ChEBI ID

175171

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone (HMDB0040312)

MOL for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

3D MOL for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

3D SDF for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

3D-SDF for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

PDB for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

3D PDB for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

SMILES for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

INCHI for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

Structure for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

3D Structure for HMDB0040312 ((S)-(E)-8-(3,6-Dimethyl-2-heptenyl)-4',5,7-trihydroxyflavanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra