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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-02-26 19:01:47 UTC

Update Date

2022-03-07 03:17:35 UTC

HMDB ID

HMDB0059746

Secondary Accession Numbers

HMDB59746

Metabolite Identification

Common Name

(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane

Description

(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane is an extremely weak basic (essentially neutral) compound (based on its pKa). These are lignans whose structure is based on 1,4-diphenyl-hexahydrofurofuran skeleton.

Structure

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


  Mrv0541 02261312012D          

 25 29  0  0  1  0            999 V2000
    7.9041    5.8104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    4.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    5.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462    4.1604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2925    4.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
M  END

HMDB0059746
     RDKit          3D
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxab...
 43 47  0  0  0  0  0  0  0  0999 V2000
   -7.1831   -1.5235    0.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8631   -1.0966    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8082   -1.9606    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752   -1.5475    0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -0.2424    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    0.2727   -0.0556 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6266    1.4845    0.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2765    1.7141    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    0.3819    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7385   -0.5814    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697   -1.5945   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7971   -0.9792   -1.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738    0.1235   -0.5111 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7202    0.0389   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748   -1.1041    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6392   -1.1520    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760   -0.0846    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237    1.0618   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689    1.1111   -0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    1.9645   -0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0840    1.5389    0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8477    0.1357    0.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    0.6144   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5557    0.2100   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6347    1.0672   -0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250   -0.8552    0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -2.9851    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839   -2.2443    0.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217    0.4288   -1.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075    2.2335   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0051    2.3374    1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9646    0.2196    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0420   -1.0179    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -2.0317   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010   -2.3952    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1201    1.0027   -1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6404   -1.9664    0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0683   -2.0581    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.0109   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460    1.7681    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    2.0282    1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    1.6429   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4020    2.0290   -0.4435 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 24 25  1  0
 24  2  1  0
 10  6  1  0
 19 14  1  0
 13  9  1  0
 22 17  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  6
 15 37  1  0
 16 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 25 43  1  0
M  END


  Mrv0541 02261312012D          

 25 29  0  0  1  0            999 V2000
    7.9041    5.8104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1896    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9041    4.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    4.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607    4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7607    5.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4751    5.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0462    4.1604    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2925    4.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7405    3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  9  6  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059746

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C(C=C1)[C@H]1OCC2C1CO[C@@H]2C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c20-14-3-1-10(5-15(14)21)18-12-7-23-19(13(12)8-22-18)11-2-4-16-17(6-11)25-9-24-16/h1-6,12-13,18-21H,7-9H2/t12?,13?,18-,19-/m1/s1

> <INCHI_KEY>
CGEORJKFOZSMEZ-NWZDRYQDSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.3426

> <EXACT_MASS>
342.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.036328234985945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1S,4S)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
2.216335546333333

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.665269038084382

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.213735567616869

> <JCHEM_PKA_STRONGEST_BASIC>
-3.824600727406008

> <JCHEM_POLAR_SURFACE_AREA>
77.38000000000001

> <JCHEM_REFRACTIVITY>
87.94070000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,4S)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059746
     RDKit          3D
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxab...
 43 47  0  0  0  0  0  0  0  0999 V2000
   -7.1831   -1.5235    0.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8631   -1.0966    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8082   -1.9606    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752   -1.5475    0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -0.2424    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    0.2727   -0.0556 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6266    1.4845    0.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2765    1.7141    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    0.3819    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7385   -0.5814    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697   -1.5945   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7971   -0.9792   -1.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738    0.1235   -0.5111 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7202    0.0389   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748   -1.1041    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6392   -1.1520    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760   -0.0846    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237    1.0618   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689    1.1111   -0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    1.9645   -0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0840    1.5389    0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8477    0.1357    0.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    0.6144   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5557    0.2100   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6347    1.0672   -0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250   -0.8552    0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -2.9851    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839   -2.2443    0.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217    0.4288   -1.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075    2.2335   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0051    2.3374    1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9646    0.2196    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0420   -1.0179    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -2.0317   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010   -2.3952    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1201    1.0027   -1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6404   -1.9664    0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0683   -2.0581    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.0109   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460    1.7681    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    2.0282    1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    1.6429   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4020    2.0290   -0.4435 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 24 25  1  0
 24  2  1  0
 10  6  1  0
 19 14  1  0
 13  9  1  0
 22 17  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  6
 15 37  1  0
 16 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 25 43  1  0
M  END

HEADER    PROTEIN                                 26-FEB-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-FEB-13         0                                  
HETATM    1  O   UNK     0      14.754  10.846   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      13.421  10.076   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.421   8.536   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.754   7.766   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.087   7.766   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.753   8.536   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.753  10.076   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.087  10.846   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.420   7.766   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.013   8.393   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.982   7.248   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.752   5.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.998   3.756   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    2                                                       
CONECT    9    6   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12    9   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20   25                                                  
CONECT   25   24   17                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0059746
HETATM    1  O1  UNL     1      -7.183  -1.524   0.435  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.863  -1.097   0.318  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.808  -1.961   0.521  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.475  -1.548   0.408  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.179  -0.242   0.085  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.799   0.273  -0.056  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.627   1.484   0.608  1.00  0.00           O  
HETATM    8  C6  UNL     1      -0.277   1.714   0.643  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.418   0.382   0.689  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.738  -0.581   0.528  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.170  -1.594  -0.418  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.797  -0.979  -1.160  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.274   0.124  -0.511  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.720   0.039  -0.198  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.275  -1.104   0.329  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.639  -1.152   0.613  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.476  -0.085   0.384  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.924   1.062  -0.144  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.569   1.111  -0.426  1.00  0.00           C  
HETATM   20  O4  UNL     1       5.971   1.965  -0.271  1.00  0.00           O  
HETATM   21  C17 UNL     1       7.084   1.539   0.496  1.00  0.00           C  
HETATM   22  O5  UNL     1       6.848   0.136   0.571  1.00  0.00           O  
HETATM   23  C18 UNL     1      -4.242   0.614  -0.116  1.00  0.00           C  
HETATM   24  C19 UNL     1      -5.556   0.210  -0.005  1.00  0.00           C  
HETATM   25  O6  UNL     1      -6.635   1.067  -0.205  1.00  0.00           O  
HETATM   26  H1  UNL     1      -7.925  -0.855   0.277  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.038  -2.985   0.774  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.684  -2.244   0.574  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.622   0.429  -1.137  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.008   2.233  -0.322  1.00  0.00           H  
HETATM   31  H6  UNL     1      -0.005   2.337   1.517  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.965   0.220   1.644  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.042  -1.018   1.502  1.00  0.00           H  
HETATM   34  H9  UNL     1      -0.961  -2.032  -1.062  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.301  -2.395   0.210  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.120   1.003  -1.204  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.640  -1.966   0.522  1.00  0.00           H  
HETATM   38  H13 UNL     1       5.068  -2.058   1.029  1.00  0.00           H  
HETATM   39  H14 UNL     1       3.135   2.011  -0.841  1.00  0.00           H  
HETATM   40  H15 UNL     1       8.046   1.768   0.002  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.990   2.028   1.489  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.023   1.643  -0.370  1.00  0.00           H  
HETATM   43  H18 UNL     1      -6.402   2.029  -0.443  1.00  0.00           H  
CONECT    1    2   26
CONECT    2    3    3   24
CONECT    3    4   27
CONECT    4    5    5   28
CONECT    5    6   23
CONECT    6    7   10   29
CONECT    7    8
CONECT    8    9   30   31
CONECT    9   10   13   32
CONECT   10   11   33
CONECT   11   12   34   35
CONECT   12   13
CONECT   13   14   36
CONECT   14   15   15   19
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   18   22
CONECT   18   19   19   20
CONECT   19   39
CONECT   20   21
CONECT   21   22   40   41
CONECT   23   24   24   42
CONECT   24   25
CONECT   25   43
END

HMDB0059746
     RDKit          3D
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxab...
 43 47  0  0  0  0  0  0  0  0999 V2000
   -7.1831   -1.5235    0.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8631   -1.0966    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8082   -1.9606    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4752   -1.5475    0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1788   -0.2424    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7986    0.2727   -0.0556 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6266    1.4845    0.6077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2765    1.7141    0.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4177    0.3819    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7385   -0.5814    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697   -1.5945   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7971   -0.9792   -1.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738    0.1235   -0.5111 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7202    0.0389   -0.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748   -1.1041    0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6392   -1.1520    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760   -0.0846    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237    1.0618   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5689    1.1111   -0.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9707    1.9645   -0.2714 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0840    1.5389    0.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8477    0.1357    0.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    0.6144   -0.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5557    0.2100   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6347    1.0672   -0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9250   -0.8552    0.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0377   -2.9851    0.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6839   -2.2443    0.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6217    0.4288   -1.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075    2.2335   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0051    2.3374    1.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9646    0.2196    1.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0420   -1.0179    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9608   -2.0317   -1.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010   -2.3952    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1201    1.0027   -1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6404   -1.9664    0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0683   -2.0581    1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1350    2.0109   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460    1.7681    0.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901    2.0282    1.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233    1.6429   -0.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4020    2.0290   -0.4435 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  5 23  1  0
 23 24  2  0
 24 25  1  0
 24  2  1  0
 10  6  1  0
 19 14  1  0
 13  9  1  0
 22 17  1  0
  1 26  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  6
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  6
 15 37  1  0
 16 38  1  0
 19 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 25 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-(3,3,0)octane	MeSH
DMD-Octane	MeSH

Chemical Formula

C₁₉H₁₈O₆

Average Molecular Weight

342.3426

Monoisotopic Molecular Weight

342.110338308

IUPAC Name

4-[(1S,4S)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

Traditional Name

4-[(1S,4S)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

OC1=C(O)C=C(C=C1)[C@H]1OCC2C1CO[C@@H]2C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C19H18O6/c20-14-3-1-10(5-15(14)21)18-12-7-23-19(13(12)8-22-18)11-2-4-16-17(6-11)25-9-24-16/h1-6,12-13,18-21H,7-9H2/t12?,13?,18-,19-/m1/s1

InChI Key

CGEORJKFOZSMEZ-NWZDRYQDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Benzodioxole
Catechol
Furofuran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Acetal
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (HMDB: HMDB0059746)

Cellular substructure

Membrane (HMDB: HMDB0059746)

Source

Exogenous

Exogenous (HMDB: HMDB0059746)

Process

Not Available

Role

Not Available

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	0.14 g/L	ALOGPS
logP	2.03	ALOGPS
logP	2.22	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.94 m³·mol⁻¹	ChemAxon
Polarizability	35.04 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	181.997	31661259
DarkChem	[M-H]-	178.567	31661259
DeepCCS	[M+H]+	180.037	30932474
DeepCCS	[M-H]-	177.679	30932474
DeepCCS	[M-2H]-	211.966	30932474
DeepCCS	[M+Na]+	187.177	30932474
AllCCS	[M+H]+	182.9	32859911
AllCCS	[M+H-H2O]+	179.6	32859911
AllCCS	[M+NH4]+	185.9	32859911
AllCCS	[M+Na]+	186.8	32859911
AllCCS	[M-H]-	185.3	32859911
AllCCS	[M+Na-2H]-	184.9	32859911
AllCCS	[M+HCOO]-	184.5	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	5.37 minutes	32390414
Predicted by Siyang on May 30, 2022	12.1303 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.44 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2142.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	252.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	558.7 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	579.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	122.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1018.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	427.8 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	1376.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	372.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	329.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	194.8 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	68.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane	OC1=C(O)C=C(C=C1)[C@H]1OCC2C1CO[C@@H]2C1=CC=C2OCOC2=C1	3997.1	Standard polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane	OC1=C(O)C=C(C=C1)[C@H]1OCC2C1CO[C@@H]2C1=CC=C2OCOC2=C1	2926.9	Standard non polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane	OC1=C(O)C=C(C=C1)[C@H]1OCC2C1CO[C@@H]2C1=CC=C2OCOC2=C1	3341.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OCC3C2CO[C@@H]3C2=CC=C3OCOC3=C2)C=C1O	3092.4	Semi standard non polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane,1TMS,isomer #2	C[Si](C)(C)OC1=CC([C@H]2OCC3C2CO[C@@H]3C2=CC=C3OCOC3=C2)=CC=C1O	3058.2	Semi standard non polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OCC3C2CO[C@@H]3C2=CC=C3OCOC3=C2)C=C1O[Si](C)(C)C	3102.6	Semi standard non polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OCC3C2CO[C@@H]3C2=CC=C3OCOC3=C2)C=C1O	3394.6	Semi standard non polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC([C@H]2OCC3C2CO[C@@H]3C2=CC=C3OCOC3=C2)=CC=C1O	3360.2	Semi standard non polar	33892256
(1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OCC3C2CO[C@@H]3C2=CC=C3OCOC3=C2)C=C1O[Si](C)(C)C(C)(C)C	3638.4	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 - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0w2l-0911000000-f420a71020e3ff3905fb	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane GC-MS (2 TMS) - 70eV, Positive	splash10-00di-4769800000-7a13aadd4eb31fcec688	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 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 - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 10V, Positive-QTOF	splash10-0006-0009000000-793150df7ea312766f4c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 20V, Positive-QTOF	splash10-01ox-0259000000-1df3ba34c8a9d6609abf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 40V, Positive-QTOF	splash10-0udi-9600000000-1347bf624b5c3be25cf0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 10V, Negative-QTOF	splash10-0006-0009000000-11ce1d7560ebdc32b298	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 20V, Negative-QTOF	splash10-0006-0329000000-9a2a8211ee0f15af2690	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 40V, Negative-QTOF	splash10-05ir-1931000000-81e252115fcac26ffa9d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 10V, Negative-QTOF	splash10-0006-0009000000-edf2ae836bcd1598e9ed	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 20V, Negative-QTOF	splash10-0006-0009000000-fb946629fb17351d443b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 40V, Negative-QTOF	splash10-0096-6496000000-de42bfeedf7a9e5f3aec	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 10V, Positive-QTOF	splash10-0006-0019000000-5af6644674e8f9b7acdb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 20V, Positive-QTOF	splash10-0006-0129000000-cba797e18539d2d94fcc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane 40V, Positive-QTOF	splash10-004i-1946000000-2cf8f37037abf86fa629	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	Not Available	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101423087

PDB ID

Not Available

ChEBI ID

Not Available

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

Not Available

Showing metabocard for (1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane (HMDB0059746)

MOL for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

3D MOL for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

3D SDF for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

3D-SDF for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

PDB for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

3D PDB for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

SMILES for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

INCHI for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

Structure for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

3D Structure for HMDB0059746 ((1R,2S,5R,6S)-6-(3,4-Dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra