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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:38:57 UTC

Update Date

2022-03-07 02:55:19 UTC

HMDB ID

HMDB0037404

Secondary Accession Numbers

HMDB37404

Metabolite Identification

Common Name

6-Glucopyranosylprocyanidin B1

Description

6-Glucopyranosylprocyanidin B1 belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. 6-Glucopyranosylprocyanidin B1 has been detected, but not quantified in, green vegetables. This could make 6-glucopyranosylprocyanidin B1 a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 6-Glucopyranosylprocyanidin B1.

Structure

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


  Mrv0541 02241210022D          

 53 59  0  0  0  0            999 V2000
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    3.6422    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
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 37 52  1  6  0  0  0
 20 53  1  1  0  0  0
 25  4  1  6  0  0  0
 38 29  1  6  0  0  0
M  END

HMDB0037404
     RDKit          3D
6-Glucopyranosylprocyanidin B1
 89 95  0  0  0  0  0  0  0  0999 V2000
    3.8121    3.6647    3.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0063    2.9091    3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
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 53 89  1  0
M  END


  Mrv0541 02241210022D          

 53 59  0  0  0  0            999 V2000
    5.0711   -1.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -0.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422   -1.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9277   -0.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9277   -0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3566   -0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0711    0.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591   -0.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591   -0.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0698   -0.1299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0698   -0.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -1.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4652   -1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5026   -1.3674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5026   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -2.6049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132   -2.1924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4987   -2.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7843   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7843   -1.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4987   -0.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132   -1.3674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6422    1.1076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9277    1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132    1.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4987    1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4987    2.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132    2.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9277    2.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6422    2.7576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0698   -3.4299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0698   -2.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7843    0.2826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7843    1.1076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0698    1.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    1.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    1.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    0.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.1299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5026    0.2826    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5026    1.1076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881    1.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -0.1299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2170   -0.9549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9315   -1.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9315    0.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4987   -0.1299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9277   -2.6049    0.0000 O   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
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 43  1  0  0  0  0
 11 12  1  0  0  0  0
 11 40  1  0  0  0  0
 12 13  1  1  0  0  0
 12 37  1  0  0  0  0
 13 14  2  0  0  0  0
 13 23  1  0  0  0  0
 14 15  1  0  0  0  0
 14 36  1  0  0  0  0
 16 17  1  0  0  0  0
 16 44  1  0  0  0  0
 17 18  1  6  0  0  0
 17 49  1  0  0  0  0
 18 19  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 35  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 32  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 47  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  1  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  1  0  0  0
 48 51  1  6  0  0  0
 44 43  1  6  0  0  0
 37 52  1  6  0  0  0
 20 53  1  1  0  0  0
 25  4  1  6  0  0  0
 38 29  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0037404

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H36O17/c37-10-23-28(46)31(49)32(50)36(52-23)25-20(44)9-22-26(29(25)47)27(30(48)34(51-22)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-21(45)33(53-35(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,21,23,27-28,30-34,36-50H,7,10H2/t21-,23+,27-,28+,30+,31-,32+,33+,34+,36-/m0/s1

> <INCHI_KEY>
VRCSTDIDMJHJBX-ZUVQFHENSA-N

> <FORMULA>
C36H36O17

> <MOLECULAR_WEIGHT>
740.6608

> <EXACT_MASS>
740.195249726

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
73.141891480329

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
0.3584241086666672

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.996197083740451

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.535425424914608

> <JCHEM_PKA_STRONGEST_BASIC>
-5.176584882547851

> <JCHEM_POLAR_SURFACE_AREA>
310.90999999999997

> <JCHEM_REFRACTIVITY>
179.62630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037404
     RDKit          3D
6-Glucopyranosylprocyanidin B1
 89 95  0  0  0  0  0  0  0  0999 V2000
    3.8121    3.6647    3.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0063    2.9091    3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0829    2.2328    2.0496 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9735    1.4498    1.9647 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7612    1.0667    0.6327 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8650   -0.1150    0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.3301    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8492   -1.3520    1.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -2.5049    0.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534   -2.5111    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -1.3000    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5370   -0.1245    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9251    1.0709   -0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138   -1.3817    0.0286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4826   -0.7917    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785   -1.0650    2.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -1.8899    2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2938   -0.5091    3.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    0.3158    2.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1667    0.8136    3.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4353    0.6035    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.0456    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640    0.3507   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6499    1.1480   -1.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1425    2.5024   -1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3589    3.2700   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975    4.5214   -1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2109    5.0554   -2.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7331    6.3141   -2.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9983    4.2855   -3.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3048    4.8337   -4.4611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4527    3.0389   -2.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8704    1.3094   -0.3608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7315    0.2225   -0.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5330    1.4858    1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340   -2.7153   -0.3790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8079   -2.8791   -1.7540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -3.8333    0.4010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8612   -5.1631   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9165   -5.9443    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081   -7.1522   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4240   -7.5863   -1.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404   -8.8038   -2.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563   -6.8406   -1.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026   -7.3290   -2.9890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984   -5.6333   -1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -3.6965    0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    2.2928   -0.0526 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8286    2.0076   -1.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3722    3.2909   -0.1406 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8627    4.5609   -0.4477 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2256    3.3302    1.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5828    3.3088    0.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023    4.5929    3.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0237    2.1888    4.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8467    3.6062    3.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9755    1.5740    2.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448    0.8293    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -2.2283    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -3.4579    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358    1.1239   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077   -0.7181   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881   -2.1519    3.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938   -0.7402    4.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390    1.4152    3.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9781    0.6594   -2.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    2.8238    0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867    5.0882   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172    6.7642   -3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8650    4.3355   -5.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0754    2.4348   -3.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138    2.2107   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5477   -0.3402   -1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4221    1.2566    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    2.5311    1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2541   -2.6584   -0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945   -1.9720   -2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0751   -3.9420    1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5154   -5.5589    0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0287   -7.7452   -0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1636   -9.1287   -2.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -6.7810   -3.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320   -5.0590   -1.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    2.7291    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    2.9188   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9843    2.9212   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    4.8859   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1216    4.3480    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8000    2.3947    0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  2  0
 24 33  1  0
 33 34  1  0
 33 35  1  0
 14 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 44 46  2  0
 38 47  1  0
  5 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 50 52  1  0
 52 53  1  0
 52  3  1  0
 12  6  1  0
 22 15  1  0
 32 25  1  0
 46 39  1  0
 47 10  1  0
 35 21  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  3 57  1  1
  5 58  1  6
  8 59  1  0
  9 60  1  0
 13 61  1  0
 14 62  1  6
 17 63  1  0
 18 64  1  0
 20 65  1  0
 24 66  1  6
 26 67  1  0
 27 68  1  0
 29 69  1  0
 31 70  1  0
 32 71  1  0
 33 72  1  6
 34 73  1  0
 35 74  1  0
 35 75  1  0
 36 76  1  6
 37 77  1  0
 38 78  1  1
 40 79  1  0
 41 80  1  0
 43 81  1  0
 45 82  1  0
 46 83  1  0
 48 84  1  1
 49 85  1  0
 50 86  1  6
 51 87  1  0
 52 88  1  1
 53 89  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       9.466  -2.552   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.132  -1.782   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.799  -2.552   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.465  -1.782   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.465  -0.242   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.799   0.528   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.132  -0.242   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.466   0.528   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.537  -1.782   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.537  -0.242   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.203   0.528   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.130  -0.242   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.130  -1.782   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.203  -2.552   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.735  -2.713   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.204  -1.782   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.538  -2.552   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.538  -4.092   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.204  -4.862   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.131  -4.092   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.798  -4.862   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.464  -4.092   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.464  -2.552   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.798  -1.782   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.131  -2.552   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.799   2.068   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.465   2.838   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.131   2.068   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.798   2.838   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.798   4.378   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.131   5.148   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.465   4.378   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.799   5.148   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.130  -6.402   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.130  -4.862   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.203  -4.092   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.464   0.528   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.464   2.068   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.130   2.838   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.203   2.068   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.537   2.838   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -3.871   2.068   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.871   0.528   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.204  -0.242   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -6.538   0.528   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -6.538   2.068   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.204   2.838   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -7.872  -0.242   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -7.872  -1.782   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -9.205  -2.552   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -9.205   0.528   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       2.798  -0.242   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       5.465  -4.862   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    9   11   43                                                  
CONECT   11   10   12   40                                                  
CONECT   12   11   13   37                                                  
CONECT   13   12   14   23                                                  
CONECT   14   13   15   36                                                  
CONECT   15   14                                                            
CONECT   16   17   44                                                       
CONECT   17   16   18   49                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   21   25   53                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   35                                                  
CONECT   23   13   22   24                                                  
CONECT   24   23   25                                                       
CONECT   25   20   24    4                                                  
CONECT   26   27                                                            
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   38                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   27   31   33                                                  
CONECT   33   32                                                            
CONECT   34   35                                                            
CONECT   35   22   34   36                                                  
CONECT   36   14   35                                                       
CONECT   37   12   38   52                                                  
CONECT   38   37   39   29                                                  
CONECT   39   38   40                                                       
CONECT   40   11   39   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   10   42   44                                                  
CONECT   44   16   45   43                                                  
CONECT   45   44   46   48                                                  
CONECT   46   45                                                            
CONECT   47   42                                                            
CONECT   48   45   49   51                                                  
CONECT   49   17   48   50                                                  
CONECT   50   49                                                            
CONECT   51   48                                                            
CONECT   52   37                                                            
CONECT   53   20                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

COMPND    HMDB0037404
HETATM    1  O1  UNL     1       3.812   3.665   3.474  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.006   2.909   3.434  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.083   2.233   2.050  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.974   1.450   1.965  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.761   1.067   0.633  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.865  -0.115   0.581  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.492  -1.330   0.889  1.00  0.00           C  
HETATM    8  O3  UNL     1       4.849  -1.352   1.185  1.00  0.00           O  
HETATM    9  C6  UNL     1       2.792  -2.505   0.905  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.453  -2.511   0.619  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.823  -1.300   0.312  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.537  -0.124   0.297  1.00  0.00           C  
HETATM   13  O4  UNL     1       0.925   1.071  -0.002  1.00  0.00           O  
HETATM   14  C10 UNL     1      -0.614  -1.382   0.029  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.483  -0.792   1.072  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.379  -1.065   2.416  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.355  -1.890   2.863  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.294  -0.509   3.298  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.312   0.316   2.869  1.00  0.00           C  
HETATM   20  O6  UNL     1      -4.167   0.814   3.840  1.00  0.00           O  
HETATM   21  C15 UNL     1      -3.435   0.604   1.539  1.00  0.00           C  
HETATM   22  C16 UNL     1      -2.520   0.046   0.665  1.00  0.00           C  
HETATM   23  O7  UNL     1      -2.664   0.351  -0.669  1.00  0.00           O  
HETATM   24  C17 UNL     1      -3.650   1.148  -1.231  1.00  0.00           C  
HETATM   25  C18 UNL     1      -3.142   2.502  -1.615  1.00  0.00           C  
HETATM   26  C19 UNL     1      -2.359   3.270  -0.781  1.00  0.00           C  
HETATM   27  C20 UNL     1      -1.898   4.521  -1.148  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.211   5.055  -2.383  1.00  0.00           C  
HETATM   29  O8  UNL     1      -1.733   6.314  -2.722  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.998   4.285  -3.224  1.00  0.00           C  
HETATM   31  O9  UNL     1      -3.305   4.834  -4.461  1.00  0.00           O  
HETATM   32  C23 UNL     1      -3.453   3.039  -2.848  1.00  0.00           C  
HETATM   33  C24 UNL     1      -4.870   1.309  -0.361  1.00  0.00           C  
HETATM   34  O10 UNL     1      -5.731   0.222  -0.480  1.00  0.00           O  
HETATM   35  C25 UNL     1      -4.533   1.486   1.092  1.00  0.00           C  
HETATM   36  C26 UNL     1      -1.134  -2.715  -0.379  1.00  0.00           C  
HETATM   37  O11 UNL     1      -0.808  -2.879  -1.754  1.00  0.00           O  
HETATM   38  C27 UNL     1      -0.564  -3.833   0.401  1.00  0.00           C  
HETATM   39  C28 UNL     1      -0.861  -5.163  -0.274  1.00  0.00           C  
HETATM   40  C29 UNL     1      -1.916  -5.944   0.143  1.00  0.00           C  
HETATM   41  C30 UNL     1      -2.208  -7.152  -0.452  1.00  0.00           C  
HETATM   42  C31 UNL     1      -1.424  -7.586  -1.486  1.00  0.00           C  
HETATM   43  O12 UNL     1      -1.740  -8.804  -2.063  1.00  0.00           O  
HETATM   44  C32 UNL     1      -0.356  -6.841  -1.939  1.00  0.00           C  
HETATM   45  O13 UNL     1       0.403  -7.329  -2.989  1.00  0.00           O  
HETATM   46  C33 UNL     1      -0.098  -5.633  -1.315  1.00  0.00           C  
HETATM   47  O14 UNL     1       0.787  -3.697   0.642  1.00  0.00           O  
HETATM   48  C34 UNL     1       3.220   2.293  -0.053  1.00  0.00           C  
HETATM   49  O15 UNL     1       2.829   2.008  -1.373  1.00  0.00           O  
HETATM   50  C35 UNL     1       4.372   3.291  -0.141  1.00  0.00           C  
HETATM   51  O16 UNL     1       3.863   4.561  -0.448  1.00  0.00           O  
HETATM   52  C36 UNL     1       5.226   3.330   1.061  1.00  0.00           C  
HETATM   53  O17 UNL     1       6.583   3.309   0.640  1.00  0.00           O  
HETATM   54  H1  UNL     1       4.002   4.593   3.202  1.00  0.00           H  
HETATM   55  H2  UNL     1       5.024   2.189   4.254  1.00  0.00           H  
HETATM   56  H3  UNL     1       5.847   3.606   3.488  1.00  0.00           H  
HETATM   57  H4  UNL     1       5.976   1.574   2.122  1.00  0.00           H  
HETATM   58  H5  UNL     1       4.745   0.829   0.190  1.00  0.00           H  
HETATM   59  H6  UNL     1       5.287  -2.228   1.404  1.00  0.00           H  
HETATM   60  H7  UNL     1       3.287  -3.458   1.148  1.00  0.00           H  
HETATM   61  H8  UNL     1      -0.036   1.124  -0.224  1.00  0.00           H  
HETATM   62  H9  UNL     1      -0.808  -0.718  -0.905  1.00  0.00           H  
HETATM   63  H10 UNL     1      -0.188  -2.152   3.805  1.00  0.00           H  
HETATM   64  H11 UNL     1      -2.194  -0.740   4.361  1.00  0.00           H  
HETATM   65  H12 UNL     1      -4.939   1.415   3.684  1.00  0.00           H  
HETATM   66  H13 UNL     1      -3.978   0.659  -2.171  1.00  0.00           H  
HETATM   67  H14 UNL     1      -2.124   2.824   0.193  1.00  0.00           H  
HETATM   68  H15 UNL     1      -1.287   5.088  -0.464  1.00  0.00           H  
HETATM   69  H16 UNL     1      -1.917   6.764  -3.595  1.00  0.00           H  
HETATM   70  H17 UNL     1      -3.865   4.336  -5.114  1.00  0.00           H  
HETATM   71  H18 UNL     1      -4.075   2.435  -3.519  1.00  0.00           H  
HETATM   72  H19 UNL     1      -5.414   2.211  -0.706  1.00  0.00           H  
HETATM   73  H20 UNL     1      -5.548  -0.340  -1.248  1.00  0.00           H  
HETATM   74  H21 UNL     1      -5.422   1.257   1.715  1.00  0.00           H  
HETATM   75  H22 UNL     1      -4.239   2.531   1.329  1.00  0.00           H  
HETATM   76  H23 UNL     1      -2.254  -2.658  -0.295  1.00  0.00           H  
HETATM   77  H24 UNL     1      -0.895  -1.972  -2.170  1.00  0.00           H  
HETATM   78  H25 UNL     1      -1.075  -3.942   1.386  1.00  0.00           H  
HETATM   79  H26 UNL     1      -2.515  -5.559   0.971  1.00  0.00           H  
HETATM   80  H27 UNL     1      -3.029  -7.745  -0.118  1.00  0.00           H  
HETATM   81  H28 UNL     1      -1.164  -9.129  -2.826  1.00  0.00           H  
HETATM   82  H29 UNL     1       1.184  -6.781  -3.320  1.00  0.00           H  
HETATM   83  H30 UNL     1       0.732  -5.059  -1.672  1.00  0.00           H  
HETATM   84  H31 UNL     1       2.436   2.729   0.565  1.00  0.00           H  
HETATM   85  H32 UNL     1       2.766   2.919  -1.805  1.00  0.00           H  
HETATM   86  H33 UNL     1       4.984   2.921  -1.014  1.00  0.00           H  
HETATM   87  H34 UNL     1       4.336   4.886  -1.238  1.00  0.00           H  
HETATM   88  H35 UNL     1       5.122   4.348   1.518  1.00  0.00           H  
HETATM   89  H36 UNL     1       6.800   2.395   0.277  1.00  0.00           H  
CONECT    1    2   54
CONECT    2    3   55   56
CONECT    3    4   52   57
CONECT    4    5
CONECT    5    6   48   58
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    8   59
CONECT    9   10   10   60
CONECT   10   11   47
CONECT   11   12   12   14
CONECT   12   13
CONECT   13   61
CONECT   14   15   36   62
CONECT   15   16   16   22
CONECT   16   17   18
CONECT   17   63
CONECT   18   19   19   64
CONECT   19   20   21
CONECT   20   65
CONECT   21   22   22   35
CONECT   22   23
CONECT   23   24
CONECT   24   25   33   66
CONECT   25   26   26   32
CONECT   26   27   67
CONECT   27   28   28   68
CONECT   28   29   30
CONECT   29   69
CONECT   30   31   32   32
CONECT   31   70
CONECT   32   71
CONECT   33   34   35   72
CONECT   34   73
CONECT   35   74   75
CONECT   36   37   38   76
CONECT   37   77
CONECT   38   39   47   78
CONECT   39   40   40   46
CONECT   40   41   79
CONECT   41   42   42   80
CONECT   42   43   44
CONECT   43   81
CONECT   44   45   46   46
CONECT   45   82
CONECT   46   83
CONECT   48   49   50   84
CONECT   49   85
CONECT   50   51   52   86
CONECT   51   87
CONECT   52   53   88
CONECT   53   89
END

HMDB0037404
     RDKit          3D
6-Glucopyranosylprocyanidin B1
 89 95  0  0  0  0  0  0  0  0999 V2000
    3.8121    3.6647    3.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0063    2.9091    3.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0829    2.2328    2.0496 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9735    1.4498    1.9647 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7612    1.0667    0.6327 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8650   -0.1150    0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4917   -1.3301    0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8492   -1.3520    1.1847 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -2.5049    0.9055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4534   -2.5111    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8235   -1.3000    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5370   -0.1245    0.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9251    1.0709   -0.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138   -1.3817    0.0286 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4826   -0.7917    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3785   -1.0650    2.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -1.8899    2.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2938   -0.5091    3.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    0.3158    2.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1667    0.8136    3.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4353    0.6035    1.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    0.0456    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6640    0.3507   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6499    1.1480   -1.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1425    2.5024   -1.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3589    3.2700   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8975    4.5214   -1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2109    5.0554   -2.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7331    6.3141   -2.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9983    4.2855   -3.2236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3048    4.8337   -4.4611 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4527    3.0389   -2.8477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8704    1.3094   -0.3608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7315    0.2225   -0.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5330    1.4858    1.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340   -2.7153   -0.3790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8079   -2.8791   -1.7540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -3.8333    0.4010 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8612   -5.1631   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9165   -5.9443    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2081   -7.1522   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4240   -7.5863   -1.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7404   -8.8038   -2.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3563   -6.8406   -1.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4026   -7.3290   -2.9890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984   -5.6333   -1.3147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873   -3.6965    0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    2.2928   -0.0526 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8286    2.0076   -1.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3722    3.2909   -0.1406 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8627    4.5609   -0.4477 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2256    3.3302    1.0612 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5828    3.3088    0.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023    4.5929    3.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0237    2.1888    4.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8467    3.6062    3.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9755    1.5740    2.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448    0.8293    0.1895 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -2.2283    1.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -3.4579    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358    1.1239   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8077   -0.7181   -0.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1881   -2.1519    3.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938   -0.7402    4.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390    1.4152    3.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9781    0.6594   -2.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1244    2.8238    0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867    5.0882   -0.4635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9172    6.7642   -3.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8650    4.3355   -5.1141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0754    2.4348   -3.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138    2.2107   -0.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5477   -0.3402   -1.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4221    1.2566    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2391    2.5311    1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2541   -2.6584   -0.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8945   -1.9720   -2.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0751   -3.9420    1.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5154   -5.5589    0.9708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0287   -7.7452   -0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1636   -9.1287   -2.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -6.7810   -3.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320   -5.0590   -1.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    2.7291    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7655    2.9188   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9843    2.9212   -1.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    4.8859   -1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1216    4.3480    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8000    2.3947    0.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-C-Glucopyranosylprocyanidin b1	HMDB
Procyanidin b, 6-C-glucoside	HMDB

Chemical Formula

C₃₆H₃₆O₁₇

Average Molecular Weight

740.6608

Monoisotopic Molecular Weight

740.195249726

IUPAC Name

(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Traditional Name

CAS Registry Number

105371-29-7

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C36H36O17/c37-10-23-28(46)31(49)32(50)36(52-23)25-20(44)9-22-26(29(25)47)27(30(48)34(51-22)12-2-4-15(39)18(42)6-12)24-19(43)8-16(40)13-7-21(45)33(53-35(13)24)11-1-3-14(38)17(41)5-11/h1-6,8-9,21,23,27-28,30-34,36-50H,7,10H2/t21-,23+,27-,28+,30+,31-,32+,33+,34+,36-/m0/s1

InChI Key

VRCSTDIDMJHJBX-ZUVQFHENSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

B-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Flavonoid c-glycoside
Flavonoid-8-c-glycoside
Catechin
3'-hydroxyflavonoid
3-hydroxyflavonoid
4'-hydroxyflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Flavan
Phenolic glycoside
Hexose monosaccharide
Glycosyl compound
C-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monosaccharide
Oxane
Monocyclic benzene moiety
Benzenoid
Secondary alcohol
Polyol
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037404)
Cytoplasm (HMDB: HMDB0037404)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037404)

Source

Exogenous

Food

Food (HMDB: HMDB0037404)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0037404)

Not Available

Nutrient (HMDB: HMDB0037404)

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	1.13 g/L	ALOGPS
logP	1.23	ALOGPS
logP	0.36	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	8.54	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	310.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	179.63 m³·mol⁻¹	ChemAxon
Polarizability	73.14 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	253.232	30932474
DeepCCS	[M-H]-	251.508	30932474
DeepCCS	[M-2H]-	286.101	30932474
DeepCCS	[M+Na]+	259.669	30932474
AllCCS	[M+H]+	261.4	32859911
AllCCS	[M+H-H2O]+	260.8	32859911
AllCCS	[M+NH4]+	262.0	32859911
AllCCS	[M+Na]+	262.2	32859911
AllCCS	[M-H]-	265.1	32859911
AllCCS	[M+Na-2H]-	269.2	32859911
AllCCS	[M+HCOO]-	273.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6-Glucopyranosylprocyanidin B1	OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1	7522.4	Standard polar	33892256
6-Glucopyranosylprocyanidin B1	OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1	6175.6	Standard non polar	33892256
6-Glucopyranosylprocyanidin B1	OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C2O[C@@H]([C@H](O)[C@H](C2=C1O)C1=C(O)C=C(O)C2=C1O[C@@H]([C@@H](O)C2)C1=CC=C(O)C(O)=C1)C1=CC=C(O)C(O)=C1	7026.2	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 - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_11) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_12) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_13) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_1_14) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Glucopyranosylprocyanidin B1 GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-18	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 - 6-Glucopyranosylprocyanidin B1 10V, Positive-QTOF	splash10-00du-0100080900-8ed9f2a7926f6c2604c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 20V, Positive-QTOF	splash10-00xr-0300593500-67570d28bcfbcaf7eb74	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 40V, Positive-QTOF	splash10-0kg9-0100931100-a8e76718257e93e26fe9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 10V, Negative-QTOF	splash10-000i-0000022900-74e9945b703fa9534ccc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 20V, Negative-QTOF	splash10-0079-3950224400-fc590cb05584b789df1c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 40V, Negative-QTOF	splash10-00kr-5495023100-2e0783206201951e9d7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 10V, Positive-QTOF	splash10-0006-0000011900-2ef3f61ead98cd7d6919	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 20V, Positive-QTOF	splash10-0006-1550095700-7088b103461924398a2f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 40V, Positive-QTOF	splash10-00dr-5900053300-0c904a486d91fcee42f6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 10V, Negative-QTOF	splash10-000i-0000042900-f801934844fe1671b3e2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 20V, Negative-QTOF	splash10-0079-0000039600-d183a477f9bde52ed5a5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Glucopyranosylprocyanidin B1 40V, Negative-QTOF	splash10-052u-6560097300-849e32142a5cd5dda53f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB016448

KNApSAcK ID

C00006328

Chemspider ID

10270304

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636073

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

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

Showing metabocard for 6-Glucopyranosylprocyanidin B1 (HMDB0037404)

MOL for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

3D MOL for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

3D SDF for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

3D-SDF for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

PDB for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

3D PDB for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

SMILES for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

INCHI for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

Structure for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

3D Structure for HMDB0037404 (6-Glucopyranosylprocyanidin B1)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra