Np mrd loader

Showing NP-Card for Procyanidin B2 6-C-glucoside (NP0048763)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 21:01:47 UTC
Updated at2022-03-17 21:01:48 UTC
NP-MRD IDNP0048763
Secondary Accession NumbersNone
Natural Product Identification
Common NameProcyanidin B2 6-C-glucoside
Description6-Glucopyranosylprocyanidin B2 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 B2 is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 6-Glucopyranosylprocyanidin B2 has been detected, but not quantified in, a few different foods, such as chinese cinnamons, green vegetables, and herbs and spices. Procyanidin B2 6-C-glucoside is found in Rheum sp. This could make 6-glucopyranosylprocyanidin B2 a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048763 (Procyanidin B2 6-C-glucoside)


  Mrv0541 02241209512D          

 53 59  0  0  0  0            999 V2000
    4.8415   -1.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4126   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4126    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8415    0.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887   -0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598    0.1495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947   -1.1742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321   -1.0880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7321   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -2.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -1.9130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2692   -2.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692   -0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -1.0880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4126    1.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    3.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4126    3.0370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -3.1505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -2.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547    0.5620    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5547    1.3870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598    1.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742    1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032    1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321    0.5620    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7321    1.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    1.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    0.1495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4466   -0.6755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1611   -1.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    0.1495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -2.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1611    0.5620    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
 43 44  1  6  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
 38 29  1  6  0  0  0
 25  4  1  6  0  0  0
 37 51  1  6  0  0  0
 20 52  1  6  0  0  0
 48 53  1  6  0  0  0
M  END
Download

3D MOL for NP0048763 (Procyanidin B2 6-C-glucoside)

Download
3D SDF for NP0048763 (Procyanidin B2 6-C-glucoside)

  Mrv0541 02241209512D          

 53 59  0  0  0  0            999 V2000
    4.8415   -1.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4126   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4126    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8415    0.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887   -0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598    0.1495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598   -0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6947   -1.1742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321   -1.0880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7321   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177   -2.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -1.9130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2692   -2.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547   -1.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692   -0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836   -1.0880    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4126    1.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9836    3.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    2.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4126    3.0370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -3.1505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1598   -2.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742   -1.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5547    0.5620    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5547    1.3870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1598    1.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8742    1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032    1.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032    0.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    0.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7321    0.5620    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7321    1.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0177    1.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4466    0.1495    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4466   -0.6755    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1611   -1.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2692    0.1495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -2.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1611    0.5620    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
 43 44  1  6  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
 38 29  1  6  0  0  0
 25  4  1  6  0  0  0
 37 51  1  6  0  0  0
 20 52  1  6  0  0  0
 48 53  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0048763

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1OC([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?/m1/s1

> <INCHI_KEY>
VRCSTDIDMJHJBX-XXXODXNESA-N

> <FORMULA>
C36H36O17

> <MOLECULAR_WEIGHT>
740.6608

> <EXACT_MASS>
740.195249726

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
72.9531514605587

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

$$$$

Download
3D-SDF for NP0048763 (Procyanidin B2 6-C-glucoside)
Download
PDB for NP0048763 (Procyanidin B2 6-C-glucoside)
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       9.037  -2.031   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.704  -1.261   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.370  -2.031   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.036  -1.261   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.036   0.279   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.370   1.049   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.704   0.279   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.037   1.049   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -2.966  -1.261   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.966   0.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.632   1.049   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.298   0.279   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.298  -1.261   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.632  -2.031   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.163  -2.192   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.633  -1.261   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.967  -2.031   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.967  -3.571   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -5.633  -4.341   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.703  -3.571   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.369  -4.341   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.035  -3.571   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.035  -2.031   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.369  -1.261   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.703  -2.031   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.370   2.589   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.036   3.359   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.703   2.589   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.369   3.359   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.369   4.899   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.703   5.669   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.036   4.899   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.370   5.669   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.298  -5.881   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.298  -4.341   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.632  -3.571   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.035   1.049   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.035   2.589   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -0.298   3.359   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.632   2.589   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.966   3.359   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -4.299   2.589   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.299   1.049   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.633   0.279   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -6.967   1.049   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -6.967   2.589   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.633   3.359   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -8.300   0.279   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -8.300  -1.261   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -9.634  -2.031   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       2.369   0.279   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       5.036  -4.341   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      -9.634   1.049   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   52                                                  
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   51                                                  
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   43   45                                                  
CONECT   45   44   46   48                                                  
CONECT   46   45                                                            
CONECT   47   42                                                            
CONECT   48   45   49   53                                                  
CONECT   49   17   48   50                                                  
CONECT   50   49                                                            
CONECT   51   37                                                            
CONECT   52   20                                                            
CONECT   53   48                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  118    0
END

Download
3D PDB for NP0048763 (Procyanidin B2 6-C-glucoside)
Download
SMILES for NP0048763 (Procyanidin B2 6-C-glucoside)
OC[C@H]1OC([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
Download
INCHI for NP0048763 (Procyanidin B2 6-C-glucoside)
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?/m1/s1
Download
View in JSmol
Synonyms
ValueSource
6-C-Glucopyranosylprocyanidin b2HMDB
Chemical FormulaC36H36O17
Average Mass740.6608 Da
Monoisotopic Mass740.19525 Da
IUPAC Name(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(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(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]-6-[(3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-3,5,7-triol
CAS Registry Number103215-59-4
SMILES
OC[C@H]1OC([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?/m1/s1
InChI KeyVRCSTDIDMJHJBX-XXXODXNESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cinnamomum aromaticumFooDB
Rheum sp.Plant
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''.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassBiflavonoids and polyflavonoids  
Direct ParentBiflavonoids and polyflavonoids  
Alternative Parents
Substituents
  • B-type proanthocyanidin
    • 

  • Bi- and polyflavonoid skeleton
    • 

  • Proanthocyanidin
    • 

  • Flavonoid 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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.23ALOGPS
logP0.36ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)8.54ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area310.91 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity179.63 m³·mol⁻¹ChemAxon
Polarizability72.95 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037403  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016447  
KNApSAcK IDC00006326  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752185  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available