NP-MRD: Showing NP-Card for ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside (NP0045691)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:34:04 UTC

Updated at

2022-03-17 19:34:04 UTC

NP-MRD ID

NP0045691

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212152D          

 53 60  0  0  0  0            999 V2000
   -3.3935    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    1.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    2.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501    1.5829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2501    2.4079    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5356    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    4.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8933    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8933    3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078    4.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    0.3454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6913    2.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    4.8830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -2.3572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8029   -2.7697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0884   -2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6607   -2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6607   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -4.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3752   -2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3752   -4.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -3.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405   -1.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    0.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8784    0.4619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0920    1.2588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5086    1.8422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7117    1.6286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4982    0.8317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7013    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284    2.2120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8889    1.4723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587    0.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2 19  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 30 24  1  0  0  0  0
 23 24  2  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  1  0  0  0
 36 31  2  0  0  0  0
 32 31  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 33 37  1  0  0  0  0
 34 38  1  0  0  0  0
 29 39  1  1  0  0  0
 25 40  1  0  0  0  0
 21 41  1  0  0  0  0
 10 41  1  6  0  0  0
 22  8  1  6  0  0  0
  9 48  1  1  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 46 49  1  6  0  0  0
 43 50  1  1  0  0  0
 44 51  1  1  0  0  0
 45 52  1  1  0  0  0
 50 53  1  0  0  0  0
M  END


  Mrv0541 02241212152D          

 53 60  0  0  0  0            999 V2000
   -3.3935    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    1.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    1.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6790    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    2.8204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9646    1.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501    1.5829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2501    2.4079    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5356    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    4.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5356    3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    2.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8933    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8933    3.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078    4.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935    0.3454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6913    2.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1788    4.8830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884   -1.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -1.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -0.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -1.5322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -2.3572    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8029   -2.7697    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0884   -2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6607   -2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6607   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -4.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2318   -3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3752   -2.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3752   -4.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -3.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405   -1.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0884    0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    0.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8784    0.4619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0920    1.2588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5086    1.8422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7117    1.6286    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4982    0.8317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7013    0.6182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1284    2.2120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4618   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8889    1.4723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7221    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587    0.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2 19  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 18  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 12 16  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 30 24  1  0  0  0  0
 23 24  2  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  1  0  0  0
 36 31  2  0  0  0  0
 32 31  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 33 37  1  0  0  0  0
 34 38  1  0  0  0  0
 29 39  1  1  0  0  0
 25 40  1  0  0  0  0
 21 41  1  0  0  0  0
 10 41  1  6  0  0  0
 22  8  1  6  0  0  0
  9 48  1  1  0  0  0
 42 43  1  0  0  0  0
 42 47  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 46 49  1  6  0  0  0
 43 50  1  1  0  0  0
 44 51  1  1  0  0  0
 45 52  1  1  0  0  0
 50 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045691

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](O[C@H]2C3C4=C(O[C@@]2(OC2=C3C3=C(C[C@@H](O)[C@H](O3)C3=CC=C(O)C(O)=C3)C(O)=C2)C2=CC(O)=C(O)C=C2)C=C(O)C=C4O)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H34O17/c37-11-25-29(46)30(47)31(48)35(49-25)51-34-28-26-21(44)7-14(38)8-23(26)52-36(34,13-2-4-17(40)20(43)6-13)53-24-10-18(41)15-9-22(45)32(50-33(15)27(24)28)12-1-3-16(39)19(42)5-12/h1-8,10,22,25,28-32,34-35,37-48H,9,11H2/t22-,25-,28?,29+,30+,31-,32-,34+,35+,36-/m1/s1

> <INCHI_KEY>
JUIIUJBWZYKSEP-QLBYNWDUSA-N

> <FORMULA>
C36H34O17

> <MOLECULAR_WEIGHT>
738.645

> <EXACT_MASS>
738.179599662

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
70.49943794042012

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6R,13R,21S)-5,13-bis(3,4-dihydroxyphenyl)-21-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19-tetrol

> <ALOGPS_LOGP>
1.62

> <JCHEM_LOGP>
1.819696451

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.104094746178863

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.662652725538374

> <JCHEM_PKA_STRONGEST_BASIC>
-3.947737823953653

> <JCHEM_POLAR_SURFACE_AREA>
288.90999999999997

> <JCHEM_REFRACTIVITY>
176.60960000000009

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6R,13R,21S)-5,13-bis(3,4-dihydroxyphenyl)-21-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

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  C   UNK     0      -6.335   5.265   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.668   4.495   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.668   2.955   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.335   2.185   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.001   2.955   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.001   4.495   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.667   5.265   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.667   2.185   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.334   2.955   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.334   4.495   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.000   5.265   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.334   7.575   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.000   6.805   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.334   4.495   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.667   5.265   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.667   6.805   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.001   7.575   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.335   0.645   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -8.757   5.584   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.334   9.115   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.165   0.220   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.499  -0.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.499  -2.090   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.165  -2.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.169  -2.090   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.169  -0.550   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.832  -2.860   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.832  -4.400   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.499  -5.170   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.165  -4.400   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.166  -5.170   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.500  -4.400   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.833  -5.170   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.833  -6.710   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.500  -7.480   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.166  -6.710   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -8.167  -4.400   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -8.167  -7.480   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -1.499  -6.710   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.502  -2.860   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -0.165   1.760   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       5.752   0.464   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       7.240   0.862   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.638   2.350   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       6.549   3.439   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.062   3.040   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.663   1.553   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       3.176   1.154   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       3.973   4.129   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       8.329  -0.227   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       9.126   2.748   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       6.948   4.926   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       9.816   0.172   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1   19    3                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    8    6                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   22                                                  
CONECT    9    8   10   48                                                  
CONECT   10    7    9   11   41                                             
CONECT   11   10   13   14                                                  
CONECT   12   13   16   20                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   12   15   17                                                  
CONECT   17   16                                                            
CONECT   18    4                                                            
CONECT   19    2                                                            
CONECT   20   12                                                            
CONECT   21   22   26   41                                                  
CONECT   22   21   23    8                                                  
CONECT   23   22   24   27                                                  
CONECT   24   25   30   23                                                  
CONECT   25   24   26   40                                                  
CONECT   26   21   25                                                       
CONECT   27   23   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30   39                                                  
CONECT   30   24   29                                                       
CONECT   31   28   36   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   37                                                  
CONECT   34   33   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   31   35                                                       
CONECT   37   33                                                            
CONECT   38   34                                                            
CONECT   39   29                                                            
CONECT   40   25                                                            
CONECT   41   21   10                                                       
CONECT   42   43   47                                                       
CONECT   43   42   44   50                                                  
CONECT   44   43   45   51                                                  
CONECT   45   44   46   52                                                  
CONECT   46   45   47   49                                                  
CONECT   47   42   46   48                                                  
CONECT   48    9   47                                                       
CONECT   49   46                                                            
CONECT   50   43   53                                                       
CONECT   51   44                                                            
CONECT   52   45                                                            
CONECT   53   50                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  120    0
END

View in JSmol

Synonyms

Value	Source
ent-Epicatechin-(2a->7,4a->8)-epicatechin 3-galactoside	Generator
ent-Epicatechin-(2α->7,4α->8)-epicatechin 3-galactoside	Generator

Chemical Formula

C₃₆H₃₄O₁₇

Average Mass

738.6450 Da

Monoisotopic Mass

738.17960 Da

IUPAC Name

(5R,6R,13R,21S)-5,13-bis(3,4-dihydroxyphenyl)-21-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,12,14-trioxapentacyclo[11.7.1.0²,¹¹.0³,⁸.0¹⁵,²⁰]henicosa-2(11),3(8),9,15(20),16,18-hexaene-6,9,17,19-tetrol

Traditional Name

CAS Registry Number

135048-84-9

SMILES

OC[C@H]1O[C@@H](O[C@H]2C3C4=C(O[C@@]2(OC2=C3C3=C(C[C@@H](O)[C@H](O3)C3=CC=C(O)C(O)=C3)C(O)=C2)C2=CC(O)=C(O)C=C2)C=C(O)C=C4O)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C36H34O17/c37-11-25-29(46)30(47)31(48)35(49-25)51-34-28-26-21(44)7-14(38)8-23(26)52-36(34,13-2-4-17(40)20(43)6-13)53-24-10-18(41)15-9-22(45)32(50-33(15)27(24)28)12-1-3-16(39)19(42)5-12/h1-8,10,22,25,28-32,34-35,37-48H,9,11H2/t22-,25-,28?,29+,30+,31-,32-,34+,35+,36-/m1/s1

InChI Key

JUIIUJBWZYKSEP-QLBYNWDUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Theobroma cacao	FooDB	KNAPSACK

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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	1.62	ALOGPS
logP	1.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	288.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	176.61 m³·mol⁻¹	ChemAxon
Polarizability	70.5 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001648

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside (NP0045691)

MOL for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D MOL for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D SDF for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D-SDF for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

PDB for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D PDB for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

SMILES for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

INCHI for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

Structure for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)

3D Structure for NP0045691 (ent-Epicatechin-(2alpha->7,4alpha->8)-epicatechin 3-galactoside)