NP-MRD: Showing NP-Card for (-)-Catechin 3-gallate (NP0137693)

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Record Information

Version

2.0

Created at

2022-05-31 16:03:43 UTC

Updated at

2022-05-31 16:03:43 UTC

NP-MRD ID

NP0137693

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Catechin 3-gallate

Description

(-)-Catechin 3-O-gallate belongs to the class of organic compounds known as catechin gallates. (-)-Catechin 3-gallate is found in Arbutus unedo. These are organic compounds containing a gallate moiety glycosidically linked to a catechin (-)-Catechin 3-O-gallate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241212082D          

 32 35  0  0  0  0            999 V2000
   -2.5929    0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    0.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929    2.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    0.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    2.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4495    1.6537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4495    0.8287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2650    2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    2.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    3.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939    2.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939    2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218    2.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -0.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    0.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084    3.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795   -0.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494   -0.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -0.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -0.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -2.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084    1.6537    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
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  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
  9 11  1  1  0  0  0
 10 19  1  6  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 32  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 25  2  0  0  0  0
 22 26  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  2  0  0  0  0
 24 31  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 50 53  0  0  0  0  0  0  0  0999 V2000
    1.6651   -1.3020    1.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8194   -0.6128    0.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6862   -0.3960   -0.6015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5750   -0.8747   -0.3183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0615   -1.8985   -1.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -2.3115   -0.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -3.4531   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2157   -4.1667   -2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2109   -3.9327   -1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9693   -3.2458   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2417   -3.6815    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4734   -2.1029    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2027   -1.6420   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6884   -0.4869    0.5554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    0.1508   -0.2385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2980    1.4498    0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1773    2.1570   -0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    3.4038    0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    3.9048    1.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    5.1433    2.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9837    3.1763    1.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619    3.7359    2.7719 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2217    1.9522    1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1344   -0.0974   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1835   -0.3790    0.6907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4664    0.0659    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4978   -0.2462    1.3536 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7217    0.8338   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0152    1.2560   -0.8342 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6781    1.1231   -1.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9415    1.9037   -2.6445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3937    0.6672   -1.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5954   -1.4765    0.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151   -2.8115   -1.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1084   -1.4563   -2.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3071   -3.9469   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828   -4.8222   -1.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0279   -3.3344   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0580   -1.5302    1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0447    0.3238   -1.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322    1.7953   -0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    3.9275    0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2891    5.5040    2.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6848    3.2003    3.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1247    1.3796    1.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0386   -0.9853    1.5979 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -0.7945    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3849    1.8069   -1.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8714    2.2427   -2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5648    0.8839   -1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  2  0
 12 13  1  0
 13  6  2  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  2  0
  4 15  1  0
 15 14  1  0
 15 16  1  0
 16 23  2  0
 23 21  1  0
 21 22  1  0
 21 19  2  0
 19 20  1  0
 19 18  1  0
 18 17  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 14 13  1  0
 17 16  1  0
 32 24  1  0
 11 38  1  0
 12 39  1  0
  5 34  1  0
  5 35  1  0
  4 33  1  1
 25 46  1  0
 27 47  1  0
 29 48  1  0
 31 49  1  0
 32 50  1  0
 15 40  1  6
 23 45  1  0
 22 44  1  0
 20 43  1  0
 18 42  1  0
 17 41  1  0
  8 36  1  0
  9 37  1  0
M  END

Structure #1
  Mrv0541 02241212082D          

 32 35  0  0  0  0            999 V2000
   -2.5929    0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    0.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3073    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929    2.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    0.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1639    2.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4495    1.6537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4495    0.8287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2650    2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    2.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795    3.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939    2.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6939    2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218    2.0662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5929   -0.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650    0.4162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084    3.3038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2650   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795   -0.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4494   -0.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9795   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -0.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -0.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -1.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -0.4088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229   -2.0588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084    1.6537    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
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  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
  9 11  1  1  0  0  0
 10 19  1  6  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 16  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 32  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 25  2  0  0  0  0
 22 26  1  0  0  0  0
 24 25  1  0  0  0  0
 24 28  2  0  0  0  0
 24 31  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137693

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C2=CC(O)=C(O)C=C2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1

> <INCHI_KEY>
LSHVYAFMTMFKBA-CTNGQTDRSA-N

> <FORMULA>
C22H18O10

> <MOLECULAR_WEIGHT>
442.3723

> <EXACT_MASS>
442.089996796

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
42.257429360084075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
3.379710899

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.896944163374

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.032279820119552

> <JCHEM_PKA_STRONGEST_BASIC>
-4.923554387089123

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
109.76439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ent-catechin 3-O-gallate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.840   0.777   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.174   1.547   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.174   3.087   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.840   3.857   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.506   3.087   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.506   1.547   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.173   0.777   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.173   3.857   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.839   3.087   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.839   1.547   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.495   3.857   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.828   3.087   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.495   5.397   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.828   6.167   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.162   5.397   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.162   3.857   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -7.507   3.857   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -4.840  -0.763   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.495   0.777   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.496   6.167   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.495  -0.763   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.828  -1.533   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.839  -1.533   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.162  -3.843   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.828  -3.073   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.162  -0.763   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.496  -1.533   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.496  -3.073   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.829  -0.763   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.829  -3.843   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       3.162  -5.383   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.496   3.087   0.000  0.00  0.00           O+0
CONECT    1    2    6   18                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    7    9   19                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11   16                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   12   15   32                                                  
CONECT   17    3                                                            
CONECT   18    1                                                            
CONECT   19   10   21                                                       
CONECT   20   15                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21   25   26                                                  
CONECT   23   21                                                            
CONECT   24   25   28   31                                                  
CONECT   25   22   24                                                       
CONECT   26   22   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   24   27   30                                                  
CONECT   29   27                                                            
CONECT   30   28                                                            
CONECT   31   24                                                            
CONECT   32   16                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Value	Source
(-)-Catechin 3-O-gallic acid	Generator
ent-Catechin 3-O-gallic acid	Generator
Catechin gallate	MeSH
ent-Catechin 3-gallic acid	Generator

Chemical Formula

C₂₂H₁₈O₁₀

Average Mass

442.3723 Da

Monoisotopic Mass

442.09000 Da

IUPAC Name

(2S,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

Traditional Name

ent-catechin 3-O-gallate

CAS Registry Number

130405-40-2

SMILES

OC1=CC2=C(C[C@@H](OC(=O)C3=CC(O)=C(O)C(O)=C3)[C@@H](O2)C2=CC(O)=C(O)C=C2)C(O)=C1

InChI Identifier

InChI=1S/C22H18O10/c23-11-6-14(25)12-8-19(32-22(30)10-4-16(27)20(29)17(28)5-10)21(31-18(12)7-11)9-1-2-13(24)15(26)3-9/h1-7,19,21,23-29H,8H2/t19-,21+/m1/s1

InChI Key

LSHVYAFMTMFKBA-CTNGQTDRSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Arbutus unedo	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechin gallates. These are organic compounds containing a gallate moiety glycosidically linked to a catechin.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechin gallates

Alternative Parents

Substituents

Catechin gallate
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Chromane
Benzopyran
1-benzopyran
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Catechol
Benzoyl
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

polyphenol (CHEBI:76131 )
gallate ester (CHEBI:76131 )
catechin (CHEBI:76131 )
Flavans, Flavanols and Leucoanthocyanidins (LMPK12020091 )

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	2.55	ALOGPS
logP	3.38	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.03	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.76 m³·mol⁻¹	ChemAxon
Polarizability	42.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029255

DrugBank ID

Not Available

Phenol Explorer Compound ID

146

FoodDB ID

FDB000097

KNApSAcK ID

Not Available

Chemspider ID

4925466

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6419835

PDB ID

Not Available

ChEBI ID

76131

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Catechin 3-gallate (NP0137693)

MOL for NP0137693 ((-)-Catechin 3-gallate)

3D MOL for NP0137693 ((-)-Catechin 3-gallate)

3D SDF for NP0137693 ((-)-Catechin 3-gallate)

3D-SDF for NP0137693 ((-)-Catechin 3-gallate)

PDB for NP0137693 ((-)-Catechin 3-gallate)

3D PDB for NP0137693 ((-)-Catechin 3-gallate)

SMILES for NP0137693 ((-)-Catechin 3-gallate)

INCHI for NP0137693 ((-)-Catechin 3-gallate)

Structure for NP0137693 ((-)-Catechin 3-gallate)

3D Structure for NP0137693 ((-)-Catechin 3-gallate)