NP-MRD: Showing NP-Card for Epigallocatechin 3-sulfate (NP0339394)

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Record Information

Version

2.0

Created at

2024-09-11 21:36:52 UTC

Updated at

2024-09-11 21:36:52 UTC

NP-MRD ID

NP0339394

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Epigallocatechin 3-sulfate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02271200382D          

 26 28  0  0  1  0            999 V2000
   10.4878  -14.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2023  -14.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2023  -13.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9167  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9167  -12.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -13.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3457  -12.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0601  -13.2601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0601  -14.0851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3457  -14.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -14.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9167  -14.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -14.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -15.3226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9496  -15.3226    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.5996  -15.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -16.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -12.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4891  -11.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4891  -10.7851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2036  -12.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9180  -11.6101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2036  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9180  -13.2601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4891  -13.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  6  0  0  0
  9 10  1  0  0  0  0
  9 13  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  2  0  0  0  0
 18 19  1  0  0  0  0
 18 26  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  CHG  1  15  -1
M  END


  Mrv0541 02271200382D          

 26 28  0  0  1  0            999 V2000
   10.4878  -14.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2023  -14.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2023  -13.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9167  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9167  -12.0226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -13.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3457  -12.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0601  -13.2601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.0601  -14.0851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3457  -14.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6312  -14.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9167  -14.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -14.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -15.3226    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9496  -15.3226    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   15.5996  -15.3226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -16.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7746  -12.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4891  -11.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4891  -10.7851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2036  -12.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9180  -11.6101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2036  -12.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9180  -13.2601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4891  -13.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 12  2  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 18  1  6  0  0  0
  9 10  1  0  0  0  0
  9 13  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 14 17  2  0  0  0  0
 18 19  1  0  0  0  0
 18 26  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  CHG  1  15  -1
M  END
> <DATABASE_ID>
NP0339394

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC2=C(O[C@@H]([C@@H](C2)OS([O-])(=O)=O)C2=CC(O)=C(O)C(O)=C2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O10S/c16-8-1-6-4-12(25-26(21,22)23)15(24-14(6)11(19)5-8)7-2-9(17)13(20)10(18)3-7/h1-3,5,12,15-20H,4H2,(H,21,22,23)/p-1/t12-,15-/m1/s1

> <INCHI_KEY>
PFNBTZIECYHRTC-IUODEOHRSA-M

> <FORMULA>
C15H13O10S

> <MOLECULAR_WEIGHT>
385.323

> <EXACT_MASS>
385.022942326

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
34.1658877900477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3R)-6,8-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.5465274616666662

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.750765262230688

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.263805328236778

> <JCHEM_PKA_STRONGEST_BASIC>
-4.824241524909177

> <JCHEM_POLAR_SURFACE_AREA>
176.80999999999997

> <JCHEM_REFRACTIVITY>
84.85069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R)-6,8-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0      19.577 -27.062   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      20.911 -26.292   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.911 -24.752   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.245 -23.982   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      22.245 -22.442   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      23.578 -24.752   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      24.912 -23.982   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      26.246 -24.752   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.246 -26.292   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.912 -27.062   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.578 -26.292   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.245 -27.062   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      27.579 -27.062   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      27.579 -28.602   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      26.039 -28.602   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0      29.119 -28.602   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      27.579 -30.142   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      27.579 -23.982   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.579 -22.442   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.913 -21.672   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      28.913 -20.132   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      30.247 -22.442   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      31.580 -21.672   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      30.247 -23.982   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      31.580 -24.752   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      28.913 -24.752   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12    2   11                                                       
CONECT   13    9   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    8   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   18   24                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
Epigallocatechin 3-sulfuric acid	Generator
Epigallocatechin 3-sulphate	Generator
Epigallocatechin 3-sulphuric acid	Generator

Chemical Formula

C₁₅H₁₃O₁₀S

Average Mass

385.3230 Da

Monoisotopic Mass

385.02294 Da

IUPAC Name

(2R,3R)-6,8-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

Traditional Name

(2R,3R)-6,8-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl sulfate

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(O[C@@H]([C@@H](C2)OS([O-])(=O)=O)C2=CC(O)=C(O)C(O)=C2)C(O)=C1

InChI Identifier

InChI=1S/C15H14O10S/c16-8-1-6-4-12(25-26(21,22)23)15(24-14(6)11(19)5-8)7-2-9(17)13(20)10(18)3-7/h1-3,5,12,15-20H,4H2,(H,21,22,23)/p-1/t12-,15-/m1/s1

InChI Key

PFNBTZIECYHRTC-IUODEOHRSA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-sulfated flavonoids. These are flavonoids that are sulfated at the 3-ring position of the flavonoid skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Sulfated flavonoids

Direct Parent

3-sulfated flavonoids

Alternative Parents

Substituents

3-sulfated flavonoid
Hydroxyflavonoid
Flavan-3-ol
8-hydroxyflavonoid
6-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Flavan
1-benzopyran
Benzopyran
Chromane
Pyrogallol derivative
Benzenetriol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic anion
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	1.2	ALOGPS
logP	1.55	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	176.81 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	84.85 m³·mol⁻¹	ChemAxon
Polarizability	34.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

FDB029078

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 Epigallocatechin 3-sulfate (NP0339394)

MOL for NP0339394 (Epigallocatechin 3-sulfate)

3D MOL for NP0339394 (Epigallocatechin 3-sulfate)

3D SDF for NP0339394 (Epigallocatechin 3-sulfate)

3D-SDF for NP0339394 (Epigallocatechin 3-sulfate)

PDB for NP0339394 (Epigallocatechin 3-sulfate)

3D PDB for NP0339394 (Epigallocatechin 3-sulfate)

SMILES for NP0339394 (Epigallocatechin 3-sulfate)

INCHI for NP0339394 (Epigallocatechin 3-sulfate)

Structure for NP0339394 (Epigallocatechin 3-sulfate)

3D Structure for NP0339394 (Epigallocatechin 3-sulfate)