Structure Database (LMSD)

Common Name
Epiafzelechin 3-O-gallate
Systematic Name
(2R,3R)-2-(4-Hydroxyphenyl)-3-(3,4,5-trihydroxybenzoyloxy)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran
Synonyms
LM ID
LMPK12020038
Formula
C22H18O9
Exact Mass
Calculate m/z
426.095085
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavans, Flavanols and Leucoanthocyanidins [PK1202]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Camellia sinensis (#4442)
Magnoliopsida (#3398)
Tannins and Related Compounds. LVI. Isolation of Four New Acylated Flavan-3-ols from Oolong Tea. (1),
Chem Pharm Bull, 1987

String Representations

InChiKey (Click to copy)
SDZPYNMXGUHFMZ-TZIWHRDSSA-N
InChi (Click to copy)
InChI=1S/C22H18O9/c23-12-3-1-10(2-4-12)21-19(9-14-15(25)7-13(24)8-18(14)30-21)31-22(29)11-5-16(26)20(28)17(27)6-11/h1-8,19,21,23-28H,9H2/t19-,21-/m1/s1
SMILES (Click to copy)
C1(O)C=C2O[C@H](C3C=CC(O)=CC=3)[C@H](OC(C3C=C(O)C(O)=C(O)C=3)=O)CC2=C(O)C=1

Other Databases

HMDB ID
HMDB0038846
CHEBI ID
136552
METABOLOMICS ID
FL63AANS0004
PubChem CID
467295

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 3
Rotatable Bonds 4
Van der Waals Molecular Volume 359.73
Topological Polar Surface Area 158.98
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 3.11
Molar Refractivity 106.10

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Created at
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Updated at
7th May 2025