Structure Database (LMSD)

Common Name
Epiafzelechin 3-O-beta-D-glucopyranoside
Systematic Name
(2R,3R)-3,5,7,4'-Tetrahydroxyflavan 3-O-β-D-glucopyranoside
Synonyms
LM ID
LMPK12020028
Formula
C21H24O10
Exact Mass
Calculate m/z
436.13695
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/
Cassia fistula (#53852)
Magnoliopsida (#3398)
Tannins and Related Compounds. LXI. : Isolation and Structures of Novel Bi- and Triflavanoids from the Leaves of Cassia fistula L.,
Chem Pharm Bull, 1988

String Representations

InChiKey (Click to copy)
XWMNERHJDTUVJN-UGUVDVTISA-N
InChi (Click to copy)
InChI=1S/C21H24O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9/h1-6,15-28H,7-8H2/t15-,16-,17-,18+,19-,20-,21-/m1/s1
SMILES (Click to copy)
C1(O)C=C2O[C@H](C3C=CC(O)=CC=3)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)CC2=C(O)C=1

Other Databases

METABOLOMICS ID
FL63AAGS0004
PubChem CID
14015956

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 2
Rotatable Bonds 4
Van der Waals Molecular Volume 372.68
Topological Polar Surface Area 173.44
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 1.67
Molar Refractivity 107.15

Admin

Created at
-
Updated at
30th Apr 2025