Structure Database (LMSD)

Common Name
8-Prenylcatechin
Systematic Name
(2R,3S)-3,5,7,3',4'-Pentahydroxy-8-prenylflavan
Synonyms
LM ID
LMPK12020077
Formula
C20H22O6
Exact Mass
Calculate m/z
358.14164
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/
Illicium anisatum (#124794)
Magnoliopsida (#3398)
Prenylated flavan-3-ols and procyanidins from Illicium anisatum,
Phytochemistry, 1988

String Representations

InChiKey (Click to copy)
SOSNZGAHBIGOGO-RBUKOAKNSA-N
InChi (Click to copy)
InChI=1S/C20H22O6/c1-10(2)3-5-12-15(22)9-16(23)13-8-18(25)19(26-20(12)13)11-4-6-14(21)17(24)7-11/h3-4,6-7,9,18-19,21-25H,5,8H2,1-2H3/t18-,19+/m0/s1
SMILES (Click to copy)
C1(O)C(C/C=C(\C)/C)=C2O[C@H](C3C=C(O)C(O)=CC=3)[C@@H](O)CC2=C(O)C=1

Other Databases

METABOLOMICS ID
FL63ACNI0002
PubChem CID
21626715

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 3
Aromatic Rings 2
Rotatable Bonds 3
Van der Waals Molecular Volume 329.94
Topological Polar Surface Area 112.45
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 3.34
Molar Refractivity 96.27

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Created at
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Updated at
18th May 2025