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fomitoside E

Go to external page http://purl.obolibrary.org/obo/CHEBI_65903

A triterpene glycoside that consists of lanost-8,23-dien-21-oic acid substituted at by a alpha-acetyloxy group at position 3, a hydroxy group at position 25 and a beta-D-xylopyranosyl moiety at position 21 via a glycosidic linkage. Isolated from the fruit body of Fomitopsis pinicola, it exhibits inhibitory activity against COX-1 and COX-2.

Term info

Label

fomitoside E

Synonyms
  • 1-O-[(3alpha,23E)-3-acetoxy-25-hydroxy-21-oxolanosta-8,23-dien-21-yl]-beta-D-xylopyranose
database cross reference
Subsets

3_STAR

IUPAC NAME
1-O-[(3alpha,23E)-3-acetoxy-25-hydroxy-21-oxolanosta-8,23-dien-21-yl]-beta-D-xylopyranose [ IUPAC ]

charge

0

formula

C37H58O9

has obo namespace

chebi_ontology

has related synonym

25-hydroxy-3alpha-acetoxylanost-8,23-dien-21-oicacid 21-O-beta-D-xylopyranoside

id

CHEBI:65903

inchi

InChI=1S/C37H58O9/c1-21(38)45-28-15-17-35(6)24-14-19-36(7)23(13-18-37(36,8)25(24)11-12-27(35)34(28,4)5)22(10-9-16-33(2,3)43)31(42)46-32-30(41)29(40)26(39)20-44-32/h9,16,22-23,26-30,32,39-41,43H,10-15,17-20H2,1-8H3/b16-9+/t22-,23-,26-,27+,28-,29+,30-,32+,35-,36-,37+/m1/s1

inchikey

SZJHDEBBAHZWAS-JYUDEBFNSA-N

mass

646.85100

monoisotopicmass

646.40808

smiles

[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@H](OC(C)=O)C(C)(C)[C@]1([H])CC3)[C@@H](C\C=C\C(C)(C)O)C(=O)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O