CHEBI:65904 - fomitoside F

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ChEBI Name fomitoside F
ChEBI ID CHEBI:65904
Definition A triterpene glycoside that consists of lanost-8,24-dien-21-oic acid substituted at by a α-acetyloxy group at position 3 and a β-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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C37H58O8
Net Charge 0
Average Mass 630.85160
Monoisotopic Mass 630.41317
InChI InChI=1S/C37H58O8/c1-21(2)10-9-11-23(32(42)45-33-31(41)30(40)27(39)20-43-33)24-14-18-37(8)26-12-13-28-34(4,5)29(44-22(3)38)16-17-35(28,6)25(26)15-19-36(24,37)7/h10,23-24,27-31,33,39-41H,9,11-20H2,1-8H3/t23-,24-,27-,28+,29-,30+,31-,33+,35-,36-,37+/m1/s1
InChIKey NLXRBHRYKXMKNJ-UHWFYCGOSA-N
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](CCC=C(C)C)C(=O)O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Fomitopsis pinicola (NCBI:txid40483) Found in fruit body (BTO:0000487). See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
cyclooxygenase 1 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fomitoside F (CHEBI:65904) has parent hydride lanostane (CHEBI:20265)
fomitoside F (CHEBI:65904) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
fomitoside F (CHEBI:65904) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
fomitoside F (CHEBI:65904) has role fungal metabolite (CHEBI:76946)
fomitoside F (CHEBI:65904) is a β-D-xyloside (CHEBI:27926)
fomitoside F (CHEBI:65904) is a acetate ester (CHEBI:47622)
fomitoside F (CHEBI:65904) is a monosaccharide derivative (CHEBI:63367)
fomitoside F (CHEBI:65904) is a tetracyclic triterpenoid (CHEBI:26893)
fomitoside F (CHEBI:65904) is a triterpenoid saponin (CHEBI:61778)
IUPAC Name
1-O-[(3α)-3-acetoxy-21-oxolanosta-8,24-dien-21-yl]-β-D-xylopyranose
Synonym Source
3α-acetoxylanosta-8,24-dien-21-oic acid 21-O-β-D-xylopyranoside ChEBI
Registry Number Type Source
10230349 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15679320 PubMed citation Europe PMC
Last Modified
20 January 2014