CHEBI:67589 - fruticoside F

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ChEBI Name fruticoside F
ChEBI ID CHEBI:67589
Definition A steroid saponin that is ergosta-7,24(28)-diene-21-thioic S-acid attached to an acetyloxy group at position 2, an α-L-quinovopyranosyloxy group at position 3 and a methyl group at position 4 (the 2α,3β,4α,5α stereoisomer). It has been isolated from the roots of Breynia fruticosa.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C37H58O8S
Net Charge 0
Average Mass 662.91700
Monoisotopic Mass 662.38524
InChI InChI=1S/C37H58O8S/c1-18(2)19(3)9-10-24(34(42)46)27-14-13-26-23-11-12-25-20(4)33(45-35-32(41)31(40)30(39)21(5)43-35)29(44-22(6)38)17-37(25,8)28(23)15-16-36(26,27)7/h11,18,20-21,24-33,35,39-41H,3,9-10,12-17H2,1-2,4-8H3,(H,42,46)/t20-,21-,24+,25-,26-,27+,28-,29+,30-,31+,32-,33+,35-,36-,37-/m0/s1
InChIKey ULGWPYHCJGMHRG-HAXSJUCQSA-N
SMILES CC(C)C(=C)CC[C@H]([C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]5O)[C@@H](C[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O)C(S)=O
Metabolite of Species Details
Breynia fruticosa (NCBI:txid296042) Found in root (BTO:0001188). 90% Methanolic extract of air-dried, crushed roots. See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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 fruticoside F (CHEBI:67589) has role plant metabolite (CHEBI:76924)
fruticoside F (CHEBI:67589) is a acetate ester (CHEBI:47622)
fruticoside F (CHEBI:67589) is a deoxyglucose derivative (CHEBI:63344)
fruticoside F (CHEBI:67589) is a monosaccharide derivative (CHEBI:63367)
fruticoside F (CHEBI:67589) is a monothiocarboxylic acid (CHEBI:35737)
fruticoside F (CHEBI:67589) is a steroid acid (CHEBI:47891)
fruticoside F (CHEBI:67589) is a steroid ester (CHEBI:47880)
fruticoside F (CHEBI:67589) is a steroid saponin (CHEBI:61655)
IUPAC Name
(2α,3β,4α,5α)-2-(acetyloxy)-3-[(6-deoxy-α-L-glucopyranosyl)oxy]-4-methylergosta-7,24(28)-diene-21-thioic S-acid
Synonym Source
4α-methyl-2α-acetoxy-5α-ergost-7,24(28)-diene-21-carbothioic acid-3β-O-α-L-quinovopyranoside ChEBI
Registry Number Type Source
21553376 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21428418 PubMed citation Europe PMC
Last Modified
09 January 2014