CHEBI:67584 - fruticoside A

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ChEBI Name fruticoside A
ChEBI ID CHEBI:67584
Definition A 3β-hydroxy steroid that is 4-methylergosta-7,24(28)-dien-3-ol substituted by additional hydroxy groups at positions 2 and 21 (the 2α,3β,4α,5α stereoisomer). It has been isolated from the roots of Breynia fruticosa and exhibits cytotoxic activity against human cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H48O3
Net Charge 0
Average Mass 444.68960
Monoisotopic Mass 444.36035
InChI InChI=1S/C29H48O3/c1-17(2)18(3)7-8-20(16-30)23-11-12-24-21-9-10-22-19(4)27(32)26(31)15-29(22,6)25(21)13-14-28(23,24)5/h9,17,19-20,22-27,30-32H,3,7-8,10-16H2,1-2,4-6H3/t19-,20-,22-,23+,24-,25-,26+,27+,28+,29-/m0/s1
InChIKey OJCFPYLTKWNLCE-CBUQHMQYSA-N
SMILES CC(C)C(=C)CC[C@@H](CO)[C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C
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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fruticoside A (CHEBI:67584) has role antineoplastic agent (CHEBI:35610)
fruticoside A (CHEBI:67584) has role plant metabolite (CHEBI:76924)
fruticoside A (CHEBI:67584) is a 21-hydroxy steroid (CHEBI:35344)
fruticoside A (CHEBI:67584) is a 3β-hydroxy steroid (CHEBI:36836)
fruticoside A (CHEBI:67584) is a triol (CHEBI:27136)
IUPAC Name
(2α,3β,4α,5α)-4-methylergosta-7,24(28)-diene-2,3,21-triol
Synonym Source
4α-methyl-2α,3β,21-trihydroxy-5α-ergost-7,24(28)-diene ChEBI
Registry Number Type Source
21553368 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21428418 PubMed citation Europe PMC
Last Modified
09 January 2014