CHEBI:67585 - fruticoside B

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ChEBI Name fruticoside B
ChEBI ID CHEBI:67585
Definition A steroid acid that is ergosta-7,24(28)-dien-21-oic acid substituted by hydroxy groups at positions 2 and 3 and a methyl group at position 5 (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
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Formula C29H46O4
Net Charge 0
Average Mass 458.67310
Monoisotopic Mass 458.33961
InChI InChI=1S/C29H46O4/c1-16(2)17(3)7-8-20(27(32)33)23-12-11-22-19-9-10-21-18(4)26(31)25(30)15-29(21,6)24(19)13-14-28(22,23)5/h9,16,18,20-26,30-31H,3,7-8,10-15H2,1-2,4-6H3,(H,32,33)/t18-,20+,21-,22-,23+,24-,25+,26+,28-,29-/m0/s1
InChIKey AYCQAFSTPBCSLH-GDMQXADVSA-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](O)C[C@]4(C)[C@H]3CC[C@]12C)C(O)=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
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fruticoside B (CHEBI:67585) has role plant metabolite (CHEBI:76924)
fruticoside B (CHEBI:67585) is a 3β-hydroxy steroid (CHEBI:36836)
fruticoside B (CHEBI:67585) is a monocarboxylic acid (CHEBI:25384)
fruticoside B (CHEBI:67585) is a steroid acid (CHEBI:47891)
IUPAC Name
(2α,3β,4α,5α)-2,3-dihydroxy-4-methylergosta-7,24(28)-dien-21-oic acid
Synonym Source
4α-methyl-2α,3β-dihydroxy-5α-ergost-7,24(28)-dien-21-oic acid ChEBI
Registry Number Type Source
21553369 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21428418 PubMed citation Europe PMC
Last Modified
09 January 2014