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CHEBI:67585 - fruticoside B

ChEBI IDCHEBI:67585
ChEBI Namefruticoside B
Stars
DefinitionA 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.
Last Modified9 January 2014
DownloadsMolfile
FormulaC29H46O4
Net Charge0
Average Mass458.683
Monoisotopic Mass458.33961
SMILES[H][C@@]12CC[C@]([H])([C@@H](CCC(=C)C(C)C)C(=O)O)[C@@]1(C)CC[C@@]1([H])C2=CC[C@@]2([H])[C@H](C)[C@@H](O)[C@H](O)C[C@]12C
InChIInChI=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
InChIKeyAYCQAFSTPBCSLH-GDMQXADVSA-N
Species of MetaboliteComponentSourceComments
Breynia fruticosa (ncbitaxon:296042) root (BTO:0001188) PubMed (21428418) 90% Methanolic extract of air-dried, crushed roots.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 acidChEBI
Registry NumbersSources
Reaxys:21553369Reaxys
Citations