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CHEBI:69011 - 3β,22S-dihydroxytirucalla-7,24-dien-23-one

ChEBI IDCHEBI:69011
ChEBI Name3β,22S-dihydroxytirucalla-7,24-dien-23-one
Stars
ASCII Name3beta,22S-dihydroxytirucalla-7,24-dien-23-one
DefinitionA tirucallane triterpenoid that is tirucalla-7,24-diene substituted by hydroxy groups at positions 3 and 22 and an oxo group at position 23. It has been isolated from Dysoxylum lenticellatum.
Last Modified6 February 2018
DownloadsMolfile
FormulaC30H48O3
Net Charge0
Average Mass456.711
Monoisotopic Mass456.36035
SMILES[H][C@]12CC[C@@]3(C)[C@]([H])([C@@H](C)[C@H](O)C(=O)C=C(C)C)CC[C@]3(C)C1=CC[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
InChIInChI=1S/C30H48O3/c1-18(2)17-23(31)26(33)19(3)20-11-15-30(8)22-9-10-24-27(4,5)25(32)13-14-28(24,6)21(22)12-16-29(20,30)7/h9,17,19-21,24-26,32-33H,10-16H2,1-8H3/t19-,20+,21+,24+,25+,26+,28-,29+,30-/m1/s1
InChIKeyVLJVSIPTYGANIN-YWCQBWSOSA-N
Species of MetaboliteComponentSourceComments
Dysoxylum lenticellatum (IPNI:578201-1)
twig (BTO:0001411) PubMed (21954912) 95% Ethanolic extract of air-dried, powdered leaves and twigs.
leaf (BTO:0000713) PubMed (21954912) 95% Ethanolic extract of air-dried, powdered leaves and twigs.
Roles Classification
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)
3β,22S-dihydroxytirucalla-7,24-dien-23-one (CHEBI:69011) has role plant metabolite (CHEBI:76924)
3β,22S-dihydroxytirucalla-7,24-dien-23-one (CHEBI:69011) is a secondary α-hydroxy ketone (CHEBI:2468)
3β,22S-dihydroxytirucalla-7,24-dien-23-one (CHEBI:69011) is a tirucallane triterpenoid (CHEBI:83211)
IUPAC Name 
(3β,13α,14β,17α,20R,22S)-3,22-dihydroxylanosta-7,24-dien-23-one
Registry NumbersSources
Reaxys:8660827Reaxys
Citations