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CHEBI:67569 - minabeolide 5

Default Structure
ChEBI IDCHEBI:67569
ChEBI Nameminabeolide 5
Stars
DefinitionA withanolide that is (22R,25S)-22,26-epoxycholesta-1,4-dien-26-one substituted by an oxo group at position 3 and an acetoxy group at position 18. Isolated from Paraminabea acronocephala, it exhibits anti-inflammatory activity.
Last Modified28 November 2013
DownloadsMolfile
FormulaC29H40O5
Net Charge0
Average Mass468.634
Monoisotopic Mass468.28757
SMILES[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@@]1(COC(C)=O)[C@@]2([H])CC[C@]1([H])[C@H](C)[C@H]1CC[C@H](C)C(=O)O1
InChIInChI=1S/C29H40O5/c1-17-5-10-26(34-27(17)32)18(2)23-8-9-25-22-7-6-20-15-21(31)11-13-28(20,4)24(22)12-14-29(23,25)16-33-19(3)30/h11,13,15,17-18,22-26H,5-10,12,14,16H2,1-4H3/t17-,18-,22+,23+,24-,25-,26+,28-,29-/m0/s1
InChIKeyKMDRJFYWGCLAGL-NXAGNEQWSA-N
Species of MetaboliteComponentSourceComments
Paraminabea acronocephala (WORMS:290662) - PubMed (21425785) Ethanolic extract of minced frozen bodies
Roles Classification
Biological Roles:
coral metabolite  Any animal metabolite produced during a metabolic reaction in corals (marine invertebrates).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
minabeolide 5 (CHEBI:67569) has role anti-inflammatory agent (CHEBI:67079)
minabeolide 5 (CHEBI:67569) has role coral metabolite (CHEBI:76498)
minabeolide 5 (CHEBI:67569) is a acetate ester (CHEBI:47622)
minabeolide 5 (CHEBI:67569) is a cholestanoid (CHEBI:50401)
minabeolide 5 (CHEBI:67569) is a enone (CHEBI:51689)
minabeolide 5 (CHEBI:67569) is a organic heterotetracyclic compound (CHEBI:38163)
minabeolide 5 (CHEBI:67569) is a withanolide (CHEBI:74716)
minabeolide 5 (CHEBI:67569) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(22R,25S)-3,26-dioxo-22,26-epoxycholesta-1,4-dien-18-yl acetate
Synonyms  Source
28-nor-3-oxo-18-acetoxy-witha-1,4-dienolideChEBI
minabeolide-5ChEBI
Registry NumbersSources
Reaxys:21534306Reaxys
Citations