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CHEBI:72664 - (+)-phytocassane A

ChEBI IDCHEBI:72664
ChEBI Name(+)-phytocassane A
Stars
DefinitionA phytocassane that is ent-podocarp-12-ene-3,11-dione carrying additional hydroxy, vinyl and methyl substituents at the 2α, 13 and 14 positions, respectively.
Last Modified6 February 2018
SubmitterSteve
DownloadsMolfile
FormulaC20H28O3
Net Charge0
Average Mass316.441
Monoisotopic Mass316.20384
SMILES[H][C@@]12C(=O)C=C(C=C)[C@@H](C)[C@@]1([H])CC[C@]1([H])C(C)(C)C(=O)[C@H](O)C[C@@]21C
InChIInChI=1S/C20H28O3/c1-6-12-9-14(21)17-13(11(12)2)7-8-16-19(3,4)18(23)15(22)10-20(16,17)5/h6,9,11,13,15-17,22H,1,7-8,10H2,2-5H3/t11-,13-,15-,16-,17+,20-/m1/s1
InChIKeyXVEOIKIXOSKAFL-BJASISCMSA-N
Roles Classification
Biological Roles:
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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)
(+)-phytocassane A (CHEBI:72664) is a diketone (CHEBI:46640)
(+)-phytocassane A (CHEBI:72664) is a phytocassane (CHEBI:139395)
(+)-phytocassane A (CHEBI:72664) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
2α-hydroxy-14β-methyl-13-vinyl-5β,8α,9β,10α-podocarp-12-ene-3,11-dione
Synonyms  Source
phytocassane AChEBI
(3R,4aR,4bR,8S,8aR,10aS)-3-hydroxy-1,1,4a,8-tetramethyl-7-vinyl-1,3,4,4a,4b,8,8a,9,10,10a-decahydrophenanthrene-2,5-dioneIUPAC
ent-2β-hydroxy-12,15-cassadiene-3,11-dioneChEBI
(2α,5β,8α,9β,10α,14β)-2-hydroxy-14-methyl-13-vinylpodocarp-12-ene-3,11-dioneIUPAC
Manual XrefsDatabases
CPD-7094MetaCyc
Registry NumbersSources
Reaxys:8509348Reaxys