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CHEBI:72669 - (+)-phytocassane D

ChEBI IDCHEBI:72669
ChEBI Name(+)-phytocassane D
Stars
DefinitionA phytocassane that is (+)-phytocassane A in which the hydroxy group at position 2 has been oxidised to the corresponding ketone, while the keto group at position 3 has been reduced to give the corresponding 3α hydroxy group.
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@H](O)C(=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/h6,9,11,13,16-18,23H,1,7-8,10H2,2-5H3/t11-,13-,16-,17+,18-,20-/m1/s1
InChIKeyDGUIKAVSMBLZCL-MKSLXUROSA-N
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
ChEBI Ontology
Outgoing Relation(s)
(+)-phytocassane D (CHEBI:72669) is a diketone (CHEBI:46640)
(+)-phytocassane D (CHEBI:72669) is a phytocassane (CHEBI:139395)
(+)-phytocassane D (CHEBI:72669) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
3α-hydroxy-14β-methyl-13-vinyl-5β,8α,9β,10α-podocarp-12-ene-2,11-dione
Synonyms  Source
phytocassane DChEBI
(2S,4aR,4bR,8S,8aR,10aS)-2-hydroxy-1,1,4a,8-tetramethyl-7-vinyl-1,4a,4b,8,8a,9,10,10a-octahydrophenanthrene-3,5(2H,4H)-dioneIUPAC
(2S,4aR,4bR,8S,8aR,10aS)-7-ethenyl-2-hydroxy-1,1,4a,8-tetramethyl-1,4a,4b,8,8a,9,10,10a-octahydrophenanthrene-3,5(2H,4H)-dioneIUPAC
(3α,5β,8α,9β,10α,14β)-3-hydroxy-14-methyl-13-vinylpodocarp-12-ene-2,11-dioneIUPAC