CHEBI:72666 - (+)-phytocassane B

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ChEBI Name (+)-phytocassane B
ChEBI ID CHEBI:72666
Definition A phytocassane that is (+)-phytocassane C which has been substituted with an additional hydroxy group at the 2α position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H30O4
Net Charge 0
Average Mass 334.451
Monoisotopic Mass 334.21441
InChI InChI=1S/C20H30O4/c1-6-11-9-13(21)15-12(10(11)2)7-8-14-19(3,4)17(23)16(22)18(24)20(14,15)5/h6,9-10,12,14-18,22-24H,1,7-8H2,2-5H3/t10-,12-,14-,15+,16+,17-,18+,20-/m1/s1
InChIKey XFRCVLKGZMPUFQ-SUIMNPQMSA-N
SMILES [C@@H]1([C@H]([C@H](C([C@]2([H])[C@]1(C)[C@@]3(C(C=C([C@H]([C@]3(CC2)[H])C)C=C)=O)[H])(C)C)O)O)O
Roles Classification
Biological Role(s): phytoalexin
A toxin made by a plant that acts against an organism attacking it.
(via phytocassane )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via phytocassane )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via phytocassane )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-phytocassane B (CHEBI:72666) is a phytocassane (CHEBI:139395)
(+)-phytocassane B (CHEBI:72666) is a triol (CHEBI:27136)
IUPAC Name
1α,2α,3α-trihydroxy-14β-methyl-13-vinyl-5β,8α,9β,10α,14β-podocarp-12-en-11-one
Synonyms Sources
(1α,2α,3α,5β,8α,9β,10α,14β)-1,2,3-trihydroxy-14-methyl-13-vinylpodocarp-12-en-11-one IUPAC
(1S,4aR,4bR,5R,6S,7S,8aR,10aR)-2-ethenyl-5,6,7-trihydroxy-1,4b,8,8-tetramethyl-4a,4b,5,6,7,8,8a,9,10,10a-decahydrophenanthren-4(1H)-one IUPAC
(1S,4aR,4bR,5R,6S,7S,8aR,10aR)-5,6,7-trihydroxy-1,4b,8,8-tetramethyl-2-vinyl-4a,4b,5,6,7,8,8a,9,10,10a-decahydrophenanthren-4(1H)-one IUPAC
phytocassane B ChEBI
Manual Xref Database
HMDB0041055 HMDB
View more database links
Registry Number Type Source
15793552 Reaxys Registry Number Reaxys
Last Modified
11 January 2018
General Comment
2018-01-11 The phytocassanes were originally proposed as cassane diterpenoids. It was later shown that their stereochemistry is that of ent-cassane (Tetrahedron Lett., 2000, v1, pp. 351-354).