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caribenol B

Go to external page http://purl.obolibrary.org/obo/CHEBI_65581

A cyclic terpene ketone that is 2a,3,4,5,5a,6,7,8-octahydroacenaphthylen-1(2H)-one substituted by hydroxy groups at positions 2 and 2a, methyl groups at positions 2, 5 and 8 and a 2-methylprop-1-en-1-yl group at position 3. It is isolated from the the West Indian gorgonian octocoral Pseudopterogorgia elisabethae and exhibits antitubercular and antimalarial activity.

Term info

Label

caribenol B

Synonyms
  • (2S,2aR,3S,5S,5aR,8S)-2,2a-dihydroxy-2,5,8-trimethyl-3-(2-methylprop-1-en-1-yl)-2a,3,4,5,5a,6,7,8-octahydroacenaphthylen-1(2H)-one
database cross reference
Subsets

3_STAR

IUPAC NAME
(2S,2aR,3S,5S,5aR,8S)-2,2a-dihydroxy-2,5,8-trimethyl-3-(2-methylprop-1-en-1-yl)-2a,3,4,5,5a,6,7,8-octahydroacenaphthylen-1(2H)-one [ IUPAC ]

charge

0

formula

C19H28O3

has obo namespace

chebi_ontology

id

CHEBI:65581

inchi

InChI=1S/C19H28O3/c1-10(2)8-13-9-12(4)14-7-6-11(3)15-16(14)19(13,22)18(5,21)17(15)20/h8,11-14,21-22H,6-7,9H2,1-5H3/t11-,12-,13+,14+,18+,19+/m0/s1

inchikey

UZKZXPWGNRCNCM-NDNLJYSTSA-N

mass

304.42380

monoisotopicmass

304.20384

smiles

[H][C@]12CC[C@H](C)C3=C1[C@](O)([C@@H](C[C@@H]2C)C=C(C)C)[C@](C)(O)C3=O