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CHEBI:65776 - 4β,14-dihydroxy-6α,7β-H-1(10)-cadinene

Default Structure
ChEBI IDCHEBI:65776
ChEBI Name4β,14-dihydroxy-6α,7β-H-1(10)-cadinene
Stars
ASCII Name4beta,14-dihydroxy-6alpha,7beta-H-1(10)-cadinene
DefinitionA cadinane sesquiterpenoid that is 1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol substituted by hydroxymethyl group at position 5, isopropyl group at position 8 and a methyl group at position 2 (the 2S,8R,8aR stereoisomer). Isolated from the culture broth of Tyromyces chioneus, it exhibits anti-HIV-1 activity.
Last Modified8 January 2013
DownloadsMolfile
FormulaC15H26O2
Net Charge0
Average Mass238.371
Monoisotopic Mass238.19328
SMILES[H][C@]12C[C@@](C)(O)CCC1=C(CO)CC[C@@H]2C(C)C
InChIInChI=1S/C15H26O2/c1-10(2)12-5-4-11(9-16)13-6-7-15(3,17)8-14(12)13/h10,12,14,16-17H,4-9H2,1-3H3/t12-,14-,15+/m1/s1
InChIKeyAEIGTUFAPRNEKB-YUELXQCFSA-N
Species of MetaboliteComponentSourceComments
Tyromyces chioneus (ncbitaxon:83250) - PubMed (17551214)
Roles Classification
Biological Roles:
anti-HIV-1 agent  An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
4β,14-dihydroxy-6α,7β-H-1(10)-cadinene (CHEBI:65776) has role anti-HIV-1 agent (CHEBI:64947)
4β,14-dihydroxy-6α,7β-H-1(10)-cadinene (CHEBI:65776) has role metabolite (CHEBI:25212)
4β,14-dihydroxy-6α,7β-H-1(10)-cadinene (CHEBI:65776) is a cadinane sesquiterpenoid (CHEBI:22975)
4β,14-dihydroxy-6α,7β-H-1(10)-cadinene (CHEBI:65776) is a carbobicyclic compound (CHEBI:36785)
4β,14-dihydroxy-6α,7β-H-1(10)-cadinene (CHEBI:65776) is a secondary alcohol (CHEBI:35681)
4β,14-dihydroxy-6α,7β-H-1(10)-cadinene (CHEBI:65776) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(2S,8R,8aR)-5-(hydroxymethyl)-2-methyl-8-(propan-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-ol
Citations