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

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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
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