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CHEBI:65386 - alismorientol A

ChEBI IDCHEBI:65386
ChEBI Namealismorientol A
Stars
DefinitionA guaiane sesquiterpenoid that is 1,5-cis-guaiane substituted by hydroxy groups at positions 4, 6, 7 and 10. It is isolated from the rhizomes of Alisma orientale and exhibits antihepatitis B activity.
Last Modified1 November 2012
DownloadsMolfile
FormulaC15H28O4
Net Charge0
Average Mass272.385
Monoisotopic Mass272.19876
SMILES[H][C@@]12CC[C@@](C)(O)[C@]1([H])[C@H](O)[C@](O)(C(C)C)CC[C@]2(C)O
InChIInChI=1S/C15H28O4/c1-9(2)15(19)8-7-13(3,17)10-5-6-14(4,18)11(10)12(15)16/h9-12,16-19H,5-8H2,1-4H3/t10-,11+,12+,13+,14-,15-/m1/s1
InChIKeyMAZFBCJNIUKTID-MNQBEEPXSA-N
Species of MetaboliteComponentSourceComments
Alisma orientale (ncbitaxon:262913) rhizome (BTO:0001181) PubMed (17541191)
Roles Classification
Biological Roles:
anti-HBV agent  An antiviral agent that destroys or inhibits the replication of the hepatitis B 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)
alismorientol A (CHEBI:65386) has role anti-HBV agent (CHEBI:64951)
alismorientol A (CHEBI:65386) has role metabolite (CHEBI:25212)
alismorientol A (CHEBI:65386) is a carbobicyclic compound (CHEBI:36785)
alismorientol A (CHEBI:65386) is a guaiane sesquiterpenoid (CHEBI:36744)
alismorientol A (CHEBI:65386) is a secondary alcohol (CHEBI:35681)
alismorientol A (CHEBI:65386) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,3aR,4S,7R,8S,8aS)-1,4-dimethyl-7-(propan-2-yl)decahydroazulene-1,4,7,8-tetrol
Synonym  Source
4α,6β,7α,10β-tetrahydroxy-1,5-cis-guaianeChEBI
Registry NumbersSources
Reaxys:11226985Reaxys
Citations