CHEBI:155904 - (+)-albicanol

ChEBI IDCHEBI:155904
ChEBI Name(+)-albicanol
Stars
DefinitionA drimane-type sesquiterpenoid orginally isolated from the liverwort Diplophyllum albicans. It exhibits fish antifeedant, antifungal and antineoplastic activities.
Last Modified25 June 2020
Submitterrnash
DownloadsMolfile
FormulaC15H26O
Net Charge0
Average Mass222.372
Monoisotopic Mass222.19837
SMILES[H][C@@]12CCC(=C)[C@H](CO)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C15H26O/c1-11-6-7-13-14(2,3)8-5-9-15(13,4)12(11)10-16/h12-13,16H,1,5-10H2,2-4H3/t12-,13-,15+/m0/s1
InChIKeyZPTSRWNMMWXEHX-KCQAQPDRSA-N
Species of MetaboliteComponentSourceComments
Dryopteris fragrans (ncbitaxon:239565) whole plant (BTO:0001461) PubMed (24647035)
Perenniporia tephropora (ncbitaxon:483159) cell suspension culture (BTO:0000221) PubMed (22660771) Strain: Z41
Frullania monocera (ncbitaxon:236963) - DOI (10.1016/S0031-9422(02)00542-3)
Loxodonta (ncbitaxon:9784) gland (BTO:0000522) PubMed (12350155) Found in the temporal gland secretions of African elephants.
Diplophyllum albicans (ncbitaxon:264775) - Article (Ohta (1977), Tetrahedron, 33, 617.)
Bazzania (ncbitaxon:13807) - DOI (10.1016/S0031-9422(00)82666-7)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
mammalian metabolite  Any animal metabolite produced during a metabolic reaction in mammals.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Applications:
antifeedant  A substance that prevents pests from feeding.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
(+)-albicanol (CHEBI:155904) has parent hydride drimane (CHEBI:36474)
(+)-albicanol (CHEBI:155904) has role antifeedant (CHEBI:22583)
(+)-albicanol (CHEBI:155904) has role antifungal agent (CHEBI:35718)
(+)-albicanol (CHEBI:155904) has role antineoplastic agent (CHEBI:35610)
(+)-albicanol (CHEBI:155904) has role fungal metabolite (CHEBI:76946)
(+)-albicanol (CHEBI:155904) has role mammalian metabolite (CHEBI:75768)
(+)-albicanol (CHEBI:155904) has role marine metabolite (CHEBI:76507)
(+)-albicanol (CHEBI:155904) has role plant metabolite (CHEBI:76924)
(+)-albicanol (CHEBI:155904) is a carbobicyclic compound (CHEBI:36785)
(+)-albicanol (CHEBI:155904) is a homoallylic alcohol (CHEBI:134362)
(+)-albicanol (CHEBI:155904) is a primary alcohol (CHEBI:15734)
(+)-albicanol (CHEBI:155904) is a sesquiterpenoid (CHEBI:26658)
IUPAC Name 
[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]methanol
Synonyms  Source
(1S,4aα)-decahydro-5,5,8aβ-trimethyl-2-methylenenaphthalene-1-methanolSUBMITTER
(4aα)-2-methylene-5,5,8aβ-trimethyldecalin-1β-methanolSUBMITTER
(4aα)-decahydro-5,5,8aβ-trimethyl-2-methylenenaphthalene-1β-methanolSUBMITTER
albicanolChemIDplus
(8aS)-albicanolChEBI
Manual XrefsDatabases
C00020283KNApSAcK
Registry NumbersSources
CAS:54632-04-1ChemIDplus
Citations