(+)-albicanol (CHEBI:155904)

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ChEBI Name	(+)-albicanol

ChEBI ID	CHEBI:155904

Definition	A drimane-type sesquiterpenoid orginally isolated from the liverwort Diplophyllum albicans. It exhibits fish antifeedant, antifungal and antineoplastic activities.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Rob Nash

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

Formula

C15H26O

Net Charge

Average Mass

222.372

Monoisotopic Mass

222.19837

InChI

InChI=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

InChIKey

ZPTSRWNMMWXEHX-KCQAQPDRSA-N

SMILES

[C@@H]1(C(CC[C@]2(C(CCC[C@]12C)(C)C)[H])=C)CO

Metabolite of Species	Details
Bazzania (NCBI:txid13807)	See: DOI
Frullania monocera (NCBI:txid236963)	See: DOI
Dryopteris fragrans (NCBI:txid239565)	Found in whole plant (BTO:0001461). See: PubMed
Diplophyllum albicans (NCBI:txid264775)	See: Ohta (1977), Tetrahedron, 33, 617.
Perenniporia tephropora (NCBI:txid483159)	Found in cell suspension culture (BTO:0000221). of strain Z41 See: PubMed
Loxodonta (NCBI:txid9784)	Found in gland (BTO:0000522). Found in the temporal gland secretions of African elephants. See: PubMed

Roles Classification
Biological Role(s):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. 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. 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.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. antifeedant A substance that prevents pests from feeding.

ChEBI Ontology
Outgoing	(+)-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	Sources
(1S,4aα)-decahydro-5,5,8aβ-trimethyl-2-methylenenaphthalene-1-methanol	SUBMITTER
(4aα)-2-methylene-5,5,8aβ-trimethyldecalin-1β-methanol	SUBMITTER
(4aα)-decahydro-5,5,8aβ-trimethyl-2-methylenenaphthalene-1β-methanol	SUBMITTER
(8aS)-albicanol	ChEBI
albicanol	ChemIDplus

Registry Number	Type	Source
54632-04-1	CAS Registry Number	ChemIDplus

Citations

Last Modified

25 June 2020