CHEBI:76945 - manool

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name manool
ChEBI ID CHEBI:76945
Definition A labdane diterpenoid in which the labdane skeleton has double bonds at positions 8(17) and 14 and carries an R-hydroxy group at position 13.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C20H34O
Net Charge 0
Average Mass 290.48340
Monoisotopic Mass 290.261
InChI InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m0/s1
InChIKey CECREIRZLPLYDM-QGZVKYPTSA-N
SMILES C[C@@](O)(CC[C@H]1C(=C)CC[C@H]2C(C)(C)CCC[C@]12C)C=C
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antibacterial agent
A substance that kills or slows the growth of bacteria.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing manool (CHEBI:76945) has role antibacterial agent (CHEBI:33282)
manool (CHEBI:76945) has role antineoplastic agent (CHEBI:35610)
manool (CHEBI:76945) has role plant metabolite (CHEBI:76924)
manool (CHEBI:76945) is a labdane diterpenoid (CHEBI:36770)
manool (CHEBI:76945) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3R)-3-methyl-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl]pent-1-en-3-ol
Synonyms Sources
(+)-manool ChEBI
(13R)-Labda-8(20),14-dien-13-ol ChemIDplus
(13R)-labda-8(27),14-dien-13-ol ChEBI
(13R)-manool ChEBI
(5S,9S,10S,13R)-labda-8(17),14-dien-13-ol ChEBI
labda-8(17),14-dien-13(R)-ol ChEBI
manool UniProt
Manual Xrefs Databases
CPD-14028 MetaCyc
WO2011123948 Patent
View more database links
Registry Numbers Types Sources
5273610 Reaxys Registry Number Reaxys
596-85-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14695810 PubMed citation Europe PMC
20132046 PubMed citation Europe PMC
20397107 PubMed citation Europe PMC
20438328 PubMed citation Europe PMC
20839641 PubMed citation Europe PMC
21290071 PubMed citation SUBMITTER
22040000 PubMed citation Europe PMC
22101836 PubMed citation Europe PMC
22834731 PubMed citation Europe PMC
23351362 PubMed citation Europe PMC
Last Modified
22 January 2014