CHEBI:189410 - achilleol A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name achilleol A
ChEBI ID CHEBI:189410
Definition A triterpenoid that is (1S)-2,2-dimethyl-4-methylidenecyclohexanol which is substituted at position 3 by a (6E,10E,14E)-2,6,10,15-tetramethylheptadeca-2,6,10,14-tetraen-17-yl group. It was the first monocyclic triterpenoid found in nature and originally isolated from Achillea odorata.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Tereza Calounova
Supplier Information
Download Molfile XML SDF
Formula C30H50O
Net Charge 0
Average Mass 426.729
Monoisotopic Mass 426.38617
InChI InChI=1S/C30H50O/c1-23(2)13-11-16-25(4)18-12-17-24(3)14-9-10-15-26(5)19-21-28-27(6)20-22-29(31)30(28,7)8/h13-15,18,28-29,31H,6,9-12,16-17,19-22H2,1-5,7-8H3/b24-14+,25-18+,26-15+/t28-,29+/m1/s1
InChIKey ANKPMKKGZZQDIC-HJSIMFEZSA-N
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC[C@@H]1C(=C)CC[C@H](O)C1(C)C
Metabolite of Species Details
Achillea odorata (IPNI:174152-1) See: DOI
Camellia sasanqua (NCBI:txid182300) See: PubMed
Maclura tricuspidata (NCBI:txid210328) Found in Root (BTO:0001188). Species also known as Cudrania tricuspidata. Isolated from root bark. See: PubMed
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing achilleol A (CHEBI:189410) has role plant metabolite (CHEBI:76924)
achilleol A (CHEBI:189410) is a monocyclic compound (CHEBI:33661)
achilleol A (CHEBI:189410) is a olefinic compound (CHEBI:78840)
achilleol A (CHEBI:189410) is a secondary alcohol (CHEBI:35681)
achilleol A (CHEBI:189410) is a triterpenoid (CHEBI:36615)
IUPAC Name
(1S,3R)-2,2-dimethyl-4-methylidene-3-[(3E,7E,11E)-3,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]cyclohexanol
Synonym Source
(−)-achilleol A ChEBI
Manual Xrefs Databases
4581493 ChemSpider
CPD-13286 MetaCyc
View more database links
Registry Number Type Source
125287-06-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10075756 PubMed citation Europe PMC
10606037 PubMed citation Europe PMC
10814317 PubMed citation Europe PMC
10930258 PubMed citation Europe PMC
12081472 PubMed citation Europe PMC
17985917 PubMed citation SUBMITTER
18380440 PubMed citation Europe PMC
23680980 PubMed citation Europe PMC
27420919 PubMed citation Europe PMC
Last Modified
28 January 2022
General Comment
2022-01-28 Synthesis article: https://doi.org/10.1016/S0040-4039(02)00358-1