EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:189410 - achilleol A

ChEBI IDCHEBI:189410
ChEBI Nameachilleol A
Stars
DefinitionA 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.
Last Modified28 January 2022
SubmitterTereza Calounova
DownloadsMolfile
FormulaC30H50O
Net Charge0
Average Mass426.729
Monoisotopic Mass426.38617
SMILESC=C1CC[C@H](O)C(C)(C)[C@@H]1CC/C(C)=C/CC/C=C(\C)CC/C=C(\C)CCC=C(C)C
InChIInChI=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
InChIKeyANKPMKKGZZQDIC-HJSIMFEZSA-N
Species of MetaboliteComponentSourceComments
Maclura tricuspidata (ncbitaxon:210328) Root (BTO:0001188) PubMed (27420919) Species also known as Cudrania tricuspidata. Isolated from root bark.
Achillea odorata (IPNI:174152-1) - DOI (10.1016/S0040-4039(02)00358-1)
Camellia sasanqua (ncbitaxon:182300) - PubMed (10075756)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
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 AChEBI
Manual XrefsDatabases
CPD-13286MetaCyc
4581493ChemSpider
Registry NumbersSources
CAS:125287-06-1ChemIDplus
Citations