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CHEBI:9402 - taraxerol

ChEBI IDCHEBI:9402
ChEBI Nametaraxerol
Stars
DefinitionA pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an α-methyl substituent at position 13 and a double bond between positions 14 and 15.
Last Modified28 July 2014
DownloadsMolfile
FormulaC30H50O
Net Charge0
Average Mass426.729
Monoisotopic Mass426.38617
SMILES[H][C@]12CC[C@]3(C)C(=CC[C@@]4(C)CCC(C)(C)C[C@]43[H])[C@]1(C)CC[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
InChIInChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20-,22+,23+,24-,27-,28-,29-,30+/m0/s1
InChIKeyGGGUGZHBAOMSFJ-GADYQYKKSA-N
Species of MetaboliteComponentSourceComments
Cupania cinerea (ncbitaxon:298314) bark (BTO:0001301) PubMed (21438586) Crude n-hexane extract of dried and powdered bark
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
taraxerol (CHEBI:9402) has role metabolite (CHEBI:25212)
taraxerol (CHEBI:9402) is a pentacyclic triterpenoid (CHEBI:25872)
taraxerol (CHEBI:9402) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol
Synonyms  Source
(3β)-D-friedoolean-14-en-3-olChEBI
alnulinChEBI
skimmiolChEBI
D-friedoolean-14-en-3β-olChemIDplus
tiliadinChEBI
UniProt Name  Source
taraxerolUniProt
Manual XrefsDatabases
C08637KEGG COMPOUND
17803686MetaCyc
C00003758KNApSAcK
Registry NumbersSources
Reaxys:2063451Reaxys
CAS:127-22-0KEGG COMPOUND
CAS:127-22-0ChemIDplus
Citations