EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:64783 - (+)-artemisinic alcohol

ChEBI IDCHEBI:64783
ChEBI Name(+)-artemisinic alcohol
Stars
DefinitionA monocarboxylic acid that is prop-2-en-1-ol acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). It is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua.
Last Modified7 September 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC15H24O
Net Charge0
Average Mass220.356
Monoisotopic Mass220.18272
SMILES[H][C@@]12CCC(C)=C[C@]1([H])[C@H](C(=C)CO)CC[C@H]2C
InChIInChI=1S/C15H24O/c1-10-4-6-13-11(2)5-7-14(12(3)9-16)15(13)8-10/h8,11,13-16H,3-7,9H2,1-2H3/t11-,13+,14+,15+/m1/s1
InChIKeyCZSSHKCZSDDOAH-UNQGMJICSA-N
ChEBI Ontology
Outgoing Relation(s)
(+)-artemisinic alcohol (CHEBI:64783) is a carbobicyclic compound (CHEBI:36785)
(+)-artemisinic alcohol (CHEBI:64783) is a octahydronaphthalenes (CHEBI:138397)
(+)-artemisinic alcohol (CHEBI:64783) is a primary allylic alcohol (CHEBI:134394)
(+)-artemisinic alcohol (CHEBI:64783) is a sesquiterpenoid (CHEBI:26658)
Incoming Relation(s)
(+)-artemisinic acid (CHEBI:63749) has functional parent (+)-artemisinic alcohol (CHEBI:64783)
IUPAC Name 
2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-en-1-ol
Synonyms  Source
artemisinic alcoholMetaCyc
amorpha-4,11-diene-12-olChEBI
UniProt Name  Source
(+)-artemisinic alcoholUniProt
Manual XrefsDatabases
CPD-7556MetaCyc
WO2007048235Patent
US2011162097Patent
Registry NumbersSources
Reaxys:8848568Reaxys
Citations