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CHEBI:10447 - β-thujaplicin

ChEBI IDCHEBI:10447
ChEBI Nameβ-thujaplicin
Stars
ASCII Namebeta-thujaplicin
DefinitionA monoterpenoid that is cyclohepta-2,4,6-trien-1-one substituted by a hydroxy group at position 2 and an isopropyl group at position 4. Isolated from Thuja plicata and Chamaecyparis obtusa, it exhibits antimicrobial activities.
Secondary ChEBI IDCHEBI:66015
Last Modified25 February 2016
DownloadsMolfile
FormulaC10H12O2
Net Charge0
Average Mass164.204
Monoisotopic Mass164.08373
SMILESCC(C)c1cccc(=O)c(O)c1
InChIInChI=1S/C10H12O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-7H,1-2H3,(H,11,12)
InChIKeyFUWUEFKEXZQKKA-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Chamaecyparis obtusa (ncbitaxon:13415) - PubMed (15917561)
Thuja plicata (ncbitaxon:3316) - PubMed (18118412)
Thujopsis dolabrata (ncbitaxon:13727) - PubMed (17927050)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
ChEBI Ontology
Outgoing Relation(s)
β-thujaplicin (CHEBI:10447) has parent hydride cyclohepta-1,3,5-triene (CHEBI:37519)
β-thujaplicin (CHEBI:10447) has role antibacterial agent (CHEBI:33282)
β-thujaplicin (CHEBI:10447) has role antifungal agent (CHEBI:35718)
β-thujaplicin (CHEBI:10447) has role antineoplastic agent (CHEBI:35610)
β-thujaplicin (CHEBI:10447) has role antiplasmodial drug (CHEBI:64915)
β-thujaplicin (CHEBI:10447) has role plant metabolite (CHEBI:76924)
β-thujaplicin (CHEBI:10447) is a cyclic ketone (CHEBI:3992)
β-thujaplicin (CHEBI:10447) is a enol (CHEBI:33823)
β-thujaplicin (CHEBI:10447) is a monoterpenoid (CHEBI:25409)
IUPAC Name 
2-hydroxy-4-(propan-2-yl)cyclohepta-2,4,6-trien-1-one
Synonyms  Source
beta-ThujaplicinKEGG COMPOUND
HinokitiolKEGG COMPOUND
4-IsopropyltropoloneKEGG COMPOUND
2-hydroxy-4-isopropyl-cyclohepta2,4,6-trien-1-oneChEBI
Manual XrefsDatabases
C09904KEGG COMPOUND
HinokitiolWikipedia
HMDB0035213HMDB
D04876KEGG DRUG
C00003062KNApSAcK
LSM-2835LINCS
Registry NumbersSources
Reaxys:2045206Reaxys
CAS:499-44-5KEGG COMPOUND
CAS:499-44-5ChemIDplus
Citations