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CHEBI:138243 - rubesanolide D

ChEBI IDCHEBI:138243
ChEBI Namerubesanolide D
Stars
DefinitionAn abietane diterpenoid found in the medicinal plant Isodon rubescens that is 7α,8β-dihydroxyabiet-13-ene in which the 20-methyl group has undergone formal oxidation to the corresponding carboxy group and condensed with the 8-hydroxy group to give the corresponding γ-lactone. It has shown inhibitory activity against biofilm formation of the dental bacterium Streptococcus mutans.
Last Modified8 September 2017
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H30O3
Net Charge0
Average Mass318.457
Monoisotopic Mass318.21949
SMILES[H][C@]12CCC(C(C)C)=C[C@@]13OC(=O)[C@@]21CCCC(C)(C)[C@]1([H])C[C@H]3O
InChIInChI=1S/C20H30O3/c1-12(2)13-6-7-14-19-9-5-8-18(3,4)15(19)10-16(21)20(14,11-13)23-17(19)22/h11-12,14-16,21H,5-10H2,1-4H3/t14-,15+,16-,19+,20-/m1/s1
InChIKeyXAPXKNWMZURWMY-VQEGESQYSA-N
Species of MetaboliteComponentSourceComments
Isodon rubescens (ncbitaxon:587669) leaf (BTO:0000713) PubMed (22565549)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
rubesanolide D (CHEBI:138243) has role antibacterial agent (CHEBI:33282)
rubesanolide D (CHEBI:138243) has role plant metabolite (CHEBI:76924)
rubesanolide D (CHEBI:138243) is a abietane diterpenoid (CHEBI:36762)
rubesanolide D (CHEBI:138243) is a olefinic compound (CHEBI:78840)
rubesanolide D (CHEBI:138243) is a secondary alcohol (CHEBI:35681)
rubesanolide D (CHEBI:138243) is a tetracyclic diterpenoid (CHEBI:52557)
rubesanolide D (CHEBI:138243) is a γ-lactone (CHEBI:37581)
IUPAC Name 
7α-hydroxy-8,20-epoxyabiet-13-en-20-one
UniProt Name  Source
rubesanolide DUniProt
Citations