rubesanolide D (CHEBI:138243)

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ChEBI Name	rubesanolide D

ChEBI ID	CHEBI:138243

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C20H30O3

Net Charge

Average Mass

318.451

Monoisotopic Mass

318.21949

InChI

InChI=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

InChIKey

XAPXKNWMZURWMY-VQEGESQYSA-N

SMILES

C1CCC([C@]2([C@@]13[C@@]4([C@@]([C@@H](C2)O)(C=C(CC4)C(C)C)OC3=O)[H])[H])(C)C

Metabolite of Species	Details
Isodon rubescens (NCBI:txid587669)	Found in leaf (BTO:0000713). See: PubMed

Roles Classification
Biological Role(s):	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	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 γ-lactone (CHEBI:37581) 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)

IUPAC Name

7α-hydroxy-8,20-epoxyabiet-13-en-20-one

Synonym	Source
rubesanolide D	UniProt

Last Modified

08 September 2017