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CHEBI:67909 - rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid

ChEBI IDCHEBI:67909
ChEBI Namerel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid
Stars
ASCII Namerel-2alpha,3alpha,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid
DefinitionA tetracyclic triterpenoid of the 8,19-seco-ursane-type skeleton isolated from the leaves of Rosa laevigata.
Last Modified27 May 2015
DownloadsMolfile
FormulaC30H46O6
Net Charge0
Average Mass502.692
Monoisotopic Mass502.32944
SMILES[H][C@]12C=CC3=C[C@@](CC[C@@H](C)C(C)=O)(C(=O)O)CC[C@@]3(C)[C@]1(C)CC[C@]1([H])[C@]2(C)C[C@@H](O)[C@@H](O)[C@@]1(C)CO
InChIInChI=1S/C30H46O6/c1-18(19(2)32)9-12-30(25(35)36)14-13-28(5)20(15-30)7-8-23-26(3)16-21(33)24(34)27(4,17-31)22(26)10-11-29(23,28)6/h7-8,15,18,21-24,31,33-34H,9-14,16-17H2,1-6H3,(H,35,36)/t18-,21-,22-,23-,24-,26+,27+,28-,29-,30+/m1/s1
InChIKeyGASVCOQAHAIPDZ-GUFPWPFYSA-N
Species of MetaboliteComponentSourceComments
Rosa laevigata (ncbitaxon:74652) leaf (BTO:0000713) PubMed (21384845) 70% EtOH extract of dried leaves
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid (CHEBI:67909) has role anti-inflammatory agent (CHEBI:67079)
rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid (CHEBI:67909) has role plant metabolite (CHEBI:76924)
rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid (CHEBI:67909) is a methyl ketone (CHEBI:51867)
rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid (CHEBI:67909) is a oxo monocarboxylic acid (CHEBI:35871)
rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid (CHEBI:67909) is a tetracyclic triterpenoid (CHEBI:26893)
rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid (CHEBI:67909) is a triol (CHEBI:27136)
IUPAC Name 
rel-(2S,4aS,4bR,6aR,7R,8S,9R,10aS,10bR)-8,9-dihydroxy-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2-[(3R)-3-methyl-4-oxopentyl]-2,3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b-tetradecahydrochrysene-2-carboxylic acid
Citations