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

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ChEBI Name rel-2α,3α,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid
ChEBI ID CHEBI:67909
ChEBI ASCII Name rel-2alpha,3alpha,23-trihydroxy-19-oxo-18,19-seco-urs-11,13(18)-dien-28-oic acid
Definition A tetracyclic triterpenoid of the 8,19-seco-ursane-type skeleton isolated from the leaves of Rosa laevigata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46O6
Net Charge 0
Average Mass 502.68260
Monoisotopic Mass 502.32944
InChI InChI=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
InChIKey GASVCOQAHAIPDZ-GUFPWPFYSA-N
SMILES C[C@H](CC[C@@]1(CC[C@]2(C)C(C=C[C@@H]3[C@@]4(C)C[C@@H](O)[C@@H](O)[C@@](C)(CO)[C@@H]4CC[C@@]23C)=C1)C(O)=O)C(C)=O
Metabolite of Species Details
Rosa laevigata (NCBI:txid74652) Found in leaf (BTO:0000713). 70% EtOH extract of dried leaves See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Citation Waiting for Citations Type Source
21384845 PubMed citation Europe PMC
Last Modified
27 May 2015