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CHEBI:67907 - rel-2α,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane

ChEBI IDCHEBI:67907
ChEBI Namerel-2α,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane
Stars
ASCII Namerel-2alpha,3beta,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane
DefinitionA tetracyclic triterpenoid of the 8,19-seco-ursane-type skeleton isolated from the leaves of Rosa laevigata.
Last Modified27 May 2015
DownloadsMolfile
FormulaC29H46O4
Net Charge0
Average Mass458.683
Monoisotopic Mass458.33961
SMILES[H][C@]12CC=C3C=C(CC[C@@H](C)C(C)=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/C29H46O4/c1-18(19(2)31)7-8-20-11-13-28(5)21(15-20)9-10-24-26(3)16-22(32)25(33)27(4,17-30)23(26)12-14-29(24,28)6/h9,15,18,22-25,30,32-33H,7-8,10-14,16-17H2,1-6H3/t18-,22-,23-,24-,25+,26+,27+,28-,29-/m1/s1
InChIKeyCLYJOENFDBUFKF-JAJNDCFVSA-N
Species of MetaboliteComponentSourceComments
Rosa laevigata (ncbitaxon:74652) leaf (BTO:0000713) PubMed (21384845) 70% EtOH extract of dried leaves
Roles Classification
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,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane (CHEBI:67907) has role anti-inflammatory agent (CHEBI:67079)
rel-2α,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane (CHEBI:67907) has role plant metabolite (CHEBI:76924)
rel-2α,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane (CHEBI:67907) is a methyl ketone (CHEBI:51867)
rel-2α,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane (CHEBI:67907) is a tetracyclic triterpenoid (CHEBI:26893)
rel-2α,3β,23-trihydroxy-19-oxo-18,19-seco-12,17-dien-28-norursane (CHEBI:67907) is a triol (CHEBI:27136)
IUPAC Name 
rel-(3R)-5-[(4aS,4bR,6aR,7R,8R,9R,10aR,10bR)-8,9-dihydroxy-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-3,4,4a,4b,5,6,6a,7,8,9,10,10a,10b,11-tetradecahydrochrysen-2-yl]-3-methylpentan-2-one
Citations