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CHEBI:132344 - celastolide

ChEBI IDCHEBI:132344
ChEBI Namecelastolide
Stars
DefinitionA hexacyclic triterpenoid with formula C30H46O5, originally isolated from Tripterygium hypoglaucum.
Last Modified24 October 2016
Submitterliuqingping
DownloadsMolfile
FormulaC30H46O5
Net Charge0
Average Mass486.693
Monoisotopic Mass486.33452
SMILES[H][C@@]12OCC[C@@]3([H])[C@]4(C)CC[C@@]5(C)[C@]6([H])C[C@](C)(C(=O)O)CC[C@]6(C)CC[C@]5(C)[C@@]4([H])CC[C@@]13[C@@H](C)C(=O)O2
InChIInChI=1S/C30H46O5/c1-18-22(31)35-24-30(18)9-7-19-27(4,20(30)8-16-34-24)13-15-29(6)21-17-26(3,23(32)33)11-10-25(21,2)12-14-28(19,29)5/h18-21,24H,7-17H2,1-6H3,(H,32,33)/t18-,19-,20-,21+,24-,25+,26+,27+,28+,29-,30-/m0/s1
InChIKeyMHUNAMWYXWYEMX-PLTLGRIDSA-N
Species of MetaboliteComponentSourceComments
Tripterygium hypoglaucum (ncbitaxon:205465) - Article (Duan, H., Kawazoe, K., Bando, M., Kido, M., Takaishi, Y. (1997) Di- and triterpenoids from Tripterygium hypoglaucum. Phytochemistry 46, 535-543.)
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.
ChEBI Ontology
Outgoing Relation(s)
celastolide (CHEBI:132344) has role plant metabolite (CHEBI:76924)
celastolide (CHEBI:132344) is a hexacyclic triterpenoid (CHEBI:70994)
celastolide (CHEBI:132344) is a monocarboxylic acid (CHEBI:25384)
celastolide (CHEBI:132344) is a organic heterohexacyclic compound (CHEBI:51914)
celastolide (CHEBI:132344) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3aS,6R,6aR,8aS,8bR,10aS,13R,14aR,14bS,16aR,16bS)-6,8b,10a,13,14b,16a-hexamethyl-5-oxoicosahydro-2H,3aH-chryseno[2,1-c]furo[2,3-b]pyran-13-carboxylic acid
Synonym  Source
celastosideChEBI
Registry NumbersSources
Reaxys:7837734Reaxys