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CHEBI:65605 - celasdin B

Default Structure
ChEBI IDCHEBI:65605
ChEBI Namecelasdin B
Stars
DefinitionA pentacyclic triterpenoid that is friedelin substituted by hydroxy groups at positions 16 and 28. It is isolated from the stems of Celastrus hindsii and exhibits anti-HIV activity.
Last Modified10 December 2012
DownloadsMolfile
FormulaC30H50O3
Net Charge0
Average Mass458.727
Monoisotopic Mass458.37600
SMILES[H][C@]12CC[C@]3(C)[C@@H](C)C(=O)CC[C@@]3([H])[C@]1(C)CC[C@@]1(C)[C@]3([H])CC(C)(C)CC[C@]3(CO)[C@H](O)C[C@]21C
InChIInChI=1S/C30H50O3/c1-19-20(32)8-9-21-26(19,4)11-10-22-27(21,5)13-14-28(6)23-16-25(2,3)12-15-30(23,18-31)24(33)17-29(22,28)7/h19,21-24,31,33H,8-18H2,1-7H3/t19-,21+,22-,23-,24+,26+,27-,28-,29+,30+/m0/s1
InChIKeyZGPGTQGECMDFNI-OJEITCFUSA-N
Species of MetaboliteComponentSourceComments
Celastrus hindsii (ncbitaxon:489979) stem (BTO:0001300) DOI (10.1016/S0031-9422(96)00719-4)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
ChEBI Ontology
Outgoing Relation(s)
celasdin B (CHEBI:65605) has role anti-HIV agent (CHEBI:64946)
celasdin B (CHEBI:65605) has role metabolite (CHEBI:25212)
celasdin B (CHEBI:65605) is a cyclic terpene ketone (CHEBI:36130)
celasdin B (CHEBI:65605) is a diol (CHEBI:23824)
celasdin B (CHEBI:65605) is a pentacyclic triterpenoid (CHEBI:25872)
celasdin B (CHEBI:65605) is a primary alcohol (CHEBI:15734)
celasdin B (CHEBI:65605) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(4R,4aS,6aS,6bR,8R,8aS,12aS,12bS,14aS,14bS)-8-hydroxy-8a-(hydroxymethyl)-4,4a,6b,11,11,12b,14a-heptamethylicosahydropicen-3(2H)-one
Registry NumbersSources
Reaxys:7660622Reaxys
Citations