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CHEBI:65818 - dzununcanone

ChEBI IDCHEBI:65818
ChEBI Namedzununcanone
Stars
DefinitionA tetracyclic triterpenoid that is 3,24-dinor-2,4-seco-friedelan-1(10),5,7-triene substituted by methoxycarbonyl groups at positions 2 and 29 and an oxo group at position 4. Isolated from the root bark of Hippocratea excelsa, it exhibits anti-protozoal activity against Giardia intestinalis.
Last Modified16 March 2015
DownloadsMolfile
FormulaC30H42O5
Net Charge0
Average Mass482.661
Monoisotopic Mass482.30322
SMILES[H][C@@]12C[C@](C)(C(=O)OC)CC[C@]1(C)CC[C@]1(C)C3=CC=C(C(C)=O)/C(=C\C(=O)OC)[C@]3(C)CC[C@@]21C
InChIInChI=1S/C30H42O5/c1-19(31)20-9-10-22-28(4,21(20)17-24(32)34-7)14-16-30(6)23-18-27(3,25(33)35-8)12-11-26(23,2)13-15-29(22,30)5/h9-10,17,23H,11-16,18H2,1-8H3/b21-17+/t23-,26-,27-,28+,29-,30+/m1/s1
InChIKeyRJLTUQKBCWHJFJ-ACCWSZCWSA-N
Species of MetaboliteComponentSourceComments
Hippocratea excelsa (IPNI:161537-1) root (BTO:0001188) PubMed (17385912) Previous component: root bark;
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.
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
Application:
antiprotozoal drug  Any antimicrobial drug which is used to treat or prevent protozoal infections.
ChEBI Ontology
Outgoing Relation(s)
dzununcanone (CHEBI:65818) has role antiprotozoal drug (CHEBI:35820)
dzununcanone (CHEBI:65818) has role metabolite (CHEBI:25212)
dzununcanone (CHEBI:65818) is a enoate ester (CHEBI:51702)
dzununcanone (CHEBI:65818) is a methyl ester (CHEBI:25248)
dzununcanone (CHEBI:65818) is a methyl ketone (CHEBI:51867)
dzununcanone (CHEBI:65818) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
methyl (3R,4aR,4bS,6aR,7Z,10bS,12aS)-8-acetyl-7-(2-methoxy-2-oxoethylidene)-3,4b,6a,10b,12a-pentamethyl-1,2,3,4,4a,4b,5,6,6a,7,10b,11,12,12a-tetradecahydrochrysene-3-carboxylate
Synonym  Source
3,24-dinor-2,4-seco-4-oxo-friedelan-1(10),5,7-triene-2,29-dioic acid dimethylesterChEBI
Registry NumbersSources
Reaxys:11223004Reaxys
Citations