CHEBI:65818 - dzununcanone

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ChEBI Name dzununcanone
ChEBI ID CHEBI:65818
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H42O5
Net Charge 0
Average Mass 482.65150
Monoisotopic Mass 482.30322
InChI InChI=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
InChIKey RJLTUQKBCWHJFJ-ACCWSZCWSA-N
SMILES [H][C@@]12C[C@@](C)(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)C(=O)OC
Metabolite of Species Details
Hippocratea excelsa (IPNI:161537-1) Found in root (BTO:0001188). Previous component: root bark; See: PubMed
Roles Classification
Biological Role(s): 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(s): antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 dimethylester ChEBI
Registry Number Type Source
11223004 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17385912 PubMed citation Europe PMC
Last Modified
16 March 2015