CHEBI:66353 - venturamide A

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ChEBI Name venturamide A
ChEBI ID CHEBI:66353
Definition An eighteen-membered homodetic cyclic peptide which is isolated from Oscillatoria sp. and exhibits antimalarial activity against the W2 chloroquine-resistant strain of the malarial parasite, Plasmodium falciparum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H24N6O4S2
Net Charge 0
Average Mass 488.58300
Monoisotopic Mass 488.13005
InChI InChI=1S/C21H24N6O4S2/c1-8(2)14-21-25-12(7-33-21)16(28)22-9(3)19-27-15(11(5)31-19)18(30)23-10(4)20-24-13(6-32-20)17(29)26-14/h6-10,14H,1-5H3,(H,22,28)(H,23,30)(H,26,29)/t9-,10-,14-/m1/s1
InChIKey OJMSNONHTSXZKM-GPCCPHFNSA-N
SMILES CC(C)[C@H]1NC(=O)c2csc(n2)[C@@H](C)NC(=O)c2nc(oc2C)[C@@H](C)NC(=O)c2csc1n2
Metabolite of Species Details
Oscillatoria sp. (NCBI:txid1159) See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
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ChEBI Ontology
Outgoing venturamide A (CHEBI:66353) has role antimalarial (CHEBI:38068)
venturamide A (CHEBI:66353) has role metabolite (CHEBI:25212)
venturamide A (CHEBI:66353) is a 1,3-oxazoles (CHEBI:46812)
venturamide A (CHEBI:66353) is a 1,3-thiazoles (CHEBI:38418)
venturamide A (CHEBI:66353) is a homodetic cyclic peptide (CHEBI:24613)
venturamide A (CHEBI:66353) is a macrocycle (CHEBI:51026)
IUPAC Name
(4R,11R,18R)-4,7,11-trimethyl-18-(propan-2-yl)-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaene-2,9,16-trione
Registry Number Type Source
8735484 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17328572 PubMed citation Europe PMC
Last Modified
10 October 2012