CHEBI:66354 - venturamide B

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ChEBI Name venturamide B
ChEBI ID CHEBI:66354
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 C22H26N6O5S2
Net Charge 0
Average Mass 518.60900
Monoisotopic Mass 518.14061
InChI InChI=1S/C22H26N6O5S2/c1-8(2)14-21-24-12(6-34-21)17(30)23-9(3)20-28-16(11(5)33-20)19(32)27-15(10(4)29)22-25-13(7-35-22)18(31)26-14/h6-10,14-15,29H,1-5H3,(H,23,30)(H,26,31)(H,27,32)/t9-,10-,14-,15-/m1/s1
InChIKey BJJVHBJYOXGRRO-XEQNPHJVSA-N
SMILES CC(C)[C@H]1NC(=O)c2csc(n2)[C@H](NC(=O)c2nc(oc2C)[C@@H](C)NC(=O)c2csc1n2)[C@@H](C)O
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): 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing venturamide B (CHEBI:66354) has role antimalarial (CHEBI:38068)
venturamide B (CHEBI:66354) has role metabolite (CHEBI:25212)
venturamide B (CHEBI:66354) is a 1,3-oxazoles (CHEBI:46812)
venturamide B (CHEBI:66354) is a 1,3-thiazoles (CHEBI:38418)
venturamide B (CHEBI:66354) is a homodetic cyclic peptide (CHEBI:24613)
venturamide B (CHEBI:66354) is a macrocycle (CHEBI:51026)
IUPAC Name
(4R,11R,18R)-11-[(1R)-1-hydroxyethyl]-4,7-dimethyl-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
11058869 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17328572 PubMed citation Europe PMC
Last Modified
10 October 2012