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CHEBI:66354 - venturamide B

Default Structure
ChEBI IDCHEBI:66354
ChEBI Nameventuramide B
Stars
DefinitionAn 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.
Last Modified10 October 2012
DownloadsMolfile
FormulaC22H26N6O5S2
Net Charge0
Average Mass518.621
Monoisotopic Mass518.14061
SMILESCc1oc2nc1C(=O)N[C@H]([C@@H](C)O)c1nc(cs1)C(=O)N[C@H](C(C)C)c1nc(cs1)C(=O)N[C@@H]2C
InChIInChI=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
InChIKeyBJJVHBJYOXGRRO-XEQNPHJVSA-N
Species of MetaboliteComponentSourceComments
Oscillatoria sp. (ncbitaxon:1159) - PubMed (17328572)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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:
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.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:11058869Reaxys
Citations