Vanoxonin

Name: Vanoxonin
CAS#: 86933-99-5
Chemical Formula: C18H25N3O9
Exact Mass: 427.1591
Molecular Weight: 427.41
Elemental Analysis: C, 50.58; H, 5.90; N, 9.83; O, 33.69

Description: Vanoxonin is a bacterial metabolite that has been found in S. hirsuta. It forms a complex with vanadium, and the complex inhibits thymidylate synthetase with an IC50 value of 0.7 µg/ml. The vanoxonin-vanadium complex is cytotoxic to L1210 leukemia cells (MIC = 25 µg/ml) and increases survival in Ehrlich murine spontaneous adenocarcinoma and L1210 mouse tumor models.

IUPAC/Chemical Name: (S)-2-((2S,3R)-2-(2,3-dihydroxybenzamido)-3-hydroxybutanamido)-5-(N-hydroxyacetamido)pentanoic acid

InChi Key: KCWDMHXDGAWLOA-LQJRIPTKSA-N

InChi Code: InChI=1S/C18H25N3O9/c1-9(22)14(20-16(26)11-5-3-7-13(24)15(11)25)17(27)19-12(18(28)29)6-4-8-21(30)10(2)23/h3,5,7,9,12,14,22,24-25,30H,4,6,8H2,1-2H3,(H,19,27)(H,20,26)(H,28,29)/t9-,12+,14+/m1/s1

SMILES Code: O=C(O)[C@H](CCCN(C(C)=O)O)NC([C@H]([C@H](O)C)NC(C1=CC=CC(O)=C1O)=O)=O

Appearance: Solid powder