A metabolite of atazanavir
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Parent Compound(s)
11733Atazanavir
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Des(benzylpyridyl) Atazanavir

Item No. 27372

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,8S,9S,12S)-3,12-bis(1,1-dimethylethyl)-8-hydroxy-4,11-dioxo-9-(phenylmethyl)-2,5,6,10,13-pentaazatetradecanedioic acid 1,14-dimethyl ester
CAS Number
1192224-24-0
Synonyms
  • Atazanavir metabolite M1
Molecular Formula
C26H43N5O7
Formula Weight
537.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
O[C@@H](CNNC([C@@H](NC(OC)=O)C(C)(C)C)=O)[C@@H](NC([C@H](C(C)(C)C)NC(OC)=O)=O)CC1=CC=CC=C1
InChi Code
InChI=1S/C26H43N5O7/c1-25(2,3)19(29-23(35)37-7)21(33)28-17(14-16-12-10-9-11-13-16)18(32)15-27-31-22(34)20(26(4,5)6)30-24(36)38-8/h9-13,17-20,27,32H,14-15H2,1-8H3,(H,28,33)(H,29,35)(H,30,36)(H,31,34)/t17-,18-,19+,20+/m0/s1
InChi Key
LUAXFCAWZAZCNR-VNTMZGSJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Des(benzylpyridyl) atazanavir is a major metabolite of the HIV-1 protease inhibitor atazanavir (Item No. 11733).1,2 It is formed from atazanavir by the cytochrome P450 (CYP) isoforms CYP3A4 and CYP2D6.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. ter Heine, R., Hillebrand, M.J.X., Rosing, H., et al. Identification and profiling of circulating metabolites of atazanavir, a HIV protease inhibitor. Drug Metab. Dispos. 37(9), 1826-1840 (2009).

    2. Li, F., Lu, J., Wang, L., et al. CYP3A-mediated generation of aldehyde and hydrazine in atazanavir metabolism. Drug Metab. Dispos. 39(3), 394-401 (2011).