8-hydroxy Efavirenz

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MedKoo CAT#: 574226

CAS#: 205754-33-2

Description: 8-hydroxy Efavirenz is a major oxidative metabolite of the non-nucleoside reverse transcriptase inhibitor efavirenz. 8-hydroxy Efavirenz is formed when efavirenz is metabolized by the cytochrome P450 (CYP) isoform CYP2B6. It induces apoptosis in rat primary hippocampal neurons and loss of dendritic spines in rat primary hippocampal neuronal cultures.

Chemical Structure

8-hydroxy Efavirenz
CAS# 205754-33-2

Theoretical Analysis

MedKoo Cat#: 574226
Name: 8-hydroxy Efavirenz
CAS#: 205754-33-2
Chemical Formula: C14H9ClF3NO3
Exact Mass: 331.0223
Molecular Weight: 331.68
Elemental Analysis: C, 50.70; H, 2.74; Cl, 10.69; F, 17.18; N, 4.22; O, 14.47

Price and Availability

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1.0mg USD 680.0 2 Weeks
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Synonym: 8-hydroxy Efavirenz

IUPAC/Chemical Name: (4S)-6-chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one


InChi Code: InChI=1S/C14H9ClF3NO3/c15-8-5-9-11(10(20)6-8)19-12(21)22-13(9,14(16,17)18)4-3-7-1-2-7/h5-7,20H,1-2H2,(H,19,21)

SMILES Code: ClC1=CC(O)=C2C([C@@](C#CC3CC3)(C(F)(F)F)OC(N2)=O)=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 331.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1. Decloedt, E.H., and Maartens, G. Neuronal toxicity of efavirenz: A systematic review. Expert Opin. Drug Saf. 12(6), 841-846 (2013).

2. Tovar-y-Romo, L.B., Bumpus, N.N., Pomerantz, D., et al. Dendritic spine injury induced by the 8-hydroxy metabolite of efavirenz. J. Pharmacol. Exp. Ther. 343(3), 696-703 (2012).