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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H9ClF3NO3
Molecular Weight 331.674
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 8-HYDROXYEFAVIRENZ

SMILES

OC1=C2NC(=O)O[C@@](C#CC3CC3)(C2=CC(Cl)=C1)C(F)(F)F

InChI

InChIKey=OOVOMPCQLMFEDT-ZDUSSCGKSA-N
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)/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C14H9ClF3NO3
Molecular Weight 331.674
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and biological activities of potential metabolites of the non-nucleoside reverse transcriptase inhibitor efavirenz.
2001 Mar 12
Substance Class Chemical
Created
by admin
on Tue Oct 22 18:08:44 UTC 2019
Edited
by admin
on Tue Oct 22 18:08:44 UTC 2019
Record UNII
P8S49CKH6L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
8-HYDROXYEFAVIRENZ
Common Name English
(4S)-6-CHLORO-4-(2-CYCLOPROPYLETHYNYL)-8-HYDROXY-4-(TRIFLUOROMETHYL)-1H-3,1-BENZOXAZIN-2-ONE
Systematic Name English
2H-3,1-BENZOXAZIN-2-ONE, 6-CHLORO-4-(CYCLOPROPYLETHYNYL)-1,4-DIHYDRO-8-HYDROXY-4-(TRIFLUOROMETHYL)-, (4S)-
Systematic Name English
Code System Code Type Description
PUBCHEM
487643
Created by admin on Tue Oct 22 18:08:44 UTC 2019 , Edited by admin on Tue Oct 22 18:08:44 UTC 2019
PRIMARY
CAS
205754-33-2
Created by admin on Tue Oct 22 18:08:44 UTC 2019 , Edited by admin on Tue Oct 22 18:08:44 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
THE MAJOR OXIDATIVE METABOLITE OF EFAVIRENZ IN VIVO AND IN VITRO HUMAN LIVER MICROSOMAL PREPARATIONS IS 8-HYDROXYEFAVIRENZ
MAJOR