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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H10FN3O3S
Molecular Weight 247.2481
Optical Activity ( + )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EMTRICITABINE, (+)-

SMILES

c1c(c(=N)nc(n1[C@@]2([H])CS[C@@]([H])(CO)O2)O)F

InChI

InChIKey=XQSPYNMVSIKCOC-RITPCOANSA-N
InChI=1S/C8H10FN3O3S/c9-4-1-12(8(14)11-7(4)10)5-3-16-6(2-13)15-5/h1,5-6,13H,2-3H2,(H2,10,11,14)/t5-,6+/m1/s1

HIDE SMILES / InChI

Molecular Formula C8H10FN3O3S
Molecular Weight 247.2481
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Emtricitabine (minus enantiomer) is a synthetic nucleoside analog of cytosine with activity against HIV-1. It’s more active and significantly less toxic than the (+) enantiomer.

Approval Year

PubMed

PubMed

TitleDatePubMed
Structure-activity relationships of beta-D-(2S,5R)- and alpha-D-(2S,5S)-1,3-oxathiolanyl nucleosides as potential anti-HIV agents.
1993 Sep 3
Substance Class Chemical
Created
by admin
on Fri Jun 25 23:59:20 UTC 2021
Edited
by admin
on Fri Jun 25 23:59:20 UTC 2021
Record UNII
9PDN1V466A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EMTRICITABINE, (+)-
Common Name English
EMTRICITABINE ENANTIOMER [WHO-IP]
Common Name English
OXATHIOLAN
Systematic Name English
4-AMINO-5-FLUORO-1-((2S,5R)-2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL)PYRIMIDIN-2(1H)-ONE [WHO-IP]
Systematic Name English
(+)-FTC
Common Name English
2(1H)-PYRIMIDINONE, 4-AMINO-5-FLUORO-1-((2S,5R)-2-(HYDROXYMETHYL)-1,3-OXATHIOLAN-5-YL)-
Systematic Name English
(+)-2'-DEOXY-3'-THIA-5-FLUOROCYTIDINE
Common Name English
EMRICITABINE IMPURITY D [WHO-IP]
Common Name English
Code System Code Type Description
FDA UNII
9PDN1V466A
Created by admin on Fri Jun 25 23:59:21 UTC 2021 , Edited by admin on Fri Jun 25 23:59:21 UTC 2021
PRIMARY
CAS
137530-41-7
Created by admin on Fri Jun 25 23:59:21 UTC 2021 , Edited by admin on Fri Jun 25 23:59:21 UTC 2021
PRIMARY
PUBCHEM
454858
Created by admin on Fri Jun 25 23:59:21 UTC 2021 , Edited by admin on Fri Jun 25 23:59:21 UTC 2021
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
ENANTIOMER -> ENANTIOMER
Related Record Type Details
PARENT -> IMPURITY