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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H16O5
Molecular Weight 324.3273
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 7-HYDROXYWARFARIN, (S)-

SMILES

CC(=O)C[C@@H](C1=CC=CC=C1)C2=C(O)C3=C(OC2=O)C=C(O)C=C3

InChI

InChIKey=SKFYEJMLNMTTJA-HNNXBMFYSA-N
InChI=1S/C19H16O5/c1-11(20)9-15(12-5-3-2-4-6-12)17-18(22)14-8-7-13(21)10-16(14)24-19(17)23/h2-8,10,15,21-22H,9H2,1H3/t15-/m0/s1

HIDE SMILES / InChI
Molecular Formula C19H16O5
Molecular Weight 324.3273
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

(S)-warfarin is P4502C9-catalyzed to its major and biologically inactive metabolite S-7-hydroxywarfarin. S-7-hydroxywarfarin can be used to determine S-warfarin hydroxylation. S-warfarin is predominantly metabolized to S-7-hydroxywarfarin, catalyzed by CYP2C9, in humans but not mice.

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Inhibition of (S)-warfarin metabolism by sulfinpyrazone and its metabolites.
1995 Jun
A chiral HPLC-MS/MS method for simultaneous quantification of warfarin enantiomers and its major hydroxylation metabolites of CYP2C9 and CYP3A4 in human plasma.
2014
Patents

Patents

EP0839142B1
1
US20100273203
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:19:17 UTC 2023
Edited
by admin
on Sat Dec 16 08:19:17 UTC 2023
Record UNII
790295572A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
7-HYDROXYWARFARIN, (S)-
Common Name English
S-7-HYDROXYWARFARIN
Common Name English
2H-1-BENZOPYRAN-2-ONE, 4,7-DIHYDROXY-3-((1S)-3-OXO-1-PHENYLBUTYL)-
Systematic Name English
7-HYDROXY-S-WARFARIN
Common Name English
(S)-7-HYDROXYWARFARIN
Common Name English
Code System Code Type Description
FDA UNII
790295572A
Created by admin on Sat Dec 16 08:19:17 UTC 2023 , Edited by admin on Sat Dec 16 08:19:17 UTC 2023
PRIMARY
PUBCHEM
54692246
Created by admin on Sat Dec 16 08:19:17 UTC 2023 , Edited by admin on Sat Dec 16 08:19:17 UTC 2023
PRIMARY
CAS
63740-81-8
Created by admin on Sat Dec 16 08:19:17 UTC 2023 , Edited by admin on Sat Dec 16 08:19:17 UTC 2023
PRIMARY
Related Record Type Details
Structure of WARFARIN, (S)-
PARENT -> METABOLITE
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