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Details

Stereochemistry RACEMIC
Molecular Formula C19H16O5
Molecular Weight 324.3273
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 7-HYDROXYWARFARIN

SMILES

CC(=O)CC(C1=CC=CC=C1)C2=C(O)C3=C(OC2=O)C=C(O)C=C3

InChI

InChIKey=SKFYEJMLNMTTJA-UHFFFAOYSA-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

HIDE SMILES / InChI

Description

7-Hydroxywarfarin is a CYP2C9 metabolite of (S)-warfarin. 7-Hydroxywarfarin can be used for the metabolic assays of (S)-warfarin. In humans, S-warfarin is metabolized mainly to inactive 7-hydroxywarfarin and also to 6-hydroxywarfarin as a minor metabolite by CYP2C9 .

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 35.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Assessing cytochrome P450 and UDP-glucuronosyltransferase contributions to warfarin metabolism in humans.
2009 Jul
Hydroxywarfarin metabolites potently inhibit CYP2C9 metabolism of S-warfarin.
2010 May 17
Patents

Patents

US20120184536
1
US2015274755
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Racemic 7-hydroxywarfarin inhibited recombinant CYP2C9 with IC50 35 uM.
Name Type Language
7-HYDROXYWARFARIN
Common Name English
COUMARIN, 3-(.ALPHA.-ACETONYLBENZYL)-4,7-DIHYDROXY-
Systematic Name English
2H-1-BENZOPYRAN-2-ONE, 4,7-DIHYDROXY-3-(3-OXO-1-PHENYLBUTYL)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID10939074
Created by admin on Sat Dec 16 08:47:09 GMT 2023 , Edited by admin on Sat Dec 16 08:47:09 GMT 2023
PRIMARY
CAS
17834-03-6
Created by admin on Sat Dec 16 08:47:09 GMT 2023 , Edited by admin on Sat Dec 16 08:47:09 GMT 2023
PRIMARY
FDA UNII
B92SFW09LJ
Created by admin on Sat Dec 16 08:47:09 GMT 2023 , Edited by admin on Sat Dec 16 08:47:09 GMT 2023
PRIMARY
PUBCHEM
54682507
Created by admin on Sat Dec 16 08:47:09 GMT 2023 , Edited by admin on Sat Dec 16 08:47:09 GMT 2023
PRIMARY
PARENT (METABOLITE INACTIVE)
Structure of WARFARIN
SUBSTANCE RECORD
Structure of 7-HYDROXYWARFARIN
NIH
NCATS
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