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Details

Stereochemistry ACHIRAL
Molecular Formula C9H6O2
Molecular Weight 146.1427
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COUMARIN

SMILES

O=C1OC2=C(C=CC=C2)C=C1

InChI

InChIKey=ZYGHJZDHTFUPRJ-UHFFFAOYSA-N
InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H

HIDE SMILES / InChI

Molecular Formula C9H6O2
Molecular Weight 146.1427
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Coumarin itself was first isolated from the tonka bean Coumarouna odorata. Coumarin and its derivatives are alpha-benzopyrones. Coumarin is metabolized in humans to 7-hydroxycoumarin. Coumarin is a secondary phytochemical with hepatotoxic and carcinogenic properties. For the carcinogenic effect, a genotoxic mechanism was considered possible. Coumarins have a significant effect on physiological, bacteriostatic and anti-tumor activity. Coumarins have potent edema protective function and thus involved in the treatment of lymphedema, elephantiasis and other high protein edema conditions. Coumarin has appetite-suppressing properties.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
6.2 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Preventing
Unknown
Primary
HOMEOPATHIC COUMARIN

AUC

ValueDoseCo-administeredAnalytePopulation
0.029 mg × h/mL
0.857 mg/kg single, oral
COUMARIN blood
Homo sapiens
0.191 mg × h/mL
0.25 mg/kg single, intravenous
COUMARIN blood
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.018 h
0.857 mg/kg single, oral
COUMARIN blood
Homo sapiens
0.769 h
0.25 mg/kg single, intravenous
COUMARIN blood
Homo sapiens
1.81 h
0.125 mg/kg single, oral
COUMARIN blood
Homo sapiens
1.45 h
0.2 mg/kg single, oral
COUMARIN blood
Homo sapiens
1.49 h
0.25 mg/kg single, oral
COUMARIN blood
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
6 mg/kg/day
Route of Administration: Oral
In Vitro Use Guide
Coumarin at concentrations of 100- 500 ug/ml inhibits the incorporation of [3H]thymidine into ACHN cells in a dose-dependent fashion.
Substance Class Chemical
Record UNII
A4VZ22K1WT
Record Status Validated (UNII)
Record Version