SML0074

Acenocoumarol

≥98% (HPLC)

• Synonym(s): (±)-Acenocoumarin, 3-(α-Acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin
• Empirical Formula (Hill Notation): C₁₉H₁₅NO₆
• CAS Number: 152-72-7
• Molecular Weight: 353.33
• NACRES: NA.77
• PubChem Substance ID: 329825137
• UNSPSC Code: 12352200
• EC Number: 205-807-3
• MDL number: MFCD00137816
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to tan
• solubility: DMSO, heptane and xylene: ≥17 mg/mL
• originator: Novartis
• storage temp.: −20°C
• SMILES string: CC(=O)CC(c1ccc(cc1)[N+]([O-])=O)C2=C(O)c3ccccc3OC2=O
• InChI: 1S/C19H15NO6/c1-11(21)10-15(12-6-8-13(9-7-12)20(24)25)17-18(22)14-4-2-3-5-16(14)26-19(17)23/h2-9,15,22H,10H2,1H3
• InChI key: VABCILAOYCMVPS-UHFFFAOYSA-N
• Gene Information: human ... VKORC1(79001)

Description

Application

Acenocoumarol was used to study the role of P-glycoprotein in transport of oral vitamin K in Caco-2 cells and as an LC/MS standard.

Acenocoumarol has been used as a standard for the determination of coumarins in cosmetics.

Biochem/physiol Actions

Acenocoumarol is a warfarin analog, an anticoagulant that inhibits Vitamin K epoxide reductase. This results in depletion of the reduced form of vitamin K (vitamin KH2), limiting the gamma-carboxylation and subsequent activation of the vitamin K-dependent coagulation factors II, VII, IX, and X and anticoagulant proteins C and S, resulting in decreased prothrombin levels and the amount of thrombin generated.

Warfarin analog; anticoagulant; inhibitor of Vit K epoxide reductase

Acenocoumarol is effective against thromboembolic disorders.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• WGK: WGK 3
• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302,H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable