152-72-7
152-72-7
Chemical Structure
Acenocoumarol
- CAS No.: 152-72-7
- Formula:C19H15NO6
- Molecular Weight:353.33
IUPAC Name: 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-chromen-2-one
InChIKey: VABCILAOYCMVPS-UHFFFAOYSA-N
SMILES: O=C1C(C(C2=CC=C([N+]([O-])=O)C=C2)CC(C)=O)=C(O)C3=CC=CC=C3O1
Biological Activity: Acenocoumarol is an anticoagulant that functions as a Vitamin K antagonist. Acenocoumarol inhibits MAPK/ERK/JNK signaling pathway, reduces the nuclear translocation of NF-κB p65, activates Akt/GSK3β signaling pathway. Acenocoumarol induces apoptosis in cell A549, arrests cell cycle at S phase[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Acenocoumarol | 99.17% | Acenocoumarol is an anticoagulant that functions as a Vitamin K antagonist. Acenocoumarol inhibits MAPK/ERK/JNK signaling pathway, reduces the nuclear translocation of NF-κB p65, activates Akt/GSK3β signaling pathway. Acenocoumarol induces apoptosis in cell A549, arrests cell cycle at S phase. | ||||||||||||||||||||
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Acenocoumarol (Standard) | ≥98% | Acenocoumarol (Standard) is the analytical standard of Acenocoumarol. This product is intended for research and analytical applications. Acenocoumarol is an anticoagulant that functions as a Vitamin K antagonist. Acenocoumarol inhibits MAPK/ERK/JNK signaling pathway, reduces the nuclear translocation of NF-κB p65, activates Akt/GSK3β signaling pathway. Acenocoumarol induces apoptosis in cell A549, arrests cell cycle at S phase. | ||||||||||||||||||||
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Acenocoumarol-d4 | Acenocoumarol-d4 is deuterium labeled Acenocoumarol (HY-B1014). Acenocoumarol is an anticoagulant that functions as a Vitamin K antagonist. Acenocoumarol inhibits MAPK/ERK/JNK signaling pathway, reduces the nuclear translocation of NF-κB p65, activates Akt/GSK3β signaling pathway. Acenocoumarol induces apoptosis in cell A549, arrests cell cycle at S phase. | |||||||||||||||||||||
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Acenocoumarol-d5 | Acenocoumarol-d5 is the deuterium labeled Acenocoumarol (HY-B1014). Acenocoumarol is an anticoagulant that functions as a Vitamin K antagonist. Acenocoumarol inhibits MAPK/ERK/JNK signaling pathway, reduces the nuclear translocation of NF-κB p65, activates Akt/GSK3β signaling pathway. Acenocoumarol induces apoptosis in cell A549, arrests cell cycle at S phase. | |||||||||||||||||||||
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6-Hydroxywarfarin | 99.87% | 6-Hydroxywarfarin is a metabolite of (+) -warfarin. 6-Hydroxywarfarin is a weaker vitamin K antagonist. 6-Hydroxywarfarin is metabolized by the cytochrome P450 isomer 2C9 (CYP2C9). | ||||||||||||||||||||
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Coumafuryl | Coumafuryl is a kind of coumarin rodenticide. Coumafuryl inhibits the metabolic cycle of vitamin K that causes the interference with protein biosynthesis of vitamin K-dependent coagulant factors (II, VII, IX, and X factors) in the liver. | |||||||||||||||||||||
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(S)-Acenocoumarol | (S)-Acenocoumarol is an active compound. | |||||||||||||||||||||
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(R)-Acenocoumarol | (R)-Acenocoumarol ((R)-Acenocoumarin; (R)-Nicoumalone) is a short-acting and orally active anticoagulant, like Warfarin (HY-B0687), works by inhibiting vitamin K epoxide reductase. (R)-Acenocoumarol has a greater in vivo anticoagulant potency than Warfarin. (R)-Acenocoumarol has a single chiral center that produces two different enantiomeric forms. (R)-Acenocoumarol has a longer plasma elimination half-life (6.6 h) and a slower plasma clearance rate (1.9 L/h) than the (S)-enantiomer, resulting in a stronger in vivo anticoagulant effect. | |||||||||||||||||||||
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7-Hydroxywarfarin (Standard) | ≥98% | 7-Hydroxywarfarin (Standard) is the analytical standard of 7-Hydroxywarfarin. This product is intended for research and analytical applications. 7-Hydroxywarfarin is a Warfarin analog with anticoagulant activity. | ||||||||||||||||||||
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Coumachlor | 99.03% | Coumachlor is an orally active antieoagulant agent. Coumachlor is a vitamin K antagonist. | ||||||||||||||||||||
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(R)-(+)-Warfarin | 99.55% | (R)-(+)-Warfarin is an orally active chiral 4-hydroxycoumarin compound with vitamin K epoxide reductase (VKOR) inhibitory activity and cytochrome P450 substrate activity. (R)-(+)-Warfarin undergoes stereoselective metabolism via CYP1A2 to form 6-Hydroxywarfarin and 8-Hydroxywarfarin, and is metabolized via CYP3A4 to produce 10-Hydroxywarfarin (HY-134999). (R)-(+)-Warfarin can be used for the research of thromboembolic diseases. | ||||||||||||||||||||
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(S)-7-Hydroxywarfarin | (S)-7-Hydroxywarfarin is the S stereoisomer of 7-Hydroxywarfarin (HY-139167). (S)-7-Hydroxywarfarin is the inactive, major metabolite of racemic Warfarin (HY-B0687). | |||||||||||||||||||||
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References
- [1]. Han HJ, et al., Acenocoumarol Exerts Anti-Inflammatory Activity via the Suppression of NF-κB and MAPK Pathways in RAW 264.7 Cells. Molecules. 2023 Feb 22;28(5):2075. [Content Brief]
- [2]. Han H, et al., Acenocoumarol, an Anticoagulant Drug, Prevents Melanogenesis in B16F10 Melanoma Cells. Pharmaceuticals (Basel). 2023 Apr 17;16(4):604. [Content Brief]
- [3]. Warzecha Z, et al., Therapeutic Effect of Low Doses of Acenocoumarol in the Course of Ischemia/Reperfusion-Induced Acute Pancreatitis in Rats. Int. J. Mol. Sci.2017, 18, 882. Int J Mol Sci. 2019 Jun 24;20(12):3086. [Content Brief]
- [4]. Maity S, et al. Exploring acenocoumarol and silodosin as allosteric EGFR inhibitors for the treatment of non-small cell lung cancer[J]. F1000Research, 2024, 13(1398): 1398.
