4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one

• ChemBase编号: 2239
• 分子式: C19H16O4
• 平均质量: 308.32794
• 单一同位素质量: 308.10485899
• SMILES: CC(=O)C[C@@H](c1ccccc1)c1c(O)c2ccccc2oc1=O
• Canonical SMILES: CC(=O)C[C@H](c1c(=O)oc2c(c1O)cccc2)c1ccccc1
• InChI: InChI=1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3/t15-/m0/s1
• InChIKey: PJVWKTKQMONHTI-HNNXBMFYSA-N

名称和登记号

名称

• IUPAC标准名: 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-chromen-2-one
• IUPAC传统名: 4-hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]chromen-2-one
• 别名: 4-Hydroxy-3-[(1S)-3-oxo-1-phenylbutyl]-2H-1-benzopyran-2-one; S-(-)- 3-(α-Acetonylbenzyl)-4-hydroxycoumarin; (-)-Warfarin; (S)-Warfarin; S-(-)-Warfarin; 4-Hydroxy-3-[(1s)-3-Oxo-1-Phenylbutyl]-2h-Chromen-2-One; S-(-)-3-Acetonybenzyl)-4-hydroxycoumarin; S-(-)-4-Hydroxy-3-(3-oxo-1-phenybutyl)-2H-1-benzopyran-2-one; (S)-(-)-Warfarin

登记号

• CAS号: 5543-57-7
• EC号: 226-907-3
• MDL号: MFCD00272381
• PubChem SID: 160965692; 24724650; 46508145
• PubChem CID: 54688261; 447632

理论计算性质

JChem

• Acid pKa: 6.330688
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.6849828
• LogD (pH = 7.4): 1.6473457
• Log P: 2.7447073
• 摩尔折射率: 86.8601 cm^3
• 极化性: 33.339684 Å^3
• 极化表面积: 63.6 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.41
• LOG S: -3.82
• 溶解度: 4.72e-02 g/l

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid; white to pale yellow
• 熔点: ≥170 °C; 167-169°C

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 61-48/25-52/53
• 安全公开号: 53-45-61
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H360D-H372-H412
• GHS警示性声明: P201-P273-P308 + P313
• RID/ADR: UN 2811 6.1/PG 1
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... CYP2C9(1559)

产品相关信息

• 纯度: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C19H16O4

详细说明

DrugBank - DB02507

Drug information: experimental

Sigma Aldrich - UC214

Biochem/physiol Actions
CYP2C9 substrate; anticoagulant.

Toronto Research Chemicals - W498495

The S-(-)-form of Warfarin (W498500). Coumarin anticoagulant.

参考文献

• Hagan, E.C., et al.: J. Am. Pharm. Assoc. Sci. Ed., 42, 379 (1953)
• Bell, R.G., et al.: Biochemistry, 11, 1959 (1953)
• Valente, J.E., et al.: J. Med. Chem., 20, 1489 (1953)
• Back, N., et al.: Pharmacol. Res. Commun., 10, 445, (1953)
• Babhair, S.A., et al.