7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-N-(2-hydroxyethyl)hept-5-enamide

• ChemBase编号: 155674
• 分子式: C22H39NO5
• 平均质量: 397.54876
• 单一同位素质量: 397.28282335
• SMILES: CCCCC[C@@H](C=C[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C/CCCC(=O)NCCO)O)O)O
• Canonical SMILES: CCCCC[C@@H](C=C[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=C/CCCC(=O)NCCO)O)O
• InChI: InChI=1S/C22H39NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/t17-,18+,19+,20-,21+/m0/s1
• InChIKey: XCVCLIRZZCGEMU-XIYVOTBMSA-N

名称和登记号

名称

• IUPAC标准名: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-N-(2-hydroxyethyl)hept-5-enamide
• IUPAC传统名: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-N-(2-hydroxyethyl)hept-5-enamide
• 别名: Dinoprost ethanolamide; N-(2-Hydroxyethyl)-9α,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-amide; Prostaglandin F2α ethanolamide

登记号

• EC号: 200-578-6
• MDL号: MFCD03411991
• PubChem SID: 162249812
• PubChem CID: 71312196

理论计算性质

• Acid pKa: 14.446371
• 质子受体: 5
• 质子供体: 5
• LogD (pH = 5.5): 1.3376852
• LogD (pH = 7.4): 1.3376858
• Log P: 1.3376858
• 摩尔折射率: 113.4819 cm^3
• 极化性: 43.73197 Å^3
• 极化表面积: 110.02 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: true

分子性质

理化性质

• 闪点: 14 °C; 57.2 °F

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 联合国危险货物编号: 1170
• 德国WGK号: 2
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11
• 安全公开号: 7-16
• GHS危险品标识: GHS02
• GHS警示词: Danger
• GHS危险声明: H225
• GHS警示性声明: P210
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1170 3/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C22H39NO5

详细说明

Sigma Aldrich - P6738

Biochem/physiol Actions
The end-product of the reaction of arachidonyl ethanolamide (AEA), an endogenous ligand for brain cannabinoid receptor, with COX-2.
Physical form
Solution in ethanol