7-{2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoic acid

• ChemBase编号: 2050
• 分子式: C20H30O4
• 平均质量: 334.4498
• 单一同位素质量: 334.21440944
• SMILES: CCCCC[C@H](O)/C=C/C1=C(C/C=C/CCCC(=O)O)C(=O)CC1
• Canonical SMILES: CCCCC[C@@H](/C=C/C1=C(C/C=C/CCCC(=O)O)C(=O)CC1)O
• InChI: InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4+,14-12+/t17-/m0/s1
• InChIKey: PRFXRIUZNKLRHM-OSJNIVAESA-N

名称和登记号

名称

• IUPAC标准名: 7-{2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoic acid; (5E)-7-{2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoic acid
• IUPAC传统名: 7-{2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}hept-5-enoic acid; @prostaglandin B2
• 别名: (5Z,13E,15S)-15-Hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid; PGB2; Prostaglandin B2; Prostaglandin B2

登记号

• CAS号: 13367-85-6
• MDL号: MFCD00065730
• Beilstein号: 2153006
• PubChem SID: 46507640; 160965505; 24898630
• PubChem CID: 6441243

理论计算性质

JChem

• Acid pKa: 4.2537546
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.916907
• LogD (pH = 7.4): 1.1886859
• Log P: 4.1848574
• 摩尔折射率: 98.6059 cm^3
• 极化性: 37.313618 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.07
• LOG S: -4.05
• 溶解度: 2.99e-02 g/l

分子性质

理化性质

• 溶解度: acetone: soluble10 mg/mL, clear; DMSO: ~50 mg/mL; ethanol: ~100 mg/mL; PBS, pH 7.2: ~2 mg/mL
• 外观: solution
• 闪点: 15.8 °F; -9 °C

安全信息

• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1231
• 德国WGK号: 2; 3
• 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: 11-36-66-67; 20/21/22
• 安全公开号: 16-26; 36/37
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Danger; Warning
• GHS危险声明: H225-H319-H336; H302-H312-H332
• GHS警示性声明: P210-P261-P305 + P351 + P338; P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1231 3/PG 2
• 欧盟补充危害声明: Repeated exposure may cause skin dryness or cracking.
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%; ≥98.0% (TLC)
• 生物来源: synthetic
• Empirical Formula (Hill Notation): C20H30O4

详细说明

DrugBank - DB02304

Drug information: experimental

Sigma Aldrich - P5390

Biochem/physiol Actions
Primary prostaglandin of osteoblasts; induces pulmonary hypertension.
Preparation Note
PGB2 is provided as a solution in methyl acetate. To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice. PGB2, purged with an inert gas, is soluble in ethanol at ~100 mg/mL, DMSO at ~50 mg/mL and in dimethyl formamide at ~ 75 mg/mL.
Physical form
Prostaglandin B2 is supplied as a solution in methyl acetate