2-amino-2-(hydroxymethyl)propane-1,3-diol; 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

• ChemBase编号: 155145
• 分子式: C24H45NO8
• 平均质量: 475.616
• 单一同位素质量: 475.31451741
• SMILES: CCCCC[C@@H](C=C[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C/CCCC(=O)O)O)O)O.C(C(CO)(CO)N)O
• Canonical SMILES: OCC(CO)(CO)N.CCCCC[C@@H](C=C[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=C/CCCC(=O)O)O)O
• InChI: InChI=1S/C20H34O5.C4H11NO3/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25;5-4(1-6,2-7)3-8/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25);6-8H,1-3,5H2/t15-,16+,17+,18-,19+;/m0./s1
• InChIKey: IYGXEHDCSOYNKY-NULUWHCBSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-2-(hydroxymethyl)propane-1,3-diol; 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid
• IUPAC传统名: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]hept-5-enoic acid; tris buffer
• 别名: (5Z,9α,11α,13E,15S)-9,11,15-Trihydroxyprosta-5,13-dienoic acid tris salt; PGF2α-Tris; Prostaglandin F2α tris salt

登记号

• CAS号: 38562-01-5
• EC号: 254-002-3
• MDL号: MFCD00077863
• Beilstein号: 4087514
• PubChem SID: 162249283; 24898103; 24898587
• PubChem CID: 71312085

理论计算性质

• Acid pKa: 4.355294
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 1.4380769
• LogD (pH = 7.4): -0.31100234
• Log P: 2.6110544
• 摩尔折射率: 100.4707 cm^3
• 极化性: 38.732555 Å^3
• 极化表面积: 97.99 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: ethanol: soluble50 mg/mL; H2O: soluble1 mg/mL (Aqueous solutions are stable for 30 days at 2-8°C and for several months frozen at -0°C in single use aliquots. Avoid repeated freeze/thaw cycles.)
• 外观: white powder

安全信息

• RTECS编号: UK8025000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 60-22
• 安全公开号: 53-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H360
• GHS警示性声明: P201-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99%
• 适用性: cell culture tested
• 生物来源: synthetic
• Empirical Formula (Hill Notation): C20H34O5 · C4H11NO3

详细说明

Sigma Aldrich - P5069

Biochem/physiol Actions
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. A positive feedback loop between endometrial PG F2α and luteal oxytocin is responsible for completion of luteolysis.1
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. Also stimulates contraction of smooth muscle, such as in bronchi, with possible involvement in asthma. This effect is at least partially mediated through tachykinin release.
Prostaglandin F2α is induced by uterine-produced oxytocin and acts on the corpus luteum to cause luteolysis and inhibit progesterone production.

Sigma Aldrich - P0424

Biochem/physiol Actions
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. A positive feedback loop between endometrial PG F2α and luteal oxytocin is responsible for completion of luteolysis.1
Luteolytic prostaglandin that induces parturition. Potent vasoconstrictor of pulmonary, coronary, and cerebral arteriole beds. Also stimulates contraction of smooth muscle, such as in bronchi, with possible involvement in asthma. This effect is at least partially mediated through tachykinin release.