(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

• ChemBase编号: 133549
• 分子式: C22H36O5
• 平均质量: 380.51824
• 单一同位素质量: 380.25627425
• SMILES: CCCCC(C)(C)[C@@H](/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)O
• Canonical SMILES: CCCCC([C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O)(C)C
• InChI: InChI=1S/C22H36O5/c1-4-5-14-22(2,3)20(25)13-12-17-16(18(23)15-19(17)24)10-8-6-7-9-11-21(26)27/h6,8,12-13,16-17,19-20,24-25H,4-5,7,9-11,14-15H2,1-3H3,(H,26,27)/b8-6-,13-12+/t16-,17-,19-,20-/m1/s1
• InChIKey: QAOBBBBDJSWHMU-WMBBNPMCSA-N

名称和登记号

名称

• IUPAC标准名: (5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
• IUPAC传统名: 16,16-dimethyl-PGE2
• 别名: 16,16-Dimethylprostaglandin E2

登记号

• CAS号: 39746-25-3
• MDL号: MFCD00151141
• PubChem SID: 162227826; 24893214
• PubChem CID: 5283066

理论计算性质

• Acid pKa: 4.303361
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 2.7468438
• LogD (pH = 7.4): 1.0076984
• Log P: 3.9682438
• 摩尔折射率: 108.3048 cm^3
• 极化性: 41.864788 Å^3
• 极化表面积: 94.83 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: methyl acetate solution

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 1231
• 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: 36-66-67
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319-H336
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, 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

• 浓度: ~10 mg/mL
• 运输包装: wet ice

详细说明

Sigma Aldrich - D0160

Preparation Note
Agitation or brief ultrasonication may be necessary for restoration of solutions which have been precipitated due to freezing. The methyl acetate can be removed using N2 or vacuum. Stock solutions of 1-5 mg/ml in absolute alcohol may be prepared and diluted with isotonic saline.