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

• ChemBase编号: 1821
• 分子式: C20H32O5
• 平均质量: 352.46508
• 单一同位素质量: 352.22497412
• SMILES: C(=O)(CCC/C=C\C[C@H]1[C@H](CC(=O)[C@@H]1/C=C/[C@H](CCCCC)O)O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1C(=O)C[C@@H]([C@@H]1C/C=C\CCCC(=O)O)O)O
• InChI: InChI=1S/C20H32O5/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/h4,7,12-13,15-18,21-22H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-/m0/s1
• InChIKey: BHMBVRSPMRCCGG-OUTUXVNYSA-N

名称和登记号

名称

• IUPAC标准名: (5Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]hept-5-enoic acid
• IUPAC传统名: prostaglandin d2
• 别名: (5Z,9α,13E,15S)-9,15-Dihydroxy-11-oxoprosta-5,13-dien-1-oic-acid; PGD2; Prostaglandin D2; (5e,13e)-9,15-Dihydroxy-11-Oxoprosta-5,13-Dien-1-Oicacid

登记号

• CAS号: 41598-07-6
• MDL号: MFCD00077857
• Beilstein号: 2170623
• PubChem SID: 46504574; 160965276; 24898605
• PubChem CID: 448457

理论计算性质

JChem

• Acid pKa: 4.4045534
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 2.0978866
• LogD (pH = 7.4): 0.34078184
• Log P: 3.22527
• 摩尔折射率: 99.4351 cm^3
• 极化性: 38.188305 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

ALOGPS 2.1

• Log P: 3.12
• LOG S: -3.61
• 溶解度: 8.60e-02 g/l

分子性质

安全信息

• RTECS编号: UK7930000
• 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: 22-26-36
• 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: ≥95%
• 生物来源: synthetic

详细说明

DrugBank - DB02056

• Drug Groups: experimental
• Description: The principal cyclooxygenase metabolite of arachidonic acid. It is released upon activation of mast cells and is also synthesized by alveolar macrophages. Among its many biological actions, the most important are its bronchoconstrictor, platelet-activating-factor-inhibitory, and cytotoxic effects. [PubChem]

Sigma Aldrich - P5172

Biochem/physiol Actions
Primary prostaglandin in brain; induces inflammation; stimulates adenylyl cyclase.