(9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid

• ChemBase编号: 4580
• 分子式: C18H32O3
• 平均质量: 296.44488
• 单一同位素质量: 296.23514488
• SMILES: OC(=O)CCCCCCC/C=C\C=C\[C@@H](O)CCCCC
• Canonical SMILES: CCCCC[C@@H](/C=C/C=C\CCCCCCCC(=O)O)O
• InChI: InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1
• InChIKey: HNICUWMFWZBIFP-IRQZEAMPSA-N

名称和登记号

名称

• IUPAC标准名: (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid
• IUPAC传统名: 13-hode; 13-hydroxyoctadecadienoic acid
• 别名: (9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid; 13(S)-HODE; 13(S)-Hydroxyoctadeca-9Z,11E-dienoic acid

登记号

• CAS号: 29623-28-7
• EC号: 200-578-6
• MDL号: MFCD00065833
• PubChem SID: 24895844; 99443397; 160968012
• PubChem CID: 6443013

理论计算性质

JChem

• Acid pKa: 4.9881673
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 4.5631323
• LogD (pH = 7.4): 2.809476
• Log P: 5.191066
• 摩尔折射率: 90.0343 cm^3
• 极化性: 34.529655 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 5.88
• LOG S: -5.0
• 溶解度: 2.98e-03 g/l

分子性质

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: 1
• 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
• RID/ADR: UN 1170 3/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%
• 浓度: 90-100 μg/mL in ethanol

详细说明

DrugBank - DB06926

Drug information: experimental

Sigma Aldrich - H9146

Biochem/physiol Actions
PPARγ agonist
Expression of 15-lipoxygenase-1 (15-LOX-1) and its main product, 13(S)-HODE, are decreased in human colorectal and esophageal cancers. Certain non-steroidal anti-inflammatory drugs (NSAIDs) can induce apoptosis in human colon cancer cells by increased expression of 15-LOX-1, which down-regulates PPAR-delta through 13-HODE.
包装
Packaged under Argon.