(1S,2S,5R,7S,10S,11S,14S,15S)-14-acetyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-17-one

• ChemBase编号: 105628
• 分子式: C21H32O3
• 平均质量: 332.47698
• 单一同位素质量: 332.23514488
• SMILES: O=C1[C@H]2[C@H]([C@@H]3CC[C@H](C(=O)C)[C@@]3(C)C1)CC[C@H]1C[C@H](O)CC[C@]21C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC[C@@H]2C(=O)C)C)C
• InChI: InChI=1S/C21H32O3/c1-12(22)16-6-7-17-15-5-4-13-10-14(23)8-9-20(13,2)19(15)18(24)11-21(16,17)3/h13-17,19,23H,4-11H2,1-3H3/t13-,14+,15-,16+,17-,19+,20-,21+/m0/s1
• InChIKey: DUHUCHOQIDJXAT-OLVMNOGESA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5R,7S,10S,11S,14S,15S)-14-acetyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-17-one; (1S,2S,5R,7S,10S,11S,14S,15S)-14-acetyl-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one
• IUPAC传统名: alfaxalone
• 别名: 3-Hydroxy-5α-pregnane-11,20-dione; Alfaxalone; 5α-Pregnan-3α-ol-11,20-dione; 3α-Hydroxy-5α-pregnane-11,20-dione; αXALONE

登记号

• CAS号: 23930-19-0
• MDL号: MFCD00083468
• PubChem SID: 162092653; 24278637
• PubChem CID: 104845

理论计算性质

• Acid pKa: 18.296383
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.0636873
• LogD (pH = 7.4): 3.0636873
• Log P: 3.0636873
• 摩尔折射率: 93.574 cm^3
• 极化性: 37.255684 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: chloroform: ≥5 mg/mL, clear, colorless
• 外观: white powder

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: TU4157800
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22
• 安全公开号: 22-36
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 相关基因信息: human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRG2(2566)

产品相关信息

• 纯度: ≥98% (TLC)

详细说明

MP Biomedicals - 02193579

A neurosteroid which acts upon the GABA_A receptor.

Sigma Aldrich - P5052

Biochem/physiol Actions
Synthetic steroid compound alphaxalone (AFX) - 5α-Pregnan-3α-ol-11,20-dione- is a neurosteroid that directly activates and potentiates GABAA receptor-activated membrane current (IGABA). It acts as a positive allosteric modulator of the GABAA receptor; anesthetic. The alpha subunit subtype of GABAA determines the efficacy, but not the potency, of AFX neuroactive steroid to potentiate IGABA.

参考文献

• Turner, et al., J. Pharmacol. Exp. Ther. , 248 : 960, (1989).