2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase编号: 73158
• 分子式: C23H30O6
• 平均质量: 402.4807
• 单一同位素质量: 402.20423868
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1CC[C@@]2(C(=O)COC(=O)C)O)C)O)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1
• InChIKey: LRJOMUJRLNCICJ-JZYPGELDSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate; 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate; 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC传统名: prednisolone acetate; 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• 别名: 1,4-孕甾二烯-11β,17α,21-三醇-3,20-二酮 21-醋酸酯; 11β,17α,21-三羟基-1,4-孕甾二烯-3,20-二酮 21-醋酸酯; 21-乙酰氧基-1,4-孕甾二烯-11β,17α-二醇-3,20-二酮; 醋酸泼尼松龙; Omnipred; Prednisolone acetate; 1,4-Pregnadiene-11β,17α,21-triol-3,20-dione 21-acetate; 11β,17α,21-Trihydroxy-1,4-pregnadiene-3,20-dione 21-acetate; 21-Acetoxy-1,4-pregnadiene-11β,17α-diol-3,20-dione; Prednisolone 21-acetate; PREDNISOLONE-21-ACETATE; Prednelan; Inflanefran Forte; Nisolone; Prednisolone acetate; (11β)-21-(Acetyloxy)-11,17-dihydroxypregna-1,4-diene-3,20-dione; 11β,17α,21-Trihydroxypregna-1,4-diene-3,20-dione 21-acetate; 21-(Acetoxy)-11β,17α-dihydroxypregna-1,4-diene-3,20-dione; Cormalone; Cortipred; Deltilen; Econopred; Falcon; Meticortelone Acetate; Predalone 50; Prediacortin; Predicort; Prednelan N; Prednidoren; Prenema; Supercortyl

登记号

• CAS号: 52-21-1
• EC号: 200-134-1
• MDL号: MFCD00037710
• Beilstein号: 3111798
• PubChem SID: 24870352; 24898962; 24887840; 162038078
• PubChem CID: 5834

理论计算性质

• Acid pKa: 12.610176
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.7141153
• LogD (pH = 7.4): 1.7141126
• Log P: 1.7141154
• 摩尔折射率: 107.6448 cm^3
• 极化性: 41.884506 Å^3
• 极化表面积: 100.9 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 240-244 °C
• 比旋光度: [α]20/D +116±2°, c = 1% in dioxane

安全信息

• 保存条件: -20°C
• RTECS编号: TU4152500
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 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: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 生物活性机理: ACTH antagonist; ACTH secretion inhibitor; Calcium mobilizer; Corticosteroid; Gluconeogenesis promoter; Glycogen deposition inhibitor; Phosphorus mobilizer

产品相关信息

• 纯度: ≥97%; ≥97.0% (HPLC)
• 级别: VETRANAL™, analytical standard
• 成盐信息: Free Base
• 应用领域: Antiinflammatory agent; Immunosuppressive
• Empirical Formula (Hill Notation): C23H30O6

详细说明

MP Biomedicals - 02190037

Crystalline

Selleck Chemicals - S2570

Research Area: Inflammation
Biological Activity:
Prednisolone acetate is a synthetic corticosteroid drug that is particularly effective as an immunosuppressant agent. Prednisolone is converted from prednisone by the liver.Prednisolone is used to achieve prompt suppression of inflammation in many inflammatory and allergic conditions. Examples of inflammatory conditions include rheumatoid arthritis, systemic lupus, acute gouty arthritis, psoriatic arthritis, ulcerative colitis, and Crohn’s disease. Severe allergic conditions that fail conventional treatment may also respond to prednisolone. Prednisolone also is used in the treatment of blood cell cancers (leukemiias), and lymph gland cancers (lymphomas). [1][2]

Sigma Aldrich - 46657

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - P703750

Synthetic corticosteroid; metabolically interconvertible with prednisone.

参考文献

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