Cortisone 17-羟基-11-脱氢皮质酮

CAS 53-06-5 MFCD00003610

化学结构图

53-06-5
SMILES: C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@]2(O)C(=O)CO

化学属性

Mol. FormulaC21H28O5
Mol. Weight360.45
Melting Point223-228 °C (dec.)(lit.)
Stability对光敏感
Appearance D +269°(0.125%，苯)。溶于甲醇、乙醇、丙酮；微溶于乙醚、氯仿和苯；难溶于水，水溶液呈中性。在浓硫酸中呈橙红色，并显绿色荧光。 25 +209°(1.2%，95%乙醇)、[α] 白色结晶性粉末。Mp220-224℃(部分分解)，比旋光度[α] 546
Refractive index210 ° (C=1, EtOH)

别名和识别编码

Chemical NameCortisone
Synonym 11-DEHYDRO-17-HYDROXYCORTIC 11-Dehydro-17-hydroxycorticosterone 11-去氢-17-羟基皮质酮 11-去氫-17-羥皮質甾酮 17α,21-Dihydroxy-4-pregnene-3,11,20-trione 17α,21-Dihydroxy-4-pregnene-3,11,20-trione 17α-Hydroxy-11-dehydrocorticosterone 4-Pregnene-17α,21-diol-3,11,20-trione Kendall’s Compound E Reichstein’s Substance Fa 17α-Hydroxy-11-dehydrocorticosterone 17-Hydroxy-3,11,20-trioxopregn-4-en-21-yl acetate 17-alpha-Hydroxy-11-dehydrocorticosterone 17-羟-11-脱皮质(甾)酮 17-羟-11脱氢皮质(甾)酮 17A 21-DIHYDROXY-4-PREGNEN-3 17 20-TRIONE 17ALPHA,21-DIHYDROXY-4-PREGNENE-3,11,20-TRIONE 17ALPHA,21-DIHYDROXYPREGN-4-ENE-3,11,20-TRIONE 17ALPHA-HYDROXY-11-DEHYDROCORTICOSTERONE 17alpha,21-Dihydroxy-4-pregnene-3,11,20-trione 17alpha,21-Dihydroxypregn-4-e
MDL NumberMFCD00003610
CAS Number53-06-5
PubChem Substance ID222786
Beilstein Registry Number8(4)3480
EC Number200-162-4
Chemical Name Translation17-羟基-11-脱氢皮质酮
Merck Number2539
Reaxys-RN1356062
Wiswesser Line NotationL E5 B666 CV OV MUTJ A1 E1 FV1Q FQ
LabNetwork Molecule IDLN01263026
InChIInChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14-,15-,18+,19-,20-,21-/m0/s1
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分类

  • {Chemicalbook} 生物化
  • {SNA} Bioactive Small Molecule Alphabetical Index, CI-CZ, Corticosteroid, Cytokines, Growth Factors and Hormones, Hormones, Lipid Metabolism (Obesity), Steroid Hormones, Steroids (C21) and Derivatives, Sterol Lipids, 代谢组学, 代谢通路, 固醇代谢, 生化试剂, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学, 肥胖研究, 脂类
  • {SNA} Bioactive Small Molecule Alphabetical Index, Biochemicals and Reagents, CI-CZ, Corticosteroid, Cytokines, Growth Factors and Hormones, Hormones, Lipid Metabolism (Obesity), Metabol

产品应用

  • 校准仪器和装置；评价方法；工作标准；质量保证/质量控制

相关文献及参考

  • [2]. McCue RE, et, al. The effect of cortisone on the accumulation, activation, and necrosis of macrophages in tuberculous lesions. Inflammation. 1978 Jun;3(2):159-76.
  • [3]. Seleem D, et, al. In Vivo Antifungal Activity of Monolaurin against Candida albicans Biofilms. Biol Pharm Bull. 2018;41(8):1299-1302.
  • [4]. Rusu VM, et, al. In vivo effects of cortisone on the B cell line in chickens. J Immunol. 1975 Nov;115(5):1370-4.
  • Beil. 8 ,IV,3480
  • FT-IR 2 (3), 4235:B / FT-NMR 1 (3), 587:A / RegBook 1 (2), 2865:D / Structure Index 1 , 459:A:1
  • Merck 14 ,2539
  • Zilberman, M., et al., Structured Drug-eluting Bioresorbable Films: Microstructure And Release Profile. J. Biomater. Appl. 23 , 385-406, (2009) 摘要
  • [1]. Hirano T, et, al. Cortisone cou
  • [1]. Hirano T, et, al. Cortisone counteracts apoptosis-inducing effect of cortisol in human peripheral-blood mononuclear cells. Int Immunopharmacol. 2001 Nov;1(12):2109-15.

安全信息

WGK Germany3
RTECSGM9020000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Hazard Codes Xn
GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前，切勿操作。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
Signal word Warning
Risk Statements
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Subcutaneous
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 168 mg/kg/3D (Continuous)
REFERENCE :
   ENDOAO Endocrinology (Baltimore).  (Williams & Wilkins Co., 428 E. Preston
   St., Baltimore, MD 21203) V.1-    1917-  Volume(issue)/page/year:
   94,1637,1974

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - mouse Liver
DOSE/DURATION           : 100 umol/L
REFERENCE :
   ENZYAS Enzymologia.  (The Hague, Netherlands)  V.1-43, 1936-72.
   Volume(issue)/page/year: 41,183,1971

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Parenteral
TEST SYSTEM             : Insect - silkworm
DOSE/DURATION           : 100 umol/L
REFERENCE :
   ENZYAS Enzymologia.  (The Hague, Netherlands)  V.1-43, 1936-72.
   Volume(issue)/page/year: 41,183,1971

TYPE OF TEST            : Unscheduled DNA synthesis
ROUTE OF EXPOSURE       : Subcutaneous
TEST SYSTEM             : Rodent - rat
DOSE/DURATION           : 168 mg/kg/3D (Continuous)
REFERENCE :
   ENDOAO Endocrinology (Baltimore).  (Williams & Wilkins Co., 428 E. Preston
   St., Baltimore, MD 21203) V.1-    1917-  Volume(issue)/page/year:
   94,1637,1974

TYPE OF TEST            : DNA adduct
TEST SYSTEM             : Human Liver
DOSE/DURATION           : 2 mmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 370,49,1996

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Mammal - species unspecified Lymphocyte
DOSE/DURATION           : 10 umol/L
REFERENCE :
   ENZYAS Enzymologia.  (The Hague, Netherlands)  V.1-43, 1936-72.
   Volume(issue)/page/year: 41,183,1971

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Mammal - species unspecified Liver
DOSE/D

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 500 mg/kg
SEX/DURATION            : female 8-17 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
REFERENCE :
   AGDJAI Journal of the Academy of General Dentistry.  (Academy of General
   Dentistry, 211 E. Chicago Ave., Suite 1200, Chicago, IL 60611)  V.1-
   1952(?)-  Volume(issue)/page/year: 18,34,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE                    : 90 mg/kg
SEX/DURATION            : female 90 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - eye/ear
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
   Reproductive - Specific Developmental Abnormalities - cardiovascular
   (circulatory) system
REFERENCE :
   AJOGAH American Journal of Obstetrics and Gynecology.  (C.V. Mosby Co.,
   11830 Westline Industrial Dr., St. Louis, MO 63146)  V.1-    1920-
   Volume(issue)/page/year: 65,227,1953

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 110 mg/kg
SEX/DURATION            : female 1-22 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - delayed effects
REFERENCE :
   JCINAO Journal of Clinical Investigation.  (Rockefeller Univ. Press, 1230
   York Ave., New York, NY 10021)  V.1-    1924-  Volume(issue)/page/year:
   41,710,1962

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 400 mg/kg

其他信息

  • 方法一:以醋酸孕甾双烯醇酮为原料，依次经过氧化氢氧化、沃氏氧化、黑根菌生物氧化、铬酐氧化得11-酮基-16，17α环氧黄体酮，经氢溴酸开环，氢化脱溴得粗品，再重结晶制得。
  • 上游原料:过氧化氢 --> 三氧化铬 --> 醋酸妊娠双烯醇酮酯 --> 16,17-环氧黄体酮
  • 用途一:生化研究；皮质激素类药物，具有抗炎、抗过敏等作用。
  • MOL 文件:53-06-5.mol
  • 参考质量标准:mp215-225℃；比旋光度+207°；最大吸收波长238nm。
  • 图谱信息:可的松(53-06-5)红外图谱(IR2) 可的松(53-06-5)质谱(MS) 可的松(53-06-5)红外图谱(IR1) 可的松(53-06-5)核磁图( 1 HNMR)
  • Sigma Aldrich:53-06-5(sigmaaldrich)
  • 下游产品:醋酸可的松
  • F:18
  • 可的松价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 66001380 可的松;肾上腺皮质激素; 11-去氢-17-羟基皮质酮 g 43.5元

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Lipids - Biochemicals and Reagents
  4. Sterol Lipids - Lipids
  5. Steroids (C21) and Derivatives - Sterol Lipids
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Cytokines, Growth Factors and Hormones - Cell Signaling and Neuroscience
  5. Hormones - Cytokines, Growth Factors and Hormones
  6. Steroid Hormones - Hormones
  7. Corticosteroid - Steroid Hormones
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Cytokines, Growth Factors and Hormones - Cell Signaling and Neuroscience
  5. Hormones - Cytokines, Growth Factors and Hormones
  6. Steroid Hormones - Hormones
  7. Cortisone
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Steroids
  1. Medical Research Areas
  2. GPCR & G Protein
  3. Glucocorticoid Receptor  (糖皮质激素受体)

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