11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione
Hydrocortisone
CAS: 50-23-7
Molecular Formula: C21H30O5
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Names and Identifiers
| Name | Hydrocortisone |
| Synonyms | cortisol Cortanal Hydrocortisone compoundf(kendall) Hydrocortisone Base HYDROCORTISONE MICRONIZED Prednisolone EP Impurity A 21-Trihydroxypregn-4-ene-3 Hydrocortisone Acetate Impurity?A Hydrocortisone, Chromatographic Standard 11,17,21-trihydroxypregn-4-ene-3,20-dione 11,17a,21-Trihydroxy-4-pragnene-3,20-dione (11beta)-11,17,21-trihydroxypregn-4-ene-3,20-dione 11beta,17alpha,21-Trihydroxypregn-4-ene-3,20-dione 11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione 11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one |
| CAS | 50-23-7 |
| EINECS | 200-020-1 |
| InChI | InChI=1/C21H30O5/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/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15+,16+,18+,19+,20-,21+/m1/s1 |
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Physico-chemical Properties
| Molecular Formula | C21H30O5 |
| Molar Mass | 362.47 |
| Density | 1.0812 (rough estimate) |
| Melting Point | 211-214°C(lit.) |
| Boling Point | 414.06°C (rough estimate) |
| Specific Rotation(α) | 166 º (c=1, C2H5OH 25 ºC) |
| Flash Point | 220°C |
| Water Solubility | 319.7mg/L(25 ºC) |
| Solubility | Insoluble in water, insoluble in ether, slightly soluble in chloroform, soluble in acetone and ethanol. It is soluble in concentrated sulfuric acid and shows green fluorescence. |
| Vapor Presure | 3.44E-15mmHg at 25°C |
| Appearance | White crystalline powder |
| Color | White |
| Merck | 14,4787 |
| BRN | 1354819 |
| Storage Condition | -20°C |
| Stability | Stable, but may be light sensitive. Incompatible with strong oxidizing agents. |
| Sensitive | Sensitive to light |
| Refractive Index | 1.6120 (estimate) |
| MDL | MFCD00011654 |
| Physical and Chemical Properties | Melting Point 213-220°C specific rotation 166 ° (c = 1, C2H5OH 25°C) decomposition temperature 220°C |
| Use | For adrenocortical hormone drugs |
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R62 - Possible risk of impaired fertility R63 - Possible risk of harm to the unborn child |
| Safety Description | 36/37 - Wear suitable protective clothing and gloves. |
| WGK Germany | 3 |
| RTECS | GM8925000 |
| TSCA | Yes |
| HS Code | 29372100 |
| Toxicity | LD50 subcutaneous in mouse: > 500mg/kg |
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Reference
| Reference Show more | 1. Chen Qingqing, Shan Chaowen, Su Jie, Chen Wei, Zhu Jiamin, Chen Suhong, Lu Guiyuan. Effect of jintuanyan pill on sexual function of mice with kidney-yang deficiency induced by hydrocortisone [J]. Journal of Zhejiang University (Medical Sciences),2020,49(06):697-704. 2. Du Panpan, Li Muqing, Mao Tao, Liu Li, Cheng Xuerong, Yang Zhenwu, Jiang Xiong. Effect of Xiangpi Shengji ointment on the expression of serum β-EP, PGE_2 and 5-HT in chronic wound model rats [J]. Chinese Medicine Guide, 2020,26(16): 31-34 44. 3. Chen, Jing, et al. "Identification of ABS." Metalengineering 57 (2020): 31-42.https:// do 4. [IF = 9.783] Jing Chen et al."Identification of Absidia orchidis steroid 11β-hydroxylation system and its application in engineering Saccharomyces cerevisiae for one-step biotransformation to produce hydrocortisone."Metab Eng. 2020 Jan;57:31 5. [IF=7.086] Gaopan Dong et al."Zebrafish neuro-behavioral profiles altered by acesulfame (ACE) within the range of “no observed effect concentrations (NOECs)"."Chemosphere. 2020 Mar;243:125431 6. [IF=4.813] Chen Jing et al."Production of 14α-hydroxysteroids by a recombinant Saccharomyces cerevisiae biocatalyst expressing of a fungal steroid 14α-hydroxylation system."Appl Microbiol Biot. 2019 Oct;103(20):8363-8374 7. [IF=3.935] Hui Jiang et al."Preparation of covalently bonded liposome capillary column and its application in evaluation of drug membrane permeability."J Pharmaceut Biomed. 2022 Feb;209:114513 8. [IF=5.279] Xiang Li et al."Zebrafish Behavioral Phenomics Links Artificial Sweetener Aspartame to Behavioral Toxicity and Neurotransmitter Homeostasis."J Agr Food Chem. 2021;69(50):15393-15402 |
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Standard
Authoritative Data Verified Data
This product is 11B,17a ,21-trihydroxy progestin -4-dilute -3,20-Dione. The content of C21H30O5 shall be 97.0% to 103.0% calculated as dry product.
Last Update：2024-01-02 23:10:35
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Trait
Authoritative Data Verified Data
- This product is white or white-like crystalline powder; Odorless; Light gradient quality.
- This product is slightly soluble in ethanol or acetone, slightly soluble in three gas methane, almost insoluble in ether, insoluble in water.
specific rotation
take this product, precision weighing, plus absolute ethanol dissolution and quantitative dilution of the solution containing about 10 mg per 1 ml, according to the law (General 0621), the specific rotation was 162 ° to 169 °.
absorption coefficient
take this product, precision weighing, plus absolute ethanol dissolution and quantitative dilution to prepare about 10ug solution per lml, according to UV-visible spectrophotometry (General 0401), the absorbance was measured at a wavelength of 242nm, and the absorption coefficient was 422 to 448.
Last Update：2022-01-01 13:41:19
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Differential diagnosis
Authoritative Data Verified Data
- take about 0.1mg of this product, add 1 ml of ethanol to dissolve, add 8ml of new phenylhydrazine sulfate test solution, and heat for 15 minutes to show yellow color.
- take about 2mg of this product, add 2ml sulfuric acid to dissolve, place for 5 minutes, appear brown to red, and show green fluorescence; Pour this solution into 10ml water, that is to turn yellow to orange yellow, and microstrip green fluorescence, while generating a small amount of flocculent precipitation.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 283).
Last Update：2022-01-01 13:41:20
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Exam
Authoritative Data Verified Data
Related substances
take this product, precision weigh, add methanol to dissolve and quantitatively dilute to make a solution containing about 0.5mg per lml as a test solution; Take 1ml for precision, in a 100ml measuring flask, dilute to the scale with methanol and shake well as a control solution, methanol was added to dissolve and quantitatively diluted to prepare a solution containing about 5ug per 1ml as a control solution. According to the chromatographic conditions under the content determination item, 20 u1 of the test solution, the control solution and the reference solution are respectively injected into the liquid chromatograph, the chromatogram was recorded to 3 times of the retention time of the main component peak of the test solution. If there are peaks in the chromatogram of the test solution that are consistent with the retention time of the prednisolone peak in the chromatogram of the reference solution, the peak area shall be calculated according to the external standard method, and shall not exceed 0.5%; other single impurity peak area shall not be greater than 0.5 times (0.5%) of the main peak area of the control solution, and the sum of each impurity peak area shall not be greater than 1.5 times (1.5%) of the main peak area of the control solution. The peaks in the chromatogram of the test solution which were 0.01 times smaller than the main peak area of the control solution were ignored.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
Last Update：2022-01-01 13:41:21
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with eighteen alkyl silane was used as the filler; Acetonitrile-water (28:72) was used as the mobile phase; The detection wavelength was 245Nm. Hydrocortisone and prednisolone were dissolved in methanol and diluted to make a solution containing about 5ug per lml. 20u1 was injected into HPLC and the chromatogram was recorded, the degree of separation of prednisolone peak and hydrocortisone peak should meet the requirements.
assay
take an appropriate amount of this product, weigh it accurately, dissolve it with methanol and dilute it quantitatively to make it contain about 0 in each lml. 1 mg of the solution, as the test solution, the precision of the 20ul injection into the liquid chromatograph, record the chromatogram; Another hydrocortisone reference substance, the same method for determination. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 13:41:22
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Category
Authoritative Data Verified Data
adrenocortical hormone drugs.
Last Update：2022-01-01 13:41:22
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:41:22
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Hydrocortisone tablets
Authoritative Data Verified Data
This product contains hydrocortisone (C21H3005) should be labeled the amount of 90.0% ~ 110.0%.
trait
This product is white tablet.
identification
take an appropriate amount of fine powder of this product (equivalent to 5mg of hydrocortisone), add 5ml of absolute ethanol, grind and extract, filter, the filtrate is evaporated on a water bath, and the residue is identified under hydrocortisone (1) (2) the test showed the same reaction.
examination
- the dissolution of this product, according to the dissolution and release determination method (General rule 0931 second method), water 900ml as the dissolution medium, the speed of 50 rpm, according to the law, after 30 minutes, the solution was filtered, and 5ml of the filtrate was accurately taken and placed in a 10ml measuring flask, diluted with water to the scale, and shaken. The absorbance was measured at a wavelength of 0401 NM according to ultraviolet-visible spectrophotometry (General rule 449), and the elution amount of each tablet was calculated as the absorption coefficient (ppm) of C21H3005 was. The limit is 70% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (about equivalent to hydrocortisone 20mg), put it in a 100ml measuring flask, add about 75ml of absolute ethanol, shake for 1 hour to dissolve hydrocortisone, dilute to the scale with absolute ethanol, shake well, filter, Take 5ml of the filtrate accurately, put it in a 100ml measuring flask, dilute to the scale with absolute ethanol, shake well, according to UV-visible spectrophotometry (General rule 0401), the absorbance was measured at the wavelength of 242nm, and the absorption coefficient of C21H3005 was calculated as 435.
category
Same as hydrocortisone.
specification
(l )10mg (2)20mg
storage
light shielding, sealed storage.
Last Update：2022-01-01 13:41:23
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Hydrocortisone cream
Authoritative Data Verified Data
This product contains hydrocortisone (C21H3005) should be labeled the amount of 90.0% ~ 110.0%.
trait
This product is milky cream.
identification
- take about 5g of this product, put it in a beaker, add 30ml of anhydrous ethanol, heat it on a water bath to melt it, put it in an ice bath to cool it, filter it, and evaporate the filtrate to dryness, the residue was tested as follows.
- a small amount of the residue was taken and dissolved by adding 1 ml of ethanol. Then, 8ml of a freshly prepared phenylhydrazine sulfate test solution was added and heated at 70 ° C. For 15 minutes to obtain a yellow color.
- a small amount of residue was taken, sulfuric acid (2ml) was added, and the solution was stirred for 5 minutes. The solution was yellow to brownish yellow with green fluorescence.
examination
should comply with the relevant provisions under Cream (General rule 0109).
Content determination
take an appropriate amount of this product (about 20mg equivalent to hydrocortisone), weigh it accurately, put it in a beaker, add about 30ml of anhydrous ethanol, heat it on a water bath to dissolve it, and then cool it in an ice bath, the filtrate was filtered, placed in a 100ml measuring flask, and extracted 3 times with the same method. The filtrate was put into a measuring flask and placed at room temperature; in addition, 20mg of hydrocortisone control product was accurately weighed and placed in a 100ml measuring flask, dissolved in anhydrous ethanol and diluted to the scale. Take 1ml of each sample solution and the reference solution respectively, place them in the test tubes with dry plugs, add 9ml of absolute ethanol and 1ml of triphenyltetrazolium chloride test solution respectively, and shake them well, 1ml of each precision tetramethylammonium hydrooxidation test solution, shake well, place it in the dark at 25°C for 40-45 minutes, and perform ultraviolet-visible spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 485nm and calculated.
category
Same as hydrocortisone.
specification
(l)10g:25mg (2 )10g:50mg (3 )10g:lOOmg
storage
sealed, stored in the cool dark.
Last Update：2022-01-01 13:41:24
11-beta,17-alpha,21-trihydroxypregn-4-ene-3,20-dione - Hydrocortisone injection
Authoritative Data Verified Data
This product is a sterile dilute ethanol solution of hydrocortisone. Hydrocortisone (C21H3005) should be included between 93.0% and 107.0% of the labeled amount.
trait
This product is a clear colorless liquid.
identification
- about 1 ml of the product was taken and evaporated to dryness on a water bath, and the residue showed the same reaction according to the identification (1) and (2) tests under the item of hydrocortisone.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
examination
- precise measurement of related substances: Take appropriate amount of this product and quantitatively dilute it with mobile phase to prepare a solution containing 0.5mg of hydrocortisone per 1ml as the test solution; Take 1ml for precise measurement, set it in a 100ml measuring flask, dilute to the scale with mobile phase, shake well, and use it as a control solution, add mobile phase to dissolve and quantitatively dilute to make a solution containing about 5ug per 1ml as a reference solution; Take 5ml of 50% ethanol solution for precise measurement, put it in a 50ml measuring flask, and dilute it to the scale with mobile phase, shake, as a blank solution of excipients. In addition to adding 20ul of blank excipient solution into the liquid chromatograph, test according to the method under the item of hydrocortisone related substances, and subtract the chromatographic peak of blank excipient. If there are peaks in the chromatogram of the test solution that are consistent with the retention time of the prednisolone peak in the chromatogram of the reference solution, the peak area shall be calculated according to the external standard method, and the peak area shall not exceed 0.5% of the labeled amount of hydrocortisone; other single impurity peak area shall not be greater than 0.5 times (0.5%) of the main peak area of the control solution, and the sum of each impurity peak area shall not be greater than 2 times (2.0%) of the main peak area of the control solution. The peaks in the chromatogram of the test solution which were 0.01 times smaller than the main peak area of the control solution were ignored.
- the amount of ethanol should be 47% to 55% (General 0711).
- the bacterial endotoxin of this product is taken and checked according to law (General rule 1143). The amount of endotoxin contained in each 1 mg of Hydrocortisone should be less than 1.0EU.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
an appropriate amount of the product was accurately measured and quantitatively diluted with methanol to prepare a solution containing about 0.1 mg of hydrocortisone per 1 ml as a test solution. According to the method under the item of hydrocortisone content determination, it is obtained.
category
Same as hydrocortisone.
specification
(l)2ml:lOmg (2) 5ml:25mg (3) 10ml:50mg ⑷ 20ml:lOOmg
storage
light shielding, closed storage.
Last Update：2022-01-01 13:41:25
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