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13535-96-1

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  • (4R)-4-[(8R,9S,10R,12S,13R,14S,17R)-12-HYDROXY-10,13-DIMETHYL-3-OXO-1,2,8,9,11,12,14,15,16,17-DECAHYDROCYCLOPENTA[A]PHENANTHREN-17-YL]PENTANOIC ACIDCAS

    Cas No: 13535-96-1

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  • (4R)-4-[(8R,9S,10R,12S,13R,14S,17R)-12-hydroxy-10,13-dimethyl-3-oxo-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

    Cas No: 13535-96-1

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  • (4R)-4-[(8R,9S,10R,12S,13R,14S,17R)-12-hydroxy-10,13-dimethyl-3-oxo-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

    Cas No: 13535-96-1

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13535-96-1 Usage

General Description

The chemical compound (4R)-4-[(8R,9S,10R,12S,13R,14S,17R)-12-hydroxy-10,13-dimethyl-3-oxo-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid, also known as hydrocortisone or cortisol, is a steroid hormone and a glucocorticoid. It is produced by the adrenal glands in response to stress and plays a key role in regulating metabolism, immune function, and the body's response to inflammation. Hydrocortisone is also used for its anti-inflammatory and immunosuppressive properties in the treatment of various medical conditions, including allergies, asthma, and autoimmune disorders. Additionally, it is commonly used topically in the form of creams or ointments to reduce swelling, itching, and redness associated with skin conditions such as eczema and dermatitis.

Check Digit Verification of cas no

The CAS Registry Mumber 13535-96-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,3 and 5 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13535-96:
(7*1)+(6*3)+(5*5)+(4*3)+(3*5)+(2*9)+(1*6)=101
101 % 10 = 1
So 13535-96-1 is a valid CAS Registry Number.
InChI:InChI=1/C24H34O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h10-12,14,17-21,26H,4-9,13H2,1-3H3,(H,27,28)/t14-,17+,18-,19+,20+,21+,23+,24-/m1/s1

13535-96-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-oxo-12α-hydroxy-4,6-choladien-24-oic acid

1.2 Other means of identification

Product number -
Other names 12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:13535-96-1 SDS

13535-96-1Synthetic route

12α-formyloxy-3-oxochola-4,6-dien-24-oic acid
88674-57-1

12α-formyloxy-3-oxochola-4,6-dien-24-oic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
With sodium hydroxide Heating;78%
cholic acid
81-25-4

cholic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
With streptomyces-artene
With aspergillus cinnamomeus
12α-acetoxy-3-oxo-choladien-(4,6)-oic acid-(24)
2506-16-3

12α-acetoxy-3-oxo-choladien-(4,6)-oic acid-(24)

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
With potassium hydroxide
3-oxo-7α,12α-diformoxy-5β-cholan-24-oic acid
88674-52-6

3-oxo-7α,12α-diformoxy-5β-cholan-24-oic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / Br2 / acetic acid / Ambient temperature
2: 58 percent / Li2CO3, LiBr / dimethylformamide / 6 h / 120 °C
3: 78 percent / 0.2 N NaOH / Heating
View Scheme
cholic acid triformate
2097-89-4

cholic acid triformate

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 0.2 N NaOH / acetone / Ambient temperature
2: 92 percent / CrO3, H2SO4 / acetone / 0 °C
3: 93 percent / Br2 / acetic acid / Ambient temperature
4: 58 percent / Li2CO3, LiBr / dimethylformamide / 6 h / 120 °C
5: 78 percent / 0.2 N NaOH / Heating
View Scheme
3-oxo-4β-bromo-7α,12α-diformyloxy-5β-cholan-24-oic acid
88674-54-8

3-oxo-4β-bromo-7α,12α-diformyloxy-5β-cholan-24-oic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 58 percent / Li2CO3, LiBr / dimethylformamide / 6 h / 120 °C
2: 78 percent / 0.2 N NaOH / Heating
View Scheme
3α-hydroxy-7α,12α-diformyloxy-5β-cholan-24-oic acid
64986-86-3

3α-hydroxy-7α,12α-diformyloxy-5β-cholan-24-oic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 92 percent / CrO3, H2SO4 / acetone / 0 °C
2: 93 percent / Br2 / acetic acid / Ambient temperature
3: 58 percent / Li2CO3, LiBr / dimethylformamide / 6 h / 120 °C
4: 78 percent / 0.2 N NaOH / Heating
View Scheme
3-oxo-7α,12α-diacetoxy-5β-cholan-24-oic acid
300386-87-2

3-oxo-7α,12α-diacetoxy-5β-cholan-24-oic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen bromide; acetic acid; bromine
2: pyridine
3: aqueous KOH-solution
View Scheme
4β-bromo-7α.12α-diacetoxy-3-oxo-5β-cholanoic acid-(24)
111825-05-9

4β-bromo-7α.12α-diacetoxy-3-oxo-5β-cholanoic acid-(24)

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: aqueous KOH-solution
View Scheme
7-ketodeoxycholic acid
911-40-0

7-ketodeoxycholic acid

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: cultures of aspergillus cinnamomeus
2: aspergillus cinnamomeus
View Scheme
12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

12α-hydroxy-3-oxo-chola-4,6-dien-24-oic acid methyl ester
20314-96-9

12α-hydroxy-3-oxo-chola-4,6-dien-24-oic acid methyl ester

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

3,12-dioxo-chola-4,6-dien-24-oic acid
88378-76-1

3,12-dioxo-chola-4,6-dien-24-oic acid

Conditions
ConditionsYield
With chromium(VI) oxide
12α-hydroxy-3-oxochola-4,6-dien-24-oic acid
13535-96-1

12α-hydroxy-3-oxochola-4,6-dien-24-oic acid

3,12-dioxo-chola-4,6-dien-24-oic acid methyl ester
102399-65-5

3,12-dioxo-chola-4,6-dien-24-oic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: CrO3
View Scheme

13535-96-1Downstream Products

13535-96-1Relevant articles and documents

-

Hayakawa et al.

, p. 731,733 (1956)

-

-

Hayakawa et al.

, p. 465 (1958)

-

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