142785-61-3

Usage

Type

Steroid hormone

Synthesis

Derived from cholesterol in adrenal glands, gonads, and placenta.

Physiological Functions

Regulation of various physiological processes
Anti-inflammatory properties
Immunosuppressive effects
Regulation of metabolism
Regulation of salt and water balance
Response to stress
Roles in fetal development
Maintenance of pregnancy

Medical Uses

Treatment of autoimmune diseases, allergic reactions, certain types of cancer.

Importance in Reproductive Health

Crucial for fetal development and maintenance of pregnancy.

InChI:InChI=1/C26H42O4/c1-16(30-13-12-24(2,3)29)20-8-9-21-19-7-6-17-14-18(27)15-23(28)26(17,5)22(19)10-11-25(20,21)4/h6-7,16,18,20-23,27-29H,8-15H2,1-5H3/t16?,18?,20-,21+,22+,23?,25-,26+/m1/s1

Upstream product

• 1112-67-0 tetrabutyl-ammonium chloride 
• 103909-78-0 1α,3β-bis(tert-butyldimethylsilyloxy)-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene 
• 204332-10-5 (1S,3R,20S)-1,3-bis(tert-butyldimethylsilyloxy)-20-(2,3-epoxy-3-methylbutyloxy)pregn-5-ene 
• 854481-65-5 1α,3β-bis(t-butyldimethylsilyloxy)-20S-(3-oxobutyloxy)-5-pregnene 
• 20998-18-9 1α,3β-dihydroxy-androst-5-en-17-one 
• 870-63-3 prenyl bromide 
• 115-18-4 2-methyl-3-buten-2-ol 
• 111594-61-7 1α,3β-bis<(tert-butyldimethylsilyl)oxy>androst-5-en-17-one 
• 143101-51-3 (17Z)-(1S,3R)-1,3-bis(tert-butyldimethylsilyloxy)pregna-5, 17-dien 
• 1120-79-2 1-bromomethyl-2,2-dimethyloxirane 
• 152397-54-1 (1S,3R,20S)-1,3-bis(tert-butyldimethylsilyloxy)-20-(3-hydroxy-3-methylbuthyloxy)pregn-5-ene 
• 137589-77-6 1α,3β-bis(tert-butyldimethylsilyloxy)-20(S)-(2-ethyloxycarbonylethyloxy)pregna-5,7-diene 
• 103909-77-9 1α,3β-bis(tertbutyldimethylsilyloxy)-20α-(3-oxobutyloxy)-5,7-pregnadiene 
• 142867-57-0 1α,2α-epoxy-3β-hydroxy-20(S)-(3-hydroxy-3-methylbutyloxy)pregna-5,7-diene 

Downstream Products

• 142927-18-2 (6Z)-(1S,3R,20S)-20-(3-hydroxy-3-methylbutoxy)-9,10-secopregna-5⁽¹⁰⁾,6,8-triene-1,3-diol 
• 143773-33-5 (5Z,7E)-(1S,3R)-1,25-dihydroxy-22-oxa-9,10-secocholesta-5,7,10⁽¹⁹⁾-trien-3-yl (2',2',2'-trichloroethylglutarate) 
• 143773-34-6 (5Z,7E)-(1S,3R)-1,25-dihydroxy-22-oxa-9,10-secocholesta-5,7,10⁽¹⁹⁾-trien-3-yl hemiglutarate 
• 103909-75-7 maxacalcitol 

Relevant academic research and scientific papers

Novel procedure for the preparation of 1α,3β-dihydroxy-2 β-tritiated steroidal compounds

A novel procedure for the preparation of 1α,3β-dihydroxy-2β-tritiated steroidal compounds by the reduction of the α-epoxide with sodium horotritiide in diglyme at 80 C is described.

Industrial synthesis of maxacalcitol, the antihyperparathyroidism and antipsoriatic vitamin D3 analogue exhibiting low calcemic activity

Maxacalcitol, the 22-oxa-derivative of 1α,25-dihydroxyvitamin D 3 and used currently as an antihyperparathyroidism and antipsoriatic drug, has been synthesized in seven chemical steps from 1α- hydroxydehydroepiandrosterone on the basis of our previously developed route. The present synthesis allows the production of the protected form of the penultimate intermediate in 26% overall yield in a kilogram scale reaction employing neither difficult reaction conditions nor chromatographic purification, having overcome all the difficulties involved in the previous route.

22-oxacholecalciferol derivative and process for preparing the same

A 22-oxacholecalciferol derivative represented by formula (I): STR1 wherein R1 represents a hydrogen atom or a hydroxyl group; and R2 and R3, which may be the same or different, each represent a lower alkyl group having fr

Synthesis of tritiated 1α,25-dihydroxy-22-oxavitamin D3

Synthesis of two tritiated 1α,25-dihydloxy-22-oxavitamin D3 (OCT), [26-3H3]OCT (3) and [2β-3H]OCT (4), is described. [26-3H3]OCT (3) was prepared by tritiation at the side chain with tritia

Synthetic studies of vitamin D analogues. XI. Synthesis and differentiation-inducing activity of 1α-25-dihydroxy-22-oxavitamin D3 analogues

Six analogues of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 26,27-dimethyl OCT (5), 26,27-diethyl OCT (6), 24-norOCT (7), 24-homoOCT (8), 24-dihomoOCT (9), and 24-trihomoOCT (10) were synthesized from the 20(S)-alcohol (11) as the common start

Production and specificity of anti-22-oxacalcitriol antisera

22-Oxacalcitriol 3-hemiglutarate, a haptenic derivative of 22-oxacalcitriol, was synthesized to obtain a specific antibody for use in radioimmunoassay. Three antisera were elicited in rabbits against the hapten conjugated with bovine serum albumin, and th