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Usage

Uses

Used in Cholesterol Lowering Applications:
(3beta,24S)-stigmast-5-en-3-ol is used as a cholesterol-lowering agent for its ability to inhibit cholesterol absorption in the intestines and reduce low-density lipoprotein (LDL) cholesterol levels in the blood.
Used in Anti-inflammatory Applications:
(3beta,24S)-stigmast-5-en-3-ol is used as an anti-inflammatory agent for its potential to reduce inflammation and alleviate symptoms associated with inflammatory conditions.
Used in Cancer Prevention and Treatment:
(3beta,24S)-stigmast-5-en-3-ol is used as a potential anti-cancer agent for its ability to modulate various cellular signaling pathways and exhibit anti-proliferative effects on cancer cells.
Used in Diabetes Management:
(3beta,24S)-stigmast-5-en-3-ol is used as a potential antidiabetic agent for its potential to improve insulin sensitivity and glucose metabolism.
Used in Benign Prostatic Hyperplasia (BPH) Treatment:
(3beta,24S)-stigmast-5-en-3-ol is used as a supplement to improve symptoms of benign prostatic hyperplasia, such as urinary frequency and urgency, by reducing prostate inflammation and size.
Used in Immune System Support:
(3beta,24S)-stigmast-5-en-3-ol is used to support the immune system by potentially enhancing immune cell function and modulating immune responses.

InChI:InChI=1/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21+,23+,24+,25-,26+,27+,28+,29-/m1/s1

Upstream product

• 4651-54-1 3β-acetoxysitosterol 
• 96615-20-2 (1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((1R,4S)-4-Ethyl-1,5-dimethyl-hexyl)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene 
• 83787-27-3 (22R,23Z)-6β-methoxy-26-nor-3α,5-cyclo-5α-cholest-23-en-22-ol 
• 83787-24-0 (22R)-6β-methoxy-3α,5-cyclo-27-nor-5α-cholest-23-yn-22-ol 
• 96615-18-8 ethyl (24S)-6β-methoxy-3α,5-cyclo-5α-stigmastan-26-oate 
• 54604-87-4 6β-methoxy-3α,5-cyclo-24-nor-5α-chol-22-ene 
• 106350-89-4 (22S)-22-hydroxy-6β-methoxy-27-nor-3α,5-cyclo-5α-cholestan-24-one 
• 106350-86-1 (2S,3S)-1-(2-Ethyl-[1,3]dithian-2-yl)-3-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-butan-2-ol 
• 54604-91-0 2-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-Methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-oxirane 
• 70832-43-8 ethyl (22E,24S)-6β-methoxy-3α,5-cyclo-5α-stigmast-22-en-26-oate 
• 106351-00-2 (3S,8S,9S,10R,13R,14S,17R)-17-((1R,4S)-4-Ethyl-1,5-dimethyl-hexyl)-3-methoxymethoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene 
• 106350-99-6 C₃₅H₅₈O₄S₄ 
• 106401-65-4 (4S,6S)-4-Ethyl-6-[(S)-1-((3S,8S,9S,10R,13S,14S,17R)-3-methoxymethoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethyl]-3-methyl-tetrahydro-pyran-2-one 
• 106350-92-9 Bromo-acetic acid (S)-1-[(S)-1-((1aR,3aR,3bS,5aS,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethyl]-3-oxo-pentyl ester 

Downstream Products

• 18777-86-1 clionasterol benzoate 
• 67978-97-6 3β-phenylcarbamoyloxy-24α_FH-stigmastene-(5) 
• 1065-41-4 O-(3.5-dinitro-benzoyl)-clionasterol 
• 87100-47-8 4-(4-Undecyl-benzoyl)-benzoic acid (3S,8S,9S,10R,13R,14S,17R)-17-((1R,4S)-4-ethyl-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 105819-23-6 24α_FH-stigmast-4-en-3-one-(2,4-dinitro-phenylhydrazone) 
• 80860-62-4 C₅₇H₇₈O₇ 
• 897-06-3 Androsta-1,4-diene-3,17-dione 
• 71154-85-3 23,24-Bisnorchola-1,4-dien-3-on-22-oic acid 
• 80860-62-4 C₅₇H₇₈O₇ 
• 2034-72-2 poriferasta-3,5-dien-7-one 
• 23671-20-7 stigmast-4-en-3,6-dione 

Relevant academic research and scientific papers

Process for recovery of plant sterols from by-product of vegetable oil refining

The process for recovery of plant sterols and tocopherols from deodorization distillates formed during chemical or physical refining of vegetable oils consists of the following steps: free fatty acids are removed from the deodorization distillate by vacuum distillation or by continuation solvent saponification, after the removal of free fatty acids, the received material is reacted with an aromatic carboxylic acid anhydride at a temperature of 50-150° C., under reduced pressure, after the treatment with anhydride, tocopherols are removed from the mixture, and crystalline free sterols are recovered from the distillation residue containing sterol esters, di- and triglycerides by transesterification.

Stereochemistry in the Hydrogenation of Steroidal (22R)- and (22S)-Δ24-26,22-Lactones

Catalytic hydrogenation of the (22R)-unsaturated lactone 8 and its (22S)-epimer 9 afforded stereoselectively the (22R,24R)-saturated lactone 10 and the (22S,24S)-isomer 11, respectively.The C-24 stereochemistry of the hydrogenated products was determined by their conversion into 24-ethylcholesterols.Keywords - stereoselective hydrogenation; stereoidal lactone; sitosterol; clionasterol

Side Chain Structural Requirement for Utilization of Sterols by the Silkworm for Growth and Development. Non-stereoselective Utilization of the 24-Stereoisomeric Pairs of 24-Alkylsterols

Four C-24 epimeric pairs of 24-alkylsterols 1-8 were stereoselectively synthesized via orthoester Claisen rearrangement of the (22)R or (22S)-Δ23Z steroid derivatives (11 and 12).These compounds were tested on the silkworm larvae, Bombyx mori, in order to examine the relationship of the C-24 stereochemical arrangement and utilizability as a nutrient sterol.All of the tested sterols effectively supported the growth and development of the insect and were converted into cholesterol regardless of the C-24 configuration.Keywords - 24-alkylcholesterol; 24-alkyl-22-dehydrocholesterol; orthoester Claisen rearrangement; stereoselective synthesis; insect sterol; silkworm

Triterpene constituents of Tabernaemontana laurifolia and Haplophyton cimicidum

The triterpene bauerenyl acetate was isolated directly by crystallization from the non-polar neutral extract of the bark of Tabernaemontana laurifolia D.C. A similar extract of Haplophyton cimicidum (whole plant) yielded, after chromatography, the triterpenes erythrodiol monostearate, bauerenol and betulin, as well as the steroid β-sitosterol.