ChemicalBook >> CAS DataBase List >>20,22-dihydroxycholesterol

20,22-dihydroxycholesterol

CAS No.
596-94-1
Chemical Name:
20,22-dihydroxycholesterol
Synonyms
Oxy-16;Oxy-16, Oxysterol;20,22-dihydroxycholesterol;ISBSSBGEYIBVTO-RCXKVKFCSA-N;(3β,22R)-Dihydroxy Cholesterol;(3β,22R)-Dihydroxy Cholesterol;20α,22(R)-Dihydroxycholesterol;(20R,22R)-Dihydroxycholesterol;(22R)-5-Cholesten-3β,20α,22-triol;(22R)-Cholest-5-ene-3β,20,22-triol
CBNumber:
CB61372988
Molecular Formula:
C27H46O3
Molecular Weight:
418.65
MDL Number:
MFCD00870394
MOL File:
596-94-1.mol
Last updated:2023-06-08 09:03:09

20,22-dihydroxycholesterol Properties

Melting point 183 °C(Solv: ethyl acetate (141-78-6))
Boiling point 553.5±25.0 °C(Predicted)
Density 1.08±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility ≤10mg/ml in ethanol;1.5mg/ml in DMSO;1.5mg/ml in dimethyl formamide
form crystalline solid
pka 14.42±0.29(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
NFPA 704
0
2 0

20,22-dihydroxycholesterol price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 9000395 Oxy-16 ≥95% 596-94-1 1mg $120 2024-03-01 Buy
Cayman Chemical 9000395 Oxy-16 ≥95% 596-94-1 5mg $537 2024-03-01 Buy
Cayman Chemical 9000395 Oxy-16 ≥95% 596-94-1 10mg $952 2024-03-01 Buy
TRC D452465 (3β,22R)-DihydroxyCholesterol 596-94-1 2.5mg $165 2021-12-16 Buy
AK Scientific 1673AH Cholest-5-ene-3beta,20,22R-triol 596-94-1 1mg $232 2021-12-16 Buy
Product number Packaging Price Buy
9000395 1mg $120 Buy
9000395 5mg $537 Buy
9000395 10mg $952 Buy
D452465 2.5mg $165 Buy
1673AH 1mg $232 Buy

20,22-dihydroxycholesterol Chemical Properties,Uses,Production

Description

Naturally occurring oxysterols are products of cholesterol oxidation that can stimulate the hedgehog (Hh) signaling pathway in target cells associated with cardiovascular disease and with bone formation. Depending on the target cell, activation of Hh signaling can modulate inflammatory responses to additional atherogenic factors such as lesion-producing macrophages or enable osteoblast differentiation. Oxy-16 is a synthetic oxysterol compound that may function as an antagonist of hedgehog activity. Published data regarding its efficacy remains forthcoming.

Uses

A metabolite of Cholesterol (C432501). Cholesterol is metabolized to Pregnenolone by way of 22R-hydroxycholesterol and 20R,22R-dihydroxycholesterol by P 450scc.

Definition

ChEBI: An oxysterol that is cholesterol substituted by hydroxy groups at positions 20 and 22 (the 20R,22R-stereoisomer).

in vitro

oxysterols have been shown to be associated with immunosuppression, apoptosis, atherosclerosis, inflammation, and cholesterol turnover. other studies aslo indicated that oxysterols were hedgehog (hh) signaling pathway activators and had potent osteoinductive properties. oxy-16, an oxysterol, was identified as a cell permeable oxygenated derivative of cholesterol that might be the end product or intermediate of the cholesterol excretion pathways. oxy-16 is currently used as a transport form for cholesterol across the blood brain barrier and membranes. the osteogenic differentiation caused by oxy-16 was cinsidered to be mediated via a wnt signaling-related, dkk-1-inhibitable mechanism [1].

References

[1] amantea, c. m.,kim, w.k.,meliton, v., et al. oxysterol-induced osteogenic differentiation of marrow stromal cells is regulated by dkk-1 inhibitable and pi3-kinase mediated signaling. journal of cellular biochemistry 105(2), 424-436 (2008).

20,22-dihydroxycholesterol Preparation Products And Raw materials

Raw materials

Preparation Products

20,22-dihydroxycholesterol Suppliers

Global( 31)Suppliers
Supplier Tel Email Country ProdList Advantage
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 52927 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15421 60
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 13028896684 sales@rrkchem.com China 55954 58
MedBioPharmaceutical Technology Inc 021-69568360 18916172912 order@med-bio.cn China 8141 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44941 58
Shanghai Maclean Biochemical Technology Co., LTD 021-50706066 15221275939 shenlinxing@macklin.cn China 29803 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 8740 58
ApexBio Technology -- sales@apexbt.com United States 6254 58
20,22-dihydroxycholesterol Oxy-16 (20R,22R)-Dihydroxycholesterol (22R)-5-Cholesten-3β,20α,22-triol (22R)-Cholest-5-ene-3β,20,22-triol (3β,22R)-Cholest-5-ene-3,20,22-triol 20α,22(R)-Dihydroxycholesterol (3β,22R)-Dihydroxy Cholesterol ISBSSBGEYIBVTO-RCXKVKFCSA-N Cholest-5-ene-3,20,22-triol, (3β,22R)- (3β,22R)-Dihydroxy Cholesterol Oxy-16, Oxysterol 596-94-1 Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Steroids