ChemicalBook > CAS DataBase List > 20,22-dihydroxycholesterol

20,22-dihydroxycholesterol

Product Name
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;20α,22(R)-Dihydroxycholesterol;(3β,22R)-Dihydroxy Cholesterol;(20R,22R)-Dihydroxycholesterol;(22R)-5-Cholesten-3β,20α,22-triol;(22R)-Cholest-5-ene-3β,20,22-triol
CBNumber
CB61372988
Molecular Formula
C27H46O3
Formula Weight
418.65
MOL File
596-94-1.mol
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20,22-dihydroxycholesterol Property

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

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

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20,22-dihydroxycholesterol Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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jkinfo@jkchemical.com
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China
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Chemsky (shanghai) International Co.,Ltd
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021-50135380
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China
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Energy Chemical
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Shanghai Yifei Biotechnology Co. , Ltd.
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Aladdin Scientific
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United States
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596-94-1, 20,22-dihydroxycholesterolRelated Search:


  • 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
  • ISBSSBGEYIBVTO-RCXKVKFCSA-N
  • (3β,22R)-Dihydroxy Cholesterol
  • 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