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22(S)-Hydroxycholesterol structure, CAS 22348-64-7

22(S)-Hydroxycholesterol

CAS Number22348-64-7

Synonyms22S-hydroxycholesterol; 22(R)-HYDROXYCHOLESTEROL; beta2-Solamargine; 22(S)-Hydroxycholesterol

Molecular FormulaC27H46O2

Molecular Weight402.65

Purity≥98 (TLC)%

Density

Boiling Point

Melting Point

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

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Cat. No.: 2A-9038964 Purity: ≥98 (TLC)%
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Quality Control of [ 22348-64-7 ] Purity: ≥98 (TLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number22348-64-7
Catalog No.2A-9038964
Chinese Name22(S)-hydroxy Cholesterol
Synonyms22S-hydroxycholesterol; 22(R)-HYDROXYCHOLESTEROL; beta2-Solamargine; 22(S)-Hydroxycholesterol
Molecular FormulaC27H46O2
Molecular Weight402.65
Purity≥98 (TLC)
Appearancepowder
Storage Condition-20°C, sealed, dry
ApplicationCholesterol-5-ene-3ß,22(S)-diol ((22S)-hydroxycholesterol) is an orally administered reactive oxygen sterol with no apparent cytotoxic, oxidative, or inflammatory effects on human prokaryotic leukemia
PubChem ID24895715
MDL NumberMFCD00010476
SMILES[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)[C@@H](O)CCC(C)C
InChI1S/C27H46O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,25-,26-,27+/m0/s1
InChI KeyRZPAXNJLEKLXNO-QUOSNDFLSA-N
NACRES CodeNA.77
UNSPSC12352211
Hazard Symbolstransportation
MSDSmsds/38964_1_22348_64_7.pdf
BioactivityCholest-5-ene-3ß,22(S)-diol ((22S)-Hydroxycholesterol) is an orally active oxysterol with no significant cytotoxic, oxidative, or inflammatory effects on human prokaryotic leukemia cells. Cholest-5-ene-3ß,22(S)-diol inhibits weight gain and increased serum triacylglycerol (TAG) levels in rat models[1][2]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology In Vitro Cholest-5-ene-3ß,22(S)-diol (10 μg/mL, 20 μg/mL; 24 h) has no effect on phosphatidylserine externalization, mitochondrial transmembrane potential, cell permeability to propidium iodide and changes in nuclear morphology of U937 cells [1]. In Vivo Cholest-5-ene-3ß,22(S)-diol (30 mg/kg; oral; on added diet for 3 weeks) reduces weight gain and eliminates high-fat diet-induced increases in serum triacylglycerol (TAG) levels [2]. Pharmacokinetic analysis in rats [2] Route Dose (mg/kg) Cmax (ng/mL) Tmax (h) AUCt (ng·h/mL) AUC (ng·h/mL) T1/2 (h) Extent of tritium exchange (%) i.v. 50 22.4 0.08 174 195 8.1 2.8 p.o. 50 7.5 4 95.2 104 6.4 1.2 Animal Model: Male rats injected with Pentobarbital (20 mg, 50 mg/mL; i.p.)[2] Dosage: 30 mg/kg/day Administration: Oral gavage; 3 weeks consecutively Result: Decreased body weight gain significantly after 1 week treatment. Increased gene expression of Ucp3 and Cpt2 in liver and skeletal muscle, and increased protein level of Ucp3 in skeletal muscle after 3 weeks treatment. References [1]. Lemaire-Ewing S, et al. Comparison of the cytotoxic, pro-oxidant and pro-inflammatory characteristics of different oxysterols. Cell Biol Toxicol. 2005 Mar;21(2):97-114. reduces rats body weight gain and the accumulation of liver triacylglycerol. Lipids. 2012 May;47(5):483-93. Chemical & Physical Properties Molecular Formula C27H46O2 Molecular Weight 402.65300 Exact Mass 402.35000 PSA 40.46000 LogP 6.35950 InChIKey RZPAXNJLEKLXNO-QUOSNDFLSA-N SMILES CC(C)CCC(O)C(C)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C
Use ofProperties Articles42 Name (22S)-22-hydroxycholesterol Synonym More Synonyms 22(R)-HYDROXYCHOLESTEROL Biological Activity Description Cholest-5-ene-3ß,22(S)-diol ((22S)-Hydroxycholesterol) is an orally active oxysterol with no significant cytotoxic, oxidative, or inflammatory effects on human prokaryotic leukemia cells. Cholest-5-ene-3ß,22(S)-diol inhibits weight gain and increased serum triacylglycerol (TAG) levels in rat models[1][2]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology In Vitro Cholest-5-ene-3ß,22(S)-diol (10 μg/mL, 20 μg/mL; 24 h) It has no effect on U937 cell phosphatidylserine externalization, mitochondrial transmembrane potential, cell permeability to propidium iodide and changes in nuclear morphology [1]. References [1]. Lemaire-Ewing S, et al. Comparison of the cytotoxic, pro-oxidant and pro-inflammatory characteristics of different oxysterols. Cell Biol Toxicol. 2005 Mar;21(2):97-114. [2]. Tranheim Kase E, et al. Dietary supplementation with 22-S-hydroxycholesterol to rats reduces body weight gain and the accumulation of liver triacylglycerol. Lipids. 2012 May;47(5):483-93. Chemical & Physical Properties Molecular Formula C27H46O2 Exact Mass 402.35000 PSA 40.46000 LogP 6.35950 InChIKey RZPAXNJLEKLXNO-QUOSNDFLSA-N
Transport InfoProduct name: Purity: 99.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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