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20ALPHA-HYDROXYCHOLESTEROL

20ALPHA-HYDROXYCHOLESTEROL structure

CAS No.: 516-72-3

Chemical Name:: 20ALPHA-HYDROXYCHOLESTEROL

Synonyms: C05500;20-hydroxycholesterol;20A-HYDROXYCHOLESTEROL;20α-Hydroxy Cholesterol;Cholesterol Impurity 32;5-Cholestene-3B,20a-diol;5-cholestene-3β,20α-diol;Cholest-5-ene-3,20a-diol;Cholest-5-ene-3β,20-diol;20[S]-HYDROXYCHOLESTEROL

CBNumber:: CB2372501

Molecular Formula:: C27H46O2

Molecular Weight:: 402.65

MDL Number:: MFCD16661190

MOL File:: 516-72-3.mol

MSDS File:: SDS

Last updated:2026-04-16 19:33:17

Product description	Number	Pack Size	Price
20α-Hydroxycholesterol analytical standard	H6378	5mg	$206
20(S)-hydroxy Cholesterol ≥98%	20103	1mg	$50
20(S)-hydroxy Cholesterol ≥98%	20103	5mg	$111
20(S)-hydroxy Cholesterol ≥98%	20103	10mg	$195
20(S)-Hydroxycholesterol ≥95%(HPLC)	4474	10	$184

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20ALPHA-HYDROXYCHOLESTEROL Properties

Melting point	136-137°C
Boiling point	512.3±23.0 °C(Predicted)
Density	1.03±0.1 g/cm3(Predicted)
storage temp.	Inert atmosphere,2-8°C
solubility	Soluble in DMSO or in Ethanol.
pka	15.04±0.70(Predicted)
form	Solid
color	White
Stability	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Major Application	clinical testing
InChIKey	MCKLJFJEQRYRQT-APGJSSKUSA-N
SMILES	CC(C)CCC[C@](C)(O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
FDA UNII	30060WAL99
UNSPSC Code	41116107
NACRES	NA.25

SAFETY

Risk and Safety Statements

PPE	Eyeshields, Gloves, type N95 (US)
WGK Germany	3
Storage Class	11 - Combustible Solids

20ALPHA-HYDROXYCHOLESTEROL price More Price(19)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	H6378	20α-Hydroxycholesterol analytical standard	516-72-3	5mg	$206	2026-03-19	Buy
Cayman Chemical	20103	20(S)-hydroxy Cholesterol ≥98%	516-72-3	1mg	$50	2024-03-01	Buy
Cayman Chemical	20103	20(S)-hydroxy Cholesterol ≥98%	516-72-3	5mg	$111	2024-03-01	Buy
Cayman Chemical	20103	20(S)-hydroxy Cholesterol ≥98%	516-72-3	10mg	$195	2024-03-01	Buy
Tocris	4474	20(S)-Hydroxycholesterol ≥95%(HPLC)	516-72-3	10	$184	2021-12-16	Buy

Product number	Packaging	Price	Buy
H6378	5mg	$206	Buy
20103	1mg	$50	Buy
20103	5mg	$111	Buy
20103	10mg	$195	Buy
4474	10	$184	Buy

20ALPHA-HYDROXYCHOLESTEROL Chemical Properties,Uses,Production

Description

20(S)-hydroxy Cholesterol is an allosteric agonist of the smoothened (Smo) receptor that activates the hedgehog (Hh) signaling pathway with an EC₅₀ value of approxiately 3 μM in a gene transcription reporter assay using NIH3T3 cells. 20(S)-hydroxy Cholesterol is necessary for normal Hh signaling. It induces Smo accumulation in primary cilia, an early event in signaling, and binds to the extracellular, cysteine-rich domain of Smo. 20(S)-hydroxy Cholesterol also stimulates osteogenic differentiation of pluripotent bone marrow stromal cells, a process mediated via Hh and Notch signaling.

Chemical Properties

White Solid

Uses

A metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects

Uses

A metabolite of Cholesterol (C432501). Cholesterol oxidation product having cytotoxicity effects.

Definition

ChEBI: An oxysterol that is cholesterol substituted by a hydroxy group at position 20.

storage

Store at -20°C

References

[1] An oxysterol signaling pathway mediated by the nuclear receptor LXR7alpha
[2] HOA TON KHA. Oxysterols Regulate Differentiation of Mesenchymal Stem Cells: Pro-Bone and Anti-Fat†[J]. Journal of Bone and Mineral Research, 2009, 19 5: 830-840. DOI:10.1359/jbmr.040115
[3] WOO-KYUN KIM. Osteogenic oxysterol, 20(S)-hydroxycholesterol, induces notch target gene expression in bone marrow stromal cells[J]. Journal of Bone and Mineral Research, 2010, 25 4: 782-795. DOI:10.1359/jbmr.091024
[4] JENNIFER R DWYER. Oxysterols are novel activators of the hedgehog signaling pathway in pluripotent mesenchymal cells.[J]. The Journal of Biological Chemistry, 2007, 282 12: 8959-8968. DOI:10.1074/jbc.m611741200
[5] DANIEL NEDELCU. Oxysterol binding to the extracellular domain of Smoothened in Hedgehog signaling[J]. Nature chemical biology, 2013, 9 9: 557-564. DOI:10.1038/nchembio.1290
[6] YU-SHIUAN CHENG. A proteome-wide map of 20(S)-hydroxycholesterol interactors in cell membranes[J]. Nature chemical biology, 2021, 17 12: 1271-1280. DOI:10.1038/s41589-021-00907-2

20ALPHA-HYDROXYCHOLESTEROL synthesis

Synthesis of 20ALPHA-HYDROXYCHOLESTEROL from Pregnenolone

20ALPHA-HYDROXYCHOLESTEROL Preparation Products And Raw materials

Raw materials

4-METHYL-1-PENTYNE 1-Bromo-4-methylpentane 3-tert-Butyldimethylsilyloxy Pregnenolone Cholesterol Pregnenolone

Preparation Products

20ALPHA-HYDROXYCHOLESTEROL Suppliers

Global( 88)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569266 +86-17392581500	1015@dideu.com	China	3992	58
Creative Enzymes	1-516-855-7709	info@creative-enzymes.com	United States	8748	58
TargetMol Chemicals Inc.	+1-781-999-5354; +17819995354	marketing@targetmol.com	United States	32467	58
TargetMol Chemicals Inc.	+1-781-999-5354;	support@targetmol.com	United States	39040	58
Shanghai Acmec Biochemical Technology Co., Ltd.	+86-18621343501; +undefined18621343501	product@acmec-e.com	China	33324	58
TargetMol Chemicals Inc.	+17819995354	marketing@targetmol.com	United States	19957	58
SHANGHAI KEAN TECHNOLOGY CO., LTD.	+8613817748580	cooperation@kean-chem.com	China	40066	58
J & K SCIENTIFIC LTD.	18210857532; 18210857532	jkinfo@jkchemical.com	China	96815	76
3B Pharmachem (Wuhan) International Co.,Ltd.	821-50328103-801 18930552037	3bsc@sina.com	China	15838	69
Chemsky（shanghai）International Co.,Ltd.	021-50135380	shchemsky@sina.com	China	32321	50

Supplier	Advantage
Shaanxi Dideu Medichem Co. Ltd	58
Creative Enzymes	58
TargetMol Chemicals Inc.	58
TargetMol Chemicals Inc.	58
Shanghai Acmec Biochemical Technology Co., Ltd.	58
TargetMol Chemicals Inc.	58
SHANGHAI KEAN TECHNOLOGY CO., LTD.	58
J & K SCIENTIFIC LTD.	76
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Chemsky（shanghai）International Co.,Ltd.	50

View Lastest Price from 20ALPHA-HYDROXYCHOLESTEROL manufacturers

Update time	Product	Price	Purity	Supply Ability	Manufacturer
2026-04-16	20(S)-Hydroxycholesterol 516-72-3	US $30.00-128.00 / mg	99.79%	10g	TargetMol Chemicals Inc.
2026-04-14	20(S)-Hydroxycholesterol 516-72-3	US $30.00-128.00 / mg	99.79%	10g	TargetMol Chemicals Inc.
2025-04-30	20(S)-Hydroxycholesterol 516-72-3	US $30.00-128.00 / mg	99.25%	10g	TargetMol Chemicals Inc.

20(S)-Hydroxycholesterol
516-72-3
US $30.00-128.00 / mg
99.79%
TargetMol Chemicals Inc.

20(S)-Hydroxycholesterol
516-72-3
US $30.00-128.00 / mg
99.79%
TargetMol Chemicals Inc.

20(S)-Hydroxycholesterol
516-72-3
US $30.00-128.00 / mg
99.25%
TargetMol Chemicals Inc.

20ALPHA-HYDROXYCHOLESTEROL Spectrum

20ALPHA-HYDROXYCHOLESTEROL(516-72-3)¹HNMR

516-72-3(20ALPHA-HYDROXYCHOLESTEROL)Related Search:

2,3-DIMETHYL-2-HEXANOL octadecene 4-CYCLOHEXYLCYCLOHEXANOL 5-ETHYL-3-NONANOL 3-DECANOL

5-METHYL-5-NONANOL 2-BUTYL-1-OCTANOL (S)-(+)-4-METHYL-2-PENTANOL 6-TRIDECANOL CIS-4-NONENE

20ALPHA-HYDROXYCHOLESTEROL 4-METHYL-5-OCTANOL 3-DODECANOL TRANS-9-DODECEN-1-OL (S)-(+)-2-NONANOL

4-METHYL-4-PENTEN-2-OL 3-METHYL-4-OCTANOL dodec-11-enol

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20alpha-Hydroxycholesterol (not deuterated) 5-Cholestene-3B,20a-diol Cholest-5-ene-3,20-diol, (3.beta.)- 5-cholestene-3β,20α-diol (3S,8S,9S,10R,13S,14S,17S)-17-[(2R)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 20α-Hydroxycholesterol (not deuterated) (20S)-Cholest-5-ene-3,20-diol (3S,8S,9S,10R,13S,14S,17S)-17-((S)-2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 20(S)-hydroxyCholesterol (20α-Hydroxycholesterol) (3)-Cholest-5-ene-3,20-diol 20S-Cholest-5-ene-3,20-diol Cholest-5-ene-3,20a-diol (20S)-20-Hydroxycholesterol Cholest-5-ene-3β,20-diol C05500 20A-HYDROXYCHOLESTEROL 20ALPHA-HYDROXYCHOLESTEROL 20[S]-HYDROXYCHOLESTEROL 3BETA,20ALPHA-DIHYDROXY-5-CHOLESTENE 5-CHOLESTENE-3B,20ALPHA-DIOL 5-CHOLESTENE-3BETA,20ALPHA-DIOL 5-CHOLESTEN-3-BETA, 20-ALPHA-DIOL 20-hydroxycholesterol Cholest-5-ene-3,20-diol, (3β)- 20α-Hydroxy Cholesterol Cholesterol Impurity 32 (8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 5-CHOLESTEN-3β, 20α-DIOL 20(S)-Hydroxycholesterol, Smoothened activator 20(S)-Hydroxycholesterol, 10 mM in DMSO 516-72-3 HU - HZ Alphabetic Analytical Standards Analytical Chromatography Product Catalog Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals Steroids Standards - 13C & 2H for GC-Mass Spectrometry