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H6378

Supelco

20α-Hydroxycholesterol

analytical standard

Synonym(s):

5-Cholestene-3β,20α-diol

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About This Item

Empirical Formula (Hill Notation):
C27H46O2
CAS Number:
516-72-3
Molecular Weight:
402.65
MDL number:
MFCD16661190
UNSPSC Code:
41116107
PubChem Substance ID:
329815230
NACRES:
NA.24

grade

analytical standard

Quality Level

200

Assay

≥98%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

SMILES string

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

InChI

1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1

InChI key

MCKLJFJEQRYRQT-APGJSSKUSA-N

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Application

20α-Hydroxycholesterol has been used as a standard to determine the concentration of 20α-hydroxycholesterol, present in food samples using gas chromatography with an ion trap detector coupled with mass spectrometer (GC-IT-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

H6378-5MG:
H6378-BULK:
H6378-VAR:
H6378-1MG:
H6378-100MG:
H6378-20MG:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCD0481
SLBZ8817
SLBX0926
SLBV4688
SLBV2080

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Cholesterol Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Cholesterol

Woo-Kyun Kim et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 22(11), 1711-1719 (2007-07-20)
Specific oxysterols have been shown to be pro-osteogenic and anti-adipogenic. However, the molecular mechanism(s) by which oxysterols inhibit adipogenic differentiation is unknown. We show that the anti-adipogenic effects of osteogenic oxysterol, 20(S)-hydroxycholesterol, are mediated through a hedgehog-dependent mechanism(s) and are
M Arai et al.
Molecular and cellular endocrinology, 92(1), 91-97 (1993-03-01)
After postnatal day 1 (d1), the hypothalamo-pituitary-adrenal axis of neonatal rats becomes less responsive to certain stimuli for up to 2 weeks. The present study was designed to quantify the development of adrenocortical cell responsiveness to its normal secretagogue, adrenocorticotropic
H Guo et al.
Endocrinology, 127(3), 1234-1239 (1990-09-01)
Interstitial tissue of the testis consists of Leydig cells, macrophages, lymphocytes, plasma cells, mast cells and fibroblasts. Previously we have reported that interleukin-1 (IL-1) inhibits Leydig cell androgen production. In the present study, the effect of IL-2 was investigated. Leydig
M W Rooney et al.
Biochimica et biophysica acta, 820(1), 33-39 (1985-10-24)
Fourier transform infrared spectroscopy revealed that insertion of 20 alpha-hydroxycholesterol into human erythrocyte membranes (10% of total membrane sterol) immobilized the lipid acyl chains to a degree equivalent to enriching total membrane cholesterol by 50% (Rooney, M.W., Lange, Y. and
P B Hoyer et al.
Canadian journal of physiology and pharmacology, 63(3), 240-248 (1985-03-01)
Ovine luteal tissue contains two distinct steroidogenic cell types, small (8-20 microns) and large (greater than 20 microns), which differ based on morphological and biochemical criteria. Unstimulated small cells secrete low levels of progesterone, respond to LH or dibutyryl cAMP
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