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LM4103

Avanti

7α-hydroxycholesterol (D7)

Avanti Research™ - A Croda Brand LM4103, methanol solution

Synonym(s):

cholest-5-en-3β,7α-diol(d7)

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About This Item

Empirical Formula (Hill Notation):
C27H39D7O2
CAS Number:
349553-94-2
Molecular Weight:
409.70
UNSPSC Code:
12352100
NACRES:
NA.25

form

methanol solution

packaging

pkg of 1 × 1 mL (LM4103-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand LM4103

concentration

~10 μg/mL (Refer to C of A for lot specific concentration. )

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=C[C@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC([2H])(C([2H])([2H])[2H])C([2H])([2H])[2H]

InChI

1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1/i1D3,2D3,17D

InChI key

OYXZMSRRJOYLLO-WCYTWDCFSA-N

General description

7α-hydroxycholesterol is an oxysterol synthesized by the oxidation of the side chain of cholesterol.[1] It is the precursor of bile acid.[2]

Application

7α-hydroxycholesterol (D7) may be used:
  • as a deuterated sterol standard for the extraction of lipids from cultured cells[3]
  • in liquid chromatography-high-resolution mass spectrometry method (LC-MS/HR-MS) for the quantification[4]
  • to synthesize d4-7 -hydroxy-3-oxo-4-cholestenoic acid (d4-7-HOCA)[5]

Packaging

2 mL Amber Glass Sealed Ampule (LM4103-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

target_organs

Eyes

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

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Quantification of the 15 major human bile acids and their precursor 7? -hydroxy-4-cholesten-3-one in serum by liquid chromatography--tandem mass spectrometry
Steiner C, et al.
Journal of Chromatography. B, Biomedical Applications, 878(28), 2870-2880 (2010)
Oxysterols in the pathogenesis of major chronic diseases
Poli G, et al.
Redox Biology, 1(1), 125-130 (2013)
Extraction and analysis of sterols in biological matrices by high performance liquid chromatography electrospray ionization mass spectrometry
McDonald J, et al.
Test, 432, 145-170 (2007)
7 ? -hydroxy-3-oxo-4-cholestenoic acid in cerebrospinal fluid reflects the integrity of the blood-brain barrier
Saeed A, et al.
Journal of Lipid Research, 55(2), 313-318 (2014)
Jeffrey G McDonald et al.
Methods in enzymology, 432, 145-170 (2007-10-24)
We describe the development of a high performance liquid chromatography mass spectrometry (HPLC-MS) method that allows the identification and quantitation of sterols in mammalian cells and tissues. Bulk lipids are extracted from biological samples by a modified Bligh/Dyer procedure in
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