Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

LM4103

Avanti

7α-hydroxycholesterol (D7)

Avanti Research™ - A Croda Brand LM4103, methanol solution

Synonym(s):

cholest-5-en-3β,7α-diol(d7)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C27H39D7O2
CAS Number:
349553-94-2
Molecular Weight:
409.70
UNSPSC Code:
12352100
NACRES:
NA.25
Pricing and availability is not currently available.

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

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service