Skip to Content
Merck
All Photos(1)

Documents

188174

Sigma-Aldrich

(+)-4-Cholesten-3-one

98%

Synonym(s):

3-Keto-4-cholestene, 3-Oxo-4-cholestene, 4-Cholesten-3-one

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

About This Item

Empirical Formula (Hill Notation):
C27H44O
CAS Number:
601-57-0
Molecular Weight:
384.64
Beilstein:
2224119
EC Number:
210-005-1
MDL number:
MFCD00003663
UNSPSC Code:
12352115
PubChem Substance ID:
24851303
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

optical activity

[α]23/D +91.0°, c = 2 in chloroform

mp

79-81 °C (lit.)

SMILES string

[H][C@@]12[C@]([C@](CC3)(C)C(CC2)=CC3=O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)C

InChI

1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1

InChI key

NYOXRYYXRWJDKP-GYKMGIIDSA-N

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

(R)-(−)-Carvone 98%

Sigma-Aldrich

124931

(R)-(−)-Carvone

Progesterone ≥99%

Sigma-Aldrich

P0130

Progesterone

Cholesterol powder, BioReagent, suitable for cell culture, ≥99%

Sigma-Aldrich

C3045

Cholesterol

B Zipser et al.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology, 120(2), 269-282 (1998-11-25)
Steroids were isolated from the blood-sucking leech species Hirudo medicinalis and their structure was studied with one- and two-dimensional NMR spectroscopy (DQF-COSY and HMQC), GC-MS and ESI-MS spectrometry. Fractionating leech lipid using silicic acid chromatography led to the isolation of
P Liu et al.
The Journal of biological chemistry, 275(41), 31648-31654 (2000-08-05)
Platelet-derived growth factor receptor beta (PDGFRbeta) in fibroblasts is concentrated in caveolae where it controls the tyrosine phosphorylation of multiple proteins. Caveolae are enriched in cholesterol and sphingolipids, but the role of these lipids in PDGFR signal transduction is unknown.
A M Wolfreys et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 40(4), 461-470 (2002-03-15)
Phytosterol esters are phytosterols derived from vegetable oils following esterification to fatty acids. When phytosterols are added to foods, they inhibit the absorption of dietary and endogenous cholesterol and thereby reduce blood cholesterol concentrations. As part of a comprehensive programme
Jenna K Capyk et al.
The Journal of biological chemistry, 284(51), 35534-35542 (2009-10-23)
Cyp125 (Rv3545c), a cytochrome P450, is encoded as part of the cholesterol degradation gene cluster conserved among members of the Mycobacterium tuberculosis complex. This enzyme has been implicated in mycobacterial pathogenesis, and a homologue initiates cholesterol catabolism in the soil
Hugues Ouellet et al.
Molecular microbiology, 77(3), 730-742 (2010-06-16)
The infectivity and persistence of Mycobacterium tuberculosis requires the utilization of host cell cholesterol. We have examined the specific role of cytochrome P450 CYP125A1 in the cholesterol degradation pathway using genetic, biochemical and high-resolution mass spectrometric approaches. The analysis of
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