188174
(+)-4-Cholesten-3-one
98%
Synonym(s):
3-Keto-4-cholestene, 3-Oxo-4-cholestene, 4-Cholesten-3-one
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About This Item
Empirical Formula (Hill Notation):
C27H44O
CAS Number:
Molecular Weight:
384.64
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-005-1
Beilstein/REAXYS Number:
2224119
MDL number:
Assay:
98%
Form:
solid
Quality Level
assay
98%
form
solid
optical activity
[α]23/D +91.0°, c = 2 in chloroform
mp
79-81 °C (lit.)
functional group
ketone
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Satoshi Yamaguchi et al.
Scientific reports, 7, 41007-41007 (2017-01-25)
A chemically-activatable alkynyl steroid analogue probe has been synthesized for visualizing the lipid raft membrane domains by Raman microscopy. The Raman probe, in which ring A of its steroid backbone is replaced with an alkynyl group, was designed to enable
Liang-Bin Xiong et al.
Microbial cell factories, 19(1), 80-80 (2020-04-02)
The bioconversion of phytosterols into high value-added steroidal intermediates, including the 9α-hydroxy-4-androstene-3,17-dione (9-OHAD) and 22-hydroxy-23,24-bisnorchol-4-ene-3-one (4-HBC), is the cornerstone in steroid pharmaceutical industry. However, the low transportation efficiency of hydrophobic substrates into mycobacterial cells severely limits the transformation. In this
Jonathan B Johnston et al.
The Journal of biological chemistry, 285(47), 36352-36360 (2010-09-17)
One challenge to the development of new antitubercular drugs is the existence of multiple virulent strains that differ genetically. We and others have recently demonstrated that CYP125A1 is a steroid C(26)-monooxygenase that plays a key role in cholesterol catabolism in