Dihydrocholesterol

Names

[ CAS No. ]:
80-97-7

[ Name ]:
Dihydrocholesterol

[Synonym ]:
b-Cholestanol
5a-Cholestan-3b-ol
(5α)-cholestan-3β-ol
5a-Dihydrocholesterol
3.β.-Hydroxy-5.α.-cholestane
(5alpha)-cholestan-3beta-ol
(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-Dimethyl-17-[(2R)-6-methyl-2-heptanyl]hexadecahydro-1H-cyclopenta[a]phenanthren-3-ol
5α-Cholestan-3β-ol
(3β,5α)-Cholestan-3-ol
β-Cholestanol
3b-Hydroxy-5a-cholestane
3β-Hydroxy-5α-cholestane
Cholestan-3-ol, (3β,5α)-
5α-Dihydrocholesterol
Cholestan-3-ol
cholestanol
EINECS 201-315-8
MFCD00066413
(3b,5a)-Cholestan-3-ol
Cholestanol (VAN)
(3S,5S,8R,9S,10S,13R,14S,17R)-10,13-Diméthyl-17-[(2R)-6-méthyl-2-heptanyl]hexadécahydro-1H-cyclopenta[a]phénanthrén-3-ol
beta-cholrestanol

Biological Activity

[Description]:

5α-Cholestan-3β-ol is a derivitized steroid compound, which is isolated from the testes of White Carneau pigeons.

[Related Catalog]:

Research Areas >> Others

Natural Products >> Steroids

[Target]

Human Endogenous Metabolite

[In Vitro]

5α-Cholestan-3β-ol is derived from cholesterol by the action of intestinal microorganisms. It is known to induce the formation of gall stones in rabbits in the presence of sodium ions. 5α-Cholestan-3β-ol is used as a standard in lipid analysis using HPLC.

[References]

[1]. M. T. Ravi Subbiah, et al. 5α-cholestan-3β-ol: High concentration in testis of white carneau pigeon. Lipids.1971 Jul, 6(7):517–519.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
455.5±13.0 °C at 760 mmHg

[ Melting Point ]:
140-142ºC

[ Molecular Formula ]:
C₂₇H₄₈O

[ Molecular Weight ]:
388.669

[ Flash Point ]:
190.7±12.3 °C

[ Exact Mass ]:
388.370514

[ PSA ]:
20.23000

[ LogP ]:
10.22

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.504

[ Storage condition ]:
room temp

[ Stability ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

[ Water Solubility ]:
chloroform: 0.1 g/mL, clear, colorless

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H319-H331-H336-H351-H361d-H372

[ Precautionary Statements ]:
P261-P281-P305 + P351 + P338-P311

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
UN 1888 6

[ WGK Germany ]:
3

[ RTECS ]:
FZ6350000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Synthesis of steryl ferulates with various sterol structures and comparison of their antioxidant activity.

Food Chem. 169 , 92-101, (2014)

Steryl ferulates synthesised from commercial sterols as well as commercial oryzanol were used to better understand how structural features affect antioxidant activity in vitro by the ABTS(+) radical d...

Novel and efficient synthesis and antifungal evaluation of 2,3-functionalized cholestane and androstane derivatives

Bioorg. Med. Chem. Lett. 20 , 7372-5, (2010)

Synthetic modifications of cholesterol and other traditional steroid molecules have become a promising area for the exploration and development of novel antifungal agents, especially with respect to t...

An integrated evaluation of molecular marker indices and linear alkylbenzenes (LABs) to measure sewage input in a subtropical estuary (Babitonga Bay, Brazil).

Environ. Pollut. 188 , 71-80, (2014)

Babitonga Bay is a South Atlantic estuary with significant ecological function; it is part of the last remaining areas of mangrove communities in the Southern Hemisphere. The aim of this study was to ...