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1989-52-2

1989-52-2 Structure

1989-52-2 Structure
IdentificationMore
[Name]

Cholesteryl myristate
[CAS]

1989-52-2
[Synonyms]

3BETA-HYDROXY-5-CHOLESTENE 3-TETRADECANOATE
[(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] tetradecanoate
5-CHOLESTEN-3BETA-OL 3-TETRADECANOATE
5-CHOLESTEN-3-BETA-OL MYRISTATE
Cholest-5-en-3beta-yl myristate
CHOLESTEROL MYRISTATE
CHOLESTERYL MYRISTATE
CHOLESTERYL TETRADECANOATE
CHOLESTERYL TETRADODEDECANOATE
MYRISTIC ACID CHOLESTEROL ESTER
(3β)-cholest-5-en-3-yltetradecanoate
3β-tetradecanoyloxycholest-5-ene
Cholest-5-en-3-ol (3beta)-, tetradecanoate
Cholest-5-en-3-yl myristate
Cholestryl myristate
CM
tetradecanoate
CHOLESTERYL MYRISTATE (TETRADECANOATE)
CHOLESTERYL MYRISTATE, LIQUID CRYSTAL 99%
Cholesteryl myristate, liquid crystal, 97%
[EINECS(EC#)]

217-867-8
[Molecular Formula]

C41H72O2
[MDL Number]

MFCD00014256
[Molecular Weight]

597.01
[MOL File]

1989-52-2.mol
Chemical PropertiesBack Directory
[Melting point ]

84 °C
[Boiling point ]

589.77°C (rough estimate)
[density ]

0.9309 (rough estimate)
[refractive index ]

1.5250 (estimate)
[storage temp. ]

−20°C
[solubility ]

Chloroform (Slightly), Hexanes (Slightly)
[form ]

A crystalline solid
[color ]

White to off-white
[LogP]

16.656 (est)
[CAS DataBase Reference]

1989-52-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Cholesteryl myristate(1989-52-2)
[EPA Substance Registry System]

1989-52-2(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[TSCA ]

TSCA listed
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

[(3S,8S,9S,10R,13R,14S,17R)-10,13-Dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] tetradecanoate(1989-52-2).msds
Hazard InformationBack Directory
[Description]

Cholesteryl myristate is a cholesterol ester. Levels of cholesteryl myristate are increased in the serum, liver, and aorta in rabbits fed a high-cholesterol diet and positively correlate with development of non-alcoholic fatty liver disease (NAFLD). Plasma levels of cholesteryl myristate also positively correlate with the presence of unstable atherosclerotic plaques in coronary artery disease. Cholesterol myristate has been used in the composition of lipid nanoparticles as drug carrier systems for drugs with low water solubility.
[Uses]

Cholesteryl Myristate is a natural steroid present in traditional Chinese medicine or used in tribal medicine.
[Definition]

ChEBI: A cholesterol ester obtained by the formal condensation of the hydroxy group of cholesterol with the carboxy group of myristic acid.
[IC 50]

Human Endogenous Metabolite
[Purification Methods]

Crystallise the myristate ester from Me2CO, EtOH/EtOAc or EtOH/Et2O or n-pentanol. Purify it also by column chromatography on silica gel and eluting with MeOH then evaporating to dryness. Recrystallise it and finally, dry it in vacuo over P2O5 and store it at -20o. [Labarière et al. Analyt Chem 30 1466 1958, Malanik & Malat Anal Chim Acta 76 464 1975, Beilstein 6 III 2638].
[References]

[1] EUNG JU KIM. Cholesterol-induced non-alcoholic fatty liver disease and atherosclerosis aggravated by systemic inflammation.[J]. PLoS ONE, 2014: e97841. DOI: 10.1371/journal.pone.0097841
[2] PETER J MEIKLE. Plasma lipidomic analysis of stable and unstable coronary artery disease.[J]. Arteriosclerosis, Thrombosis, and Vascular Biology, 2011, 31 11: 2723-2732. DOI: 10.1161/atvbaha.111.234096
[3] KARIN M. ROSENBLATT  Heike B. Evaluation of the drug loading capacity of different lipid nanoparticle dispersions by passive drug loading[J]. European Journal of Pharmaceutics and Biopharmaceutics, 2017, 117: Pages 49-59. DOI: 10.1016/j.ejpb.2017.03.010
Spectrum DetailBack Directory
[Spectrum Detail]

Cholesteryl myristate(1989-52-2)MS
Cholesteryl myristate(1989-52-2)1HNMR
Cholesteryl myristate(1989-52-2)13CNMR
Cholesteryl myristate(1989-52-2)IR1
Cholesteryl myristate(1989-52-2)IR2
Cholesteryl myristate(1989-52-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

1989-52-2(sigmaaldrich)
[TCI AMERICA]

Cholesterol Myristate,>98.0%(T)(1989-52-2)
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