Basic information
- CAS
1989-52-2- Standard SMILES
CCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCCC(C)C)[C@@]4(C)CC[C@@H]32)C1- InChIKey
SJDMTGSQPOFVLR-ZPQCIJQQSA-N- Molecular formula
- C41H72O2
- Average molar mass
- 597 g/mol
- Monoisotopic mass
- 596.55323154
Overview
Cholesteryl myristate is a cholesterol ester obtained by the formal condensation of the hydroxy group of cholesterol with the carboxy group of myristic acid. It has a role as a mouse metabolite.
Names & identifiers
- Preferred name
- Cholesteryl myristate
- IUPAC
- [(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
- English name
- Cholesteryl myristate
- Molecular formula
- C41H72O2
- Molecular weight
- 597.01
Names & synonyms
Cholesteryl myristate1989-52-2Cholesteryl tetradecanoateCholestryl myristateCholesterol, myristateCHEBI:84304[(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((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) tetradecanoateRefChem:576069217-867-8Cholesterol MyristateCE(14:0)
Show more names
CMC14:0 CEtetradecanoatecholanolacidesterCholestryl myristic acidCholesterol Myristate >CHOLESTERYL TETRADECANOATE
Cholest-5-en-3beta-yl myristate1-myristoyl-cholesterol14:0 Cholesterol estercholest-5-en-3beta-yl tetradecanoateMFCD00014256Cholest-5-en-3-ol (3beta)-, 3-tetradecanoateCholesterol Ester(14:0)cholesterol 1-tetradecanoic acid
Properties
Computed structural properties
- XLogP
- 15.4
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 19
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 873
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Cholesterol and Derivatives
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Steryl esters [ST0102]
Physical Description
Clear, nearly colorless crystals; [Acros Organics MSDS]
Solid
Collision Cross Section283.2 Ų [M+NH4]+ [CCS Type: TIMS; Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]
Physicochemical properties
- Melting point
- 84 °C · 84 °C
- Boiling point
- 589.77 °C · 589.77°C (rough estimate)
- Density
- 0.9309 · 0.9309 (rough estimate)
- refractive index
- 1.525 · 1.5250 (estimate)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Hexanes (Slightly)
- form
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Hazards SummaryMay cause irritation; [Acros Organics MSDS]
Safety data
- wgk
- 3
- tsca
- TSCA listed
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
General Manufacturing InformationCholest-5-en-3-ol (3.beta.)-, 3-tetradecanoate: INACTIVE
Applications
DescriptionCholesteryl 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.
UsesCholesteryl Myristate is a natural steroid present in traditional Chinese medicine or used in tribal medicine.
Suppliers64 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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