Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C29H48O2 |
| Molecular Weight | 428.6902 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O
InChI
InChIKey=XUGISPSHIFXEHZ-VEVYEIKRSA-N
InChI=1S/C29H48O2/c1-19(2)8-7-9-20(3)25-12-13-26-24-11-10-22-18-23(31-21(4)30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-20,23-27H,7-9,11-18H2,1-6H3/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
| Molecular Formula | C29H48O2 |
| Molecular Weight | 428.6902 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 8 / 8 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Cholesteryl acetate is a normal human cholesteryl ester present in diverse fluids and organs. Cholesteryl acetate is also present in foods. Food oxidation affects the quality and safety of the human diet by generating compounds with biological activities that can adversely affect health. Cholesteryl acetate`s role in protecting and improving the oral absorption efficiency of acid-labile antibiotics has being suggested. Cholesteryl acetate is used in cosmetics, wrist watches, thermometers, propane tank volume indicators, video displays, pharmaceuticals.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P47032 Gene ID: 853366.0 Gene Symbol: PRY1 Target Organism: Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast) |
|||
Target ID: P36110 Gene ID: 853882.0 Gene Symbol: PRY2 Target Organism: Saccharomyces cerevisiae (strain ATCC 204508 / S288c) (Baker's yeast) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Interaction of annexin A6 with cholesterol rich membranes is pH-dependent and mediated by the sterol OH. | 2010-06-15 |
|
| A robust, sensitive, and versatile HMBC experiment for rapid structure elucidation by NMR: IMPACT-HMBC. | 2010-05-21 |
|
| Prediction of solubility of drugs and other compounds in organic solvents. | 2010-03 |
|
| Time-resolved and tissue-specific systems analysis of the pathogenesis of insulin resistance. | 2010-01-21 |
|
| Deconvolution of complex NMR spectra in small molecules by multi frequency homonuclear decoupling (MDEC). | 2009-11-11 |
|
| Solid lipid nanoparticles: a modern formulation approach in drug delivery system. | 2009-07 |
|
| Central leptin regulates total ceramide content and sterol regulatory element binding protein-1C proteolytic maturation in rat white adipose tissue. | 2009-01 |
|
| Nanomedicine in pulmonary delivery. | 2009 |
|
| Spectral editing of organic mixtures into pure components using NMR spectroscopy and ultraviscous solvents. | 2008-01-01 |
|
| Rotation of single crystals of chiral dopants at the top of a nematic droplet: analogy with Lehmann effect. | 2007-11 |
|
| Simultaneous false-colour imaging of birefringence, extinction and transmittance at camera speed. | 2007-11 |
|
| Cholesterol hemisuccinate: a selective inhibitor of family X DNA polymerases. | 2007-03-09 |
|
| NPC2, the protein deficient in Niemann-Pick C2 disease, consists of multiple glycoforms that bind a variety of sterols. | 2006-12-01 |
|
| Steroid structural requirements for interaction of ostreolysin, a lipid-raft binding cytolysin, with lipid monolayers and bilayers. | 2006-10 |
|
| Regio and stereoselective oxidations of unsaturated steroidal compounds with H2O2 mediated by CH3ReO3. | 2006-07 |
|
| Percolation phenomenon in mixed reverse micelles: the effect of additives. | 2006-03-01 |
|
| Cholesterol and its anionic derivatives inhibit 5-lipoxygenase activation in polymorphonuclear leukocytes and MonoMac6 cells. | 2006-02 |
|
| High throughput quantification of cholesterol and cholesteryl ester by electrospray ionization tandem mass spectrometry (ESI-MS/MS). | 2006-01 |
|
| Nanoparticles of poorly water-soluble drugs prepared by supercritical fluid extraction of emulsions. | 2006-01 |
|
| Theoretical and vibrational spectroscopic analysis of the CO stretching mode of cholesteryl alkanoates: the particular case of the cholesteryl acetate. | 2005-11 |
|
| Methylene spectral editing in solid-state 13C NMR by three-spin coherence selection. | 2005-09 |
|
| High-resolution NMR spectroscopy in solids by truly magic-angle spinning. | 2005-05-06 |
|
| Synthesis of polyhydroxysterols (V): efficient and stereospecific synthesis of 24-methylene-cholest-5-ene-3beta,7alpha-diol and its C-7 epimer. | 2004-12 |
|
| Transverse dephasing optimised NMR spectroscopy in solids: natural-abundance 13C correlation spectra. | 2004-06-21 |
|
| A new electrochemical system for stereoselective allylic hydroxylation of cholesteryl acetate with dioxygen induced by iron picolinate complexes. | 2004-06 |
|
| Polar head group interactions in mixed Langmuir monolayers. | 2003-06 |
|
| Rhodium(II,II) dimer as an efficient catalyst for aziridination of sulfonamides and amidation of steroids. | 2002-12-12 |
|
| Interaction of the Vibrio cholerae cytolysin (VCC) with cholesterol, some cholesterol esters, and cholesterol derivatives: a TEM study. | 2002-08 |
|
| Metalloporphyrin-mediated asymmetric nitrogen-atom transfer to hydrocarbons: aziridination of alkenes and amidation of saturated C-H bonds catalyzed by chiral ruthenium and manganese porphyrins. | 2002-04-02 |
|
| In vitro fibrillogenesis of the amyloid beta 1-42 peptide: cholesterol potentiation and aspirin inhibition. | 2002 |
|
| Cholesterol monohydrate nucleation in ultrathin films on water. | 2001-11 |
|
| Platelet-activating factor acetylhydrolase and transacetylase activities in human plasma low-density lipoprotein. | 2001-07-15 |
|
| Cholesterol sulfate: a new adhesive molecule for platelets. | 2001-04-24 |
Patents
Sample Use Guides
Rats: cholesteryl acetate was administered (100 mg/kg, ip) 24 hr before a single oral dose of CCI4 (1.0 g/kg).
Route of Administration:
Intraperitoneal
When the highest usual amount of cholesterol (0.04 uM) together with the highest usual amount of cholesteryl acetate (1 uM) (one of the most insoluble
steroids used) were dissolved in 0-10ml of dimethylformamide and diluted with 3ml. of supplemented sucrose and 2ml of the cofactor mixture (i.e. incubation conditions but without enzyme), a stable translucent suspension was
produced that showed no tendency to sediment even after 24hr at 37oC.
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 19:24:13 GMT 2025
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| Record UNII |
OTA9A3781T
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| Record Status |
Validated (UNII)
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| Record Version |
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