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
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(C)=O)[C@H](C)CCCC(C)C
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 |
|---|---|---|
| Cholesterol sulfate: a new adhesive molecule for platelets. | 2001 Apr 24 |
|
| Platelet-activating factor acetylhydrolase and transacetylase activities in human plasma low-density lipoprotein. | 2001 Jul 15 |
|
| Cholesterol monohydrate nucleation in ultrathin films on water. | 2001 Nov |
|
| In vitro fibrillogenesis of the amyloid beta 1-42 peptide: cholesterol potentiation and aspirin inhibition. | 2002 |
|
| 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 Apr 2 |
|
| Interaction of the Vibrio cholerae cytolysin (VCC) with cholesterol, some cholesterol esters, and cholesterol derivatives: a TEM study. | 2002 Aug |
|
| Rhodium(II,II) dimer as an efficient catalyst for aziridination of sulfonamides and amidation of steroids. | 2002 Dec 12 |
|
| Polar head group interactions in mixed Langmuir monolayers. | 2003 Jun |
|
| Synthesis of polyhydroxysterols (V): efficient and stereospecific synthesis of 24-methylene-cholest-5-ene-3beta,7alpha-diol and its C-7 epimer. | 2004 Dec |
|
| A new electrochemical system for stereoselective allylic hydroxylation of cholesteryl acetate with dioxygen induced by iron picolinate complexes. | 2004 Jun |
|
| Transverse dephasing optimised NMR spectroscopy in solids: natural-abundance 13C correlation spectra. | 2004 Jun 21 |
|
| High-resolution NMR spectroscopy in solids by truly magic-angle spinning. | 2005 May 6 |
|
| Theoretical and vibrational spectroscopic analysis of the CO stretching mode of cholesteryl alkanoates: the particular case of the cholesteryl acetate. | 2005 Nov |
|
| Methylene spectral editing in solid-state 13C NMR by three-spin coherence selection. | 2005 Sep |
|
| NPC2, the protein deficient in Niemann-Pick C2 disease, consists of multiple glycoforms that bind a variety of sterols. | 2006 Dec 1 |
|
| Cholesterol and its anionic derivatives inhibit 5-lipoxygenase activation in polymorphonuclear leukocytes and MonoMac6 cells. | 2006 Feb |
|
| High throughput quantification of cholesterol and cholesteryl ester by electrospray ionization tandem mass spectrometry (ESI-MS/MS). | 2006 Jan |
|
| Nanoparticles of poorly water-soluble drugs prepared by supercritical fluid extraction of emulsions. | 2006 Jan |
|
| Regio and stereoselective oxidations of unsaturated steroidal compounds with H2O2 mediated by CH3ReO3. | 2006 Jul |
|
| Percolation phenomenon in mixed reverse micelles: the effect of additives. | 2006 Mar 1 |
|
| Steroid structural requirements for interaction of ostreolysin, a lipid-raft binding cytolysin, with lipid monolayers and bilayers. | 2006 Oct |
|
| Cholesterol hemisuccinate: a selective inhibitor of family X DNA polymerases. | 2007 Mar 9 |
|
| Rotation of single crystals of chiral dopants at the top of a nematic droplet: analogy with Lehmann effect. | 2007 Nov |
|
| Simultaneous false-colour imaging of birefringence, extinction and transmittance at camera speed. | 2007 Nov |
|
| Spectral editing of organic mixtures into pure components using NMR spectroscopy and ultraviscous solvents. | 2008 Jan 1 |
|
| Nanomedicine in pulmonary delivery. | 2009 |
|
| Central leptin regulates total ceramide content and sterol regulatory element binding protein-1C proteolytic maturation in rat white adipose tissue. | 2009 Jan |
|
| Solid lipid nanoparticles: a modern formulation approach in drug delivery system. | 2009 Jul |
|
| Deconvolution of complex NMR spectra in small molecules by multi frequency homonuclear decoupling (MDEC). | 2009 Nov 11 |
|
| Time-resolved and tissue-specific systems analysis of the pathogenesis of insulin resistance. | 2010 Jan 21 |
|
| Interaction of annexin A6 with cholesterol rich membranes is pH-dependent and mediated by the sterol OH. | 2010 Jun 15 |
|
| Prediction of solubility of drugs and other compounds in organic solvents. | 2010 Mar |
|
| A robust, sensitive, and versatile HMBC experiment for rapid structure elucidation by NMR: IMPACT-HMBC. | 2010 May 21 |
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
by
admin
on
Edited
Fri Dec 15 18:53:01 GMT 2023
by
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on
Fri Dec 15 18:53:01 GMT 2023
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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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