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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:55:50 UTC
Update Date2019-07-23 06:29:40 UTC
HMDB IDHMDB0039463
Secondary Accession Numbers
  • HMDB39463
Metabolite Identification
Common Name(3alpha,5alpha,22R,23R)-Cholestane-3,22,23-triol
Descriptionalpha-Tocopherol acetate, also known as a-tocopherol acetic acid or D-vitamin e acetate, belongs to the class of organic compounds known as vitamin e compounds. These are a group of fat-soluble compounds containing or derived either from a tocopherol or a tocotrienol skeleton. alpha-Tocopherol acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563863380
Synonyms
ValueSource
a-Tocopherol acetateGenerator
a-Tocopherol acetic acidGenerator
alpha-Tocopherol acetic acidGenerator
Α-tocopherol acetateGenerator
Α-tocopherol acetic acidGenerator
(+)-alpha -Tocopherol acetateHMDB
(+)-alpha -Tocopheryl acetateHMDB
(+)-alpha-Tocopherol acetateHMDB
(+)-alpha-Tocopheryl acetateHMDB
(+-)-alpha-Tocopherol acetateHMDB
(2R,4'r,8'r)-alpha-Tocopherol acetateHMDB
(2R,4'r,8'r)-alpha-Tocopheryl acetateHMDB
(R,R,R)-alpha-Tocopheryl acetateHMDB
AlfacolHMDB
all-rac-alpha-Tocopheryl acetateHMDB
alpha -Tocopherol acetateHMDB
alpha -Tocopheryl acetateHMDB
alpha-Tocopherol acetate, all racHMDB
alpha-Tocopheryl acetateHMDB
Combinal eHMDB
ContopheronHMDB
Copherol 1250HMDB
Covitol 1100HMDB
Covitol 1360HMDB
D,L-alpha-Tocopheryl acetateHMDB
D-alpha -Tocopherol acetateHMDB
D-alpha -Tocopheryl acetateHMDB
D-alpha-Tocopherol acetateHMDB
D-alpha-Tocopheryl acetateHMDB
D-Vitamin e acetateHMDB
DL-alpha Tocopheryl acetateHMDB
DL-alpha-Tocopherol acetateHMDB
DL-alpha-Tocopheryl acetateHMDB
e-FerolHMDB
e-ToplexHMDB
e-VicotratHMDB
EcofrolHMDB
ECONHMDB
endo e DompeHMDB
Ephynal acetateHMDB
Epsilan-mHMDB
ErevitHMDB
FertilvitHMDB
GevexHMDB
JuvelaHMDB
O-Acetyl-alpha-tocopherolHMDB
Rovimix e 50SdHMDB
SpondyvitHMDB
Syntopherol acetateHMDB
TocopherexHMDB
Tocopherol acetateHMDB
Tocopherol acetate (JP15)HMDB
Tocopheryl acetateHMDB
TocophrinHMDB
TofaxinHMDB
Tokoferol acetateHMDB
VectanHMDB
Vitamin e acetateHMDB
Vitamin e acetate DL-formHMDB
Vitamin e acetate, ((2R*(4R*,8R*))-(+-))-isomerHMDB
Vitamin e acetate, (2R-(2R*(4R*,8R*)))-isomerHMDB
Vitamin ealpha acetateHMDB
D alpha Tocopheryl acetateMeSH
alpha Tocopherol acetateMeSH
alpha-Tocopheryl calcium succinateMeSH
alpha Tocopheryl calcium succinateMeSH
D alpha TocopherolMeSH
Tocopherol, D-alphaMeSH
D-alpha TocopherolMeSH
alpha-TocopherolMeSH
alpha Tocopherol hemisuccinateMeSH
Acetate, tocopherolMeSH
alpha TocopherolMeSH
alpha-Tocopherol succinateMeSH
Vitamin e succinateMeSH
R,R,R-alpha-TocopherolMeSH
alpha-Tocopherol hemisuccinateMeSH
3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-olMeSH
Tocopherol succinateMeSH
alpha Tocopherol succinateMeSH
6-deoxo-28-NortyphasterolHMDB
(3a,5a,22R,23R)-Cholestane-3,22,23-triolGenerator
(3Α,5α,22R,23R)-cholestane-3,22,23-triolGenerator
Chemical FormulaC27H48O3
Average Molecular Weight420.6682
Monoisotopic Molecular Weight420.360345402
IUPAC Name2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}-6-methylheptane-3,4-diol
Traditional Name2-{5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}-6-methylheptane-3,4-diol
CAS Registry Number378795-16-5
SMILES
CC(C)CC(O)C(O)C(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C
InChI Identifier
InChI=1S/C27H48O3/c1-16(2)14-24(29)25(30)17(3)21-8-9-22-20-7-6-18-15-19(28)10-12-26(18,4)23(20)11-13-27(21,22)5/h16-25,28-30H,6-15H2,1-5H3
InChI KeyFHSVMYDBGPVTTJ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as vitamin e compounds. These are a group of fat-soluble compounds containing or derived either from a tocopherol or a tocotrienol skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassQuinone and hydroquinone lipids
Direct ParentVitamin E compounds
Alternative Parents
Substituents
  • Diterpenoid
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Alkyl aryl ether
  • Benzenoid
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Route of exposure:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point213 - 214 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0033 g/LALOGPS
logP4.79ALOGPS
logP5.13ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)13.76ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity122.72 m³·mol⁻¹ChemAxon
Polarizability52.28 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zfu-3019400000-3d0504e10e19753e85a5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00di-2111139000-f2822bc609aa762d5a88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uki-1014900000-294ff7110522cce5609aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-7039200000-b919696c8b60db57fed3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ap0-9045000000-c5df6d12f2189b099923Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0001900000-1fc796e215673e80827eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ldi-8229700000-77765b10f91c51d86eb9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zgi-7019000000-3a0a3ce72982e30408f6Spectrum
Biological Properties
Cellular Locations
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012538
KNApSAcK IDNot Available
Chemspider ID2033
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound2117
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.