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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:26:24 UTC
Update Date2019-07-23 06:14:04 UTC
HMDB IDHMDB0033685
Secondary Accession Numbers
  • HMDB33685
Metabolite Identification
Common Namealpha-Tocopherol succinate
Descriptionalpha-Tocopherol succinate, also known as a-tocopherol succinic acid or beta-hederin, 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 succinate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862444
Synonyms
ValueSource
a-Tocopherol succinateGenerator
a-Tocopherol succinic acidGenerator
alpha-Tocopherol succinic acidGenerator
Α-tocopherol succinateGenerator
Α-tocopherol succinic acidGenerator
alpha-TOCOPHEROL acid succinATEHMDB
beta-HederinHMDB
D-alpha Tocopherol succinateHMDB
D-alpha-Tocopheryl acid succinateHMDB
D-alpha-Tocopheryl succinateHMDB
Tocopherol succinateHMDB
VESHMDB
Vitamin e hemisuccinateHMDB
Vitamin e succinateHMDB
4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}butanoateGenerator
3,4-Dihydro-2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-2H-1-benzopyran-6-olMeSH
Succinate, tocopherolMeSH
alpha Tocopherol hemisuccinateMeSH
D-alpha-Tocopheryl acetateMeSH
Acetate, tocopherolMeSH
Calcium succinate, alpha-tocopherylMeSH
R,R,R-alpha-TocopherolMeSH
Tocopherol acetateMeSH
alpha Tocopherol succinateMeSH
alpha Tocopheryl calcium succinateMeSH
alpha-TocopherolMeSH
alpha-Tocopherol acetateMeSH
alpha-Tocopherol hemisuccinateMeSH
D alpha TocopherolMeSH
D alpha Tocopheryl acetateMeSH
Tocopherol, D-alphaMeSH
Tocopheryl acetateMeSH
alpha TocopherolMeSH
alpha Tocopherol acetateMeSH
alpha-Tocopheryl calcium succinateMeSH
alpha-Tocopherol succinateMeSH
D-alpha TocopherolMeSH
Chemical FormulaC33H54O5
Average Molecular Weight530.7789
Monoisotopic Molecular Weight530.397124838
IUPAC Name4-oxo-4-{[2,5,7,8-tetramethyl-2-(4,8,12-trimethyltridecyl)-3,4-dihydro-2H-1-benzopyran-6-yl]oxy}butanoic acid
Traditional Namevitamin E hemisuccinate
CAS Registry Number4345-03-3
SMILES
CC(C)CCCC(C)CCCC(C)CCCC1(C)CCC2=C(C)C(OC(=O)CCC(O)=O)=C(C)C(C)=C2O1
InChI Identifier
InChI=1S/C33H54O5/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-20-33(8)21-19-28-27(7)31(25(5)26(6)32(28)38-33)37-30(36)18-17-29(34)35/h22-24H,9-21H2,1-8H3,(H,34,35)
InChI KeyIELOKBJPULMYRW-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
  • Fatty acid ester
  • Fatty acyl
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Oxacycle
  • Carboxylic acid
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point76 - 77 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.2e-05 g/LALOGPS
logP7.96ALOGPS
logP10.24ChemAxon
logS-7.6ALOGPS
pKa (Strongest Acidic)4ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area72.83 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity155.42 m³·mol⁻¹ChemAxon
Polarizability65.61 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
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, Positivesplash10-00e9-8923620000-f5d7a087340c897d886dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-000j-7620790000-52e483391a4a4f4045bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03e9-2240790000-09270d258f9c804231faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0i0s-7890710000-eb27fff4a8e7cc62aba5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-5790100000-7d88bb87fa5a454ecbd3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1010590000-c156b2c334e88370dc7cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01t9-4220940000-82783e2361a9dc288712Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-7221900000-e65dc09f76b670a4ca40Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB011788
KNApSAcK IDNot Available
Chemspider ID376407
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound425400
PDB IDNot Available
ChEBI ID22470
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Li H, Wu K: [Structural basis of alpha-tocopherol succinate as an antineoplastic agent]. Wei Sheng Yan Jiu. 2004 Jul;33(4):512-4. [PubMed:15461294 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. 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 ]
  4. 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 ]
  5. 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 ]
  6. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  7. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.