VITAMIN A PALMITATE (CHEM007838)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:30:50 UTC
Update Date2016-10-28 10:03:15 UTC
Accession NumberCHEM007838
Identification
Common NameVITAMIN A PALMITATE
ClassSmall Molecule
DescriptionAn all-trans-retinyl ester obtained by formal condensation of the carboxy group of palmitic (hexadecanoic acid) with the hydroxy group of all-trans-retinol. It is used in cosmetic products to treat various skin disorders such as acne, skin aging, wrinkles, dark spots, and also protect against psoriasis.
Contaminant Sources
  • Cosmetic Chemicals
  • EAFUS Chemicals
  • FooDB Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl hexadecanoateChEBI
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8,tetraenyl hexadecanoic acid esterChEBI
AfaxinChEBI
all-trans-Retinol palmitateChEBI
all-trans-Retinyl hexadecanoateChEBI
AlphalinChEBI
Aquasol aChEBI
ArovitChEBI
Chocola aChEBI
O(15)-HexadecanoylretinolChEBI
Optovit-aChEBI
Retinol hexadecanoateChEBI
Retinol palmitateChEBI
Retinyl hexadecanoateChEBI
trans-Retinol palmitateChEBI
trans-Retinyl palmitateChEBI
Vitamin a palmitateChEBI
all-trans-Retinyl palmitateKegg
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenyl hexadecanoic acidGenerator
(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8,tetraenyl hexadecanoate esterGenerator
all-trans-Retinol palmitic acidGenerator
all-trans-Retinyl hexadecanoic acidGenerator
Retinol hexadecanoic acidGenerator
Retinol palmitic acidGenerator
Retinyl hexadecanoic acidGenerator
trans-Retinol palmitic acidGenerator
trans-Retinyl palmitic acidGenerator
Vitamin a palmitic acidGenerator
all-trans-Retinyl palmitic acidGenerator
Retinyl palmitic acidGenerator
all-trans-Vitamin a palmitateHMDB
AquapalmHMDB
Axerophthol palmitateHMDB
Dispatabs tabsHMDB
Ester found in fish liver oilsHMDB
Lutavit a 500 plusHMDB
MyvakHMDB
MyvaxHMDB
Optovit aHMDB
Testavol SHMDB
Vitazyme aHMDB
Chemical FormulaC36H60O2
Average Molecular Mass524.860 g/mol
Monoisotopic Mass524.459 g/mol
CAS Registry Number79-81-2
IUPAC Name(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl hexadecanoate
Traditional Namevitamin a palmitate
SMILESCCCCCCCCCCCCCCCC(=O)OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C
InChI IdentifierInChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22+,32-28+
InChI KeyVYGQUTWHTHXGQB-FFHKNEKCSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as wax monoesters. These are waxes bearing an ester group at exactly one position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acid esters
Direct ParentWax monoesters
Alternative Parents
Substituents
  • Wax monoester skeleton
  • Retinoid skeleton
  • Diterpenoid
  • Fatty alcohol ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility8.1e-05 g/LALOGPS
logP10.12ALOGPS
logP11.62ChemAxon
logS-6.8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count21ChemAxon
Refractivity171.51 m³·mol⁻¹ChemAxon
Polarizability70.5 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-07vr-6590330000-c4a001ec8772bbd8b673Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00n0-0391040000-4bcb419b1aa363c5a184Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-3890000000-13b63fb441c04d797a5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053i-4910200000-ec9d8c6e06e67e406eaeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00dr-0090050000-063ec803b899247ff625Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4r-0090000000-ceacddaa1af7bfe01b93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052u-2090000000-010cffd7fdb5e0c0ae62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00or-0970350000-ae98e4da36c7fef49b01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-1960010000-e463420790c3679b3761Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01b9-3930000000-2209374e0a45d158da93Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0060090000-71bf924b1d2a2be5b8a8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090010000-5bffb18764c70498c127Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9870000000-8e1a1ac617c6db688b0bSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000855
HMDB IDHMDB0003648
FooDB IDFDB030671
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCHOCOLA_A
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkRetinyl_palmitate
Chemspider ID4444162
ChEBI ID17616
PubChem Compound ID5280531
Kegg Compound IDC02588
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11236082
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16149731
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23290361
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23651513
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23945125
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24657715
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24998947
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26224426
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=29025343
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=29363259
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=29412915
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=29571474
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=30031321
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=30316701
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=30551390
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=30972178
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=31369745
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=32353979
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=32846153
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=33202630
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=33290311
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=33621371
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=33658762
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=8157860
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=8359391
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=9125314
27. https://www.ncbi.nlm.nih.gov/pubmed/?term=9380354
28. Ajima, Ayako; Takahashi, Katsunobu; Matsushima, Ayako; Saito, Yuji; Inada, Yuji. Retinyl esters synthesis by polyethylene glycol-modified lipase in benzene. Biotechnology Letters (1986), 8(8), 547-52.