Record Information
Version1.0
Creation date2011-09-21 01:31:22 UTC
Update date2017-04-03 05:02:17 UTC
Primary IDFDB027881
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(R)-3-Hydroxy-hexadecanoic acid
Description(R)-3-Hydroxy-hexadecanoic acid, also known as (R)-beta-hydroxypalmitic acid or (R)-β-hydroxypalmitate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (R)-3-Hydroxy-hexadecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number2398-34-7
Structure
Thumb
Synonyms
SynonymSource
(R)-beta-Hydroxypalmitic acidChEBI
(R)-b-HydroxypalmitateGenerator
(R)-b-Hydroxypalmitic acidGenerator
(R)-beta-HydroxypalmitateGenerator
(R)-Β-hydroxypalmitateGenerator
(R)-Β-hydroxypalmitic acidGenerator
(R)-3-Hydroxy-hexadecanoateGenerator
3-Hydroxypalmitic acidHMDB
beta-Hydroxypalmitic acidHMDB
3-Hydroxypalmitic acid, (+-)-isomerHMDB
beta-HydroxypalmitateHMDB
(R)-β-hydroxypalmitateGenerator
(R)-β-hydroxypalmitic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.0056 g/LALOGPS
logP5.75ALOGPS
logP5.03ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)4.67ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity78.6 m³·mol⁻¹ChemAxon
Polarizability35.11 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H32O3
IUPAC name(3R)-3-hydroxyhexadecanoic acid
InChI IdentifierInChI=1S/C16H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m1/s1
InChI KeyCBWALJHXHCJYTE-OAHLLOKOSA-N
Isomeric SMILES[H][C@@](O)(CCCCCCCCCCCCC)CC(O)=O
Average Molecular Weight272.4235
Monoisotopic Molecular Weight272.23514489
Classification
Description belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Hydroxy fatty acid
  • Beta-hydroxy acid
  • Hydroxy acid
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9340000000-7f3268f819048bc0fb4cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-009i-9231100000-2ee529fc9d520d001aeeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-0090000000-170f4b78f38f50653281View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-3590000000-72735537a44743fc49f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9600000000-18c6bb5829efbdfd8324View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-69dd00738d6e82b5a71aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0adi-2090000000-a29b15501f484eac1a95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9240000000-34c29dc88bb32e93e509View in MoNA
ChemSpider ID21865352
ChEMBL IDCHEMBL2207728
KEGG Compound IDNot Available
Pubchem Compound ID15569776
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB10734
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Fatty acid synthaseFASNP49327
3-oxoacyl-[acyl-carrier-protein] synthase, mitochondrialOXSMQ9NWU1
Pathways
NameSMPDB LinkKEGG Link
Fatty Acid BiosynthesisSMP00456 Not Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference