16-Hydroxy hexadecanoic acid (CHEM036068)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 07:12:10 UTC
Update Date2016-11-09 01:21:25 UTC
Accession NumberCHEM036068
Identification
Common Name16-Hydroxy hexadecanoic acid
ClassSmall Molecule
DescriptionAn omega-hydroxy-long-chain fatty acid that is hexadecanoic acid (also known as palmitic acid) which is substituted at position 16 by a hydroxy group. It is a key monomer of cutin in the plant cuticle.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
16-Hydroxy-hexadecanoic acidChEBI
16-Hydroxypalmitic acidChEBI
16-OH 16:0ChEBI
Juniperic acidChEBI
Omega-hydroxypalmitic acidChEBI
16-Hydroxy-hexadecanoateGenerator
16-HydroxypalmitateGenerator
JuniperateGenerator
Omega-hydroxypalmitateGenerator
16-HydroxyhexadecanoateGenerator
16-Hydroxy hexadecanoateHMDB
FA(16:0(16-OH))HMDB
Lanopalmitic acidHMDB
Omega-hydroxyhexadecanoic acidHMDB
Ω-hydroxyhexadecanoic acidHMDB
Ω-hydroxypalmitic acidHMDB
16-Hydroxyhexadecanoic acidChEBI, HMDB
Chemical FormulaC16H31O3
Average Molecular Mass271.416 g/mol
Monoisotopic Mass271.227 g/mol
CAS Registry NumberNot Available
IUPAC Name16-hydroxyhexadecanoic acid
Traditional Name16-hydroxyhexadecanoic acid
SMILESOCCCCCCCCCCCCCCCC([O-])=O
InChI IdentifierInChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)/p-1
InChI KeyUGAGPNKCDRTDHP-UHFFFAOYSA-M
Chemical Taxonomy
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
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility0.0037 g/LALOGPS
logP5.77ALOGPS
logP4.82ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity79.01 m³·mol⁻¹ChemAxon
Polarizability35.41 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-7930000000-ad8cf0089b491fa1e5cdSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-468101d8a11af1e19fb2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1390000000-b96e5d9bf93a0533f50aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001l-7910000000-de85d9f11917d3bd2f54Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-355bea410e278c7b034eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-1090000000-a82fa5c9114086d0e61eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9250000000-93d26870cf342252967fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ab9-2290000000-578204c997b44c45b07aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9440000000-a06fb9b2d3c16ea9e814Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4m-9000000000-9ad19ca2f1345bd8f812Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0090000000-09835f7bfaa31d64d09cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fk9-0090000000-9e380c8ffde0c8460bc6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9320000000-be3d31d993db22a6eb07Spectrum
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 IDNot Available
HMDB IDHMDB0006294
FooDB IDFDB001611
Phenol Explorer IDNot Available
KNApSAcK IDC00007430
BiGG IDNot Available
BioCyc ID16-HYDROXYPALMITATE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID10034
ChEBI ID55328
PubChem Compound ID10466
Kegg Compound IDC18218
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16659124
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16660004
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21405069
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=5025632