Record Information
Version1.0
Creation date2010-04-08 22:15:32 UTC
Update date2019-11-26 03:20:02 UTC
Primary IDFDB021203
Secondary Accession Numbers
  • FDB016942
Chemical Information
FooDB Name10,16-Dihydroxyhexadecanoic acid
Description10,16-dihydroxyhexadecanoic acid, also known as 10,16-dhha, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 10,16-dihydroxyhexadecanoic acid is considered to be a fatty acid lipid molecule. 10,16-dihydroxyhexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 10,16-dihydroxyhexadecanoic acid can be found in garden tomato (variety) and gooseberry, which makes 10,16-dihydroxyhexadecanoic acid a potential biomarker for the consumption of these food products.
CAS Number3233-90-7
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility0.078 g/LALOGPS
logP4.34ALOGPS
logP3.43ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity80.68 m³·mol⁻¹ChemAxon
Polarizability35.85 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H32O4
IUPAC name10,16-dihydroxyhexadecanoic acid
InChI IdentifierInChI=1S/C16H32O4/c17-14-10-6-5-8-12-15(18)11-7-3-1-2-4-9-13-16(19)20/h15,17-18H,1-14H2,(H,19,20)
InChI KeyVJZBXAQGWLMYMS-UHFFFAOYSA-N
Isomeric SMILESOCCCCCCC(O)CCCCCCCCC(O)=O
Average Molecular Weight288.4229
Monoisotopic Molecular Weight288.230059512
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
  • Secondary alcohol
  • 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
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS(S)-10,16-Dihydroxyhexadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-059x-2960000000-2eaabc8702e2f4a5e61eSpectrum
Predicted GC-MS(S)-10,16-Dihydroxyhexadecanoic acid, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00vr-9774800000-ec2aa22ffd38d50ea18bSpectrum
Predicted GC-MS(S)-10,16-Dihydroxyhexadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-0090000000-465e7a338a58c2a3de1c2015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-2290000000-9073cde6e77c8f10440e2015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-07bg-9540000000-7ddf031597711d9586f02015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kr-0090000000-ac8fa3ff7d152e1fa5b32015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1190000000-e325664d06a4406780572015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9540000000-222e6592a223044f033c2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0fk9-0190000000-67c90c18a24e681cd7962021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uki-6980000000-81be362580046b5068ab2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9100000000-e9d2d3f3fd3cb3ccc0a62021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-18e9d8e8ec7c021c55172021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-1090000000-37ade3e214aa7e62cf8c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05mo-8970000000-b958bbb62074ba6a7c372021-09-25View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID441449
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNNC77-J:NNC77-J
EAFUS IDNot Available
Dr. Duke ID10,16-DIHYDROXY-HEXADECANOIC-ACID
BIGG IDNot Available
KNApSAcK IDC00007440
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
Garden tomato (var.)Expected but not quantifiedNot AvailableDUKE
GooseberryExpected but not quantifiedNot AvailableDUKE
Showing 1 to 2 of 2 entries
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).