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Showing Compound 9,10,18-Trihydroxyoctadecanoic acid (FDB012635)

Record Information
Version1.0
Creation date2010-04-08 22:10:16 UTC
Update date2025-11-18 23:38:25 UTC
Primary IDFDB012635
Secondary Accession Numbers
  • FDB012636
Chemical Information
FooDB Name9,10,18-Trihydroxyoctadecanoic acid
DescriptionFloionolic acid, also known as 9,10,18-trihydroxy-octadecanoic acid or 9,10,18-trihydroxystearate, 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, floionolic acid is considered to be an octadecanoid lipid molecule. Floionolic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Floionolic acid can be found in fruits, green vegetables, and pomes, which makes floionolic acid a potential biomarker for the consumption of these food products.
CAS Number496-86-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
9,10,18-Trihydroxy-octadecanoic acidChEBI
9,10,18-Trihydroxystearic acidChEBI
9,10,18-Trihydroxy-octadecanoateGenerator
9,10,18-TrihydroxystearateGenerator
FloionolateGenerator
Phloionolic acidHMDB
PhloionolateHMDB
9,10,18-TrihydroxyoctadecanoateHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.13 g/LALOGPS
logP3.63ALOGPS
logP3.25ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)4.62ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count17ChemAxon
Refractivity91.25 m³·mol⁻¹ChemAxon
Polarizability41.24 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H36O5
IUPAC name9,10,18-trihydroxyoctadecanoic acid
InChI IdentifierInChI=1S/C18H36O5/c19-15-11-7-2-1-4-8-12-16(20)17(21)13-9-5-3-6-10-14-18(22)23/h16-17,19-21H,1-15H2,(H,22,23)
InChI KeyOISFHODBOQNZAG-UHFFFAOYSA-N
Isomeric SMILESOCCCCCCCCC(O)C(O)CCCCCCCC(O)=O
Average Molecular Weight332.4754
Monoisotopic Molecular Weight332.256274262
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
  • Polyol
  • 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:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 65.03%; H 10.91%; O 24.06%DFC
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS9,10,18-Trihydroxyoctadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-1911000000-d840e20ff525bafe39b4Spectrum
Predicted GC-MS9,10,18-Trihydroxyoctadecanoic acid, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9808748000-381c45839b6ccd5dcd80Spectrum
Predicted GC-MS9,10,18-Trihydroxyoctadecanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0159000000-03c0b5a582f0608854bd2015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00mk-4952000000-5b68b9c79eff7efcc8b32015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ne-9410000000-7015b14a06ff39c543502015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0159000000-03c0b5a582f0608854bd2015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00mk-4952000000-5b68b9c79eff7efcc8b32015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ne-9410000000-7015b14a06ff39c543502015-05-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0159000000-03c0b5a582f0608854bd2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00mk-4952000000-5b68b9c79eff7efcc8b32015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ne-9410000000-7015b14a06ff39c543502015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0159000000-03c0b5a582f0608854bd2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00mk-4952000000-5b68b9c79eff7efcc8b32015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ne-9410000000-7015b14a06ff39c543502015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0159000000-03c0b5a582f0608854bd2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00mk-4952000000-5b68b9c79eff7efcc8b32015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05ne-9410000000-7015b14a06ff39c543502015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0129000000-b1d85f203fcb931fa03a2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08gi-1946000000-02d24ec6ae833a1fa1762015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7900000000-f5b7a54f8cc1c84bc4392015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0129000000-b1d85f203fcb931fa03a2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08gi-1946000000-02d24ec6ae833a1fa1762015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7900000000-f5b7a54f8cc1c84bc4392015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0129000000-b1d85f203fcb931fa03a2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08gi-1946000000-02d24ec6ae833a1fa1762015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-7900000000-f5b7a54f8cc1c84bc4392015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0129000000-b1d85f203fcb931fa03a2015-05-27View Spectrum
NMRNot Available
ChemSpider ID4446065
ChEMBL IDNot Available
KEGG Compound IDC19621
Pubchem Compound ID5282938
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB0034295
CRC / DFC (Dictionary of Food Compounds) IDHJL88-Q:HJL88-Q
EAFUS IDNot Available
Dr. Duke ID9,10,18-TRIHYDROXY-OCTADECANOIC-ACID
BIGG IDNot Available
KNApSAcK IDC00034431
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).