Showing metabocard for 3-Hydroxydodecanoic acid (BMDB0000387)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:29:47 UTC
Update Date2020-05-11 20:36:55 UTC
BMDB IDBMDB0000387
Secondary Accession Numbers
  • BMDB00387
Metabolite Identification
Common Name3-Hydroxydodecanoic acid
Description3-Hydroxydodecanoic acid, also known as beta-hydroxylauric acid or b-hydroxydodecanoate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. 3-Hydroxydodecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In cattle, 3-hydroxydodecanoic acid is involved in the metabolic pathway called fatty acid biosynthesis pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Hydroxy-dodecanoic acidChEBI
3-OH Dodecanoic acidChEBI
3-OH Lauric acidChEBI
beta-Hydroxydodecanoic acidChEBI
beta-Hydroxylauric acidChEBI
beta-OH Dodecanoic acidChEBI
beta-OH Lauric acidChEBI
3-Hydroxy-dodecanoateGenerator
3-OH DodecanoateGenerator
3-OH LaateGenerator
3-OH Laic acidGenerator
b-HydroxydodecanoateGenerator
b-Hydroxydodecanoic acidGenerator
beta-HydroxydodecanoateGenerator
Β-hydroxydodecanoateGenerator
Β-hydroxydodecanoic acidGenerator
b-HydroxylaateGenerator
b-Hydroxylaic acidGenerator
beta-HydroxylaateGenerator
beta-Hydroxylaic acidGenerator
Β-hydroxylaateGenerator
Β-hydroxylaic acidGenerator
b-OH DodecanoateGenerator
b-OH Dodecanoic acidGenerator
beta-OH DodecanoateGenerator
Β-OH dodecanoateGenerator
Β-OH dodecanoic acidGenerator
b-OH LaateGenerator
b-OH Laic acidGenerator
beta-OH LaateGenerator
beta-OH Laic acidGenerator
Β-OH laateGenerator
Β-OH laic acidGenerator
3-HydroxydodecanoateGenerator
(RS)-3-HydroxylaurateHMDB
(RS)-3-Hydroxylauric acidHMDB
11:0(3-OH)HMDB
3-HydroxylaurateHMDB
3-Hydroxylauric acidHMDB
b-HydroxylaurateHMDB
b-Hydroxylauric acidHMDB
beta-HydroxylaurateHMDB
DL-b-HydroxydodecanoateHMDB
DL-b-Hydroxydodecanoic acidHMDB
DL-beta-HydroxydodecanoateHMDB
DL-beta-Hydroxydodecanoic acidHMDB
3-Hydroxydodecanoic acid, (S)-isomerHMDB
3-Hydroxydodecanoic acid, (R)-isomerHMDB
3-Hydroxydodecanoic acid, ion (1-)HMDB
3-Hydroxydodecanoic acid, monosilver (1+) salt, (R)-isomerHMDB
3-Hydroxydodecanoic acid, (+-)-isomerHMDB
3-Hydroxydodecanoic acid, ion (1-), (+-)-isomerHMDB
3-Hydroxydodecanoic acidMeSH
Chemical FormulaC12H24O3
Average Molecular Weight216.3172
Monoisotopic Molecular Weight216.172544634
IUPAC Name3-hydroxydodecanoic acid
Traditional Name3-hydroxydodecanoic acid
CAS Registry Number1883-13-2
SMILES
CCCCCCCCCC(O)CC(O)=O
InChI Identifier
InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)
InChI KeyMUCMKTPAZLSKTL-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-chain hydroxy acids and derivatives
Alternative Parents
Substituents
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Beta-hydroxy acid
  • Hydroxy fatty acid
  • Fatty acyl
  • Fatty acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.63ALOGPS
logP3.25ChemAxon
logS-2.8ALOGPS
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 Count10ChemAxon
Refractivity60.2 m³·mol⁻¹ChemAxon
Polarizability26.59 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-001i-5930000000-267beffaa56f4c3885abView in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-001i-5930000000-267beffaa56f4c3885abView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9400000000-9124202b1866ea2a0248View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00bc-9042000000-0d213d881baf293e004cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-0aor-9050000000-f8825f9349ee9a2ec34eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0a4i-9000000000-3d142f4358076fbe5192View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0a4i-9000000000-54e9a813b1c73a4dee86View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0910000000-7b771d914431e867cfe1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000t-3900000000-86799379f8d5d9fc2b80View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-a1eb59a8d26b740ed683View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-1980000000-24c85a09e6439494d6ecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0q2a-3910000000-0fec6c4e725d928fbb82View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9600000000-071241699a72f84de36aView in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, 5%_DMSO, experimental)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000387
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022005
KNApSAcK IDNot Available
Chemspider ID85026
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5376
PubChem Compound94216
PDB IDNot Available
ChEBI ID36206
References
Synthesis ReferenceIwata, Tsutomu; Iwamoto, Osamu; Sugiyama, Haruhiko. Process for preparing b-hydroxy fatty acid. Eur. Pat. Appl. (1990), 6 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available