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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-05-22 14:17:45 UTC
Update Date2021-09-14 15:47:11 UTC
HMDB IDHMDB0002264
Secondary Accession Numbers
  • HMDB02264
Metabolite Identification
Common Name(R)-2-Hydroxycaprylic acid
Description(R)-2-Hydroxycaprylic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review very few articles have been published on (R)-2-Hydroxycaprylic acid.
Structure
Data?1582752239
Synonyms
ValueSource
(R)-2-HydroxycaprylateGenerator
(R)-2-HydroxyoctanoateHMDB
(R)-2-Hydroxyoctanoic acidHMDB
(R)-a-HydroxycaprylateHMDB
(R)-a-Hydroxycaprylic acidHMDB
(R)-alpha-HydroxycaprylateHMDB
(R)-alpha-Hydroxycaprylic acidHMDB
2-Hydroxy-D-octanoateHMDB
2-Hydroxy-D-octanoic acidHMDB
2-Hydroxy-delta-octanoateHMDB
2-Hydroxy-delta-octanoic acidHMDB
D-2-HydroxyoctanoateHMDB
D-2-Hydroxyoctanoic acidHMDB
delta-2-HydroxyoctanoateHMDB
delta-2-Hydroxyoctanoic acidHMDB
2R-Hydroxy-octanoateGenerator, HMDB
Chemical FormulaC8H16O3
Average Molecular Weight160.2108
Monoisotopic Molecular Weight160.109944378
IUPAC Name(2R)-2-hydroxyoctanoic acid
Traditional NameD-2-hydroxyoctanoic acid
CAS Registry Number30117-44-3
SMILES
CCCCCC[C@@H](O)C(O)=O
InChI Identifier
InChI=1S/C8H16O3/c1-2-3-4-5-6-7(9)8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1
InChI KeyJKRDADVRIYVCCY-SSDOTTSWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Hydroxy fatty acid
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • 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
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.2 g/LALOGPS
logP1.8ALOGPS
logP1.83ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)4.42ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity41.77 m³·mol⁻¹ChemAxon
Polarizability18.19 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+138.90431661259
DarkChem[M-H]-136.17531661259
DeepCCS[M+H]+138.17930932474
DeepCCS[M-H]-134.26230932474
DeepCCS[M-2H]-171.72930932474
DeepCCS[M+Na]+147.0730932474
AllCCS[M+H]+139.532859911
AllCCS[M+H-H2O]+135.532859911
AllCCS[M+NH4]+143.232859911
AllCCS[M+Na]+144.232859911
AllCCS[M-H]-136.732859911
AllCCS[M+Na-2H]-138.532859911
AllCCS[M+HCOO]-140.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(R)-2-Hydroxycaprylic acidCCCCCC[C@@H](O)C(O)=O2163.2Standard polar33892256
(R)-2-Hydroxycaprylic acidCCCCCC[C@@H](O)C(O)=O1273.7Standard non polar33892256
(R)-2-Hydroxycaprylic acidCCCCCC[C@@H](O)C(O)=O1340.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(R)-2-Hydroxycaprylic acid,1TMS,isomer #1CCCCCC[C@@H](O[Si](C)(C)C)C(=O)O1406.1Semi standard non polar33892256
(R)-2-Hydroxycaprylic acid,1TMS,isomer #2CCCCCC[C@@H](O)C(=O)O[Si](C)(C)C1333.4Semi standard non polar33892256
(R)-2-Hydroxycaprylic acid,2TMS,isomer #1CCCCCC[C@@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C1458.9Semi standard non polar33892256
(R)-2-Hydroxycaprylic acid,1TBDMS,isomer #1CCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O1626.5Semi standard non polar33892256
(R)-2-Hydroxycaprylic acid,1TBDMS,isomer #2CCCCCC[C@@H](O)C(=O)O[Si](C)(C)C(C)(C)C1560.8Semi standard non polar33892256
(R)-2-Hydroxycaprylic acid,2TBDMS,isomer #1CCCCCC[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1910.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (R)-2-Hydroxycaprylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-890554b11e06b21369e82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-2-Hydroxycaprylic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00kr-9140000000-3722662911cf632a3db82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-2-Hydroxycaprylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 10V, Positive-QTOFsplash10-01ox-0900000000-6593e0937f6ec62d47ce2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 20V, Positive-QTOFsplash10-00ku-9800000000-2ee8087a7bc4c5a7a1a12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 40V, Positive-QTOFsplash10-052f-9000000000-e4e087704c73cc1a96432017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-ea9909ca4262eb8216a02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 20V, Negative-QTOFsplash10-07bp-2900000000-c9a1667de6cb3d4c547b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 40V, Negative-QTOFsplash10-02im-9200000000-8aeb0201ddf350255af62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-1616b530bf1107bb502f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 20V, Negative-QTOFsplash10-0900-1900000000-5a0164ea551ca57d4d2f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 40V, Negative-QTOFsplash10-0006-9000000000-b05a5cabfbd457c9a0cb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 10V, Positive-QTOFsplash10-0ap1-9200000000-1e87c3f8d09f7ccca8212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 20V, Positive-QTOFsplash10-052f-9000000000-2968ffe0d95bc4c5477c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-2-Hydroxycaprylic acid 40V, Positive-QTOFsplash10-052f-9000000000-2c1b8a8f530ee430c2b72021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022934
KNApSAcK IDNot Available
Chemspider ID4472285
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6582
PubChem Compound5312860
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Ki KR, Lee J, Ha D, Kim JH: Configurational analysis of chiral acids as O-trifluoroacetylated (-)-menthyl esters by achiral dual-capillary column gas chromatography. J Chromatogr A. 2000 Sep 8;891(2):257-66. [PubMed:11043786 ]