Record Information
Version1.0
Creation date2011-09-21 00:11:57 UTC
Update date2015-07-21 06:57:08 UTC
Primary IDFDB022313
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nametrans-4-Hydroxycyclohexylacetic acid
Descriptiontrans-4-Hydroxycyclohexylacetic acid, also known as 4-hydroxycyclohexyl acetate, belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring. trans-4-Hydroxycyclohexylacetic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make trans-4-hydroxycyclohexylacetic acid a potential biomarker for the consumption of these foods. trans-4-Hydroxycyclohexylacetic acid, with regard to humans, has been linked to the inborn metabolic disorder hawkinsinuria. Based on a literature review a small amount of articles have been published on trans-4-Hydroxycyclohexylacetic acid.
CAS Number68592-23-4
Structure
Thumb
Synonyms
SynonymSource
trans-4-HydroxycyclohexylacetateGenerator
4-Hydroxy-cyclohexyl acetic acid esterHMDB
4-Hydroxycyclohexyl acetateHMDB
2-[(1R,4R)-4-Hydroxycyclohexyl]acetateHMDB
4-hydroxy-cyclohexyl Acetic acid esterhmdb
trans-4-Hydroxycyclohexylacetic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility27.1 g/LALOGPS
logP0.93ALOGPS
logP0.69ChemAxon
logS-0.77ALOGPS
pKa (Strongest Acidic)4.65ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.09 m³·mol⁻¹ChemAxon
Polarizability16.85 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H14O3
IUPAC name2-[(1r,4r)-4-hydroxycyclohexyl]acetic acid
InChI IdentifierInChI=1S/C8H14O3/c9-7-3-1-6(2-4-7)5-8(10)11/h6-7,9H,1-5H2,(H,10,11)/t6-,7-
InChI KeyALTAAUJNHYWOGS-LJGSYFOKSA-N
Isomeric SMILESO[C@H]1CC[C@H](CC(O)=O)CC1
Average Molecular Weight158.195
Monoisotopic Molecular Weight158.094294314
Classification
Description Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentCyclohexanols
Alternative Parents
Substituents
  • Cyclohexanol
  • Cyclic alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
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-MStrans-4-Hydroxycyclohexylacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0005-9400000000-abc03a0f8f17c7d423a2Spectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00g0-6950000000-e954349d2bba3a1f7bdaSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MStrans-4-Hydroxycyclohexylacetic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052f-2900000000-cdb682550fd7986a0a1c2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ot-9800000000-a24c028ad8e3ba7b50492016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00o4-9000000000-3cefeadb5ca0dbfbb8e72016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1900000000-228641a4fa5e65521acf2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0bt9-3900000000-2731aa44b1316101793f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4m-9300000000-382927881c2cd816ee472016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0005-7900000000-8822dbd01cb75d38d0992021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000w-9300000000-94fda51f4a569a75c11e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05po-9000000000-a9825eb303905399d98c2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0900000000-74b6873659b7a591064c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-3900000000-aec6e520c4013fbac56c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-e2229c7ab1d4ae401bf22021-09-25View Spectrum
NMRNot Available
ChemSpider ID17216021
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00909
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
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