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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:44:42 UTC
HMDB IDHMDB0000539
Secondary Accession Numbers
  • HMDB00539
Metabolite Identification
Common NameArabinonic acid
DescriptionArabinonic acid, also known as D-arabinonate, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Arabinonic 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 arabinonic acid a potential biomarker for the consumption of these foods. Arabinonic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Arabinonic acid.
Structure
Data?1582752138
Synonyms
ValueSource
D-Arabonic acidChEBI
D-Arabinonic acidKegg
D-ArabonateGenerator
D-ArabinonateGenerator
ArabinonateGenerator
ArabateMeSH, HMDB
Arabic acid, sodium saltMeSH, HMDB
Sodium arabateMeSH, HMDB
Arabic acidMeSH, HMDB
2,3,4,5-Tetrahydroxypentanoic acidHMDB
ArabonateHMDB
Arabonic acidHMDB
Chemical FormulaC5H10O6
Average Molecular Weight166.1293
Monoisotopic Molecular Weight166.047738052
IUPAC Name(2S,3R,4R)-2,3,4,5-tetrahydroxypentanoic acid
Traditional Namearabinonate
CAS Registry Number488-30-2
SMILES
OC[C@@H](O)[C@@H](O)[C@H](O)C(O)=O
InChI Identifier
InChI=1S/C5H10O6/c6-1-2(7)3(8)4(9)5(10)11/h2-4,6-9H,1H2,(H,10,11)/t2-,3-,4+/m1/s1
InChI KeyQXKAIJAYHKCRRA-JJYYJPOSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Pentose monosaccharide
  • Beta-hydroxy acid
  • Sugar acid
  • Short-chain hydroxy acid
  • Alpha-hydroxy acid
  • Fatty acid
  • Hydroxy acid
  • Monosaccharide
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Polyol
  • Primary alcohol
  • Alcohol
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility258 g/LALOGPS
logP-2.5ALOGPS
logP-2.8ChemAxon
logS0.19ALOGPS
pKa (Strongest Acidic)3.39ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area118.22 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.31 m³·mol⁻¹ChemAxon
Polarizability14.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available136.22631661259
DarkChem[M-H]-PredictedNot Available130.55431661259
AllCCS[M+H]+PredictedNot Available138.08832859911
AllCCS[M-H]-PredictedNot Available127.53432859911

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
Arabinonic acid,1TMS,#11581.6384https://arxiv.org/abs/1905.12712
Arabinonic acid,1TMS,#21556.2704https://arxiv.org/abs/1905.12712
Arabinonic acid,1TMS,#31547.1548https://arxiv.org/abs/1905.12712
Arabinonic acid,1TMS,#41552.6693https://arxiv.org/abs/1905.12712
Arabinonic acid,1TMS,#51550.7527https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#11647.9082https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#21634.9604https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#31648.0381https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#41642.9167https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#51627.9192https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#61642.6882https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#71636.5227https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#81620.7377https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#91611.6614https://arxiv.org/abs/1905.12712
Arabinonic acid,2TMS,#101600.8939https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#11704.2202https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#21710.7706https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#31710.0605https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#41701.5894https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#51707.9458https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#61696.1355https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#71699.1644https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#81707.7286https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#91701.2865https://arxiv.org/abs/1905.12712
Arabinonic acid,3TMS,#101673.169https://arxiv.org/abs/1905.12712
Arabinonic acid,4TMS,#11734.6313https://arxiv.org/abs/1905.12712
Arabinonic acid,4TMS,#21764.9058https://arxiv.org/abs/1905.12712
Arabinonic acid,4TMS,#31758.8854https://arxiv.org/abs/1905.12712
Arabinonic acid,4TMS,#41751.385https://arxiv.org/abs/1905.12712
Arabinonic acid,4TMS,#51747.9288https://arxiv.org/abs/1905.12712
Arabinonic acid,5TMS,#11774.1876https://arxiv.org/abs/1905.12712
Arabinonic acid,1TBDMS,#11873.0007https://arxiv.org/abs/1905.12712
Arabinonic acid,1TBDMS,#21840.468https://arxiv.org/abs/1905.12712
Arabinonic acid,1TBDMS,#31812.9069https://arxiv.org/abs/1905.12712
Arabinonic acid,1TBDMS,#41837.1703https://arxiv.org/abs/1905.12712
Arabinonic acid,1TBDMS,#51825.3687https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#12100.702https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#22097.5088https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#32124.1155https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#42093.7307https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#52094.6768https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#62110.9265https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#72091.6406https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#82100.993https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#92076.8523https://arxiv.org/abs/1905.12712
Arabinonic acid,2TBDMS,#102066.058https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#12342.2737https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#22386.4893https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#32361.7698https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#42389.2434https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#52373.6643https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#62357.1548https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#72380.0483https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#82372.3103https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#92365.7102https://arxiv.org/abs/1905.12712
Arabinonic acid,3TBDMS,#102347.317https://arxiv.org/abs/1905.12712
Arabinonic acid,4TBDMS,#12621.106https://arxiv.org/abs/1905.12712
Arabinonic acid,4TBDMS,#22605.9016https://arxiv.org/abs/1905.12712
Arabinonic acid,4TBDMS,#32585.8176https://arxiv.org/abs/1905.12712
Arabinonic acid,4TBDMS,#42585.7646https://arxiv.org/abs/1905.12712
Arabinonic acid,4TBDMS,#52577.0754https://arxiv.org/abs/1905.12712
Arabinonic acid,5TBDMS,#12806.6296https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - GC-MS (5 TMS)splash10-0uxu-0981000000-debb900d41dd071aa4152014-06-16View Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0uxu-0981000000-debb900d41dd071aa4152017-09-12View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-9100000000-02fb307ca31012b940312017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positivesplash10-01ri-9010530000-40d9e84d0d0c46398d442017-10-06View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0bt9-9100000000-02fb307ca31012b940312021-09-05View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb62021-09-18View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312ab2021-09-18View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-1900000000-e3cef0374aff21260cd72017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9300000000-384eb28c331f32dbc6ba2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06vi-9000000000-d0a2c432969138e44fce2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0q4u-9600000000-589c7ff1104495cd4dfd2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0c0c-9100000000-6ef37b1ab677d180a9e72017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-8c40626d2c37b899053c2017-09-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01qd-8900000000-193a9d85b5228b7953792021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-9100000000-8bec414894d0d33fe0152021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9000000000-c73340de3d69564bbdc52021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00os-9600000000-83177518f1e5617846aa2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-9000000000-de3c726e9afb017f60dd2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-bf22d6377249e618e7932021-09-08View Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Feces
  • Saliva
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal
details
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 IDFDB022102
KNApSAcK IDC00054454
Chemspider ID108861
KEGG Compound IDC00878
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound122045
PDB IDNot Available
ChEBI ID20912
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceDolnik, V.; Bocek, P.; Sistkova, L.; Korbl, J. Analytical control of arabonic acid production by isotachophoresis. Journal of Chromatography (1982), 246(2), 343-5.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]