Record Information
Version1.0
Creation date2010-04-08 22:08:01 UTC
Update date2015-10-09 22:28:54 UTC
Primary IDFDB008309
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHexanedioic acid
DescriptionConstit. of beet juice, pork fat, guava fruit (Psidium guajava), papaya (Carica papaya) and raspberry (Rubus idaeus). Food acidulant Adipic acid is a compound of the class of carboxylic acids that is derived from oxidation of various fats. It is a white crystalline powder appearing as an acid in aqueous circumstances, though it is not highly soluble (wikipedia); Adipic acid, like most carboxylic acids, is a mild skin irritant. It is mildly toxic, with LD50 of 3600 mg/kg for oral ingestion by rats.; By far the majority of the 2.5 billion kg of adipic acid produced annually is used as monomer for the production of nylon by a polycondensation reaction with hexamethylene diamine forming 6,6-nylon. Other major applications also involve polymers: it is a monomer for production of Polyurethane and its esters are plasticizers, especially in PVC.
CAS Number124-04-9
Structure
Thumb
Synonyms
SynonymSource
1, 4-Butanedicarboxylic acidbiospider
1,4-ButanedicarboxylateGenerator
1,4-Butanedicarboxylic acidbiospider
1,6-HEXANE-DIOIC ACIDbiospider
1,6-Hexanedioatebiospider
1,6-Hexanedioic acidbiospider
3385-41-9 (di-ammonium salt)biospider
7486-38-6 (di-hydrochloride salt)biospider
7486-39-7 (magnesium[1:1] salt)biospider
Acifloctinbiospider
Acinettenbiospider
Adi-purebiospider
Adi-pure high purity adipic acidbiospider
Adi-pure lga adipic acidbiospider
Adi-pure(r) high purity adipic acidbiospider
Adi-pure(r) lga adipic acidbiospider
Adilactettenbiospider
Adipatebiospider
Adipic aciddb_source
Adipinatebiospider
Adipinic acidbiospider
AdipinsaeureChEBI
Butane-1,4-dicarboxylic aciddb_source
e 355ChEBI
e-355ChEBI
E355db_source
FEMA 2011db_source
Hexan-1,6-dicarboxylatebiospider
Hexanedioatebiospider
Hexanedioc acidbiospider
Hexanedioic acid, sodium saltbiospider
INS no. 355ChEBI
Kyselina adipovaHMDB
Molten adipatebiospider
Molten adipic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility32.2 g/LALOGPS
logP0.13ALOGPS
logP0.49ChemAxon
logS-0.66ALOGPS
pKa (Strongest Acidic)3.92ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity32.74 m³·mol⁻¹ChemAxon
Polarizability14.24 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H10O4
IUPAC namehexanedioic acid
InChI IdentifierInChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)
InChI KeyInChIKey=WNLRTRBMVRJNCN-UHFFFAOYSA-N
Isomeric SMILESOC(=O)CCCCC(O)=O
Average Molecular Weight146
Monoisotopic Molecular Weight146
Classification
DescriptionThis compound 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
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 49.31%; H 6.90%; O 43.79%DFC
Melting PointMp 153° (149-150°)DFC
Boiling PointBp15 216°DFC
Experimental Water Solubility30.8 mg/mL at 34 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.08HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-03dj-0900000000-5378ec232b7bc8c84368View in MoNA
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-03di-2920000000-a4bb0f67851a49bcd19cView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0a6u-9000000000-36d8bc2f7d1a77a7b466View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03dm-0910000000-596aa8217b629d682b81View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-03dj-0900000000-5378ec232b7bc8c84368View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-03di-2920000000-a4bb0f67851a49bcd19cView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-03dj-0900000000-60ba84e1d479d88e3facView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fk9-9300000000-c0da1d9e52f67b1d7dbcView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dr-9620000000-9525dd4ed0f987b19a68View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-000x-3900000000-1c5a6a5287f8fd7736f1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-001i-9100000000-3e9496a6da881edd91e0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0uea-9500000000-edb5529010e4b88414c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (Unknown) , Positivesplash10-0a6u-9000000000-36d8bc2f7d1a77a7b466View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0002-0900000000-a1852cfc66b4feae9b18View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0ue9-6900000000-90e783cc3522f0ce7880View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-001i-9200000000-b5a64d560d8bc62d8d51View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-001i-9000000000-a96d5ee9551b944e4db8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-001i-9000000000-2e61b7d2a4dbc9867123View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-0900000000-a1852cfc66b4feae9b18View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0ue9-6900000000-90e783cc3522f0ce7880View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-9200000000-b5a64d560d8bc62d8d51View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-9000000000-a96d5ee9551b944e4db8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-9000000000-2e61b7d2a4dbc9867123View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-2900000000-983aa19fb3183a9bc5abView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004j-0900000000-ece39ae1f752cf2970f1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fba-5900000000-682fc79230e6f03bacfbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-66b61bf2c65c15bb7fedView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-ec5d2c95f1dac5349608View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-2900000000-27613c7de7a721350bb8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9100000000-78804e4122c63b62ca5bView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0f6x-9200000000-988f76bb42297a8d9d3bView in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID191
ChEMBL IDCHEMBL1157
KEGG Compound IDC06104
Pubchem Compound ID196
Pubchem Substance IDNot Available
ChEBI ID30832
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00448
CRC / DFC (Dictionary of Food Compounds) IDDFV47-H:DFV47-H
EAFUS ID64
Dr. Duke IDADIPIC-ACID
BIGG IDNot Available
KNApSAcK IDC00001178
HET ID0L1
Flavornet IDNot Available
GoodScent IDrw1001801
SuperScent IDNot Available
Wikipedia IDAdipic acid
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
acidulant64047 Any substance which is added to food to preserve or enhance its flavour and/or appearance.DUKE
irritantDUKE
perfumery48318 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
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).