Record Information
Version1.0
Creation Date2016-05-25 18:37:07 UTC
Update Date2016-11-09 01:17:31 UTC
Accession NumberCHEM022485
Identification
Common NameTraumatic acid
ClassSmall Molecule
DescriptionA monounsaturated straight-chain dicarboxylic acid with the double bond at C-2; a plant wound-healing hormone.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
(2E)-Dodecenedioic acidChEBI
2E-Dodecenedioic acidChEBI
Dodec-2-enedioic acidChEBI
trans-2-Dodecenedioic acidChEBI
(2E)-DodecenedioateGenerator
2E-DodecenedioateGenerator
Dodec-2-enedioateGenerator
trans-2-DodecenedioateGenerator
TraumatateGenerator
(Z)-2-DodecenedioateHMDB
(Z)-2-Dodecenedioic acidHMDB
1-Decene-1,10-dicarboxylic acidHMDB
2-DodecendioateHMDB
2-Dodecendioic acidHMDB
2-DodecenedioateHMDB
2-Dodecenedioic acidHMDB
Dodec-2C-enedioateHMDB
Dodec-2C-enedioic acidHMDB
Dodec-2t-enedioateHMDB
Dodec-2t-enedioic acidHMDB
DodecanedioateHMDB
Dodecanedioic acidHMDB
Dodecanedioic acid-2-eneHMDB
trans-TraumatateHMDB
trans-Traumatic acidHMDB
2-Dodecene-1,12-dicarboxylic acidHMDB
Chemical FormulaC12H20O4
Average Molecular Mass228.285 g/mol
Monoisotopic Mass228.136 g/mol
CAS Registry Number6402-36-4
IUPAC Name(2E)-dodec-2-enedioic acid
Traditional Nametraumatic acid
SMILESOC(=O)CCCCCCCC\C=C\C(O)=O
InChI IdentifierInChI=1S/C12H20O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h7,9H,1-6,8,10H2,(H,13,14)(H,15,16)/b9-7+
InChI KeyMAZWDMBCPDUFDJ-VQHVLOKHSA-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
  • Unsaturated 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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.18 g/LALOGPS
logP2.96ALOGPS
logP3.16ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)4.72ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity61.44 m³·mol⁻¹ChemAxon
Polarizability26.06 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0159-5900000000-68484d0dfe58678792f6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00ei-5690000000-d4e9dc447f5e9cb32627Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-000i-0390000000-fbdef4f440546733d6ffSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-0ars-8940000000-030825564cd79acdb5d1Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-0a4i-8900000000-f51c2f9058d1c10dd143Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-0390000000-2a8c785591aec8fbb5a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-040r-1940000000-63519f2dee20f2bb486eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059l-9400000000-efca9114ed7b26dac71cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0190000000-07c0b0dbe35c52bd096aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-056r-0390000000-4887cde057ee3c2d60aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9410000000-5f7fb26b05524072cccbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03fr-2790000000-6a9dfdfdc43b0043ae3cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0aba-9200000000-bee5de3ec350f5d43097Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9200000000-6ae6163d2fc55c7e8485Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0190000000-1996bc83b0b363681936Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0690000000-a5211c27585596869352Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052g-9500000000-a09d1e00399ea0525370Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0000933
FooDB IDFDB006541
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID5882
PDB IDNot Available
Wikipedia LinkTraumatic acid
Chemspider ID4446155
ChEBI ID545687
PubChem Compound ID5283028
Kegg Compound IDC16308
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11978597
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16588378
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17791417
4. Dupont, G.; Dulou, R.; Quantin, P. Polycarboxylic acids and their derivatives. (1952), FR 1018186 19521229 CAN 52:6571 AN 1958:6571