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Human Metabolome Database Version 3.5

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Showing metabocard for Traumatic acid (HMDB00933)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:09:37 -0700
HMDB ID HMDB00933
Secondary Accession Numbers None
Metabolite Identification
Common Name Traumatic acid
Description Traumatic acid is a monounsaturated dicarboxylic acid naturally ocurring in plants. The compound was first isolated from wounded bean plants by American chemists James English Jr. and James Frederick Bonner and Dutch scientist Aire Jan Haagen-Smit in 1939. Traumatic acid is a potent wound healing agent in plants ("wound hormone") that stimulates cell division near a trauma site to form a protective callus and to heal the damaged tissue. It may also act as a growth hormone, especially in inferior plants (e.g. algae). Traumatic acid is biosynthesized in plants by non-enzimatic oxidation of traumatin (12-oxo-trans-10-dodecanoic acid), another wound hormone. At normal conditions, traumatic acid is a solid, crystalized, water insoluble substance.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (Z)-2-dodecenedioate
  2. (Z)-2-dodecenedioic acid
  3. 1-Decene-1,10-dicarboxylic acid
  4. 2-Dodecendioate
  5. 2-Dodecendioic acid
  6. 2-Dodecenedioate
  7. 2-Dodecenedioic acid
  8. 2E-Dodecenedioate
  9. 2E-Dodecenedioic acid
  10. Dodec-2-enedioate
  11. Dodec-2-enedioic acid
  12. Dodec-2c-enedioate
  13. Dodec-2c-enedioic acid
  14. Dodec-2t-enedioate
  15. Dodec-2t-enedioic acid
  16. Dodecanedioate
  17. Dodecanedioic acid
  18. Dodecanedioic acid-2-ene
  19. trans-2-Dodecenedioate
  20. trans-2-Dodecenedioic acid
  21. Trans-traumatate
  22. Trans-traumatic acid
  23. Traumatate
Chemical Formula C12H20O4
Average Molecular Weight 228.2848
Monoisotopic Molecular Weight 228.136159128
IUPAC Name (2E)-dodec-2-enedioic acid
Traditional IUPAC Name traumatic acid
CAS Registry Number 6402-36-4
SMILES OC(=O)CCCCCCCC\C=C\C(O)=O
InChI Identifier InChI=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 Key MAZWDMBCPDUFDJ-VQHVLOKHSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Acids and Conjugates
Sub Class Unsaturated Fatty Acids
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Dicarboxylic Acids and Derivatives
  • Dicarboxylic acids(Lipidmaps)
  • Organic Compounds
  • dicarboxylic acid(ChEBI)
Substituents
  • Acyclic Alkene
  • Allyl Alcohol
  • Carboxylic Acid
  • Enone
Direct Parent Unsaturated Fatty Acids
Ontology
Status Detected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 165.5 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.18 g/L ALOGPS
LogP 2.96 ALOGPS
LogP 3.16 ChemAxon
LogS -3.11 ALOGPS
pKa (strongest acidic) 4.72 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 74.6 A2 ChemAxon
Rotatable Bond Count 10 ChemAxon
Refractivity 61.44 ChemAxon
Polarizability 26.06 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations
  • Blood
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Expected and not Quantified
Not Applicable Not Available Not Available Normal Inferred from detection in urine
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Comments
Urine Detected and not Quantified
Article_icon
Not Applicable Not Available Not Available Not specified Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022323
KNApSAcK ID Not Available
Chemspider ID 4446155 Link_out
KEGG Compound ID C16308 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Traumatic acid Link_out
NuGOwiki Link HMDB00933 Link_out
Metagene Link HMDB00933 Link_out
METLIN ID 5882 Link_out
PubChem Compound 5283028 Link_out
PDB ID Not Available
ChEBI ID 545687 Link_out
References
Synthesis Reference Dupont, G.; Dulou, R.; Quantin, P. Polycarboxylic acids and their derivatives. (1952), FR 1018186 19521229 CAN 52:6571 AN 1958:6571
Material Safety Data Sheet (MSDS) Download (PDF)
General References Not Available