Traumatic acid
From Wikipedia, the free encyclopedia
| Traumatic acid[1] | |
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| IUPAC name | Dodec-2-enedioic acid |
| Other names | trans-Traumatic acid |
| Identifiers | |
| CAS number | [6402-36-4] |
| PubChem | |
| SMILES | O=C(O)/C=C/CCCCCCCCC(O)=O |
| Properties | |
| Molecular formula | C12H20O4 |
| Molar mass | 228.28 |
| Melting point |
166-167 °C |
| Boiling point |
150-160 °C at 0.001 mmHg |
| Solubility in water | Sparingly soluble |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Traumatic acid is a monounsaturated dicarboxylic acid naturally occurring in plants. The compound was first isolated from wounded bean plants by American chemists James English Jr. and James Frederick Bonner and Dutch scientist Arie Jan Haagen-Smit in 1939.[2] 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-enzymatic oxidation of traumatin (12-oxo-trans-10-dodecanoic acid), another wound hormone.
At normal conditions, traumatic acid is a solid, crystalline, water insoluble substance.
Traumatic acid is used as an intermediate in prostaglandin synthesis. It is also a constituent of some pharmaceutical products, such as the odontostomatologic gel Restomyl, due to its mucosal re-epithelialization activity.
