Traumatic acid
Names | |
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IUPAC name
Dodec-2-enedioic acid | |
Other names
trans-Traumatic acid | |
Identifiers | |
6402-36-4 | |
ChEMBL | ChEMBL470062 |
Jmol-3D images | Image |
PubChem | 5283028 |
| |
Properties | |
C12H20O4 | |
Molar mass | 228.28 |
Melting point | 166 to 167 °C (331 to 333 °F; 439 to 440 K) |
Boiling point | 150 to 160 °C (302 to 320 °F; 423 to 433 K) at 0.001 mmHg |
Sparingly soluble | |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
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Infobox references | |
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-dodecenoic 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.