CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Colorless solid; [HSDB] White powder; [MSDSonline] |
|---|---|
| Color/Form | Colorless crystal needles |
| Solubility | Soluble in water (8 mg/mL) |
| Density | 1.27 g/cu cm /Predicted/ |
| Stability/Shelf Life | Stable under recommended storage conditions. |
| Decomposition | When heated to decomposition it emits toxic vapors of /nitrogen oxides/. |
| Refractive Index | Index of refraction = 1.55 /Predicted/ |
| Dissociation Constants | pKa1: 1.85 (carboxylic acid), pKa2: 4.47 (carboxylic acid), pKa3: 4.75 (carboxylic acid), pKa4: 10.60 (amino group) at 20 °C |
| Other Experimental Properties | Domoic acid is an excitatory amino acid containing the structure of glutamic acid and resembling kainic acid. Three geometric isomers of domoic acid have been described; they are isodomoic acids D, E, and F. They have little biological activity compared to domoic acid. |
| Chemical Classes | Biological Agents -> Seafood Toxins |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Exclamation Mark Irritant GHS07  Health Hazard GHS08 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H370:Specific target organ toxicity, single exposure |
| Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P405:Store locked up. |
COMPUTED DESCRIPTORS
| Molecular Weight | 311.33 g/mol |
|---|---|
| XLogP3 | -1.3 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 7 |
| Exact Mass | 311.13688739 g/mol |
| Monoisotopic Mass | 311.13688739 g/mol |
| Topological Polar Surface Area | 124 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 510 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Domoic acid is an L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,4-dien-2-yl group at position 4. It is produced by the diatomic algal Pseudo-nitzschia. It is an analogue of kainic acid and a neurotoxin which causes amnesic shellfish poisoning (ASP). It has a role as a neurotoxin, a marine metabolite, a hapten, a neuromuscular agent and an algal metabolite. It is a pyrrolidinecarboxylic acid, a tricarboxylic acid, a L-proline derivative and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a domoate(2-).