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| CAS No.: | 14277-97-5 |
|---|---|
| Name: | DOMOIC ACID |
| Article Data: | 3 |
| Molecular Structure: | |
|
|
|
| Formula: | C15H21 N O6 |
| Molecular Weight: | 311.335 |
| Synonyms: | 3-Pyrrolidineaceticacid, 2-carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-, [2S-[2a,3b,4b(1Z,3E,5S*)]]-; 3-Pyrrolidineacetic acid,2-carboxy-4-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl]-, (2S,3S,4S)- (9CI);Domoic acid (6CI,7CI); (-)-Domoic acid; L-Domoic acid; NSC 288031 |
| Density: | 1.273 g/cm3 |
| Melting Point: | 228ºC |
| Boiling Point: | 607.2 °C at 760 mmHg |
| Flash Point: | 321 °C |
| Solubility: | methanol: 0.6 mg/mL，8mg/ml soluble in water. |
| Appearance: | White to off-white solid. |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/21/22 |
| Safety: | A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx. |
| PSA: | 123.93000 |
| LogP: | 1.30190 |
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Chemistry
Molecular Formula: C15H21NO6
Molar mass: 311.3303 g/mol
Density: 1.273 g/cm3
Flash Point: 321 °C
Index of Refraction: 1.544
Boiling Point: 607.2 °C at 760 mmHg
Vapour Pressure: 2.62E-16 mmHg at 25°C
Storage temp: -20°C
Solubility: Methanol: 0.6 mg/mL
Form: Solid
Color: White
Product categories of L-Domoic acid (CAS NO.14277-97-5): Algae Neurotransmitters;Ionotropic Glutamate Receptor Modulators;AMPA/Kainate AgonistsIon Channels;Cell Signaling and Neuroscience;Ligand-Gated Ion Channels;Toxins and Venoms;Excitatory Amino Acids;Glutamate receptor
Structure of L-Domoic acid (CAS NO.14277-97-5):
XLogP3-AA: -1.3
H-Bond Donor: 4
H-Bond Acceptor: 7
IUPAC Name: (2S,3S,4S)-3-(Carboxymethyl)-4-[(2Z,4E,6R)-7-hydroxy-6-methyl-7-oxohepta-2,4-dien-2-yl]pyrrolidine-2-carboxylicacid
Canonical SMILES: CC(C=CC=C(C)C1CNC(C1CC(=O)O)C(=O)O)C(=O)O
Isomeric SMILES: C[C@H](/C=C/C=C(/C)\[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O)C(=O)O
InChI: InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h3-5,9-11,13,16H,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b5-3+,8-4-/t9-,10+,11-,13+/m1/s1
InChIKey: VZFRNCSOCOPNDB-AOKDLOFSSA-N
History
In 1958, L-Domoic acid (CAS NO.14277-97-5) was originally isolated from the red alga called "doumoi" or "hanayanagi" in Japan. And "Doumoi" is used as an anthelmintic in Tokunoshima, Kagoshima. Domoic acid also can be produced by diatoms of the genus Pseudo-nitzschia.
Toxicity Data With Reference
| 1. | ipr-mus LD50:3600 µg/kg | TOXIA6 Toxicon. 28 (1990),501. |
Safety Profile
A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: 
Xn
Risk Statements:
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements:
S36/37:Wear suitable protective clothing and gloves.
Specification
L-Domoic acid ,its cas register number is 14277-97-5. It also can be called DA ; [2S-[2a,3b,4b(1Z,3E,5S*)]]-2-Carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineacetic Acid ; Domoate and Domoic acid .It is an amino acid associated with certain harmful algal blooms and is the neurotoxin which causes amnesic shellfish poisoning (ASP).
L-Domoic acid (CAS NO.14277-97-5) is a structural analog of kainic acid and proline. And it can bioaccumulate in marine organisms such as anchovies, shellfish, and sardines that feed on the phytoplankton known to produce this toxin. It can accumulate in high concentrations in the tissues of these plankton feeders when the toxic phytoplankton itself is high in concentration in the surrounding waters.