CAS 14277-97-5|Domoic acid

Introduction：Basic information about CAS 14277-97-5|Domoic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Domoic acid BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles53
7. Synonyms

Common Name	Domoic acid
CAS Number	14277-97-5	Molecular Weight	311.330
Density	1.3±0.1 g/cm3	Boiling Point	607.2±55.0 °C at 760 mmHg
Molecular Formula	C₁₅H₂₁NO₆	Melting Point	228ºC
MSDS	ChineseUSA	Flash Point	321.0±31.5 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	domoic acid
Synonym	More Synonyms

Domoic acid BiologicalActivity

Description	Domoic acid ((-)-Domoic acid; L-Domoic acid) is an excitatory neurotransmitter isolated from a form of marine vegetation, Nitzschia pungens[1]. Domoic acid produces neurotoxic effect through activating kainate receptor[2].
Related Catalog	Signaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluR
References	[1]. T M Perl, et al. An outbreak of toxic encephalopathy caused by eating mussels contaminated with domoic acid. N Engl J Med. 1990 Jun 21;322(25):1775-80. [2]. G Debonnel, et al. Domoic acid, the alleged "mussel toxin," might produce its neurotoxic effect through kainate receptor activation: an electrophysiological study in the dorsal hippocampus. Can J Physiol Pharmacol. 1989 Jan;67(1):29-33.

Description

Domoic acid ((-)-Domoic acid; L-Domoic acid) is an excitatory neurotransmitter isolated from a form of marine vegetation, Nitzschia pungens[1]. Domoic acid produces neurotoxic effect through activating kainate receptor[2].

Related Catalog

Signaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluR

References

[1]. T M Perl, et al. An outbreak of toxic encephalopathy caused by eating mussels contaminated with domoic acid. N Engl J Med. 1990 Jun 21;322(25):1775-80.

[2]. G Debonnel, et al. Domoic acid, the alleged "mussel toxin," might produce its neurotoxic effect through kainate receptor activation: an electrophysiological study in the dorsal hippocampus. Can J Physiol Pharmacol. 1989 Jan;67(1):29-33.

Chemical & Physical Properties

Density	1.3±0.1 g/cm3
Boiling Point	607.2±55.0 °C at 760 mmHg
Melting Point	228ºC
Molecular Formula	C₁₅H₂₁NO₆
Molecular Weight	311.330
Flash Point	321.0±31.5 °C
Exact Mass	311.136902
PSA	123.93000
LogP	0.61
Vapour Pressure	0.0±3.7 mmHg at 25°C
Index of Refraction	1.545
InChIKey	VZFRNCSOCOPNDB-AOKDLOFSSA-N
SMILES	CC(=CC=CC(C)C(=O)O)C1CNC(C(=O)O)C1CC(=O)O

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UX9665100

CHEMICAL NAME :: 3-Pyrrolidineacetic acid, 2-carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-, (2S-(2-alpha,3- beta,4-beta(1Z,3E,5S*)))-

CAS REGISTRY NUMBER :: 14277-97-5

LAST UPDATED :: 199706

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H21-N-O6

MOLECULAR WEIGHT :: 311.37

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: 28,501,1990 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 320 mg/kg/9W-I

TOXIC EFFECTS :: Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 34,525,1996

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H312-H332
Precautionary Statements	P280
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn: Harmful;
Risk Phrases	R20/21/22
RIDADR	UX9665100
RTECS	UX9665100

Articles53

Metal-organic framework UiO-66 modified magnetite@silica core-shell magnetic microspheres for magnetic solid-phase extraction of domoic acid from shellfish samples.

J. Chromatogr. A. 1400 , 10-8, (2015)

Fe3O4@SiO2@UiO-66 core-shell magnetic microspheres were synthesized and characterized by transmission electron microscopy, scanning electron microscopy, X-ray diffraction, Fourier transform infrared s...

The prostaglandin EP1 receptor potentiates kainate receptor activation via a protein kinase C pathway and exacerbates status epilepticus.

Neurobiol. Dis. 70 , 74-89, (2014)

Prostaglandin E2 (PGE2) regulates membrane excitability, synaptic transmission, plasticity, and neuronal survival. The consequences of PGE2 release following seizures has been the subject of much stud...

Ursolic acid improves domoic acid-induced cognitive deficits in mice.

Toxicol. Appl. Pharmacol. 271(2) , 127-36, (2013)

Our previous findings suggest that mitochondrial dysfunction is the mechanism underlying cognitive deficits induced by domoic acid (DA). Ursolic acid (UA), a natural triterpenoid compound, possesses m...

Synonyms

(3S,4S)-4-[(2Z,4E,6R)-6-Carboxyhepta-2,4-dien-2-yl]-3-(carboxymethyl)-L-proline

L-Proline, 3-(carboxymethyl)-4-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadien-1-yl]-, (3S,4S)-

Domoic acid,(2S,3S,4R,5'R)-2-Carboxy-4-(5'-carboxy-1'-methyl-1Z,3E-hexadienyl)-3-pyrrolidineaceticacid

[2S-[2a,3b,4b(1Z,3E,5S*)]]-2-Carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineacetic Acid

Domoic acid

MFCD00040640

L-Domoic acid

(3S,4S)-4-[(2Z,4E,6R)-6-Carboxy-2,4-heptadien-2-yl]-3-(carboxymethyl)-L-proline

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