D6152

Domoic acid

≥90% (HPLC)

• Fórmula empírica (notación de Hill): C₁₅H₂₁NO₆
• Número de CAS: 14277-97-5
• Peso molecular: 311.33
• Beilstein: 46376
• Número MDL: MFCD06795841
• Código UNSPSC: 12352202
• ID de la sustancia en PubChem: 24894006
• NACRES: NA.77

Propiedades

• Ensayo: ≥90% (HPLC)
• Formulario: powder
• temp. de almacenamiento: −20°C
• cadena SMILES: OC([C@H](C)/C=C/C=C([C@@H]1[C@H](CC(O)=O)[C@@H](C(O)=O)NC1)/C)=O
• 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
• Clave InChI: VZFRNCSOCOPNDB-AOKDLOFSSA-N
• Información sobre el gen: human ... GRIK1(2897)

Descripción

Descripción general

Domoic acid, a heterocyclic amino acid neurotoxin is synthesized by various marine algaes. It possess some structural similarity to kainic acid.[1]

Aplicación

Domoic acid has been used:

• as an excitatory neurotoxin to determine brain transcriptional response[2]
• to study its cytotoxic, genotoxic and immunotoxic effects on the marine mussel M. edulis[3]
• to study its neurobehavioral effects on mouse fetuses[4]

Acciones bioquímicas o fisiológicas

Domoic acid is a potent agonist at receptors for excitatory amino acids glutamate and kainate. It has highest affinity for AMPA/kainate receptor of any kainate agonist. It can causes excessive excitation of neurons leading to depletion of energy stores.

Domoic acid serves as an antihelminthic.[5] It is capable of binding and stimulating the kainic acid glutamate receptor in the central nervous system.[6]

Potent glutamate receptor and kainate receptor agonist.

Características y beneficios

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H302,H370
• Consejos de prudencia: P260 - P264 - P270 - P301 + P312 - P308 + P311 - P405
• Clasificaciones de peligro: Acute Tox. 4 Oral - STOT SE 1
• Órganos de actuación: Central nervous system
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves