D6152

Domoic acid

≥90% (HPLC)

• Formule empirique (notation de Hill): C₁₅H₂₁NO₆
• Numéro CAS: 14277-97-5
• Poids moléculaire : 311.33
• Beilstein: 46376
• Numéro MDL: MFCD06795841
• Code UNSPSC : 12352202
• ID de substance PubChem : 24894006
• Nomenclature NACRES : NA.77

Propriétés

• Essai: ≥90% (HPLC)
• Forme: powder
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: VZFRNCSOCOPNDB-AOKDLOFSSA-N
• Informations sur le gène: human ... GRIK1(2897)

Description

Description générale

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

Application

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]

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H370
• Conseils de prudence: P260 - P264 - P270 - P301 + P312 - P308 + P311 - P405
• Classification des risques: Acute Tox. 4 Oral - STOT SE 1
• Organes cibles: Central nervous system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves