D6152

Domoic acid

≥90% (HPLC)

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

Propriedades

• Ensaio: ≥90% (HPLC)
• Formulário: powder
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• chave InChI: VZFRNCSOCOPNDB-AOKDLOFSSA-N
• Informações sobre genes: human ... GRIK1(2897)

Descrição

Descrição geral

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

Aplicação

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]

Ações bioquímicas/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 e benefícios

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.

Informações de segurança

• Pictogramas: GHS08,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H302,H370
• Declarações de precaução: P260 - P264 - P270 - P301 + P312 - P308 + P311 - P405
• Classificações de perigo: Acute Tox. 4 Oral - STOT SE 1
• Órgãos-alvo: Central nervous system
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Equipamento de proteção individual: dust mask type N95 (US), Eyeshields, Gloves