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D6152

Domoic acid

Name: Domoic acid
Brand: SIGMA

≥90% (HPLC)

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):

C₁₅H₂₁NO₆

Numer CAS:

14277-97-5

Masa cząsteczkowa:

311.33

UNSPSC Code:

12352202

NACRES:

NA.77

PubChem Substance ID:

24894006

MDL number:

MFCD06795841

Beilstein/REAXYS Number:

46376

Assay:

≥90% (HPLC)

Form:

powder

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Właściwości

assay

≥90% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

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

InChI key

VZFRNCSOCOPNDB-AOKDLOFSSA-N

Gene Information

human ... GRIK1(2897)

Opis

General description

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

Application

Domoic acid has been used:

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

Biochem/physiol Actions

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.

Potent glutamate receptor and kainate receptor agonist.

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

Features and Benefits

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.

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