D6152
Domoic acid
≥90% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C15H21NO6
CAS Number:
Molecular Weight:
311.33
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
46376
Assay:
≥90% (HPLC)
Form:
powder
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)
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 serves as an antihelminthic. It is capable of binding and stimulating the kainic acid glutamate receptor in the central nervous system.
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.
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - STOT SE 1
target_organs
Central nervous system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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