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ChemicalBook >> CAS DataBase List >>DOMOIC ACID

DOMOIC ACID

CAS No.
14277-97-5
Chemical Name:
DOMOIC ACID
Synonyms
C13732;Domoic;omoicaci;NSC 288031;DOMOIC ACID;L-Domic acid;(-)-Domic acid;DoMoic Acid-d3;(-)-DoMoic Acid-d3;Domoic acid, 100ppm
CBNumber:
CB2359498
Molecular Formula:
C15H21NO6
Molecular Weight:
311.33
MDL Number:
MFCD06795841
MOL File:
14277-97-5.mol
Last updated:2025-01-27 09:38:02

DOMOIC ACID Properties

Melting point 213-217℃
Boiling point 451.38°C (rough estimate)
Density 1.1800 (rough estimate)
refractive index 1.5130 (estimate)
storage temp. -20°C
solubility methanol: 0.6 mg/mL
pka 2.08±0.60(Predicted)
form solid
color white
optical activity -109.612 (H2O)
Water Solubility Soluble in water at 8mg/ml. Soluble in methanol at 0.6mg/ml.
Merck 13,3451
BRN 46376
Stability Light Sensitive
FDA UNII M02525818H
EPA Substance Registry System Domoic acid (14277-97-5)
UNSPSC Code 12352202
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H370
Precautionary statements  P260-P264-P270-P301+P312-P308+P311-P405
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36/37
WGK Germany  3
RTECS  UX9665100
Hazardous Substances Data 14277-97-5(Hazardous Substances Data)
Toxicity An excitory amino acid isolated from the red alga Chondria armata. A structural analog of kainic acid and domoic acid has been shown to be responsible for the shellfish poisoning associated with eating certain cultured blue mussels.

DOMOIC ACID price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D6152 Domoic acid ≥90% (HPLC) 14277-97-5 1mg $234 2023-01-07 Buy
Sigma-Aldrich D6152 Domoic acid ≥90% (HPLC) 14277-97-5 5mg $772 2023-01-07 Buy
Cayman Chemical 21433 Domoic Acid ≥98% 14277-97-5 500μg $99 2021-12-16 Buy
Cayman Chemical 21433 Domoic Acid ≥98% 14277-97-5 1mg $158 2021-12-16 Buy
Tocris 0269 Domoic acid ≥95%(HPLC) 14277-97-5 500U $197 2021-12-16 Buy
Product number Packaging Price Buy
D6152 1mg $234 Buy
D6152 5mg $772 Buy
21433 500μg $99 Buy
21433 1mg $158 Buy
0269 500U $197 Buy

DOMOIC ACID Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

Labelled Domoic Acid. Domoic Acid is an excitatory amino acid isolated from the red alga Chondria armata Okamura, Rhodomelaceae. Domoic acid shown to be responsible for amnesic shellfish poisoning ass ociated with ingestion of certain cultured blue mussels. Domoic Acid is a structural analog of Kainic acid (K135000).

Uses

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

Uses

Domoic Acid is an excitatory amino acid isolated from the red alga Chondria armata Okamura, Rhodomelaceae. Domoic acid shown to be responsible for amnesic shellfish poisoning associated with ingestion of certain cultured blue mussels. Domoic acid is a structural analog of Kainic acid (K135000). DA. EU regulated marine toxin.

Definition

ChEBI: A L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,4-dien-2-yl group at position 4. It is an analog of kainic acid and is the neurotoxin associated with the a nesic shellfish poisoning (ASP).

General Description

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

Biological Activity

More potent and possibly more selective than kainate at kainate receptors, as demonstrated in electrophysiological studies.

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.

Purification Methods

Domoic acid (~300 mg) is purifed on a Dowex1 column (3.5 x 40 mm, 200-400 mesh, acetate form), washed with H2O until neutral, then eluted with increasing concentrations of AcOH (8L) from 0 to 0.25M. The fraction containing domoic acid (in 50mL) is collected, evaporated to dryness under reduced pressure and recrystallised from aqueous EtOH. It is a glutamate and a Kainate receptor agonist. [Impellizzeri et al. Phytochemistry 14 1549 1975, Takemoto & Diago Arch Pharm 293 627 1960, Beilstein 22/4 V 371.]

DOMOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 89)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21631 55
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32159 58
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Shanghai Acmec Biochemical Technology Co., Ltd. 		+86-18621343501; +undefined18621343501 product@acmec-e.com China 33338 58
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15839 69
Wuhan Chemwish Technology Co., Ltd 86-027-67849912 sales@chemwish.com China 35896 56
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32321 50
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4674 55

View Lastest Price from DOMOIC ACID manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Domoic acid pictures 2024-10-24 Domoic acid
14277-97-5
 US $0.00 / mg 10g TargetMol Chemicals Inc.
  • Domoic acid pictures
  • Domoic acid
    14277-97-5
  • US $0.00 / mg
  • TargetMol Chemicals Inc.
(2S-(2-alpha,3-beta,4-beta(1Z,3E,5S*)))-2-Carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineacetic acid (-)-Domic acid (2S)-2α-Carboxy-4β-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl]-3β-pyrrolidineacetic acid L-Domic acid 3-Pyrrolidineacetic acid, 2-carboxy-4-(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl- C13732 (2S,3S,4S)-2-Carboxy-4-[(1Z,3E,5R)-5-carboxy-1-Methyl-1,3-hexadien-1-yl]-3-pyrrolidineacetic Acid NSC 288031 (-)-DoMoic Acid-d3 (2S,3S,4S)-2-Carboxy-4-[(1Z,3E,5R)-5-carboxy-1-Methyl-1,3-hexadien-1-yl]-3-pyrrolidineacetic Acid-d3 DoMoic Acid-d3 2-carboxy-4-(5-carboxy-1-methyl-1,3-hexadienyl)-3-pyrrolidineaceticaci(2s DOMOIC ACID DOMOIC ACID, MYTILUS EDULIS 3-beta,4-beta(1z,3e,5s*)))--(2-alph 2S-[2ALPHA, 3BETA, 4BETA (1Z, 3E, 5R)]-2-CARBOXY-4-(5-CARBOXY-1-METHYL-1,3-HEXADIENYL)-3-PYRROLIDINEACETIC ACID (2S,3S,4R,5'R)-2-CARBOXY-4-(5'-CARBOXY-1'-METHYL-1Z,3E-HEXADIENYL)-3-PYRROLIDINEACETIC ACID Domoic 3-Pyrrolidineacetic acid, 2-carboxy-4-(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadienyl-, (2S,3S,4S)- AMNESICSHELLFISHPOISON AMNESICSHELLFISHPOISONING DOMOICACID=DOMOINSRE 14277-97-5 DOMOIC ACID omoicaci Myticus edulis, homogenized (Domoic acid) Domoic acid, 100ppm 3-Pyrrolidineacetic acid, 2-carboxy-4-[(1Z,3E,5R)-5-carboxy-1-methyl-1,3-hexadien-1-yl]-, (2S,3S,4S)- Domoic Acid, Mytilus edulis - CAS 14277-97-5 - Calbiochem (2S,3S,4S)-4-[(2Z,4E,6R)-6-carboxyhepta-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid Domoic acid in ACN/H2O Myticus edulis, homogenized (Domoic acid) in mussel homogenate Buprenorphine Impurity 23 14277-97-5 Biochemicals and Reagents BioChemical Amino Acids and Peptides A - H Cell Signaling and Neuroscience Cell Biology Ligand-Gated Ion Channels Modified Amino Acids Ion Channels Ionotropic Glutamate Receptor Modulators Amino Acids & Derivatives Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Glutamate receptor AlgaeNeurotransmitters AMPA/Kainate AgonistsIon Channels Ionotropic Glutamate Receptor Modulators Cell Signaling and Neuroscience Excitatory Amino Acids Ligand-Gated Ion Channels Toxins and Venoms