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Kynurenic acid

Kynurenic acid structure

CAS No:
492-27-3
Formula:
C10H7NO3
Chemical Name:
Kynurenic acid
Synonyms:
2-Quinolinecarboxylic acid,4-hydroxy-;Quinaldic acid,4-hydroxy-;4-Hydroxy-2-quinolinecarboxylic acid;4-Hydroxyquinaldic acid;4-Hydroxyquinoline-2-carboxylic acid;Kynurenic acid;Quinurenic acid;4-Hydroxyquinaldinic acid;2-Carboxy-4-hydroxyquinoline;NSC 58973
Categories:
Biochemical Engineering > Amino Acids and Derivatives

Description

Kynurenic acid, an endogenous tryptophan metabolite, is a broad-spectrum antagonist targeting NMDA, glutamate, α7 nicotinic acetylcholine receptor. Kynurenic acid is also a selective ligand of the GPR35 receptor.

Solid

Kynurenic acid is a quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4. It has a role as a G-protein-coupled receptor agonist, a NMDA receptor antagonist, a nicotinic antagonist, a neuroprotective agent, a human metabolite and a Saccharomyces cerevisiae metabolite. It is a monohydroxyquinoline and a quinolinemonocarboxylic acid. It is a conjugate acid of a kynurenate.|Kynurenic Acid is under investigation in clinical trial NCT02340325 (FS2 Safety and Tolerability Study in Healthy Volunteers).|A broad-spectrum excitatory amino acid antagonist used as a research tool.

Kynurenic acid Basic Attributes

Molecular Weight：

189.17

Exact Mass：

189.17

EC Number：

207-751-5

UNII：

H030S2S85J

NSC Number：

58973

DSSTox ID：

DTXSID8075417

Characteristics

PSA：

66.4

XLogP3：

1.3

Appearance：

Solid

Density：

1.4±0.1 g/cm3

Melting Point：

282.5 °C

Boiling Point：

358.4°C at 760 mmHg

Flash Point：

170.5±27.9 °C

Refractive Index：

1.639

Water Solubility：

8.92g/L(100 ºC)

Storage Conditions：

Store at RT

Vapor Pressure：

1.31E-11mmHg at 25°C

Collision Cross Section：

137 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|149.51 Å² [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|140.99 Å² [M+H]+ [CCS Type: DT, Method: stepped-field]|154.12 Å² [M+Na]+ [CCS Type: DT, Method: stepped-field]|137.3 Å² [M-H]- [CCS Type: DT, Method: stepped-field]|136.7 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|151.1 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|133.9 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|135.3 Å² [M-H]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36

RTECS Number：

UZ9300000

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH：

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)

MeSH Entry Terms：

Acid, Kynurenic

Kynurenic acid Use and Manufacturing

An antagonist of NMDA and AMPA/kainate receptors

Computed Properties

Molecular Weight:189.17
XLogP3:1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:189.042593085
Monoisotopic Mass:189.042593085
Topological Polar Surface Area:66.4
Heavy Atom Count:14
Complexity:309
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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4-Hydroxyquinoline-2-carboxylic acid

CAS No.: 492-27-3

Content: 99.00%

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Guide of Kynurenic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
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