Molecular Details

DICL_CP_0313125 - (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0313125

PubChem CID

10255

Molecular Formula

C₁₀H₁₅NO₄

Molecular Weight

213.233 g/mol

Synonyms/Alias

[kainic acid; 487-79-6; Digenin; Digenic acid; Helminal; Kainate; L-alpha-Kainic acid; alpha-Kainic acid; Digensaeure; Kainsaeure; Acidum kainicum; Acide kainique; Acido kainico; (2S;3S;4S)-3-(Carboxy...[kainic acid; 487-79-6; Digenin; Digenic acid; Helminal; Kainate; L-alpha-Kainic acid; alpha-Kainic acid; Digensaeure; Kainsaeure; Acidum kainicum; Acide kainique; Acido kainico; (2S;3S;4S)-3-(Carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid; alpha- Kainic acid; 3-Pyrrolidineacetic acid; 2-carboxy-4-(1-methylethenyl)-; (2S;3S;4S)-; CHEMBL275040; SIV03811UC; DTXSID7040526; CHEBI:31746; 2-Carboxy-4-isopropenyl-3-pyrrolidineacetic acid; 3-Pyrrolidineacetic acid; 2-carboxy-4-isopropenyl-; NSC136038; NSC-759587; 3-(Carboxymethyl)-4-isopropenylproline; NCGC00024504-05; (3S;4R)-3-(carboxymethyl)-4-(prop-1-en-2-yl)-L-proline; 2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine; (2S;3S;4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid; NSC 136038; (2S-(2alpha;3beta;4beta))-2-carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid; (-)-A-KAINIC ACID; DTXCID5020526; (3S;4S)-3-(carboxymethyl)-4-prop-1-en-2-yl-L-proline; Kainic acid [INN:JAN]; 4071-38-9; CAS-487-79-6; Acide kainique [INN-French]; Acido kainico [INN-Spanish]; Acidum kainicum [INN-Latin]; SR-01000075454; BRN 0086660; UNII-SIV03811UC; kainic-acid; NSC-136038; KAI; 1p1n; KAINIC ACID [MI]; Biomol-NT_000217; KAINIC ACID [INN]; UPCMLD-DP146; 3-Pyrrolidineacetic acid; 2-carboxy-4-(1-methylethenyl)-; (2S-(2alpha;3beta;4beta))-; Lopac0_000656; SCHEMBL15777; 4-22-00-01523 (Beilstein Handbook Reference); MLS001074661; KAINIC ACID [WHO-DD]; BPBio1_001306; (-)-(.alpha.)-Kainic Acid; UPCMLD-DP146:001; UPCMLD-DP146:002; HMS2233K05; HMS3262C13; HMS3266C11; HMS3411A21; HMS3675A21; EX-A8001; HY-N2309; Tox21_110905; Tox21_500656; (2S;3S;4S)-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid; BDBM50002369; HB0355; Kainic Acid - CAS 487-79-6; AKOS024456995; Tox21_110905_1; CCG-204742; LP00656; SDCCGSBI-0050635.P002; 3-Pyrrolidineacetic acid; 2-carboxy-4-(1-methylethenyl)-; (2S-(2-alpha;3-beta;4-beta))-; NCGC00024504-02; NCGC00024504-03; NCGC00024504-04; NCGC00024504-06; NCGC00024504-07; NCGC00024504-08; NCGC00024504-09; NCGC00024504-15; NCGC00261341-01; SMR000471885; CS-0020451; EU-0100656; NS00075498; K 0250; Q390239; SR-01000597728; SR-01000075454-1; SR-01000075454-5; SR-01000075454-6; SR-01000075454-7; SR-01000597728-1; rel-(3R;4R)-3-(carboxymethyl)-4-isopropenyl-D-proline; 2S-CARBOXY-4S-(1-METHYLETHENYL)-3S-PYRROLDINEACETIC ACID; L-proline; 3-(carboxymethyl)-4-(1-methylethenyl)-; (3S;4S)-; (2S;3S;4S)-3-(Carboxymethyl)-4-Prop-1-En-2-yl-Pyrrolidine-2-Carboxylicacid; (2S-(2.ALPHA.;3.BETA.;4.BETA.))-2-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID; InChI=1/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7;9;11H;1;3-4H2;2H3;(H;12;13)(H;14;15)/t6-;7+;9-/m0/s]

InChI Key

VLSMHEGGTFMBBZ-OOZYFLPDSA-N

InChI

InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/...

IUPAC Name

(2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid

CAS Number

14277-97-5

Structure Information

Chemical Structure Visualization

SMILES Notation

2D Molecular Drawing

Carbon (C)

Hydrogen (H)

Oxygen (O)

Nitrogen (N)

Sulfur (S)

SDF

30 30 0 0 0 0 0 0 0 0999 V2000
-2.7664 0.4710 0.7000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.3484 0.4516 1.2238 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0384 1.192...

Download SDF File (2567 bytes)

Experimental Data

Activity Data

Target Ion Channel

Glutamate receptor ionotropic subunit kainate 4

Uniprot Accession Number

Q16099

Function

Antagonist

Species

Homo sapiens (Human)

IC₅₀

N/A (Not available)

EC₅₀

N/A (Not available)

K_i

K_i: 2.29 nM

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.5

Holding Potential

Not specified

Temperature

5 °C

Test Method

Binding assay ([3H] Kainate)

Test Species

CHO cell (Chinese hamster ovary cell)

Binding Information

Binding Site

Extracellular domain

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1046/j.1471-4159.1994.62010001.x

URL

N/A (Not available)

PMID

8263508

Patent

N/A (Not available)

Computed Properties

Heavy Atom Count

Rotatable Bonds

logP

0.326

Complexity

53.4733

TPSA (Å²)

86.63

H-Bond Donors

H-Bond Acceptors

Ring Count

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