Molecular Details

DICL_CP_0313158 - (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid

Basic Molecular Information

Basic Information

DICL ID

DICL_CP_0313158

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
-2.7036 -1.4724 0.2085 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.4589 -1.2672 -0.6255 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0925 -2.260...

Download SDF File (2567 bytes)

Experimental Data

Activity Data

Target Ion Channel

Glutamate receptor ionotropic subunit kainate 5

Uniprot Accession Number

Q16478

Function

Agonist

Species

Homo sapiens (Human)

IC₅₀

N/A (Not available)

EC₅₀

N/A (Not available)

K_i

K_i: 177 nM

K_d

N/A (Not available)

Inhibition

N/A (Not available)

Experimental Conditions

pH 7.5

Holding Potential

Not specified

Temperature

4 °C

Test Method

Binding assay

Test Species

HEK293 cell (Homo sapiens embryonic kidney 293 cell)

Binding Information

Binding Site

Not specified

Binding Site Residue

Not specified

Disease Information

Related Disease

Not specified

References

DOI

10.1021/jm9702387

URL

N/A (Not available)

PMID

9357531

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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