Dihydrokainic acid

Dihydrokainic acid
Names
IUPAC name
(3S,4R)-3-(Carboxymethyl)-4-isopropyl-L-proline
Systematic IUPAC name
(2S,3S,4R)-3-(2-Hydroxy-2-oxoethyl)-4-(propan-2-yl)pyrrolidine-2-carboxylic acid
Other names
Dihydrokainate; DHK
Identifiers
CAS Number
  • 52497-36-6 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
84942
ChEBI
  • CHEBI:43562
ChEMBL
  • ChEMBL279561
ChemSpider
  • 97018
PubChem CID
  • 107883
UNII
  • MQ4LMC2HN5 checkY
InChI
  • InChI=1S/C10H17NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h5-7,9,11H,3-4H2,1-2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1
    Key: JQPDCKOQOOQUSC-OOZYFLPDSA-N
  • CC(C)[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O
Properties
Chemical formula
C10H17NO4
Molar mass 215.249 g·mol−1
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Warning
Hazard statements
H302, H312, H332
Precautionary statements
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Dihydrokainic acid is an organic compound that contains two carboxylic acid functional groups, making it a dicarboxylic acid. It is an inhibitor of the GLT-1 glutamate transporter.[1]

See also

References

  1. ^ Kawahara, K; Hosoya, R; Sato, H; Tanaka, M; Nakajima, T; Iwabuchi, S (2002). "Selective blockade of astrocytic glutamate transporter GLT-1 with dihydrokainate prevents neuronal death during ouabain treatment of astrocyte/neuron cocultures". Glia. 40 (3): 337–49. doi:10.1002/glia.10133. hdl:2115/5937. PMID 12420313. S2CID 14246291.


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Transporter
EAATsTooltip Excitatory amino acid transporters
vGluTsTooltip Vesicular glutamate transporters
Enzyme
GAHTooltip Glutamine aminohydrolase (glutaminase)
  • BPTES
  • CB-839
  • DON
ASTTooltip Aspartate aminotransferase
  • 2-Amino-3-butenoic acid
  • AAOA
  • AMB
  • β-DL-Methylene-aspartate
  • Hydrazinosuccinate
ALTTooltip Alanine aminotransferase
  • β-Chloro-L-alanine
  • L-Cycloserine
  • Propargylglycine
GDHTooltip Glutamate dehydrogenase
GSTooltip Glutamine synthetase
GADTooltip Glutamate decarboxylase
See also: Receptor/signaling modulators • Ionotropic glutamate receptor modulators • Metabotropic glutamate receptor modulators • GABA metabolism and transport modulators
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