ACPD

ACPD
	Stereo, skeletal formula of ACPD ((1S,3S)-1-amino,-1,3-dicarboxylic acid)
Names
	Preferred IUPAC name 1-Aminocyclopentane-1,3-dicarboxylic acid
Identifiers
CAS Number	39026-63-6 ; 56827-69-1 (1R,3S) ; 111900-32-4 (1S,3R) ;
3D model (JSmol)	Interactive image;
Abbreviations	ACPD
ChEMBL	ChEMBL168278 ;
ChemSpider	1270 ; 201559 (1R,3R) ; 66220 (1R,3S) ; 94574 (1S,3R) ; 5036967 (1S,3S) ;
MeSH	1-amino-1,3-dicarboxycyclopentane
PubChem CID	1310; 44381972 (1S); 231345 (1R,3R); 73537 (1R,3S); 104766 (1S,3R); 6604704 (1S,3S);
RTECS number	GY4060000 (1S,3R);
CompTox Dashboard (EPA)	DTXSID701272273 ;
	InChI InChI=1S/C7H11NO4/c8-7(6(11)12)2-1-4(3-7)5(9)10/h4H,1-3,8H2,(H,9,10)(H,11,12) Key: YFYNOWXBIBKGHB-UHFFFAOYSA-N ;
	SMILES NC1(CCC(C1)C(O)=O)C(O)=O;
Properties
Chemical formula	C7H11NO4
Molar mass	173.168 g·mol−1
Appearance	White crystals
Solubility in water	20 g dm−3
Solubility in ethanol	240 mg dm−3
log P	−0.709
Acidity (pKa)	2.112
Basicity (pKb)	11.885
Isoelectric point	2.84
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H332, H335
Precautionary statements	P261, P280, P305+P351+P338
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

1-Amino-1,3-dicarboxycyclopentane (ACPD) is a chemical compound that binds to the metabotropic glutamate receptor (mGluR),^[2] acting as a mGluR agonist. ACPD is a rigid analogue of the neurotransmitter glutamate and does not activate ionotropic glutamate receptors.^[3] However, it has been reported to be an agonist of the glycine site of the NMDA receptor.^{[citation needed]} ACPD can induce convulsions in neonatal rats.^[4]

References

^ "1-amino-1,3-dicarboxycyclopentane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 15 October 2011.
^ Schoepp DD, True RA (September 1992). "1S,3R-ACPD-sensitive (metabotropic) [³H]glutamate receptor binding in membranes". Neurosci. Lett. 145 (1): 100–4. doi:10.1016/0304-3940(92)90213-Q. PMID 1461560. S2CID 34921347.
^ Manzoni O, Fagni L, Pin JP, Rassendren F, Poulat F, Sladeczek F, Bockaert J (July 1990). "(trans)-1-amino-cyclopentyl-1,3-dicarboxylate stimulates quisqualate phosphoinositide-coupled receptors but not ionotropic glutamate receptors in striatal neurons and Xenopus oocytes". Mol. Pharmacol. 38 (1): 1–6. PMID 2164627.
^ McDonald JW, Fix AS, Tizzano JP, Schoepp DD (October 1993). "Seizures and brain injury in neonatal rats induced by 1S,3R-ACPD, a metabotropic glutamate receptor agonist". J. Neurosci. 13 (10): 4445–55. doi:10.1523/JNEUROSCI.13-10-04445.1993. PMC 6576384. PMID 8410197.

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