ACPD

ACPD

Names
Systematic IUPAC name 1-Aminocyclopentane-1,3-dicarboxylic acid[1]
Identifiers
CAS Number	39026-63-6 56827-69-1 (1R,3S) 111900-32-4 (1S,3R)
3D model (Jmol)	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	1310 44381972 (1S) 231345 (1R,3R) 73537 (1R,3S) 104766 (1S,3R) 6604704 (1S,3S)
RTECS number	GY4060000 (1S,3R)
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	173.17 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 pictograms
GHS signal word	Warning
GHS hazard statements	H302, H312, H315, H319, H332, H335
GHS precautionary statements	P261, P280, P305+351+338
EU classification (DSD)	Xn
R-phrases	R20/21/22, R36/37/38
S-phrases	S26, S36/37
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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] ACPD can induce convulsions in neonatal rats.^[4]

References

1. "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.
2. 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.
3. 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.
4. 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. PMID 8410197.