(1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid hydrate

• ChemBase ID: 131762
• Molecular Formular: C7H13NO5
• Molecular Mass: 191.18182
• Monoisotopic Mass: 191.07937252
• SMILES: C1C[C@](C[C@@H]1C(=O)O)(C(=O)O)N.O
• Canonical SMILES: OC(=O)[C@@H]1CC[C@@](C1)(N)C(=O)O.O
• InChI: InChI=1S/C7H11NO4.H2O/c8-7(6(11)12)2-1-4(3-7)5(9)10;/h4H,1-3,8H2,(H,9,10)(H,11,12);1H2/t4-,7+;/m1./s1
• InChIKey: AZRMVYVZWAKHMR-RERZVJIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid hydrate
• IUPAC Traditional name: (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid hydrate
• Synonyms: trans-(±)-1-Amino-1,3-cyclopentanedicarboxylic acid monohydrate; trans-(±)-ACPD monohydrate

Database IDs

• CAS Number: 67684-64-4(anhydrous)
• MDL Number: MFCD11046039
• PubChem SID: 162226039; 24277952
• PubChem CID: 16218853

CALCULATED PROPERTIES

• Acid pKa: 1.8967843
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.8816943
• LogD (pH = 7.4): -5.6090703
• Log P: -2.6539378
• Molar Refractivity: 38.6963 cm^3
• Polarizability: 15.608209 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 mg/mL
• Apperance: white solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM5(2915), GRM6(2916), GRM7(2917), GRM8(2918)

Product Information

• Purity: ≥97% (NMR)

DETAILS

Sigma Aldrich - A155

Biochem/physiol Actions
Excitatory amino acid receptor agonist; selective for the metabotropic glutamate receptor subtype.
Other Notes
Note: under IUPAC nomenclature, this compound is designated cis.

Sigma Aldrich - A8063

Biochem/physiol Actions
Agonist at quisqualate metabotropic receptors (GluR1 and GluR5), and at GluR2 and GluR3 receptors, but not at receptors sensitive to AP4