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

• ChemBase ID: 132409
• Molecular Formular: C7H11NO4
• Molecular Mass: 173.16654
• Monoisotopic Mass: 173.06880784
• SMILES: C1C[C@](C[C@@H]1C(=O)O)(C(=O)O)N
• Canonical SMILES: OC(=O)[C@@H]1CC[C@@](C1)(N)C(=O)O
• 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)/t4-,7+/m1/s1
• InChIKey: YFYNOWXBIBKGHB-FBCQKBJTSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 111900-32-4
• MDL Number: MFCD00153760
• PubChem SID: 162226686; 24890591
• PubChem CID: 104766

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: ethanol: soluble0.24 mg/mL; H2O: soluble20 mg/mL
• Apperance: white solid

Safety Information

• RTECS: GY4060000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Gene Information: human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM6(2916), GRM7(2917), GRM8(2918)rat ... Gria1(50592), Grik1(29559), Grin2b(24410), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418)

Product Information

• Purity: >97%

DETAILS

Sigma Aldrich - A182

Biochem/physiol Actions
Selective metabotropic glutamate receptor agonist; active enantiomer of trans-(±)-ACPD.
Other Notes
Note: under IUPAC nomenclature, this compound is designated cis.