(1S,2S)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid

• ChemBase ID: 133293
• Molecular Formular: C6H9NO4
• Molecular Mass: 159.13996
• Monoisotopic Mass: 159.05315777
• SMILES: C1[C@@H]([C@H]1C(=O)O)[C@@H](C(=O)O)N
• Canonical SMILES: N[C@@H]([C@H]1C[C@@H]1C(=O)O)C(=O)O
• InChI: InChI=1S/C6H9NO4/c7-4(6(10)11)2-1-3(2)5(8)9/h2-4H,1,7H2,(H,8,9)(H,10,11)/t2-,3-,4-/m0/s1
• InChIKey: GZOVEPYOCJWRFC-HZLVTQRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid
• IUPAC Traditional name: (1S,2S)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid
• Synonyms: L-CCG-1; (2S,1′S,2′S)-2-(Carboxycyclopropyl)glycine

Database IDs

• CAS Number: 117857-93-9
• MDL Number: MFCD00216830
• PubChem SID: 24278353; 162227570
• PubChem CID: 5310956

CALCULATED PROPERTIES

• Acid pKa: 1.8009105
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.588545
• LogD (pH = 7.4): -6.283031
• Log P: -3.2465143
• Molar Refractivity: 33.9306 cm^3
• Polarizability: 13.802411 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >7 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM5(2915), GRM7(2917), GRM8(2918)rat ... Grm1(24414), Grm2(24415), Grm6(24419)

DETAILS

Sigma Aldrich - C237

Biochem/physiol Actions
Potent group II metabotropic glutamate receptor agonist.