(1S,4R)-2-aminobicyclo[2.2.1]heptane-2-carboxylic acid

• ChemBase ID: 138404
• Molecular Formular: C8H13NO2
• Molecular Mass: 155.19432
• Monoisotopic Mass: 155.09462866
• SMILES: C1C[C@H]2C[C@@H]1CC2(C(=O)O)N
• Canonical SMILES: OC(=O)C1(N)C[C@H]2C[C@@H]1CC2
• InChI: InChI=1S/C8H13NO2/c9-8(7(10)11)4-5-1-2-6(8)3-5/h5-6H,1-4,9H2,(H,10,11)/t5-,6+,8?/m1/s1
• InChIKey: MPUVBVXDFRDIPT-RSHNMJPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R)-2-aminobicyclo[2.2.1]heptane-2-carboxylic acid
• IUPAC Traditional name: (1S,4R)-2-aminobicyclo[2.2.1]heptane-2-carboxylic acid
• Synonyms: 2-Aminobicyclo[2.2.1]heptane-2-carboxylic acid; 2-Amino-2-norbornanecarboxylic acid; BCH; 2-氨基双环[2.2.1]庚烷-2-羧酸; 2-氨基-2-二甲基降莰烷

Database IDs

• CAS Number: 20448-79-7
• MDL Number: MFCD00167580
• PubChem SID: 162232660; 24853503; 24891291
• PubChem CID: 44721409

CALCULATED PROPERTIES

• Acid pKa: 2.4144506
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.6390163
• LogD (pH = 7.4): -1.6400741
• Log P: -1.6388512
• Molar Refractivity: 39.6744 cm^3
• Polarizability: 16.067627 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C8H13NO2

DETAILS

Sigma Aldrich - A7902

Application
Inhibitor of amino acid transport across cell membranes.1,2,3
Packaging
1 g in glass bottle
100, 250 mg in glass bottle
Quality
Mixture of exo- and endo-isomers.
Biochem/physiol Actions
2-Amino-2-norbornanecarboxylic acid (BCH) is a Na(+)-independent system L specific substrate used with other system specific substrates such as the system A specific substrate α-(methylamino) isobutyric acid and system N specific substrate L-glutamic acid gamma-monohydroxamate to help identify, differentiate and characterize amino acid transport systems in cells.

Sigma Aldrich - 225525

Packaging
1 g in glass bottle
Application
Inhibitor of amino acid transport across cell membranes.1,2,3