piperidine-3-carboxylic acid

• ChemBase ID: 11723
• Molecular Formular: C6H11NO2
• Molecular Mass: 129.15704
• Monoisotopic Mass: 129.0789786
• SMILES: C1CCC(CN1)C(=O)O
• Canonical SMILES: OC(=O)C1CCCNC1
• InChI: InChI=1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)
• InChIKey: XJLSEXAGTJCILF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: piperidine-3-carboxylic acid
• IUPAC Traditional name: nipecotic acid
• Synonyms: Nipecotic Acid; (+/-)-β-Homoproline; DL-Nipecotic Acid; (+/-)-Nipecotic Acid; Piperidine-3-carboxylic acid; 3-piperidinecarboxylic acid; (±)-Nipecotic acid; (±)-β-Homoproline; 3-Carboxypiperidine; Hexahydronicotinic acid; Nipecotic acid; 3-Piperidinecarboxylic acid; NIPECOTIC ACID; Piperidine-3-carboxylic acid 98%; H-DL-Nip-OH; (+/-)-Piperidine-3-carboxylic acid; 3-甲酸哌啶; 3-哌啶甲酸; 六氢烟碱酸

Database IDs

• CAS Number: 498-95-3
• EC Number: 207-873-9
• MDL Number: MFCD00005992
• Beilstein Number: 81096
• Merck Index: 146561
• PubChem SID: 24278161; 160975030
• PubChem CID: 4498
• CHEMBL: 277498
• Chemspider ID: 4342
• Wikipedia Title: Nipecotic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.7939725
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.442196
• LogD (pH = 7.4): -2.435833
• Log P: -2.4356241
• Molar Refractivity: 32.9213 cm^3
• Polarizability: 13.120767 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in water; Water
• Apperance: White Solid
• Melting Point: 141-144°C (dec.); 250°C; 261 °C (dec.)(lit.); ca 261°C(dec); ca 261°C dec.; ca. 250°C

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• Storage Warning: IRRITANT; Irritant
• RTECS: TM6125380
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... SLC23A2(9962)

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C6H11NO2

DETAILS

MP Biomedicals - 02195346

(3-Piperidinecarboxylic acid)

Sigma Aldrich - 211672

Packaging
1, 5 g in glass bottle
25 g in poly bottle
Application
Reactant for concurrent esterification and N-acteylation of amino acids with orthoesters1Reactant for synthesis of: Anticonvulsants2 HCV NS5B polymerase inhibitors3 Cathepsin S inhibitors4 Orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation5 Positive allosteric modulator of metabotropic glutamate receptor 46
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 211672.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.