piperidine-2-carboxylic acid

• ChemBase ID: 15109
• Molecular Formular: C6H11NO2
• Molecular Mass: 129.15704
• Monoisotopic Mass: 129.0789786
• SMILES: C1CCNC(C1)C(=O)O
• Canonical SMILES: OC(=O)C1CCCCN1
• InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)
• InChIKey: HXEACLLIILLPRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: piperidine-2-carboxylic acid
• IUPAC Traditional name: (+/-)-pipecolic acid; pipecolic acid; (+,-)-pipecolic acid
• Synonyms: Pipecolic acid; Piperidine-2-carboxylic acid; DL-Pipecolinic acid; Piperidine-2-carboxylic acid 98%; 2-Piperidinecarboxylic acid; DL-Homoproline; DL-Pipecolic acid; (±)-Piperidine-2-carboxylic acid; 2-Piperidinecarboxylic acid; Homoproline; Pipecolic acid free base; Pipecolinic acid; 2-Piperidinecarboxylic acid hydrochloride; DL-PIPECOLIC ACID HYDROCHLORIDE; PIPERCOLIC ACID; DL-Pipecolinic acid; Pipecolic acid; (RS)-2-Piperidinecarboxylic Acid; (±)-2-Piperidinecarboxylic Acid; (±)-Pipecolic Acid; (±)-Pipecolinic Acid; 2-Carboxypiperidine; 2-Pipecolinic Acid; 2-Piperidinylcarboxylic Acid; DL-2-Piperidinecarboxylic Acid; DL-Pipecolic Acid; Dihydrobaikiane; Hexahydro-2-picolinic Acid; NSC 17125; Pipecolinic Acid; Piperidine-6-carboxylic Acid; Piperolinic Acid; α-Pipecolinic Acid; DL-Pipecolic Acid; DL-哌可酸; DL-高脯氨酸; DL-哌啶甲酸; (±)-哌啶-2-羧酸; 2-哌啶甲酸; 哌啶甲酸游离碱; 高脯氨酸; 哌啶甲酸; DL-2-哌啶酸

Database IDs

• CAS Number: 5107-10-8; 3105-95-1; 535-75-1; 4043-87-2
• EC Number: 208-616-3
• MDL Number: MFCD00064347
• Beilstein Number: 81095
• Merck Index: 147458
• PubChem SID: 160978416; 24887568; 24898555
• PubChem CID: 849
• KEGG ID: C00408
• MeSH Name: pipecolic+acid
• Wikipedia Title: Pipecolic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.0631034
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.124041
• LogD (pH = 7.4): -2.1243129
• Log P: -2.1239622
• Molar Refractivity: 32.6653 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

• Melting Point: ~280 °C (dec.); 272 - 274°C; 282 °C (dec.)(lit.); 283°C; ca 280°C(dec); ca 280°C dec.
• Hydrophobicity(logP): -1.854

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: IRRITANT; Irritant
• RTECS: TK6021000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: true; 是
• 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

Product Information

• Purity: ≥99.0% (NT); 95%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C6H11NO2

DETAILS

MP Biomedicals - 05217616

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102662

Hydrochloride
Crystalline

Sigma Aldrich - P45850

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - P479760

Pipecolic acid is involved in synaptic transmission in the central nervous system.

REFERENCES

• Nomura Y., et al.: Neurochem. Res., 6, 391 (1981)