(2S)-piperidine-2-carboxylic acid

• ChemBase ID: 103484
• Molecular Formular: C6H11NO2
• Molecular Mass: 129.15704
• Monoisotopic Mass: 129.0789786
• SMILES: OC(=O)[C@@H]1CCCCN1
• Canonical SMILES: OC(=O)[C@@H]1CCCCN1
• InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
• InChIKey: HXEACLLIILLPRG-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-piperidine-2-carboxylic acid
• IUPAC Traditional name: L-pipecolic acid
• Synonyms: (S)-(-)-2-Piperidinecarboxylic acid; L-Pipecolic acid; (2S)-piperidine-2-carboxylic acid; (S)-Piperidine-2-carboxylic acid; L-2-Piperidinecarboxylic acid; L-Homoproline; L-PIPECOLIC ACID; (S)-(-)-Piperidine-2-carboxylic acid; H-Pip-OH; L-Pipecolinic acid; L-哌啶-2-甲酸

Database IDs

• CAS Number: 3105-95-1
• EC Number: 221-462-1
• MDL Number: MFCD00005981
• Beilstein Number: 81093
• Merck Index: 147458
• PubChem SID: 24898330; 162103004
• PubChem CID: 439227

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: 272 °C(lit.); ca 270°C dec.
• Optical Rotation: [α]20/D -26±1°, c = 4% in H2O; [α]25/D -26.4°, c = 1 in H2O; -26 (c=1 in water)
• Hydrophobicity(logP): -1.854

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: 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

Product Information

• Purity: ≥99%; ≥99.0% (NT); 95%; 99%; 99% (titration)
• Grade: puriss.
• Empirical Formula (Hill Notation): C6H11NO2

DETAILS

MP Biomedicals - 02151898

Crystalline
Purity: 99+%
Proline homolog

Sigma Aldrich - P2519

Packaging
1 g in glass bottle
100, 250 mg in glass bottle
Biochem/physiol Actions
L-Pipecolic acid is a lysine metabolite; defect in its catabolism is involved in hyperpipecolic acidemia, cerebro-hepato-renal syndrome, neonatal onset adrenoleukodystrophy, and infantile Refsum disease.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P2519.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 237752

General description
Occurs in seeds, malt, edible mushrooms, fruits, etc.
Packaging
100 mg in glass bottle