4-carbamimidamidobutanoic acid

• ChemBase ID: 102454
• Molecular Formular: C5H11N3O2
• Molecular Mass: 145.15974
• Monoisotopic Mass: 145.08512661
• SMILES: NC(=N)NCCCC(=O)O
• Canonical SMILES: NC(=N)NCCCC(=O)O
• InChI: InChI=1S/C5H11N3O2/c6-5(7)8-3-1-2-4(9)10/h1-3H2,(H,9,10)(H4,6,7,8)
• InChIKey: TUHVEAJXIMEOSA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-carbamimidamidobutanoic acid
• IUPAC Traditional name: 4-guanidinobutyric acid
• Synonyms: 4-Guanidinobutyric acid; γ-GUANIDINOBUTYRIC ACID; γ-Guanidinobutyric acid; 4-Guanidinobutyric acid

Database IDs

• CAS Number: 463-00-3
• EC Number: 207-331-1
• MDL Number: MFCD00037314
• Beilstein Number: 1766447
• PubChem SID: 24895259; 162088109
• PubChem CID: 500

CALCULATED PROPERTIES

• Acid pKa: 4.2402425
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.6197135
• LogD (pH = 7.4): -2.6007514
• Log P: -2.6005738
• Molar Refractivity: 46.1724 cm^3
• Polarizability: 13.558338 Å^3
• Polar Surface Area: 99.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 280-282 °C

Safety Information

• Storage Condition: 2-8°C, Desiccate
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%; ≥99.0% (NT)
• Grade: puriss.
• Ignition Residue: ≤0.05%
• Impurities: ≤0.5% water
• Linear Formula: NH=C(NH2)NHCH2CH2CH2COOH

DETAILS

MP Biomedicals - 05211564

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101761

Crystalline

Sigma Aldrich - 51018

Other Notes
Metabolite in the L-arginine catabolic pathway of Pseudomonas Putida1; Intermediate in arginine metabolism on Panus tigrinus, inhibits L-arginine decarboxylase2