2-amino-5-carbamimidamido-2-(difluoromethyl)pentanoic acid

• ChemBase ID: 167425
• Molecular Formular: C7H14F2N4O2
• Molecular Mass: 224.2084664
• Monoisotopic Mass: 224.10848215
• SMILES: FC(C(CCCNC(=N)N)(N)C(=O)O)F
• Canonical SMILES: NC(=N)NCCCC(C(=O)O)(C(F)F)N
• InChI: InChI=1S/C7H14F2N4O2/c8-4(9)7(12,5(14)15)2-1-3-13-6(10)11/h4H,1-3,12H2,(H,14,15)(H4,10,11,13)
• InChIKey: YEORLXJBCPPSOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-carbamimidamido-2-(difluoromethyl)pentanoic acid
• IUPAC Traditional name: 2-amino-5-carbamimidamido-2-(difluoromethyl)pentanoic acid
• Synonyms: 2-(Difluoromethyl)arginine; α-(Difluoromethyl)-DL-arginine; α-Difluoromethylarginine; DFMA; RMI 71897; DL-α-(Difluoromethyl)arginine

Database IDs

• CAS Number: 69955-43-7
• PubChem SID: 162261558
• PubChem CID: 121939

CALCULATED PROPERTIES

• Acid pKa: 2.224276
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -4.0238223
• LogD (pH = 7.4): -2.718133
• Log P: -2.594574
• Molar Refractivity: 58.4482 cm^3
• Polarizability: 18.437664 Å^3
• Polar Surface Area: 125.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: >160°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D445840

Used for plant growth regulation.

REFERENCES

• Asaka, I., et al.: Biotechnol. Lett., 15, 1259 (1993)
• Bajaj, S., et al.: Plant Cell Rep., 14, 717 (1993)
• Bastola, D., et al.: Plant Physiol., 109, 63 (1993)
• Bernet, E., et al.: Plant Physiol. Biochem., 36, 759 (1993)