Arginine
C₆H₁₄N₄O₂·174.204 g/mol·Amino Acids·CID 6322
Amino AcidSignaling Molecule
A positively charged amino acid with a guanidinium group (pKa ~12.5, always protonated in the body). Precursor to nitric oxide via nitric oxide synthase. Conditionally essential — required in the diet during growth, illness, and stress.
IUPAC: (2S)-2-amino-5-(diaminomethylideneamino)pentanoic acid
Also known as: arginine, 74-79-3, L-(+)-Arginine, (S)-2-Amino-5-guanidinopentanoic acid, L-Arg (+14 more)
Molecular Structure
Molecular Propertiesmass · H-bonds · stereo
Molecular Weight
174.200g/mol
Exact Mass
174.111676Da
Monoisotopic Mass
174.111676Da
XLogP
-4.2
Polar Surface Area
128.0Ų
Complexity
176
Formal Charge
0
H-Bond Donors
4
H-Bond Acceptors
4
Rotatable Bonds
5
Heavy Atoms
12
Stereo Centers
1
Bond Stereo
0
Drug-Likeness (Lipinski's Rule of Five)
✓ 174.2 g/mol
MW ≤ 500
✓ -4.2
LogP ≤ 5
✓ 4
H-bond donors ≤ 5
✓ 4
H-bond acceptors ≤ 10
Passes all rules — good oral bioavailability predicted
GHS Hazard Classification
Warning
Hazards
H319Causes serious eye irritation
Source: PubChem GHS Classification. Always consult the SDS for handling.
Chemical IdentifiersSMILES · InChI
InChI
InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/m0/s1