D-Arginine
Athanor · official
C6H14N4O2 · 174.2 g/mol
IUPAC name: (2R)-2-amino-5-(diaminomethylideneamino)pentanoic acid
WarningCauses serious eye irritationNames and identifiers
- IUPAC name
- (2R)-2-amino-5-(diaminomethylideneamino)pentanoic acid
- Synonyms
- D-Arginin, (R)-2-amino-5-guanidinopentanoic acid, Arginine, d-
+ 35 more
D-2-Amino-5-guanidinovaleric acid, (2R)-2-amino-5-carbamimidamidopentanoic acid, EINECS 205-866-5, (-)-D-Arginine hydrate, (2R)-2-amino-5-(diaminomethylideneamino)pentanoic acid, R54Z304Z7C, (2R)-2-amino-5-guanidinopentanoic acid, (2R)-2-amino-5-[(diaminomethylidene)amino]pentanoic acid, CHEBI:15816, DTXSID40883354, (2R)-2-amino-5-(carbamimidamido)pentanoic acid, (2R)-2-amino-5-((diaminomethylidene)amino)pentanoic acid, RefChem:582678, DTXCID601022891, InChI=1/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-/m1/s, H-D-Arg-OH, D-(-)-Arginine, D-Arg, MFCD00063116, UNII-R54Z304Z7C, (2R)-2-amino-5-guanidino-pentanoic acid, M02984, (R)-Arginine, HY-W016781, DS-2689, ST069338, (R,S)-2-Amino-5-guanidino-pentanoic acid, A1029, 1-deamino-d-arginine, SCHEMBL29456, SCHEMBL288993, D-2-Amino-5-guanidinovalerate, CHEMBL212301, GTPL4680, orb2944222
- Molecular formula
- C6H14N4O2
- Empirical formula
- C3H7N2O
- Molecular weight
- 174.2 g/mol
- Exact mass
- 174.11168
- CAS number
- 157-06-2
- PubChem CID
- 71070
- Canonical SMILES
- C(CC(C(=O)O)N)CN=C(N)N
- Isomeric SMILES
- C(C[C@H](C(=O)O)N)CN=C(N)N
- 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-/m1/s1
- InChIKey
- ODKSFYDXXFIFQN-SCSAIBSYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 12
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.67
- H-bond donors
- 5 computed here · PubChem 4
- H-bond acceptors
- 3 computed here · PubChem 4
- Rotatable bonds
- 5
- TPSA (Ų)
- 125.2 computed here · PubChem 128
- Formal charge
- 0
- XLogP3
- -4.2 PubChem
- Complexity
- 176 PubChem
- Stereocenters
- 1 definedCIP: C8: R
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C41.37%
- H8.10%
- N32.16%
- O18.37%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- -1.34 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- 0.25 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.77 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 174.2
- log P ≤ 5 (Crippen): -1.34
- H-bond donors ≤ 5: 5
- H-bond acceptors ≤ 10: 3
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Warning
Most widely reported: 46 company reports to ECHA. Source [1].
- Harmful or irritant
- H319Causes serious eye irritation (17.4% of reports)
Precautionary statements: P264+P265, P280, P305+P351+P338, P337+P317
View all classifications (2)
- [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 82.6% (38 of 46) of all reports.
- [1] European Chemicals Agency (ECHA) · 46 reports · WarningH319
Safety data sheets on the supplier’s page: Accela ChemBio Inc., ChemoSapiens, CATO Research Chemicals Inc..
Always read the supplier’s safety data sheet before working with it.
Spectra
- NMRNMRShiftDB · NMRShiftDB
- 1H NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water) · SpectraBase (BRUKER AC-300)
- 13C NMRSpectraBase
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- LC-MSMassBank of North America (MoNA) (Quattro_QQQ · positive) · MassBank of North America (MoNA) (Quattro_QQQ · positive) · MassBank of North America (MoNA) (Quattro_QQQ · positive)
- FTIRSpectraBase (KBr WAFER)
- ATR-IRSpectraBase (Bruker Tensor 27 FT-IR · ATR-Neat (DuraSamplIR II))
- RamanSpectraBase (Bruker MultiRAM Stand Alone FT-Raman Spectrometer · FT-Raman)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
- [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.