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D-Histidine

Athanor · official

C6H9N3O2 · 155.15 g/mol

IUPAC name: (2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid

Amino acids
Open in Athanor
The structure of D-Histidine
Drawn from its SMILES with RDKit
Harmful or irritantWarningCauses skin irritation · Causes serious eye irritation · May cause respiratory irritation

Names and identifiers

IUPAC name
(2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
Synonyms
(R)-2-Amino-3-(1H-imidazol-4-yl)propanoic acid, D-Histidin, (2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
+ 35 more

(2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid, D-Histamine, 4JE5HRM5CH, (r)-histidine, CHEBI:27947, HISTIDINE, D-, EINECS 206-513-8, DTXSID70889344, (R)-alpha-Amino-1H-imidazole-4-propionic acid, RefChem:583868, DTXCID101028606, (2R)-2-azaniumyl-3-(1H-imidazol-5-yl)propanoate, (2R)-2-amino-3-(1H-imidazol-4-yl)propanoic acid;D-histidine, H-D-His-OH, MFCD00065963, D-His, Polaprezinc Impurity 4, M02972, (R)-2-Amino-3-(4-imidazolyl)propionic acid, (2R)-2-ammonio-3-(1H-imidazol-4-yl)propanoate, (R)-2-Amino-3-(4-imidazolyl)propanoic acid, copper-histidine, D-Hls-OH, 2ez7, UNII-4JE5HRM5CH, SCHEMBL59365, SCHEMBL288043, CHEMBL104875, GTPL4679, orb1298143, orb1940221, NIOSH/MS3116000, Histidine, monohydrochloride, D-, D-Histidine, >=98% (TLC), BBL009711

Molecular formula
C6H9N3O2
Empirical formula
C6H9N3O2
Molecular weight
155.15 g/mol
Exact mass
155.06948
CAS number
351-50-8
PubChem CID
71083
Canonical SMILES
C1=C(NC=N1)CC(C(=O)O)N
Isomeric SMILES
C1=C(NC=N1)C[C@H](C(=O)O)N
InChI
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m1/s1
InChIKey
HNDVDQJCIGZPNO-RXMQYKEDSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
11
Rings
1
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.33
H-bond donors
3
H-bond acceptors
3 computed here · PubChem 4
Rotatable bonds
3
TPSA (Ų)
92
Formal charge
0
XLogP3
-3.2 PubChem
Complexity
151 PubChem
Stereocenters
1 definedCIP: C2: 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

  • C46.45%
  • H5.85%
  • N27.08%
  • O20.62%

Isotope pattern

100%155.0707.8%156.072157.074

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
-0.64 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.54 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
3.19 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 155.16
  • log P ≤ 5 (Crippen): -0.64
  • H-bond donors ≤ 5: 3
  • 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: 5 company reports to ECHA. Source [1].

  • Harmful or irritant
  • H315Causes skin irritation (20% of reports)
  • H319Causes serious eye irritation (20% of reports)
  • H335May cause respiratory irritation (20% of reports)

Precautionary statements: P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

View all classifications (2)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 80% (4 of 5) of all reports.
  • [1] European Chemicals Agency (ECHA) · 5 reports · WarningH315, H319, H335

Safety data sheets on the supplier’s page: Clinivex, Accela ChemBio Inc., BOC Sciences.

Always read the supplier’s safety data sheet before working with it.

Spectra

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. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  5. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  6. ·Literature on PubChem

Data last updated 2026-10-14.