Pyridoxamine
Athanor · official
C8H12N2O2 · 168.19 g/mol
IUPAC name: 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol
Also called vitamin B6
Names and identifiers
- IUPAC name
- 4-(aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol
- Synonyms
- vitamin B6, Pyridoxylamine, 4-(AMINOMETHYL)-5-(HYDROXYMETHYL)-2-METHYLPYRIDIN-3-OL
+ 36 more
3-Pyridinemethanol, 4-(aminomethyl)-5-hydroxy-6-methyl-, CHEBI:16410, DTXSID6046929, 6466NM3W93, RefChem:177725, DTXCID4026929, 4-(azaniumylmethyl)-5-(hydroxymethyl)-2-methylpyridin-3-olate, 201-640-5, 4-(Aminomethyl)-5-(hydroxymethyl)-2-methyl-3-pyridinol, EINECS 201-640-5, MFCD00464815, NCIStruc1_000457, NCIStruc2_000537, Oprea1_400404, CBDivE_013510, NCI21278, NCGC00013273, NCI60_001792, NSC21278, EU-0067145, C00534, PXM, PXL, EN300-6481455, UNII-6466NM3W93, 4-aminomethyl-5-hydroxy-6-methyl-3-pyridinemethanol, nchembio.93-comp3, 4-(aminomethyl)-5-(hydroxymethyl)-2-methyl-pyridin-3-ol, 4-(Aminomethyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol dihydrochloride hydrate, LS-187048, LS-187660, PYRIDOXAMINE [MI], bmse000130, Epitope ID:549268, SCHEMBL30408, PYRIDOXAMINE [WHO-DD]
- Molecular formula
- C8H12N2O2
- Empirical formula
- C4H6NO
- Molecular weight
- 168.19 g/mol
- Exact mass
- 168.08988
- CAS number
- 85-87-0
- PubChem CID
- 1052
- Canonical SMILES
- CC1=NC=C(C(=C1O)CN)CO
- Isomeric SMILES
- CC1=NC=C(C(=C1O)CN)CO
- InChI
- InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3
- InChIKey
- NHZMQXZHNVQTQA-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 12
- Rings
- 1
- Aromatic rings
- 1
- Fraction sp³ carbons (Fsp3)
- 0.38
- H-bond donors
- 3
- H-bond acceptors
- 4
- Rotatable bonds
- 2
- TPSA (Ų)
- 79.4
- Formal charge
- 0
- XLogP3
- -1 PubChem
- Complexity
- 143 PubChem
- Stereocenters
- None
- 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
- C57.13%
- H7.19%
- N16.66%
- O19.02%
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
- 0.05 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -1.15 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.64 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 168.2
- log P ≤ 5 (Crippen): 0.05
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 4
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
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Oakwood Products, LGC Standards, eNovation Chemicals.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRHuman Metabolome Database (HMDB) (Varian · 500 MHz · Water) · Human Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 13C NMRHuman Metabolome Database (HMDB) (Bruker · D2O) · SpectraBase
- 1H-1H NMRHuman Metabolome Database (HMDB)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSHuman Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-EI-TOF · positive) · Human Metabolome Database (HMDB) (GC-MS) · Human Metabolome Database (HMDB) (GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) · Positive) · Human Metabolome Database (HMDB) (GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) · Positive) · MassBank Europe (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies · GC-EI-TOF · POSITIVE)
- MS-MSHuman Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (API3000, Applied Biosystems · LC-ESI-QQ · NEGATIVE) · MassBank Europe (Q-Exactive Orbitrap, Thermo Scientfic; Ultimate 3000 HPLC, Thermo Scientfic · LC-ESI-QFT · POSITIVE)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI)
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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [5]NIST Mass Spectrometry Data Center · Linked only · 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.