FMN (C17H21N4O9P): structure, properties and hazards

Names and identifiers

IUPAC name: [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate
Synonyms: flavin mononucleotide, riboflavin 5-phosphate, Vitamin B2 phosphate
+ 36 more
Riboflavin 5'-phosphate, Riboflavin 5'-monophosphate, Riboflavin 5'-(dihydrogen phosphate), Riboflavine dihydrogen phosphate, E101a, 7N464URE7E, CHEBI:17621, [(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate, CHEMBL1201794, {[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid, (((2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo(g)pteridin-10-yl)-2,3,4-trihydroxypentyl)oxy)phosphonic acid, ((2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo(g)pteridin-10-yl)-2,3,4-trihydroxypentyl) dihydrogen phosphate, Riboflavin, 5'-(dihydrogen phosphate), Mononucleotide, Flavin, RefChem:599273, Mononucleotide, Riboflavin, 5'-Phosphate, Riboflavin, Riboflavin 5' Monophosphate, 5'-Monophosphate, Riboflavin, CHEBI:24041, 205-664-7, Riboflavine phosphate, RIBOFLAVIN PHOSPHATE, Flanin, Flavol, Flavine mononucleotide, Riboflavin mononucleotide, Riboflavine monophosphate, Riboflavine 5'-monophosphate, Riboflavin-5-phosphate, Riboflavine 5'-phosphate, Riboflavine-5'-phosphate, Vitamin B2 (riboflavin-5-phosphate), 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-5-O-phosphono-D-ribitol, (2R,3S,4S)-5-(7,8-Dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen phosphate, BRN 0068086
Molecular formula: C₁₇H₂₁N₄O₉P
Empirical formula: C₁₇H₂₁N₄O₉P
Molecular weight: 456.3 g/mol
Exact mass: 456.10462
CAS number: 146-17-8
PubChem CID: 643976
Canonical SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)O)O)O)O
Isomeric SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O
InChI: InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1
InChIKey: FVTCRASFADXXNN-SCRDCRAPSA-N
Molfile

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

Calculated

Heavy atoms: 31
Rings: 3
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.41
H-bond donors: 6
H-bond acceptors: 9 computed here · PubChem 10
Rotatable bonds: 7
TPSA (Å²): 208.1 computed here · PubChem 202
Formal charge: 0
XLogP3: -2.6 PubChem
Complexity: 843 PubChem
Stereocenters: 3 definedCIP: C16: S · C18: S · C20: 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

C44.74%
H4.64%
N12.28%
O31.55%
P6.79%

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: -1.61 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.53 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 4.03 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 456.35
log P ≤ 5 (Crippen): -1.61
H-bond donors ≤ 5: 6
H-bond acceptors ≤ 10: 9

Breaks 1 of the 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: BOC Sciences, Protheragen, BenchChem.

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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[3]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[4]MassBank Europe · 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.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.