{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,4aH,10H,10aH-1λ2,3,5λ2,10-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid

• ChemBase ID: 127430
• Molecular Formular: C17H21N4O9P
• Molecular Mass: 456.343801
• Monoisotopic Mass: 456.1046149
• SMILES: Cc1cc2c(cc1C)N([C]1[N]C(=O)NC(=O)[C]1[N]2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O
• Canonical SMILES: O=C1NC(=O)[C]2[C]([N]1)N(C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)c1c([N]2)cc(c(c1)C)C
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,4aH,10H,10aH-1λ^2,3,5λ^2,10-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid
• IUPAC Traditional name: [(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-3H,4aH,10aH-1λ^2,3,5λ^2,10-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxyphosphonic acid
• Synonyms: FMN; Flavin mononucleotide

Database IDs

• CAS Number: 146-17-8
• PubChem SID: 162221751
• PubChem CID: 71308198; 643976
• CHEBI ID: 17621
• CHEMBL: 1201794
• Chemspider ID: 559060
• MeSH Name: Flavin+mononucleotide
• Unique Ingredient Identifier: 7N464URE7E
• Wikipedia Title: Flavin_mononucleotide

CALCULATED PROPERTIES

• Acid pKa: 1.4921165
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -3.3669853
• LogD (pH = 7.4): -4.3068204
• Log P: -1.0706
• Molar Refractivity: 103.7773 cm^3
• Polarizability: 39.99848 Å^3
• Polar Surface Area: 195.32 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false