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Showing metabocard for Flavin mononucleotide (HMDB0001520)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 14:58:04 UTC
HMDB IDHMDB0001520
Secondary Accession Numbers
  • HMDB01520
Metabolite Identification
Common NameFlavin mononucleotide
DescriptionFlavin mononucleotide (FMN), or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin (vitamin B2) by the enzyme riboflavin kinase and functions as the prosthetic group of various oxidoreductases, including NADH dehydrogenase, as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH), and reduced (FMNH2) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than NAD and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization. It is the principal form in which riboflavin is found in cells and tissues. It requires more energy to produce, but is more soluble than riboflavin. Flavin mononucleotide belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2 through the action of the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, flavin mononucleotide has been detected, but not quantified in several different foods, such as mandarin orange (clementine, tangerine), horseradish tree, black elderberries, angelica, and ostrich ferns.
Structure
Data?1582752207
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001520 (Flavin mononucleotide)


  Mrv1652309042000242D          

 31 33  0  0  1  0            999 V2000
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END
Download

3D MOL for HMDB0001520 (Flavin mononucleotide)

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END
Download

3D SDF for HMDB0001520 (Flavin mononucleotide)


  Mrv1652309042000242D          

 31 33  0  0  1  0            999 V2000
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
  4 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 22 29  1  1  0  0  0
 21 30  1  6  0  0  0
 20 31  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001520

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
FVTCRASFADXXNN-SCRDCRAPSA-N

> <FORMULA>
C17H21N4O9P

> <MOLECULAR_WEIGHT>
456.3438

> <EXACT_MASS>
456.104614802

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.18863753153134

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(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

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-1.0401062913333337

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
5.861669782552471

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4921020390081319

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6107860700389316

> <JCHEM_POLAR_SURFACE_AREA>
201.57999999999998

> <JCHEM_REFRACTIVITY>
107.14129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
riboflavin 5'-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001520 (Flavin mononucleotide)

HMDB0001520
     RDKit          3D
Flavin mononucleotide
 52 54  0  0  0  0  0  0  0  0999 V2000
   -5.4563    2.6957   -0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    1.6916   -0.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6669    0.3758   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -0.5882   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0236   -1.8768   -0.3205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1064   -2.8153   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3597   -4.1718   -0.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5072   -4.5088   -0.6781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3716   -5.0558   -0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -4.6451    0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2941   -5.5687    0.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8471   -3.3518    0.5092 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774   -2.4147    0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4424   -1.1177    0.5121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1033   -0.7790    0.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185   -0.5223   -0.2408 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9128   -1.6317   -1.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.0831    0.3037 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9084    1.0546    1.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1006    0.3492   -0.7835 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3921   -0.7522   -1.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4109    0.7435   -0.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3653    1.0980   -1.0927 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139    1.5327   -0.3524 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.4267    0.2968    0.2491 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5675    2.6361    0.9051 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705    2.1637   -1.4855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.2053    0.2982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1347    1.1267    0.4844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251    2.0568    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8644    3.5168    0.4556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686    3.6677   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2999   -1.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600    2.7523    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6613    0.0912   -0.6525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5685   -6.0909   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.6616    1.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0660    0.0342    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524    0.3159   -0.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.2889   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287   -0.8770    0.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    1.6355    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7088    1.1625   -1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8152   -1.4547   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    1.5609    0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8011   -0.1441    0.3955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7103    3.1105    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6202    1.5601   -1.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629    1.4610    0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9173    3.6541    1.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8308    4.0424   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7007    3.9192    1.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30  2  1  0
 28  4  2  0
 13  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  9 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  6
 17 40  1  0
 18 41  1  1
 19 42  1  0
 20 43  1  6
 21 44  1  0
 22 45  1  0
 22 46  1  0
 26 47  1  0
 27 48  1  0
 29 49  1  0
 31 50  1  0
 31 51  1  0
 31 52  1  0
M  END
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PDB for HMDB0001520 (Flavin mononucleotide)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      -4.001  -6.930   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -6.668  -3.850   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0       5.335  -1.540   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.105  -2.874   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.565  -0.206   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.334  -3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   19                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17    4                                                       
CONECT   19    9   20                                                       
CONECT   20   19   21   31                                                  
CONECT   21   20   22   30                                                  
CONECT   22   21   23   29                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   22                                                            
CONECT   30   21                                                            
CONECT   31   20                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END
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3D PDB for HMDB0001520 (Flavin mononucleotide)

COMPND    HMDB0001520
HETATM    1  C1  UNL     1      -5.456   2.696  -0.385  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.386   1.692  -0.144  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.667   0.376  -0.332  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.687  -0.588  -0.116  1.00  0.00           C  
HETATM    5  N1  UNL     1      -4.024  -1.877  -0.321  1.00  0.00           N  
HETATM    6  C5  UNL     1      -3.106  -2.815  -0.122  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.360  -4.172  -0.308  1.00  0.00           C  
HETATM    8  O1  UNL     1      -4.507  -4.509  -0.678  1.00  0.00           O  
HETATM    9  N2  UNL     1      -2.372  -5.056  -0.084  1.00  0.00           N  
HETATM   10  C7  UNL     1      -1.155  -4.645   0.313  1.00  0.00           C  
HETATM   11  O2  UNL     1      -0.294  -5.569   0.495  1.00  0.00           O  
HETATM   12  N3  UNL     1      -0.847  -3.352   0.509  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.777  -2.415   0.307  1.00  0.00           C  
HETATM   14  N4  UNL     1      -1.442  -1.118   0.512  1.00  0.00           N  
HETATM   15  C9  UNL     1      -0.103  -0.779   0.939  1.00  0.00           C  
HETATM   16  C10 UNL     1       0.818  -0.522  -0.241  1.00  0.00           C  
HETATM   17  O3  UNL     1       0.913  -1.632  -1.046  1.00  0.00           O  
HETATM   18  C11 UNL     1       2.166  -0.083   0.304  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.908   1.055   1.103  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.101   0.349  -0.784  1.00  0.00           C  
HETATM   21  O5  UNL     1       3.392  -0.752  -1.615  1.00  0.00           O  
HETATM   22  C13 UNL     1       4.411   0.744  -0.137  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.365   1.098  -1.093  1.00  0.00           O  
HETATM   24  P1  UNL     1       6.814   1.533  -0.352  1.00  0.00           P  
HETATM   25  O7  UNL     1       7.427   0.297   0.249  1.00  0.00           O  
HETATM   26  O8  UNL     1       6.568   2.636   0.905  1.00  0.00           O  
HETATM   27  O9  UNL     1       7.871   2.164  -1.486  1.00  0.00           O  
HETATM   28  C14 UNL     1      -2.405  -0.205   0.298  1.00  0.00           C  
HETATM   29  C15 UNL     1      -2.135   1.127   0.484  1.00  0.00           C  
HETATM   30  C16 UNL     1      -3.125   2.057   0.262  1.00  0.00           C  
HETATM   31  C17 UNL     1      -2.864   3.517   0.456  1.00  0.00           C  
HETATM   32  H1  UNL     1      -5.069   3.668  -0.708  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.130   2.300  -1.200  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.060   2.752   0.553  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.661   0.091  -0.652  1.00  0.00           H  
HETATM   36  H5  UNL     1      -2.569  -6.091  -0.227  1.00  0.00           H  
HETATM   37  H6  UNL     1       0.339  -1.662   1.499  1.00  0.00           H  
HETATM   38  H7  UNL     1      -0.066   0.034   1.686  1.00  0.00           H  
HETATM   39  H8  UNL     1       0.452   0.316  -0.868  1.00  0.00           H  
HETATM   40  H9  UNL     1       1.580  -2.289  -0.787  1.00  0.00           H  
HETATM   41  H10 UNL     1       2.629  -0.877   0.891  1.00  0.00           H  
HETATM   42  H11 UNL     1       1.234   1.636   0.674  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.709   1.163  -1.406  1.00  0.00           H  
HETATM   44  H13 UNL     1       3.815  -1.455  -1.053  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.236   1.561   0.603  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.801  -0.144   0.395  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.710   3.111   0.830  1.00  0.00           H  
HETATM   48  H17 UNL     1       8.620   1.560  -1.648  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.163   1.461   0.799  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.917   3.654   1.019  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.831   4.042  -0.522  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.701   3.919   1.059  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3   30
CONECT    3    4   35
CONECT    4    5   28   28
CONECT    5    6    6
CONECT    6    7   13
CONECT    7    8    8    9
CONECT    9   10   36
CONECT   10   11   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   28
CONECT   15   16   37   38
CONECT   16   17   18   39
CONECT   17   40
CONECT   18   19   20   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44
CONECT   22   23   45   46
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   47
CONECT   27   48
CONECT   28   29
CONECT   29   30   30   49
CONECT   30   31
CONECT   31   50   51   52
END
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SMILES for HMDB0001520 (Flavin mononucleotide)

CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2
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INCHI for HMDB0001520 (Flavin mononucleotide)

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
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Riboflavin 5'-(dihydrogen phosphate)ChEBI
Riboflavin 5'-monophosphateChEBI
Riboflavin 5'-phosphateChEBI
Riboflavin monophosphateChEBI
Riboflavin-5-phosphateChEBI
Riboflavine dihydrogen phosphateChEBI
Riboflavin 5'-(dihydrogen phosphoric acid)Generator
Riboflavin 5'-monophosphoric acidGenerator
Riboflavin 5'-phosphoric acidGenerator
Riboflavin monophosphoric acidGenerator
Riboflavin-5-phosphoric acidGenerator
Riboflavine dihydrogen phosphoric acidGenerator
FlaninHMDB
Flavine mononucleotideHMDB
FlavolHMDB
FMNHMDB
RiboflavinHMDB
Riboflavin mononucleotideHMDB
Riboflavin phosphateHMDB
Riboflavin-5'-phosphate naHMDB
Riboflavine 5'-monophosphateHMDB
Riboflavine 5'-phosphateHMDB
Riboflavine monophosphateHMDB
Riboflavine phosphateHMDB
Riboflavine-5'-phosphateHMDB
Vitamin b2 phosphateHMDB
5'-monoPhosphate, riboflavinHMDB
5'-Phosphate, riboflavinHMDB
Flavin mononucleotide sodium saltHMDB
Mononucleotide, riboflavinHMDB
Flavin mononucleotide monosodium saltHMDB
Flavin mononucleotide monosodium salt, dihydrateHMDB
Phosphate, sodium riboflavinHMDB
Riboflavin 5' phosphateHMDB
Riboflavin phosphate, sodiumHMDB
Mononucleotide, flavinHMDB
Riboflavin 5' monophosphateHMDB
Flavin mononucleotide disodium saltHMDB
Sodium riboflavin phosphateHMDB
Chemical FormulaC17H21N4O9P
Average Molecular Weight456.3438
Monoisotopic Molecular Weight456.104614802
IUPAC Name{[(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
Traditional Nameriboflavin 5'-phosphate
CAS Registry Number146-17-8
SMILES
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2
InChI Identifier
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
InChI KeyFVTCRASFADXXNN-SCRDCRAPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassFlavin nucleotides
Sub ClassNot Available
Direct ParentFlavin nucleotides
Alternative Parents
Substituents
  • Flavin nucleotide
  • Flavin
  • Isoalloxazine
  • Diazanaphthalene
  • Pteridine
  • Quinoxaline
  • Monoalkyl phosphate
  • Pyrimidone
  • Pyrazine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Benzenoid
  • Alkyl phosphate
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Secondary alcohol
  • Lactam
  • Azacycle
  • Polyol
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point290 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility92 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available197.8http://allccs.zhulab.cn/database/detail?ID=AllCCS00000127
[M+H]+Not Available200.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00000127
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.67 g/LALOGPS
logP-0.78ALOGPS
logP-1ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area201.58 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity107.14 m³·mol⁻¹ChemAxon
Polarizability42.19 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+201.62631661259
DarkChem[M-H]-191.2131661259
AllCCS[M+H]+199.41432859911
AllCCS[M-H]-194.23132859911
DeepCCS[M+H]+188.25530932474
DeepCCS[M-H]-185.85930932474
DeepCCS[M-2H]-218.74130932474
DeepCCS[M+Na]+195.01830932474
AllCCS[M+H]+199.432859911
AllCCS[M+H-H2O]+197.432859911
AllCCS[M+NH4]+201.232859911
AllCCS[M+Na]+201.832859911
AllCCS[M-H]-194.232859911
AllCCS[M+Na-2H]-194.632859911
AllCCS[M+HCOO]-195.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Flavin mononucleotideCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N24610.1Standard polar33892256
Flavin mononucleotideCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N22227.7Standard non polar33892256
Flavin mononucleotideCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N24467.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Flavin mononucleotide,1TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N23652.0Semi standard non polar33892256
Flavin mononucleotide,1TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N23648.1Semi standard non polar33892256
Flavin mononucleotide,1TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23682.6Semi standard non polar33892256
Flavin mononucleotide,1TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23846.1Semi standard non polar33892256
Flavin mononucleotide,1TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23803.7Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N23550.4Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23779.3Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23848.5Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23572.5Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23682.7Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23673.3Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23567.2Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23659.2Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23660.2Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23705.2Semi standard non polar33892256
Flavin mononucleotide,2TMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23691.9Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23537.5Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23638.0Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23697.8Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #12CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23680.4Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #13CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23733.8Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #14CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23798.6Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23598.2Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23615.6Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23613.1Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23626.2Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23664.3Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23720.8Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23615.5Semi standard non polar33892256
Flavin mononucleotide,3TMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23629.8Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23612.3Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23771.2Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24988.6Standard polar33892256
Flavin mononucleotide,4TMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23716.8Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23770.5Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24718.7Standard polar33892256
Flavin mononucleotide,4TMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23744.2Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23798.7Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24815.2Standard polar33892256
Flavin mononucleotide,4TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23626.6Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23809.4Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N25305.3Standard polar33892256
Flavin mononucleotide,4TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23619.6Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23777.5Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24715.4Standard polar33892256
Flavin mononucleotide,4TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23672.0Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23771.6Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24989.5Standard polar33892256
Flavin mononucleotide,4TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23629.0Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23793.3Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24759.5Standard polar33892256
Flavin mononucleotide,4TMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23688.6Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23786.5Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N25037.1Standard polar33892256
Flavin mononucleotide,4TMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23734.0Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23810.7Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24807.0Standard polar33892256
Flavin mononucleotide,4TMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23642.4Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23772.6Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24711.4Standard polar33892256
Flavin mononucleotide,4TMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23691.4Semi standard non polar33892256
Flavin mononucleotide,4TMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23768.9Standard non polar33892256
Flavin mononucleotide,4TMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24999.8Standard polar33892256
Flavin mononucleotide,5TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23663.2Semi standard non polar33892256
Flavin mononucleotide,5TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23679.5Standard non polar33892256
Flavin mononucleotide,5TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24520.7Standard polar33892256
Flavin mononucleotide,5TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23702.8Semi standard non polar33892256
Flavin mononucleotide,5TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23688.1Standard non polar33892256
Flavin mononucleotide,5TMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24737.8Standard polar33892256
Flavin mononucleotide,5TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23715.3Semi standard non polar33892256
Flavin mononucleotide,5TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23685.9Standard non polar33892256
Flavin mononucleotide,5TMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24519.6Standard polar33892256
Flavin mononucleotide,5TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23725.4Semi standard non polar33892256
Flavin mononucleotide,5TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23705.2Standard non polar33892256
Flavin mononucleotide,5TMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24557.8Standard polar33892256
Flavin mononucleotide,5TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23737.0Semi standard non polar33892256
Flavin mononucleotide,5TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23682.1Standard non polar33892256
Flavin mononucleotide,5TMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24514.1Standard polar33892256
Flavin mononucleotide,6TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23768.7Semi standard non polar33892256
Flavin mononucleotide,6TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N23623.8Standard non polar33892256
Flavin mononucleotide,6TMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C)C1=NC(=O)N([Si](C)(C)C)C(=O)C1=N24359.0Standard polar33892256
Flavin mononucleotide,1TBDMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N23887.7Semi standard non polar33892256
Flavin mononucleotide,1TBDMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N23875.3Semi standard non polar33892256
Flavin mononucleotide,1TBDMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23916.3Semi standard non polar33892256
Flavin mononucleotide,1TBDMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24040.6Semi standard non polar33892256
Flavin mononucleotide,1TBDMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24018.5Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)[NH]C(=O)C1=N23940.0Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24129.7Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24210.4Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23956.3Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24056.8Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24068.5Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N23956.6Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24027.3Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24063.8Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24075.7Semi standard non polar33892256
Flavin mononucleotide,2TBDMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24095.8Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #1CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24076.4Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #10CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24145.1Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #11CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24259.2Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #12CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24196.0Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #13CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24295.5Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #14CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24320.8Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #2CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24130.1Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #3CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24185.0Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #4CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24143.9Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #5CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24202.7Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #6CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24179.0Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #7CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24278.8Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #8CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1=NC(=O)[NH]C(=O)C1=N24146.2Semi standard non polar33892256
Flavin mononucleotide,3TBDMS,isomer #9CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C)C1=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C1=N24201.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Flavin mononucleotide GC-MS (Non-derivatized) - 70eV, Positivesplash10-007d-6931400000-cad44822b1dfefb257322017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flavin mononucleotide GC-MS (3 TMS) - 70eV, Positivesplash10-0592-6901126000-2ec87848003ebe8e438d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flavin mononucleotide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Flavin mononucleotide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOFsplash10-0002-9000200000-bc07cc2b3950f70a9db32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide LC-ESI-QTOF , negative-QTOFsplash10-0002-9000200000-bc07cc2b3950f70a9db32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 10V, positive-QTOFsplash10-0a4i-0000900000-6e5ca4123f461d0e208d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 16V, positive-QTOFsplash10-0a4i-0000900000-f1a0fdd1328522519b912020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 24V, positive-QTOFsplash10-0a4r-2028900000-899e2dcd3bfb217b57662020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 32V, positive-QTOFsplash10-052f-7289200000-ebb8d8c94ce8d3a5fb862020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 41V, positive-QTOFsplash10-0006-9782000000-786258c7a5f6feda99e22020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 53V, positive-QTOFsplash10-00dj-4910000000-e978502607653ec516592020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 66V, positive-QTOFsplash10-006t-3900000000-cd1a65145bae541f29192020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 78V, positive-QTOFsplash10-0002-3900000000-9be5fed1e1eb535085f62020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 91V, positive-QTOFsplash10-0fr2-4900000000-d58071130f19cd6bc8332020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 107V, positive-QTOFsplash10-0ktb-7900000000-c3b2300acb88daf0d14f2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 124V, positive-QTOFsplash10-052b-9700000000-e2c1ef96f28d92a23db42020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide Orbitrap 149V, positive-QTOFsplash10-0kbb-9300000000-91cbf6b5c1f4e37d016a2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOFsplash10-000i-0000900000-b60cf8984dd78397651e2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOFsplash10-00kf-0096000000-9690dc0d4d8c890d69002020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOFsplash10-0fka-0960000000-6d860483a67d4bd784ab2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOFsplash10-0002-0019000000-60cf80bbeab6e68f82d52020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Flavin mononucleotide n/a 31V, positive-QTOFsplash10-004i-0009000000-eea6861c71c50e5ce8462020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flavin mononucleotide 10V, Positive-QTOFsplash10-0a4i-0134900000-c3ae39f771e510a09ae62016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flavin mononucleotide 20V, Positive-QTOFsplash10-0a4i-2391100000-1b8212d4ae35c1e1f1f22016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flavin mononucleotide 40V, Positive-QTOFsplash10-0a4i-1090000000-8948e075f379e327a8522016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flavin mononucleotide 10V, Negative-QTOFsplash10-03kc-9251600000-e0759dcc125b6178b7f22016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flavin mononucleotide 20V, Negative-QTOFsplash10-004l-9120000000-656647e95148b24040662016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Flavin mononucleotide 40V, Negative-QTOFsplash10-004i-9000000000-4778caa348b1cda5e72c2016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Feces
Tissue Locations
  • Erythrocyte
  • Eye Lens
  • Placenta
  • Platelet
  • Skeletal Muscle
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.0084 (0.0035-0.013) uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.016 +/- 0.009 uMAdolescent (13-18 years old)FemaleNormal details
BloodDetected and Quantified0.0075 (0.004-0.011) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.013 +/- 0.006 uMChildren (1-13 years old)BothMalnutrition (type kwashiorkor and marasmus) details
BloodDetected and Quantified0.012 +/- 0.006 uMAdolescent (13-18 years old)FemaleAnorexia nervosa details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Metastatic melanoma		 details
Associated Disorders and Diseases
Disease References
Anorexia nervosa
  1. Capo-chichi CD, Gueant JL, Lefebvre E, Bennani N, Lorentz E, Vidailhet C, Vidailhet M: Riboflavin and riboflavin-derived cofactors in adolescent girls with anorexia nervosa. Am J Clin Nutr. 1999 Apr;69(4):672-8. [PubMed:10197568 ]
Metastatic melanoma
  1. Frankel AE, Coughlin LA, Kim J, Froehlich TW, Xie Y, Frenkel EP, Koh AY: Metagenomic Shotgun Sequencing and Unbiased Metabolomic Profiling Identify Specific Human Gut Microbiota and Metabolites Associated with Immune Checkpoint Therapy Efficacy in Melanoma Patients. Neoplasia. 2017 Oct;19(10):848-855. doi: 10.1016/j.neo.2017.08.004. Epub 2017 Sep 15. [PubMed:28923537 ]
Colorectal cancer
  1. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDDB03247
Phenol Explorer Compound IDNot Available
FooDB IDFDB030862
KNApSAcK IDC00019686
Chemspider ID559060
KEGG Compound IDC00061
BioCyc IDFMN
BiGG ID33703
Wikipedia LinkFlavin_mononucleotide
METLIN ID6295
PubChem Compound643976
PDB IDNot Available
ChEBI ID17621
Food Biomarker OntologyNot Available
VMH IDFMN
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceOno, Shigeru; Hirano, Hiroko; Sato, Yoshiyuki. Formation of flavin adenine dinucleotide and flavin mononucleotide by lens homogenate. Experimental Eye Research (1982), 34(2), 297-301.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Mathew JL, Kabi BC, Rath B: Anti-oxidant vitamins and steroid responsive nephrotic syndrome in Indian children. J Paediatr Child Health. 2002 Oct;38(5):450-37. [PubMed:12354259 ]
  2. Booth CK, Clark T, Fenn A: Folic acid, riboflavin, thiamine, and vitamin B-6 status of a group of first-time blood donors. Am J Clin Nutr. 1998 Nov;68(5):1075-80. [PubMed:9808225 ]
  3. Mikalunas V, Fitzgerald K, Rubin H, McCarthy R, Craig RM: Abnormal vitamin levels in patients receiving home total parenteral nutrition. J Clin Gastroenterol. 2001 Nov-Dec;33(5):393-6. [PubMed:11606856 ]
  4. Baeckert PA, Greene HL, Fritz I, Oelberg DG, Adcock EW: Vitamin concentrations in very low birth weight infants given vitamins intravenously in a lipid emulsion: measurement of vitamins A, D, and E and riboflavin. J Pediatr. 1988 Dec;113(6):1057-65. [PubMed:3142982 ]
  5. Bamji MS, Bhaskaram P, Jacob CM: Urinary riboflavin excretion and erythrocyte glutathione reductase activity in preschool children suffering from upper respiratory infections and measles. Ann Nutr Metab. 1987;31(3):191-6. [PubMed:3592624 ]
  6. Ajayi OA: Bioavailability of riboflavin from fortified palm juice. Plant Foods Hum Nutr. 1989 Dec;39(4):375-80. [PubMed:2631092 ]
  7. Brun TA, Chen J, Campbell TC, Boreham J, Feng Z, Parpia B, Shen TF, Li M: Urinary riboflavin excretion after a load test in rural China as a measure of possible riboflavin deficiency. Eur J Clin Nutr. 1990 Mar;44(3):195-206. [PubMed:2369885 ]
  8. Rao PN, Levine E, Myers MO, Prakash V, Watson J, Stolier A, Kopicko JJ, Kissinger P, Raj SG, Raj MH: Elevation of serum riboflavin carrier protein in breast cancer. Cancer Epidemiol Biomarkers Prev. 1999 Nov;8(11):985-90. [PubMed:10566553 ]
  9. Zhou X, Huang C, Hong J, Yao S: [Nested case-control study on riboflavin levels in blood and urine and the risk of lung cancer]. Wei Sheng Yan Jiu. 2003 Nov;32(6):597-8, 601. [PubMed:14963913 ]
  10. Thurnham DI, Zheng SF, Munoz N, Crespi M, Grassi A, Hambidge KM, Chai TF: Comparison of riboflavin, vitamin A, and zinc status of Chinese populations at high and low risk for esophageal cancer. Nutr Cancer. 1985;7(3):131-43. [PubMed:3878498 ]
  11. Bates CJ, Prentice AM, Paul AA, Prentice A, Sutcliffe BA, Whitehead RG: Riboflavin status in infants born in rural Gambia, and the effect of a weaning food supplement. Trans R Soc Trop Med Hyg. 1982;76(2):253-8. [PubMed:7101408 ]
  12. Edelbroek PM, Linssen AC, Zitman FG, Rooymans HG, de Wolff FA: Analgesic and antidepressive effects of low-dose amitriptyline in relation to its metabolism in patients with chronic pain. Clin Pharmacol Ther. 1986 Feb;39(2):156-62. [PubMed:3510800 ]
  13. Ahmed F, Khan MR, Akhtaruzzaman M, Karim R, Marks GC, Banu CP, Nahar B, Williams G: Efficacy of twice-weekly multiple micronutrient supplementation for improving the hemoglobin and micronutrient status of anemic adolescent schoolgirls in Bangladesh. Am J Clin Nutr. 2005 Oct;82(4):829-35. [PubMed:16210713 ]
  14. Buzina R, Grgic Z, Jusic M, Sapunar J, Milanovic N, Brubacher G: Nutritional status and physical working capacity. Hum Nutr Clin Nutr. 1982;36(6):429-38. [PubMed:7161138 ]
  15. Ortega RM, Quintas ME, Martinez RM, Andres P, Lopez-Sobaler AM, Requejo AM: Riboflavin levels in maternal milk: the influence of vitamin B2 status during the third trimester of pregnancy. J Am Coll Nutr. 1999 Aug;18(4):324-9. [PubMed:12038475 ]
  16. Lartey A, Manu A, Brown KH, Dewey KG: Predictors of micronutrient status among six- to twelve-month-old breast-fed Ghanaian infants. J Nutr. 2000 Feb;130(2):199-207. [PubMed:10720170 ]
  17. Blajchman MA, Goldman M, Baeza F: Improving the bacteriological safety of platelet transfusions. Transfus Med Rev. 2004 Jan;18(1):11-24. [PubMed:14689374 ]
  18. Cikot RJ, Steegers-Theunissen RP, Thomas CM, de Boo TM, Merkus HM, Steegers EA: Longitudinal vitamin and homocysteine levels in normal pregnancy. Br J Nutr. 2001 Jan;85(1):49-58. [PubMed:11227033 ]
  19. Hardwick CC, Herivel TR, Hernandez SC, Ruane PH, Goodrich RP: Separation, identification and quantification of riboflavin and its photoproducts in blood products using high-performance liquid chromatography with fluorescence detection: a method to support pathogen reduction technology. Photochem Photobiol. 2004 Nov-Dec;80(3):609-15. [PubMed:15382964 ]
  20. Schorah CJ, Wild J, Hartley R, Sheppard S, Smithells RW: The effect of periconceptional supplementation on blood vitamin concentrations in women at recurrence risk for neural tube defect. Br J Nutr. 1983 Mar;49(2):203-11. [PubMed:6830748 ]
  21. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 32 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Lysosomal acid phosphatase
General function:
Involved in acid phosphatase activity
Specific function:
Not Available
Gene Name:
ACP2
Uniprot ID:
P11117
Molecular weight:
48343.92
Reactions
Flavin mononucleotide + Water → Riboflavin + Phosphatedetails
Enzyme Details
2. Low molecular weight phosphotyrosine protein phosphatase
General function:
Involved in acid phosphatase activity
Specific function:
Acts on tyrosine phosphorylated proteins, low-MW aryl phosphates and natural and synthetic acyl phosphates. Isoform 3 does not possess phosphatase activity.
Gene Name:
ACP1
Uniprot ID:
P24666
Molecular weight:
18042.315
Reactions
Flavin mononucleotide + Water → Riboflavin + Phosphatedetails
Enzyme Details
3. Tartrate-resistant acid phosphatase type 5
General function:
Involved in hydrolase activity
Specific function:
Involved in osteopontin/bone sialoprotein dephosphorylation. Its expression seems to increase in certain pathological states such as Gaucher and Hodgkin diseases, the hairy cell, the B-cell, and the T-cell leukemias.
Gene Name:
ACP5
Uniprot ID:
P13686
Molecular weight:
36598.47
Reactions
Flavin mononucleotide + Water → Riboflavin + Phosphatedetails
Enzyme Details
4. Prostatic acid phosphatase
General function:
Involved in acid phosphatase activity
Specific function:
A non-specific tyrosine phosphatase that dephosphorylates a diverse number of substrates under acidic conditions (pH 4-6) including alkyl, aryl, and acyl orthophosphate monoesters and phosphorylated proteins. Has lipid phosphatase activity and inactivates lysophosphatidic acid in seminal plasma. Isoform 2: the cellular form also has ecto-5'-nucleotidase activity in dorsal root ganglion (DRG) neurons. Generates adenosine from AMP which acts as a pain suppressor. Acts as a tumor suppressor of prostate cancer through dephosphorylation of ERBB2 and deactivation of MAPK-mediated signaling.
Gene Name:
ACPP
Uniprot ID:
P15309
Molecular weight:
44565.715
Reactions
Flavin mononucleotide + Water → Riboflavin + Phosphatedetails
Enzyme Details
5. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
General function:
Involved in catalytic activity
Specific function:
Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:
ENPP1
Uniprot ID:
P22413
Molecular weight:
104923.58
Reactions
FAD + Water → Adenosine monophosphate + Flavin mononucleotidedetails
Enzyme Details
6. Lathosterol oxidase
General function:
Involved in iron ion binding
Specific function:
Catalyzes a dehydrogenation to introduce C5-6 double bond into lathosterol.
Gene Name:
SC5DL
Uniprot ID:
O75845
Molecular weight:
35300.55
Enzyme Details
7. NADPH--cytochrome P450 reductase
General function:
Involved in oxidoreductase activity
Specific function:
This enzyme is required for electron transfer from NADP to cytochrome P450 in microsomes. It can also provide electron transfer to heme oxygenase and cytochrome B5.
Gene Name:
POR
Uniprot ID:
P16435
Molecular weight:
77047.575
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Enzyme Details
8. Dihydroorotate dehydrogenase (quinone), mitochondrial
General function:
Involved in catalytic activity
Specific function:
Catalyzes the conversion of dihydroorotate to orotate with quinone as electron acceptor.
Gene Name:
DHODH
Uniprot ID:
Q02127
Molecular weight:
42866.93
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Enzyme Details
9. NADH dehydrogenase [ubiquinone] flavoprotein 1, mitochondrial
General function:
Involved in NADH dehydrogenase (ubiquinone) activity
Specific function:
Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:
NDUFV1
Uniprot ID:
P49821
Molecular weight:
49867.66
Enzyme Details
10. Ectonucleotide pyrophosphatase/phosphodiesterase family member 3
General function:
Involved in catalytic activity
Specific function:
Cleaves a variety of phosphodiester and phosphosulfate bonds including deoxynucleotides, nucleotide sugars, and NAD (By similarity).
Gene Name:
ENPP3
Uniprot ID:
O14638
Molecular weight:
100123.54
Reactions
FAD + Water → Adenosine monophosphate + Flavin mononucleotidedetails

Only showing the first 10 proteins. There are 32 proteins in total.

Show all enzymes and transporters