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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2022-03-07 03:17:34 UTC

HMDB ID

HMDB0059614

Secondary Accession Numbers

HMDB59614

Metabolite Identification

Common Name

Riboflavin cyclic-4',5'-phosphate

Description

Riboflavin cyclic-4',5'-phosphate, also known as CFMN or cyclic flavin mononucleotide, belongs to the class of organic compounds known as flavins. Flavins are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, with a structure characterized by an isoalloaxzine tricyclic ring. Riboflavin cyclic-4',5'-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, riboflavin cyclic-4',5'-phosphate has been detected, but not quantified in, several different foods, such as yams, breadfruits, brassicas, white lupines, and ginsengs. This could make riboflavin cyclic-4',5'-phosphate a potential biomarker for the consumption of these foods. Riboflavin cyclic-4',5'-phosphate is part of the Glycerolipid metabolism, and RIG-I-like receptor signaling pathway pathways.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 10301209492D          

 33 36  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    3.3769    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
    2.8579    0.0000    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
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324    5.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    5.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    3.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    4.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    4.7045    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557    2.9235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    2.5248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  2  1  0  0  0  0
  8  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 14 11  1  0  0  0  0
 12 14  1  1  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 18  9  1  0  0  0  0
 18 13  2  0  0  0  0
 19 15  2  0  0  0  0
 19 17  1  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 21  5  1  0  0  0  0
 21 10  1  0  0  0  0
 21 15  1  0  0  0  0
 11 22  1  1  0  0  0
 14 23  1  6  0  0  0
 24 16  1  0  0  0  0
 25 17  2  0  0  0  0
 28  6  1  0  0  0  0
 29 12  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  2  0  0  0  0
 30 28  1  0  0  0  0
 30 29  1  0  0  0  0
 11 31  1  1  0  0  0
 12 32  1  6  0  0  0
 14 33  1  6  0  0  0
M  END

HMDB0059614
     RDKit          3D
Riboflavin cyclic-4',5'-phosphate
 49 52  0  0  0  0  0  0  0  0999 V2000
   -4.6461    2.6270   -0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6120    1.5870   -0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5183    1.0007    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722    0.0356    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075   -0.5322    2.1555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -1.4807    2.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596   -2.0619    3.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -1.6973    4.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -3.0216    3.8593 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -3.3911    2.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.3070    3.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087   -2.8429    1.6476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6937   -1.8828    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616   -1.3075    0.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631   -1.7099   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3785   -0.8166   -0.8670 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2513   -1.3560   -1.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1548   -0.6556    0.3803 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3569   -0.0585    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657    0.2203    0.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4348   -0.3048   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    0.5614   -0.3622 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952    2.0638   -0.4322 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.0907    2.9550    0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343    2.7764   -1.9350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    1.5196   -0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -0.3444   -0.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.2303   -1.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.1938   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8620    1.8521   -2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586    3.6226   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5373    2.4883   -0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417    2.6083   -1.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851    1.2874    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -1.9207    4.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501   -1.8625   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906   -2.7208   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    0.1892   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8347   -1.1868   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438   -1.6541    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629    0.9151    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.2881    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -1.3361   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413   -0.1475   -1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732    2.6929   -2.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -0.0991   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659    1.6127   -3.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7271    2.9469   -2.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.4237   -3.6064 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  1  0
  7  9  2  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
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  2  1  0
 27  4  2  0
 13  6  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  8 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
 21 44  1  0
 25 45  1  0
 28 46  1  0
 30 47  1  0
 30 48  1  0
 30 49  1  0
M  END


  Mrv0541 10301209492D          

 33 36  0  0  0  0            999 V2000
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0392    3.3769    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
    2.8579    0.0000    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
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   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
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9324    5.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0762    5.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912    3.9900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    4.5330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1787    4.7045    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557    2.9235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1468    2.5248    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  3  2  0  0  0  0
  8  2  1  0  0  0  0
  8  4  2  0  0  0  0
  8  7  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 10  9  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 14 11  1  0  0  0  0
 12 14  1  1  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 18  9  1  0  0  0  0
 18 13  2  0  0  0  0
 19 15  2  0  0  0  0
 19 17  1  0  0  0  0
 20 16  2  0  0  0  0
 20 17  1  0  0  0  0
 21  5  1  0  0  0  0
 21 10  1  0  0  0  0
 21 15  1  0  0  0  0
 11 22  1  1  0  0  0
 14 23  1  6  0  0  0
 24 16  1  0  0  0  0
 25 17  2  0  0  0  0
 28  6  1  0  0  0  0
 29 12  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  2  0  0  0  0
 30 28  1  0  0  0  0
 30 29  1  0  0  0  0
 11 31  1  1  0  0  0
 12 32  1  6  0  0  0
 14 33  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0059614

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(CN1C2=C(C=C(C)C(C)=C2)N=C2C(O)=NC(=O)N=C12)[C@]([H])(O)[C@@]1([H])COP(O)(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H19N4O8P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(24)20-17(25)19-15)5-11(22)14(23)12-6-28-30(26,27)29-12/h3-4,11-12,14,22-23H,5-6H2,1-2H3,(H,26,27)(H,20,24,25)/t11-,12+,14-/m0/s1

> <INCHI_KEY>
CVZKYDYRJQYYDJ-SCRDCRAPSA-N

> <FORMULA>
C17H19N4O8P

> <MOLECULAR_WEIGHT>
438.3285

> <EXACT_MASS>
438.094050116

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
40.54708831345603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-[(2S,3S)-2,3-dihydroxy-3-[(4R)-2-hydroxy-2-oxo-1,3,2λ⁵-dioxaphospholan-4-yl]propyl]-4-hydroxy-7,8-dimethyl-2H,10H-benzo[g]pteridin-2-one

> <ALOGPS_LOGP>
-0.48

> <JCHEM_LOGP>
0.2239323043333331

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.774689102529116

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8363673574493848

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6683358023224333

> <JCHEM_POLAR_SURFACE_AREA>
173.83999999999997

> <JCHEM_REFRACTIVITY>
103.684

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-[(2S,3S)-2,3-dihydroxy-3-[(4R)-2-hydroxy-2-oxo-1,3,2λ⁵-dioxaphospholan-4-yl]propyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059614
     RDKit          3D
Riboflavin cyclic-4',5'-phosphate
 49 52  0  0  0  0  0  0  0  0999 V2000
   -4.6461    2.6270   -0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6120    1.5870   -0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5183    1.0007    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722    0.0356    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075   -0.5322    2.1555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -1.4807    2.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596   -2.0619    3.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -1.6973    4.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -3.0216    3.8593 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -3.3911    2.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.3070    3.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087   -2.8429    1.6476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6937   -1.8828    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616   -1.3075    0.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631   -1.7099   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3785   -0.8166   -0.8670 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2513   -1.3560   -1.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1548   -0.6556    0.3803 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3569   -0.0585    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657    0.2203    0.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4348   -0.3048   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    0.5614   -0.3622 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952    2.0638   -0.4322 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.0907    2.9550    0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343    2.7764   -1.9350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    1.5196   -0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -0.3444   -0.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.2303   -1.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.1938   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8620    1.8521   -2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586    3.6226   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5373    2.4883   -0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417    2.6083   -1.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851    1.2874    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -1.9207    4.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501   -1.8625   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906   -2.7208   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    0.1892   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8347   -1.1868   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438   -1.6541    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629    0.9151    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.2881    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -1.3361   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413   -0.1475   -1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732    2.6929   -2.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -0.0991   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659    1.6127   -3.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7271    2.9469   -2.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.4237   -3.6064 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  1  0
  7  9  2  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
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  2  1  0
 27  4  2  0
 13  6  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  8 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
 21 44  1  0
 25 45  1  0
 28 46  1  0
 30 47  1  0
 30 48  1  0
 30 49  1  0
M  END

HEADER    PROTEIN                                 30-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-OCT-12         0                                  
HETATM    1  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   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       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.073   6.304   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -1.740   9.408   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.142  10.246   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.104   7.448   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.173   8.462   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      -0.334   8.782   0.000  0.00  0.00           P+0
HETATM   31  H   UNK     0       4.001   5.390   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.784   5.457   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.141   4.713   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    7    9                                                       
CONECT    4    8   10                                                       
CONECT    5   11   21                                                       
CONECT    6   12   28                                                       
CONECT    7    1    3    8                                                  
CONECT    8    2    4    7                                                  
CONECT    9    3   10   18                                                  
CONECT   10    4    9   21                                                  
CONECT   11    5   14   22   31                                             
CONECT   12    6   14   29   32                                             
CONECT   13   15   16   18                                                  
CONECT   14   11   12   23   33                                             
CONECT   15   13   19   21                                                  
CONECT   16   13   20   24                                                  
CONECT   17   19   20   25                                                  
CONECT   18    9   13                                                       
CONECT   19   15   17                                                       
CONECT   20   16   17                                                       
CONECT   21    5   10   15                                                  
CONECT   22   11                                                            
CONECT   23   14                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28    6   30                                                       
CONECT   29   12   30                                                       
CONECT   30   26   27   28   29                                             
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

COMPND    HMDB0059614
HETATM    1  C1  UNL     1      -4.646   2.627  -0.805  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.612   1.587  -0.563  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.518   1.001   0.670  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.572   0.036   0.925  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.507  -0.532   2.156  1.00  0.00           N  
HETATM    6  C5  UNL     1      -1.607  -1.481   2.449  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.560  -2.062   3.689  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.418  -1.697   4.714  1.00  0.00           O  
HETATM    9  N2  UNL     1      -0.619  -3.022   3.859  1.00  0.00           N  
HETATM   10  C7  UNL     1       0.223  -3.391   2.882  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.056  -4.307   3.183  1.00  0.00           O  
HETATM   12  N3  UNL     1       0.209  -2.843   1.648  1.00  0.00           N  
HETATM   13  C8  UNL     1      -0.694  -1.883   1.395  1.00  0.00           C  
HETATM   14  N4  UNL     1      -0.762  -1.307   0.158  1.00  0.00           N  
HETATM   15  C9  UNL     1       0.163  -1.710  -0.799  1.00  0.00           C  
HETATM   16  C10 UNL     1       1.379  -0.817  -0.867  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.251  -1.356  -1.861  1.00  0.00           O  
HETATM   18  C11 UNL     1       2.155  -0.656   0.380  1.00  0.00           C  
HETATM   19  O4  UNL     1       1.357  -0.059   1.356  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.366   0.220   0.247  1.00  0.00           C  
HETATM   21  C13 UNL     1       4.435  -0.305  -0.650  1.00  0.00           C  
HETATM   22  O5  UNL     1       5.517   0.561  -0.362  1.00  0.00           O  
HETATM   23  P1  UNL     1       4.695   2.064  -0.432  1.00  0.00           P  
HETATM   24  O6  UNL     1       5.091   2.955   0.703  1.00  0.00           O  
HETATM   25  O7  UNL     1       4.834   2.776  -1.935  1.00  0.00           O  
HETATM   26  O8  UNL     1       3.096   1.520  -0.133  1.00  0.00           O  
HETATM   27  C14 UNL     1      -1.698  -0.344  -0.097  1.00  0.00           C  
HETATM   28  C15 UNL     1      -1.774   0.230  -1.345  1.00  0.00           C  
HETATM   29  C16 UNL     1      -2.731   1.194  -1.570  1.00  0.00           C  
HETATM   30  C17 UNL     1      -2.862   1.852  -2.897  1.00  0.00           C  
HETATM   31  H1  UNL     1      -4.159   3.623  -0.590  1.00  0.00           H  
HETATM   32  H2  UNL     1      -5.537   2.488  -0.176  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.942   2.608  -1.874  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.185   1.287   1.459  1.00  0.00           H  
HETATM   35  H5  UNL     1      -3.396  -1.921   4.592  1.00  0.00           H  
HETATM   36  H6  UNL     1      -0.150  -1.862  -1.832  1.00  0.00           H  
HETATM   37  H7  UNL     1       0.591  -2.721  -0.500  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.098   0.189  -1.313  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.835  -1.187  -2.760  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.544  -1.654   0.699  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.363   0.915   1.156  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.817   0.288   1.281  1.00  0.00           H  
HETATM   43  H13 UNL     1       4.668  -1.336  -0.379  1.00  0.00           H  
HETATM   44  H14 UNL     1       4.241  -0.147  -1.734  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.773   2.693  -2.261  1.00  0.00           H  
HETATM   46  H16 UNL     1      -1.088  -0.099  -2.098  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.866   1.613  -3.318  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.727   2.947  -2.843  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.126   1.424  -3.606  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3    3   29
CONECT    3    4   34
CONECT    4    5   27   27
CONECT    5    6    6
CONECT    6    7   13
CONECT    7    8    9    9
CONECT    8   35
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   27
CONECT   15   16   36   37
CONECT   16   17   18   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   26   42
CONECT   21   22   43   44
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   45
CONECT   27   28
CONECT   28   29   29   46
CONECT   29   30
CONECT   30   47   48   49
END

HMDB0059614
     RDKit          3D
Riboflavin cyclic-4',5'-phosphate
 49 52  0  0  0  0  0  0  0  0999 V2000
   -4.6461    2.6270   -0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6120    1.5870   -0.5631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5183    1.0007    0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5722    0.0356    0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5075   -0.5322    2.1555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -1.4807    2.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5596   -2.0619    3.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4178   -1.6973    4.7141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187   -3.0216    3.8593 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2227   -3.3911    2.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0561   -4.3070    3.1832 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087   -2.8429    1.6476 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6937   -1.8828    1.3950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616   -1.3075    0.1580 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631   -1.7099   -0.7990 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3785   -0.8166   -0.8670 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2513   -1.3560   -1.8615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1548   -0.6556    0.3803 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3569   -0.0585    1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657    0.2203    0.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4348   -0.3048   -0.6500 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    0.5614   -0.3622 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6952    2.0638   -0.4322 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.0907    2.9550    0.7035 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8343    2.7764   -1.9350 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    1.5196   -0.1327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -0.3444   -0.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    0.2303   -1.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310    1.1938   -1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8620    1.8521   -2.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1586    3.6226   -0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5373    2.4883   -0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417    2.6083   -1.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1851    1.2874    1.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3962   -1.9207    4.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1501   -1.8625   -1.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5906   -2.7208   -0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    0.1892   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8347   -1.1868   -2.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438   -1.6541    0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3629    0.9151    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166    0.2881    1.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6678   -1.3361   -0.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413   -0.1475   -1.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7732    2.6929   -2.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0878   -0.0991   -2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8659    1.6127   -3.3182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7271    2.9469   -2.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    1.4237   -3.6064 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  1  0
  7  9  2  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
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 14 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29  2  1  0
 27  4  2  0
 13  6  1  0
 26 20  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  8 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  1
 21 43  1  0
 21 44  1  0
 25 45  1  0
 28 46  1  0
 30 47  1  0
 30 48  1  0
 30 49  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
CFMN	ChEBI
Cyclic flavin mononucleotide	ChEBI
Cyclic FMN	ChEBI
Riboflavin cyclic-4',5'-phosphoric acid	Generator
Riboflavin cyclic 4',5'-phosphoric acid	Generator

Chemical Formula

C₁₇H₁₉N₄O₈P

Average Molecular Weight

438.3285

Monoisotopic Molecular Weight

438.094050116

IUPAC Name

10-[(2S,3S)-2,3-dihydroxy-3-[(4R)-2-hydroxy-2-oxo-1,3,2λ⁵-dioxaphospholan-4-yl]propyl]-4-hydroxy-7,8-dimethyl-2H,10H-benzo[g]pteridin-2-one

Traditional Name

10-[(2S,3S)-2,3-dihydroxy-3-[(4R)-2-hydroxy-2-oxo-1,3,2λ⁵-dioxaphospholan-4-yl]propyl]-4-hydroxy-7,8-dimethylbenzo[g]pteridin-2-one

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CN1C2=C(C=C(C)C(C)=C2)N=C2C(O)=NC(=O)N=C12)[C@]([H])(O)[C@@]1([H])COP(O)(=O)O1

InChI Identifier

InChI=1S/C17H19N4O8P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(24)20-17(25)19-15)5-11(22)14(23)12-6-28-30(26,27)29-12/h3-4,11-12,14,22-23H,5-6H2,1-2H3,(H,26,27)(H,20,24,25)/t11-,12+,14-/m0/s1

InChI Key

CVZKYDYRJQYYDJ-SCRDCRAPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavins. Flavins are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, with a structure characterized by an isoalloaxzine tricyclic ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Alloxazines and isoalloxazines

Direct Parent

Flavins

Alternative Parents

Substituents

Flavin
Diazanaphthalene
Quinoxaline
Pyrimidone
Organic phosphoric acid derivative
Pyrazine
Pyrimidine
Benzenoid
Vinylogous amide
1,3_dioxaphospholane
Heteroaromatic compound
Secondary alcohol
Lactam
1,2-diol
Azacycle
Oxacycle
Organic oxide
Organooxygen compound
Organonitrogen compound
Alcohol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ribitol phosphate (CHEBI:15045 )
flavin mononucleotide (CHEBI:15045 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	0.22	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	173.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.68 m³·mol⁻¹	ChemAxon
Polarizability	40.55 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.901	31661259
DarkChem	[M-H]-	189.262	31661259
DeepCCS	[M-2H]-	213.306	30932474
DeepCCS	[M+Na]+	189.669	30932474
AllCCS	[M+H]+	196.7	32859911
AllCCS	[M+H-H2O]+	194.4	32859911
AllCCS	[M+NH4]+	198.9	32859911
AllCCS	[M+Na]+	199.5	32859911
AllCCS	[M-H]-	191.2	32859911
AllCCS	[M+Na-2H]-	191.2	32859911
AllCCS	[M+HCOO]-	191.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Riboflavin cyclic-4',5'-phosphate	[H][C@](O)(CN1C2=C(C=C(C)C(C)=C2)N=C2C(O)=NC(=O)N=C12)[C@]([H])(O)[C@@]1([H])COP(O)(=O)O1	4239.3	Standard polar	33892256
Riboflavin cyclic-4',5'-phosphate	[H][C@](O)(CN1C2=C(C=C(C)C(C)=C2)N=C2C(O)=NC(=O)N=C12)[C@]([H])(O)[C@@]1([H])COP(O)(=O)O1	2567.6	Standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate	[H][C@](O)(CN1C2=C(C=C(C)C(C)=C2)N=C2C(O)=NC(=O)N=C12)[C@]([H])(O)[C@@]1([H])COP(O)(=O)O1	4343.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Riboflavin cyclic-4',5'-phosphate,1TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O)C1=N2	3706.7	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3694.2	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O)C1=N2	3721.0	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	3763.0	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3621.7	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O)C1=N2	3638.4	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	3657.6	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3631.9	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3662.6	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	3669.0	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3602.7	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3618.9	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	3618.5	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3629.7	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,4TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3618.9	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,4TMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C)C1=N2	3528.5	Standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TBDMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O)C1=N2	3920.6	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TBDMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	3842.2	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TBDMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O)C1=N2	3915.3	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,1TBDMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	3961.8	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TBDMS,isomer #1	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	3939.3	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TBDMS,isomer #2	CC1=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]1COP(=O)(O)O1)C1=NC(=O)N=C(O)C1=N2	4005.0	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TBDMS,isomer #3	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	4037.2	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TBDMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	3931.8	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TBDMS,isomer #5	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	3975.8	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,2TBDMS,isomer #6	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	4029.7	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TBDMS,isomer #1	CC1=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]1COP(=O)(O)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	4061.5	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TBDMS,isomer #2	CC1=CC2=C(C=C1C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	4082.2	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TBDMS,isomer #3	CC1=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]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O)C1=N2	4127.6	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,3TBDMS,isomer #4	CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	4074.3	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,4TBDMS,isomer #1	CC1=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]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	4213.4	Semi standard non polar	33892256
Riboflavin cyclic-4',5'-phosphate,4TBDMS,isomer #1	CC1=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]1COP(=O)(O[Si](C)(C)C(C)(C)C)O1)C1=NC(=O)N=C(O[Si](C)(C)C(C)(C)C)C1=N2	4100.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin cyclic-4',5'-phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-0941200000-03dd1e4e364ca135b14e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin cyclic-4',5'-phosphate GC-MS (3 TMS) - 70eV, Positive	splash10-007c-3401139000-aa6effdfbabbb64f3583	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Riboflavin cyclic-4',5'-phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 10V, Positive-QTOF	splash10-0079-2320900000-d479baa480bc697e04f8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 20V, Positive-QTOF	splash10-0a4i-0290000000-d104199ba82c66541eb5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 40V, Positive-QTOF	splash10-054o-4290000000-118f0f2e41abbfb9bd82	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 10V, Negative-QTOF	splash10-0006-6329000000-050d5346e291322792f4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 20V, Negative-QTOF	splash10-0006-9430000000-0564f226b36531f29701	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 40V, Negative-QTOF	splash10-002f-9140000000-741c8a9ac30179aab84b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 10V, Positive-QTOF	splash10-000i-0000900000-635ec9f2f3f6c04f3ce7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 20V, Positive-QTOF	splash10-000i-0023900000-0de43590125d8e301d47	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 40V, Positive-QTOF	splash10-0a4l-1095000000-97568cc685680d3113d9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 10V, Negative-QTOF	splash10-000i-0100900000-8a1c2b2bec5d597ed0aa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 20V, Negative-QTOF	splash10-00bi-8911600000-71d58269e01c346317b1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Riboflavin cyclic-4',5'-phosphate 40V, Negative-QTOF	splash10-004l-9341100000-ee4460f29e4b362caef2	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031146

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C16071

BioCyc ID

CPD-12658

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11026517

PDB ID

Not Available

ChEBI ID

15045

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Riboflavin cyclic-4',5'-phosphate (HMDB0059614)

MOL for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

3D MOL for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

3D SDF for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

3D-SDF for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

PDB for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

3D PDB for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

SMILES for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

INCHI for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

Structure for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

3D Structure for HMDB0059614 (Riboflavin cyclic-4',5'-phosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra