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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 05:28:05 UTC

Update Date

2022-03-07 02:49:19 UTC

HMDB ID

HMDB0003826

Secondary Accession Numbers

HMDB03826

Metabolite Identification

Common Name

6,7-Dimethyl-8-(1-D-ribityl)lumazine

Description

6,7-Dimethyl-8-(1-D-ribityl)lumazine belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an extremely weak basic (essentially neutral) compound (based on its pKa). 6,7-Dimethyl-8-(1-D-ribityl)lumazine exists in all living organisms, ranging from bacteria to humans. In humans, 6,7-dimethyl-8-(1-D-ribityl)lumazine is involved in riboflavin metabolism. Outside of the human body, 6,7-dimethyl-8-(1-D-ribityl)lumazine has been detected, but not quantified in, several different foods, such as quinoa, arrowhead, conchs, watermelons, and Elliott's blueberries. This could make 6,7-dimethyl-8-(1-D-ribityl)lumazine a potential biomarker for the consumption of these foods. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is an intermediate in riboflavin metabolism. 6,7-Dimethyl-8-(1-D-ribityl)lumazine is the second to last step in the synthesis of ribitol and is converted from 4-(1-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine via the enzyme riboflavin synthase beta chain. It is then converted into riboflavin via the enzyme riboflavin synthase alpha chain (EC 2.5.1.9).

Structure

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

HMDB0003826
     RDKit          3D
6,7-Dimethyl-8-(1-D-ribityl)lumazine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -3.1280    1.5574    2.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    0.7707    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2547   -0.3407    0.6600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090   -1.0712   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700   -2.2125   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4980   -2.5987   -0.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -2.9139   -1.7724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -2.4978   -2.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5111   -3.2200   -3.3919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -1.3876   -2.1150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.6369   -1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637    0.5083   -0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768    0.8750   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    0.2721   -1.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2907   -1.1322   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.6431    0.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2064    2.0334    0.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2843    0.0027    0.6366 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2963    0.3756   -0.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126   -1.4665    0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -1.8435    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    1.1789    0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8659    2.4350    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    1.8985    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    0.9508    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    2.4271    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5136   -3.7987   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    1.9907   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509    0.6088   -2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    0.5519   -1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8737   -1.3497   -0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084    0.3928    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    2.2821    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550    0.4676    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240    1.2034   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263   -2.0709   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -1.6839    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -1.5570    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2004    2.2092    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    3.1226    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    3.0242    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
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M  END


  Mrv1652309042000302D          

 23 24  0  0  0  0            999 V2000
10000.718710000.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.434010000.7989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.147410000.3870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.431310001.6221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.715910002.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.283310002.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.141910000.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5781 9998.3324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.000610000.8024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.000710001.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.286110002.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.571710001.6274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2884 9999.5688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.288410000.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.573910000.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.859510000.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8594 9999.5688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5739 9999.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.1474 9999.5620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.861910000.7995    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.861910001.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.576410000.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.290810000.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  6  0  0  0
 10 11  2  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0003826

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1

> <INCHI_KEY>
SXDXRJZUAJBNFL-XKSSXDPKSA-N

> <FORMULA>
C13H18N4O6

> <MOLECULAR_WEIGHT>
326.3052

> <EXACT_MASS>
326.122634328

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.25149179667024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,4,8-tetrahydropteridine-2,4-dione

> <ALOGPS_LOGP>
-1.84

> <JCHEM_LOGP>
-2.7431980236666673

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.852920885570342

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.971683625603247

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7600404606503819

> <JCHEM_POLAR_SURFACE_AREA>
155.05

> <JCHEM_REFRACTIVITY>
79.0005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethyl-8-ribityllumazine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003826
     RDKit          3D
6,7-Dimethyl-8-(1-D-ribityl)lumazine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -3.1280    1.5574    2.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    0.7707    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2547   -0.3407    0.6600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090   -1.0712   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700   -2.2125   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4980   -2.5987   -0.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -2.9139   -1.7724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -2.4978   -2.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5111   -3.2200   -3.3919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -1.3876   -2.1150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.6369   -1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637    0.5083   -0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768    0.8750   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    0.2721   -1.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2907   -1.1322   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.6431    0.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2064    2.0334    0.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2843    0.0027    0.6366 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2963    0.3756   -0.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126   -1.4665    0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -1.8435    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    1.1789    0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8659    2.4350    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    1.8985    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    0.9508    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    2.4271    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5136   -3.7987   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    1.9907   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509    0.6088   -2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    0.5519   -1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8737   -1.3497   -0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084    0.3928    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    2.2821    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550    0.4676    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240    1.2034   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263   -2.0709   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -1.6839    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -1.5570    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2004    2.2092    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    3.1226    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    3.0242    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  1  0
 22  2  2  0
 11  4  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  6
 15 31  1  0
 16 32  1  1
 17 33  1  0
 18 34  1  1
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
M  END

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    8668.0088667.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.3438668.158   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8670.6758667.389   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8669.3388669.695   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8668.0038670.466   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8665.3298672.009   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8661.3328668.178   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8664.0128663.554   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8666.6688668.164   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8666.6688669.704   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.3348670.475   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8664.0018669.704   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0    8665.3388665.862   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    8665.3388667.402   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.0058668.172   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8662.6718667.402   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    8662.6718665.862   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8664.0058665.092   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0    8670.6758665.849   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8672.0098668.159   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8672.0098669.699   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8673.3438667.389   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8674.6768668.159   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2   20   19                                                  
CONECT    4    2                                                            
CONECT    5   10                                                            
CONECT    6   11                                                            
CONECT    7   16                                                            
CONECT    8   18                                                            
CONECT    9   10    1   14                                                  
CONECT   10   11    9    5                                                  
CONECT   11   10   12    6                                                  
CONECT   12   11   15                                                       
CONECT   13   14   18                                                       
CONECT   14   15   13    9                                                  
CONECT   15   14   16   12                                                  
CONECT   16   15   17    7                                                  
CONECT   17   16   18                                                       
CONECT   18   13   17    8                                                  
CONECT   19    3                                                            
CONECT   20    3   22   21                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0003826
HETATM    1  C1  UNL     1      -3.128   1.557   2.152  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.599   0.771   1.000  1.00  0.00           C  
HETATM    3  N1  UNL     1      -3.255  -0.341   0.660  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.809  -1.071  -0.367  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.470  -2.212  -0.733  1.00  0.00           C  
HETATM    6  O1  UNL     1      -4.498  -2.599  -0.119  1.00  0.00           O  
HETATM    7  N2  UNL     1      -2.990  -2.914  -1.772  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.904  -2.498  -2.415  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.511  -3.220  -3.392  1.00  0.00           O  
HETATM   10  N3  UNL     1      -1.199  -1.388  -2.115  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.627  -0.637  -1.082  1.00  0.00           C  
HETATM   12  N4  UNL     1      -0.964   0.508  -0.719  1.00  0.00           N  
HETATM   13  C7  UNL     1       0.177   0.875  -1.482  1.00  0.00           C  
HETATM   14  C8  UNL     1       1.483   0.272  -1.077  1.00  0.00           C  
HETATM   15  O3  UNL     1       1.291  -1.132  -1.167  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.964   0.643   0.265  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.206   2.033   0.339  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.284   0.003   0.637  1.00  0.00           C  
HETATM   19  O5  UNL     1       4.296   0.376  -0.227  1.00  0.00           O  
HETATM   20  C11 UNL     1       3.213  -1.467   0.877  1.00  0.00           C  
HETATM   21  O6  UNL     1       4.451  -1.843   1.447  1.00  0.00           O  
HETATM   22  C12 UNL     1      -1.462   1.179   0.303  1.00  0.00           C  
HETATM   23  C13 UNL     1      -0.866   2.435   0.766  1.00  0.00           C  
HETATM   24  H1  UNL     1      -2.238   1.898   2.732  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.808   0.951   2.757  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.722   2.427   1.760  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.514  -3.799  -2.046  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.352   1.991  -1.552  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.051   0.609  -2.568  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.214   0.552  -1.895  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.874  -1.350  -0.270  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.208   0.393   1.034  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.480   2.282   1.268  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.555   0.468   1.632  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.024   1.203  -0.737  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.126  -2.071  -0.050  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.441  -1.684   1.635  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.151  -1.557   0.780  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.200   2.209   1.650  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.644   3.123   1.215  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.332   3.024   0.008  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   22   22
CONECT    3    4    4
CONECT    4    5   11
CONECT    5    6    6    7
CONECT    7    8   27
CONECT    8    9    9   10
CONECT   10   11   11
CONECT   11   12
CONECT   12   13   22
CONECT   13   14   28   29
CONECT   14   15   16   30
CONECT   15   31
CONECT   16   17   18   32
CONECT   17   33
CONECT   18   19   20   34
CONECT   19   35
CONECT   20   21   36   37
CONECT   21   38
CONECT   22   23
CONECT   23   39   40   41
END

HMDB0003826
     RDKit          3D
6,7-Dimethyl-8-(1-D-ribityl)lumazine
 41 42  0  0  0  0  0  0  0  0999 V2000
   -3.1280    1.5574    2.1516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    0.7707    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2547   -0.3407    0.6600 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8090   -1.0712   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4700   -2.2125   -0.7334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4980   -2.5987   -0.1188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9901   -2.9139   -1.7724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9042   -2.4978   -2.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5111   -3.2200   -3.3919 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -1.3876   -2.1150 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270   -0.6369   -1.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9637    0.5083   -0.7189 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768    0.8750   -1.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    0.2721   -1.0766 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2907   -1.1322   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.6431    0.2647 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2064    2.0334    0.3393 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2843    0.0027    0.6366 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2963    0.3756   -0.2274 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2126   -1.4665    0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -1.8435    1.4472 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616    1.1789    0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8659    2.4350    0.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2383    1.8985    2.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8081    0.9508    2.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7215    2.4271    1.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5136   -3.7987   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3523    1.9907   -1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0509    0.6088   -2.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    0.5519   -1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8737   -1.3497   -0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2084    0.3928    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    2.2821    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550    0.4676    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0240    1.2034   -0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263   -2.0709   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4407   -1.6839    1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -1.5570    0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2004    2.2092    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439    3.1226    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3316    3.0242    0.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 12 22  1  0
 22 23  1  0
 22  2  2  0
 11  4  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  7 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  6
 15 31  1  0
 16 32  1  1
 17 33  1  0
 18 34  1  1
 19 35  1  0
 20 36  1  0
 20 37  1  0
 21 38  1  0
 23 39  1  0
 23 40  1  0
 23 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6,7-Dimethyl-8-(1'-D-ribityl)lumazine	ChEBI
6,7-Dimethyl-8-(D-ribityl)lumazine	ChEBI
6,7-Dimethyl-8-D-ribityllumazine	ChEBI
6,7-Dimethyl-8-ribityllumazine	ChEBI
DMDRL	ChEBI
RL-6,7-DiMe	ChEBI
6,7-Dimethyl-8-ribityllumazine, 14C-labeled	HMDB
6,7-Dimethyl-8-ribityllumazine, (D)-isomer	HMDB
1-Deoxy-1-(3,4-dihydro-6,7-dimethyl-2,4-dioxo-8(2H)-pteridinyl)-D-ribitol	HMDB
6,7-Dimethyl-8-(1’-D-ribityl)lumazine	HMDB
6,7-Dimethylribityllumazine	HMDB
6,7-Dimethylribolumazine	HMDB
2,4(1H,3H)-Pteridinedione, 6,7-dimethyl-8-(2,3,4,5-tetrahydroxypentyl)-, [2S-(2R,3R,4S*)]-	HMDB

Chemical Formula

C₁₃H₁₈N₄O₆

Average Molecular Weight

326.3052

Monoisotopic Molecular Weight

326.122634328

IUPAC Name

6,7-dimethyl-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,4,8-tetrahydropteridine-2,4-dione

Traditional Name

6,7-dimethyl-8-ribityllumazine

CAS Registry Number

2535-20-8

SMILES

CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1

InChI Identifier

InChI=1S/C13H18N4O6/c1-5-6(2)17(3-7(19)10(21)8(20)4-18)11-9(14-5)12(22)16-13(23)15-11/h7-8,10,18-21H,3-4H2,1-2H3,(H,16,22,23)/t7-,8+,10-/m0/s1

InChI Key

SXDXRJZUAJBNFL-XKSSXDPKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pteridines and derivatives. These are polycyclic aromatic compounds containing a pteridine moiety, which consists of a pyrimidine fused to a pyrazine ring to form pyrimido(4,5-b)pyrazine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Not Available

Direct Parent

Pteridines and derivatives

Alternative Parents

Substituents

Pteridine
Pyrimidone
Pyrazine
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Lactam
Secondary alcohol
Polyol
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pteridines (CHEBI:17601 )

Ontology

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	-3.145	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.23 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.7	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	5.97	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79 m³·mol⁻¹	ChemAxon
Polarizability	31.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	180.415	30932474
DeepCCS	[M-H]-	178.057	30932474
DeepCCS	[M-2H]-	211.803	30932474
DeepCCS	[M+Na]+	187.021	30932474
AllCCS	[M+H]+	172.6	32859911
AllCCS	[M+H-H2O]+	169.6	32859911
AllCCS	[M+NH4]+	175.3	32859911
AllCCS	[M+Na]+	176.1	32859911
AllCCS	[M-H]-	173.0	32859911
AllCCS	[M+Na-2H]-	173.0	32859911
AllCCS	[M+HCOO]-	173.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	2.06 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8578 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.33 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	234.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	473.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	257.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	36.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	55.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	304.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	254.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	660.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	599.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	56.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	887.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	733.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	497.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	431.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
6,7-Dimethyl-8-(1-D-ribityl)lumazine	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1	3627.2	Standard polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1	2270.9	Standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)NC(=O)C2=N1	3435.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)CO)C2=NC(=O)[NH]C(=O)C2=N1	2834.1	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TMS,isomer #2	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)CO)C2=NC(=O)[NH]C(=O)C2=N1	2836.5	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TMS,isomer #3	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2855.5	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TMS,isomer #4	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2843.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TMS,isomer #5	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2967.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)CO)C2=NC(=O)[NH]C(=O)C2=N1	2735.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #10	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2868.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #2	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2767.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #3	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2752.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #4	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2862.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #5	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2754.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #6	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2743.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #7	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2853.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #8	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2763.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TMS,isomer #9	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2867.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2723.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #10	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2819.3	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #2	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2705.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #3	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2809.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #4	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2728.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #5	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2832.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #6	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2816.3	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #7	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2712.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #8	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2824.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TMS,isomer #9	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2813.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	2737.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TMS,isomer #2	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2855.3	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TMS,isomer #3	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2822.2	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TMS,isomer #4	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2837.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TMS,isomer #5	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2839.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,5TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	2886.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,5TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	3041.0	Standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,5TMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)C2=NC(=O)N([Si](C)(C)C)C(=O)C2=N1	3425.6	Standard polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TBDMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)CO)C2=NC(=O)[NH]C(=O)C2=N1	3080.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TBDMS,isomer #2	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)C2=NC(=O)[NH]C(=O)C2=N1	3063.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TBDMS,isomer #3	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3077.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TBDMS,isomer #4	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3078.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,1TBDMS,isomer #5	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3187.2	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #1	CC1=C(C)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)CO)C2=NC(=O)[NH]C(=O)C2=N1	3202.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #10	CC1=C(C)N(C[C@H](O)[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3310.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #2	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3190.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #3	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3204.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #4	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3311.5	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #5	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3160.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #6	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3160.2	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #7	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3298.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #8	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3210.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,2TBDMS,isomer #9	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3306.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3323.2	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #10	CC1=C(C)N(C[C@H](O)[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3485.6	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #2	CC1=C(C)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)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3313.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #3	CC1=C(C)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)CO)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3479.4	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #4	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3342.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #5	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3474.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #6	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3488.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #7	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3321.7	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #8	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3449.2	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,3TBDMS,isomer #9	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3441.8	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TBDMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)[NH]C(=O)C2=N1	3525.3	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TBDMS,isomer #2	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3648.0	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TBDMS,isomer #3	CC1=C(C)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)CO[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3635.1	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TBDMS,isomer #4	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3655.5	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,4TBDMS,isomer #5	CC1=C(C)N(C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3643.9	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,5TBDMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3809.5	Semi standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,5TBDMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3922.2	Standard non polar	33892256
6,7-Dimethyl-8-(1-D-ribityl)lumazine,5TBDMS,isomer #1	CC1=C(C)N(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C2=NC(=O)N([Si](C)(C)C(C)(C)C)C(=O)C2=N1	3787.0	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Riboflavin Metabolism

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

DIMETHYL-D-RIBITYL-LUMAZINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

168989

PDB ID

Not Available

ChEBI ID

17601

Food Biomarker Ontology

Not Available

VMH ID

DMLZ

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 6,7-Dimethyl-8-(1-D-ribityl)lumazine (HMDB0003826)

MOL for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

3D MOL for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

3D SDF for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

3D-SDF for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

PDB for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

3D PDB for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

SMILES for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

INCHI for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

Structure for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

3D Structure for HMDB0003826 (6,7-Dimethyl-8-(1-D-ribityl)lumazine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized