MiMeDB: Showing metabocard for 5-Amino-6-(5-phospho-D-ribitylamino)uracil (MMDBc0032982)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:29:51 UTC

Update Date

2022-08-31 21:54:52 UTC

Metabolite ID

MMDBc0032982

Metabolite Identification

Common Name

5-Amino-6-(5-phospho-D-ribitylamino)uracil

Description

5-Amino-6-(5'-phosphoribitylamino)uracil belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. 5-Amino-6-(5'-phosphoribitylamino)uracil exists in all living species, ranging from bacteria to plants to humans. 5-Amino-6-(5'-phosphoribitylamino)uracil has been detected, but not quantified in, several different foods, such as lentils (Lens culinaris), colorado pinyons (Pinus edulis), moth beans (Vigna aconitifolia), sweet basils (Ocimum basilicum), and oats (Avena sativa). This could make 5-amino-6-(5'-phosphoribitylamino)uracil a potential biomarker for the consumption of these foods. 5-Amino-6-(5'-phosphoribitylamino)uracil is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on 5-Amino-6-(5'-phosphoribitylamino)uracil.

Structure

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

HMDB0003841
     RDKit          3D
5-Amino-6-(5'-phosphoribitylamino)uracil
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.5018   -1.6852   -0.4058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543   -0.2850   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775    0.2370   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8447   -0.5911   -0.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4622   -0.1396   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521    0.0589    1.1755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9559    1.0100    1.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    0.6315    1.3991 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4491    1.8288    0.7430 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4703   -0.2800    1.3893 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5346    0.4031    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722   -0.5172    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -1.2664    0.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -1.5594   -1.3603 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9239   -1.9317   -2.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.2839   -1.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9825   -2.9268   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.5665   -0.4310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420    2.3866   -0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139    3.6368   -0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1776    1.8612   -0.5490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689    0.5302   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5331    0.0557   -0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -2.3117   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2162   -2.1202    0.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -1.6415   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121    0.7971   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283   -0.9129   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076   -0.9122    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.1755    2.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2492    0.9751    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.5429    1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050   -1.2036    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105   -0.1842    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867   -1.1736   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319    0.4202   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5185    0.6030   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0446   -3.3697   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9453    2.0892   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213    2.4865   -0.6080 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22  2  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
  8 31  1  1
  9 32  1  0
 10 33  1  1
 11 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END


  Mrv1652309042000302D          

 23 23  0  0  0  0            999 V2000
 9998.5856 9999.1999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2996 9999.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0136 9999.1999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7282 9999.6132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0136 9998.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1597 9998.3755    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.4439 9999.1999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.728210000.4369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7296 9999.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.159710001.6744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.1575 9999.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4439 9998.3755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8711 9999.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.5847 9999.6132    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10003.172210000.3276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.3003 9999.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.997110000.3276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.158310000.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.443810000.4374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4438 9999.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1583 9999.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8728 9999.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.872810000.4374    0.0000 N   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
  3  4  1  0  0  0  0
  3  5  1  1  0  0  0
  4  7  1  0  0  0  0
  4  8  1  6  0  0  0
  7 11  1  0  0  0  0
  7 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 23  1  0  0  0  0
 22 23  1  0  0  0  0
  1 22  1  0  0  0  0
 21  6  1  0  0  0  0
 20  9  2  0  0  0  0
 18 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0032982

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C(NC[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)NC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6,14-16H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)/t3-,4+,6-/m0/s1

> <INCHI_KEY>
RQRINYISXYAZKL-RPDRRWSUSA-N

> <FORMULA>
C9H17N4O9P

> <MOLECULAR_WEIGHT>
356.2264

> <EXACT_MASS>
356.073314674

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.06072185432768

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-4.512588078333334

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.513137596770021

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4921085022698914

> <JCHEM_PKA_STRONGEST_BASIC>
-2.743613426263205

> <JCHEM_POLAR_SURFACE_AREA>
223.7

> <JCHEM_REFRACTIVITY>
82.35749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,3-dihydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003841
     RDKit          3D
5-Amino-6-(5'-phosphoribitylamino)uracil
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.5018   -1.6852   -0.4058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543   -0.2850   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775    0.2370   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8447   -0.5911   -0.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4622   -0.1396   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521    0.0589    1.1755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9559    1.0100    1.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    0.6315    1.3991 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4491    1.8288    0.7430 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4703   -0.2800    1.3893 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5346    0.4031    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722   -0.5172    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -1.2664    0.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -1.5594   -1.3603 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9239   -1.9317   -2.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.2839   -1.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9825   -2.9268   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.5665   -0.4310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420    2.3866   -0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139    3.6368   -0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1776    1.8612   -0.5490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689    0.5302   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5331    0.0557   -0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -2.3117   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2162   -2.1202    0.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -1.6415   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121    0.7971   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283   -0.9129   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076   -0.9122    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.1755    2.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2492    0.9751    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.5429    1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050   -1.2036    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105   -0.1842    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867   -1.1736   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319    0.4202   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5185    0.6030   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0446   -3.3697   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9453    2.0892   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213    2.4865   -0.6080 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22  2  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
  8 31  1  1
  9 32  1  0
 10 33  1  1
 11 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  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  N   UNK     0    8664.0268665.173   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0    8665.3598665.945   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.6928665.173   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8668.0268665.945   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8666.6928663.634   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0    8661.3658663.634   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8669.3628665.173   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8668.0268667.482   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8658.6958665.173   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8661.3658669.792   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8670.6948665.945   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8669.3628663.634   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8672.0268665.173   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0    8673.3588665.945   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0    8672.5888667.278   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8674.6948665.173   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8674.1288667.278   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8661.3628668.253   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    8660.0288667.483   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0    8660.0288665.943   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8661.3628665.173   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8662.6968665.943   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0    8662.6968667.483   0.000  0.00  0.00           N+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3    7    8                                                  
CONECT    5    3                                                            
CONECT    6   21                                                            
CONECT    7    4   11   12                                                  
CONECT    8    4                                                            
CONECT    9   20                                                            
CONECT   10   18                                                            
CONECT   11    7   13                                                       
CONECT   12    7                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   19   23   10                                                  
CONECT   19   18   20                                                       
CONECT   20   21   19    9                                                  
CONECT   21   20   22    6                                                  
CONECT   22   21   23    1                                                  
CONECT   23   18   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0003841
HETATM    1  N1  UNL     1      -4.502  -1.685  -0.406  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.254  -0.285  -0.438  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.978   0.237  -0.394  1.00  0.00           C  
HETATM    4  N2  UNL     1      -1.845  -0.591  -0.355  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.462  -0.140  -0.248  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.052   0.059   1.175  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.956   1.010   1.729  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.298   0.631   1.399  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.449   1.829   0.743  1.00  0.00           O  
HETATM   10  C6  UNL     1       2.470  -0.280   1.389  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.535   0.403   2.073  1.00  0.00           O  
HETATM   12  C7  UNL     1       3.072  -0.517   0.005  1.00  0.00           C  
HETATM   13  O4  UNL     1       4.254  -1.266   0.124  1.00  0.00           O  
HETATM   14  P1  UNL     1       4.962  -1.559  -1.360  1.00  0.00           P  
HETATM   15  O5  UNL     1       3.924  -1.932  -2.421  1.00  0.00           O  
HETATM   16  O6  UNL     1       5.926  -0.284  -1.881  1.00  0.00           O  
HETATM   17  O7  UNL     1       5.983  -2.927  -1.232  1.00  0.00           O  
HETATM   18  N3  UNL     1      -2.848   1.567  -0.431  1.00  0.00           N  
HETATM   19  C8  UNL     1      -3.942   2.387  -0.508  1.00  0.00           C  
HETATM   20  O8  UNL     1      -3.814   3.637  -0.541  1.00  0.00           O  
HETATM   21  N4  UNL     1      -5.178   1.861  -0.549  1.00  0.00           N  
HETATM   22  C9  UNL     1      -5.369   0.530  -0.516  1.00  0.00           C  
HETATM   23  O9  UNL     1      -6.533   0.056  -0.556  1.00  0.00           O  
HETATM   24  H1  UNL     1      -3.952  -2.312  -1.022  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.216  -2.120   0.212  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.049  -1.642  -0.409  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.312   0.797  -0.859  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.128  -0.913  -0.774  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.208  -0.912   1.699  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.604   1.176   2.638  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.249   0.975   2.522  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.892   2.543   1.140  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.305  -1.204   1.951  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.311  -0.184   2.159  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.387  -1.174  -0.559  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.332   0.420  -0.493  1.00  0.00           H  
HETATM   37  H14 UNL     1       5.519   0.603  -1.698  1.00  0.00           H  
HETATM   38  H15 UNL     1       6.045  -3.370  -2.130  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.945   2.089  -0.427  1.00  0.00           H  
HETATM   40  H17 UNL     1      -6.021   2.486  -0.608  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3   22
CONECT    3    4   18
CONECT    4    5   26
CONECT    5    6   27   28
CONECT    6    7    8   29
CONECT    7   30
CONECT    8    9   10   31
CONECT    9   32
CONECT   10   11   12   33
CONECT   11   34
CONECT   12   13   35   36
CONECT   13   14
CONECT   14   15   15   16   17
CONECT   16   37
CONECT   17   38
CONECT   18   19   39
CONECT   19   20   20   21
CONECT   21   22   40
CONECT   22   23   23
END

HMDB0003841
     RDKit          3D
5-Amino-6-(5'-phosphoribitylamino)uracil
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.5018   -1.6852   -0.4058 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2543   -0.2850   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9775    0.2370   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8447   -0.5911   -0.3546 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4622   -0.1396   -0.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521    0.0589    1.1755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9559    1.0100    1.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    0.6315    1.3991 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4491    1.8288    0.7430 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4703   -0.2800    1.3893 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5346    0.4031    2.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0722   -0.5172    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -1.2664    0.1243 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9619   -1.5594   -1.3603 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.9239   -1.9317   -2.4213 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9260   -0.2839   -1.8808 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9825   -2.9268   -1.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.5665   -0.4310 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420    2.3866   -0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139    3.6368   -0.5410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1776    1.8612   -0.5490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689    0.5302   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5331    0.0557   -0.5561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -2.3117   -1.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2162   -2.1202    0.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0493   -1.6415   -0.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3121    0.7971   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1283   -0.9129   -0.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2076   -0.9122    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.1755    2.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2492    0.9751    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8923    2.5429    1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3050   -1.2036    1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3105   -0.1842    2.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3867   -1.1736   -0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3319    0.4202   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5185    0.6030   -1.6985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0446   -3.3697   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9453    2.0892   -0.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0213    2.4865   -0.6080 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 14 17  1  0
  3 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 22  2  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
  8 31  1  1
  9 32  1  0
 10 33  1  1
 11 34  1  0
 12 35  1  0
 12 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 21 40  1  0
M  END

Synonyms

Value	Source
5-Amino-2,6-dioxy-4-(5'-phospho-D-ribitylamino)pyrimidine	ChEBI
5-Amino-2,6-dioxy-4-(5'-phosphoribitylamino)pyrimidine	ChEBI
5-Amino-6-(5-phosphoribitylamino)uracil	ChEBI
5-Amino-6-(5-phospho-D-ribitylamino)uracil	Kegg
5-Amino-2,6-dioxy-4-(5’-phospho-D-ribitylamino)pyrimidine	HMDB
5-Amino-6-(5'-phospho-D-ribitylamino)uracil	HMDB
5-Amino-6-(5’-phospho-D-ribitylamino)uracil	HMDB
5-Amino-6-(5’-phosphoribitylamino)uracil	HMDB
5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione-5'-phosphate	HMDB
5-Amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione-5’-phosphate	HMDB
5-Amino-6-(5'-phosphoribitylamino)uracil	ChEBI

Molecular Formula

C₉H₁₇N₄O₉P

Average Mass

356.2264

Monoisotopic Mass

356.073314674

IUPAC Name

{[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4S)-5-[(5-amino-2,6-dioxo-1,3-dihydropyrimidin-4-yl)amino]-2,3,4-trihydroxypentyl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

NC1=C(NC[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)NC(=O)NC1=O

InChI Identifier

InChI=1S/C9H17N4O9P/c10-5-7(12-9(18)13-8(5)17)11-1-3(14)6(16)4(15)2-22-23(19,20)21/h3-4,6,14-16H,1-2,10H2,(H2,19,20,21)(H3,11,12,13,17,18)/t3-,4+,6-/m0/s1

InChI Key

RQRINYISXYAZKL-RPDRRWSUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Monosaccharide phosphate
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
Secondary aliphatic/aromatic amine
Hydropyrimidine
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Heteroaromatic compound
Vinylogous amide
Lactam
Urea
Secondary alcohol
Organoheterocyclic compound
Polyol
Azacycle
Secondary amine
Primary amine
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organopnictogen compound
Amine
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

ribitol phosphate (CHEBI:18247 )
aminouracil (CHEBI:18247 )
alditol 5-phosphate (CHEBI:18247 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.89 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-4.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	223.7 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	82.36 m³·mol⁻¹	ChemAxon
Polarizability	30.06 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0196656	14 kDa phosphohistidine phosphatase	Enzyme	Q9NRX4	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Unknown
Bacteria	Proteobacteria	6	Human
Bacteria	Aquificae	1
Bacteria	Firmicutes	2	Human feces
Bacteria	Chlamydiae	3	Human
Bacteria	Actinobacteria	3	Human
Bacteria	nah	1
Bacteria	Bacteroidetes	1	Human ; Human feces

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0003841

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030559

KNApSAcK ID

Not Available

Chemspider ID

18921533

KEGG Compound ID

C04454

BioCyc ID

CPD-1086

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18666812

PDB ID

Not Available

ChEBI ID

18247

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 5-Amino-6-(5-phospho-D-ribitylamino)uracil (MMDBc0032982)

MOL for #<Metabolite:0x00007f121c018fd0>

3D MOL for #<Metabolite:0x00007f121c018fd0>

3D SDF for #<Metabolite:0x00007f121c018fd0>

3D-SDF for #<Metabolite:0x00007f121c018fd0>

PDB for #<Metabolite:0x00007f121c018fd0>

3D PDB for #<Metabolite:0x00007f121c018fd0>

SMILES for #<Metabolite:0x00007f121c018fd0>

INCHI for #<Metabolite:0x00007f121c018fd0>

Structure for #<Metabolite:0x00007f121c018fd0>

3D Structure for #<Metabolite:0x00007f121c018fd0>