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enzymes (3) Show 3 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-10-16 22:24:20 UTC

Update Date

2020-11-09 23:18:08 UTC

HMDB ID

HMDB0011105

Secondary Accession Numbers

HMDB11105

Metabolite Identification

Common Name

5-Acetylamino-6-formylamino-3-methyluracil

Description

5-Acetylamino-6-formylamino-3-methyluracil, also known as AFMU, belongs to the class of organic compounds known as hydroxypyrimidines. These are organic compounds containing a hydroxyl group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. 5-Acetylamino-6-formylamino-3-methyluracil is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-acetylamino-6-formylamino-3-methyluracil can be biosynthesized from paraxanthine and acetyl-CoA through the action of the enzyme arylamine N-acetyltransferase 2. In humans, 5-acetylamino-6-formylamino-3-methyluracil is involved in caffeine metabolism.

Structure

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


  Mrv1652309121709222D          

 16 16  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 N   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
    0.7145   -1.2375    0.0000 O   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
    0.0000    0.8250    0.0000 C   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   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011105

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H10N4O4/c1-4(14)10-5-6(9-3-13)11-8(16)12(2)7(5)15/h3H,1-2H3,(H,9,13)(H,10,14)(H,11,16)

> <INCHI_KEY>
RDZNZFGKEVDNPK-UHFFFAOYSA-N

> <FORMULA>
C8H10N4O4

> <MOLECULAR_WEIGHT>
226.1894

> <EXACT_MASS>
226.070204828

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.462214028698465

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(6-formamido-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetamide

> <ALOGPS_LOGP>
-0.74

> <JCHEM_LOGP>
-2.427825039

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.467633619190305

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.024399309758753

> <JCHEM_PKA_STRONGEST_BASIC>
-5.747201881980313

> <JCHEM_POLAR_SURFACE_AREA>
107.61000000000001

> <JCHEM_REFRACTIVITY>
61.824

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
AFMU

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-17         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667  -0.000   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11                                                            
CONECT   13   10                                                            
CONECT   14    6   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0011105
HETATM    1  C1  UNL     1      -2.521  -1.765   2.423  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.329  -1.318   1.666  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.190  -1.614   2.077  1.00  0.00           O  
HETATM    4  N1  UNL     1      -1.445  -0.553   0.475  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.296  -0.124  -0.252  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.262   1.121   0.085  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.322   1.899   1.118  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.086   3.138   1.582  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.060   3.755   1.135  1.00  0.00           O  
HETATM   10  N3  UNL     1       1.340   1.474  -0.631  1.00  0.00           N  
HETATM   11  C6  UNL     1       1.835   0.665  -1.605  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.859   1.072  -2.237  1.00  0.00           O  
HETATM   13  N4  UNL     1       1.297  -0.523  -1.921  1.00  0.00           N  
HETATM   14  C7  UNL     1       1.908  -1.306  -2.981  1.00  0.00           C  
HETATM   15  C8  UNL     1       0.213  -0.935  -1.240  1.00  0.00           C  
HETATM   16  O4  UNL     1      -0.300  -2.047  -1.528  1.00  0.00           O  
HETATM   17  H1  UNL     1      -2.886  -2.728   1.997  1.00  0.00           H  
HETATM   18  H2  UNL     1      -2.212  -1.884   3.499  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.322  -0.987   2.447  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.401  -0.313   0.144  1.00  0.00           H  
HETATM   21  H5  UNL     1      -1.180   1.473   1.591  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.481   3.610   2.396  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.812   2.384  -0.441  1.00  0.00           H  
HETATM   24  H8  UNL     1       2.822  -1.822  -2.655  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.211  -0.610  -3.802  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.178  -2.064  -3.342  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    4
CONECT    4    5   20
CONECT    5    6    6   15
CONECT    6    7   10
CONECT    7    8   21
CONECT    8    9    9   22
CONECT   10   11   23
CONECT   11   12   12   13
CONECT   13   14   15
CONECT   14   24   25   26
CONECT   15   16   16
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
AFMU	Kegg

Chemical Formula

C₈H₁₀N₄O₄

Average Molecular Weight

226.1894

Monoisotopic Molecular Weight

226.070204828

IUPAC Name

N-(6-formamido-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)acetamide

Traditional Name

AFMU

CAS Registry Number

Not Available

SMILES

CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O

InChI Identifier

InChI=1S/C8H10N4O4/c1-4(14)10-5-6(9-3-13)11-8(16)12(2)7(5)15/h3H,1-2H3,(H,9,13)(H,10,14)(H,11,16)

InChI Key

RDZNZFGKEVDNPK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxypyrimidines. These are organic compounds containing a hydroxyl group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Hydroxypyrimidines

Alternative Parents

Substituents

Pyrimidone
Hydroxypyrimidine
Hydropyrimidine
Heteroaromatic compound
Lactam
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

formamidopyrimidine (CHEBI:32643 )

Ontology

Disposition

Biological location

Excreta

Cellular substructure

Macromolecular complex

Blood

Cytoplasm

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Caffeine metabolism

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	0.53 g/L	ALOGPS
logP	10^(-0.74) g/L	ALOGPS
logP	10^(-2.4) g/L	ChemAxon
logS	10^(-2.6) g/L	ALOGPS
pKa (Strongest Acidic)	9.02	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	61.82 m³·mol⁻¹	ChemAxon
Polarizability	20.46 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	150.496	31661259
DarkChem	[M-H]-	149.367	31661259

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Acetylamino-6-formylamino-3-methyluracil	CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O	3124.2	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil	CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O	2244.3	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil	CN1C(=O)NC(NC=O)=C(NC(C)=O)C1=O	2440.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #1	CC(=O)NC1=C(NC=O)N([Si](C)(C)C)C(=O)N(C)C1=O	2123.2	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #1	CC(=O)NC1=C(NC=O)N([Si](C)(C)C)C(=O)N(C)C1=O	2275.1	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #1	CC(=O)NC1=C(NC=O)N([Si](C)(C)C)C(=O)N(C)C1=O	4237.0	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C)[NH]C(=O)N(C)C1=O	2114.0	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C)[NH]C(=O)N(C)C1=O	2257.3	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C)[NH]C(=O)N(C)C1=O	3958.6	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #3	CC(=O)N(C1=C(NC=O)[NH]C(=O)N(C)C1=O)[Si](C)(C)C	2062.9	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #3	CC(=O)N(C1=C(NC=O)[NH]C(=O)N(C)C1=O)[Si](C)(C)C	2202.0	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TMS,isomer #3	CC(=O)N(C1=C(NC=O)[NH]C(=O)N(C)C1=O)[Si](C)(C)C	3649.1	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #1	CC(=O)N(C1=C(NC=O)N([Si](C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C	2057.9	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #1	CC(=O)N(C1=C(NC=O)N([Si](C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C	2250.0	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #1	CC(=O)N(C1=C(NC=O)N([Si](C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C	3111.4	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C)N([Si](C)(C)C)C(=O)N(C)C1=O	2103.9	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C)N([Si](C)(C)C)C(=O)N(C)C1=O	2390.3	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C)N([Si](C)(C)C)C(=O)N(C)C1=O	3505.9	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #3	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C)[NH]C(=O)N(C)C1=O)[Si](C)(C)C	1961.3	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #3	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C)[NH]C(=O)N(C)C1=O)[Si](C)(C)C	2246.7	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TMS,isomer #3	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C)[NH]C(=O)N(C)C1=O)[Si](C)(C)C	2917.8	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,3TMS,isomer #1	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C)N([Si](C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C	2038.0	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,3TMS,isomer #1	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C)N([Si](C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C	2350.7	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,3TMS,isomer #1	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C)N([Si](C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C	2604.2	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #1	CC(=O)NC1=C(NC=O)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O	2371.0	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #1	CC(=O)NC1=C(NC=O)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O	2516.8	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #1	CC(=O)NC1=C(NC=O)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O	4079.4	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C(C)(C)C)[NH]C(=O)N(C)C1=O	2369.2	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C(C)(C)C)[NH]C(=O)N(C)C1=O	2467.6	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C(C)(C)C)[NH]C(=O)N(C)C1=O	3956.3	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #3	CC(=O)N(C1=C(NC=O)[NH]C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2316.5	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #3	CC(=O)N(C1=C(NC=O)[NH]C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2416.6	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,1TBDMS,isomer #3	CC(=O)N(C1=C(NC=O)[NH]C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	3559.2	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #1	CC(=O)N(C1=C(NC=O)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2536.6	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #1	CC(=O)N(C1=C(NC=O)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2680.0	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #1	CC(=O)N(C1=C(NC=O)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	3068.2	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O	2559.7	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O	2770.5	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #2	CC(=O)NC1=C(N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O	3415.8	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #3	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C(C)(C)C)[NH]C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2430.8	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #3	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C(C)(C)C)[NH]C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2647.4	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,2TBDMS,isomer #3	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C(C)(C)C)[NH]C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	3014.6	Standard polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,3TBDMS,isomer #1	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2710.6	Semi standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,3TBDMS,isomer #1	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2919.5	Standard non polar	33892256
5-Acetylamino-6-formylamino-3-methyluracil,3TBDMS,isomer #1	CC(=O)N(C1=C(N(C=O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)N(C)C1=O)[Si](C)(C)C(C)(C)C	2884.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil GC-MS (Non-derivatized) - 70eV, Positive	splash10-02aj-0920000000-16da22a4333f0fee7510	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 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 - 5-Acetylamino-6-formylamino-3-methyluracil 10V, Positive-QTOF	splash10-0002-0920000000-d1d7f82a38e95c7a5d71	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 20V, Positive-QTOF	splash10-0002-1900000000-c5b7ff32f7d723272262	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 40V, Positive-QTOF	splash10-00vi-9800000000-9ba04a2c080cb26d9580	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 10V, Negative-QTOF	splash10-003r-2930000000-71c3ffa165db7a3dcefc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 20V, Negative-QTOF	splash10-056s-9510000000-29be496cfae1206b4aca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 40V, Negative-QTOF	splash10-052e-9200000000-495d6d6c6250fa932789	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 10V, Negative-QTOF	splash10-004i-0690000000-658567676e57020714e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 20V, Negative-QTOF	splash10-00b9-1940000000-789cdf4b76626764efa9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 40V, Negative-QTOF	splash10-054o-9600000000-0705af1d271c7f17eb52	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 10V, Positive-QTOF	splash10-004i-0090000000-6b8ae8af662931f42fef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 20V, Positive-QTOF	splash10-004i-0490000000-85e2c374dc15bd2df5a8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetylamino-6-formylamino-3-methyluracil 40V, Positive-QTOF	splash10-00di-9300000000-e2d5febf1fd250c4214f	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Caffeine Metabolism

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	5.11 +/- 0.11 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	11393735	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal adenoma	27510537	details

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

FDB027888

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C16365

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

108214

PDB ID

Not Available

ChEBI ID

Not Available

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

Enzymes

Enzyme Details

1. Arylamine N-acetyltransferase 1

General function:: Involved in acetyltransferase activity
Specific function:: Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:: NAT1
Uniprot ID:: P18440
Molecular weight:: 33898.445

Reactions

Paraxanthine → 5-Acetylamino-6-formylamino-3-methyluracil	details

Enzyme Details

2. Arylamine N-acetyltransferase 2

General function:: Involved in acetyltransferase activity
Specific function:: Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:: NAT2
Uniprot ID:: P11245
Molecular weight:: 33570.245

Reactions

Paraxanthine → 5-Acetylamino-6-formylamino-3-methyluracil	details

Enzyme Details

3. Arylamine N-acetyltransferase 2

General function:: Involved in acetyltransferase activity
Specific function:: Not Available
Gene Name:: NAT2
Uniprot ID:: A4Z6T7
Molecular weight:: 33570.2

Showing metabocard for 5-Acetylamino-6-formylamino-3-methyluracil (HMDB0011105)

MOL for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

3D MOL for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

3D SDF for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

3D-SDF for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

PDB for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

3D PDB for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

SMILES for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

INCHI for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

Structure for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

3D Structure for HMDB0011105 (5-Acetylamino-6-formylamino-3-methyluracil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions