Showing metabocard for Adenine (MMDBc0000008)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:24:35 UTC
Update Date2022-08-30 23:01:57 UTC
Metabolite IDMMDBc0000008
Metabolite Identification
Common NameAdenine
DescriptionAdenine is a purine base. Adenine is found in both DNA and RNA. Adenine is a fundamental component of adenine nucleotides. Adenine forms adenosine, a nucleoside, when attached to ribose, and deoxyadenosine when attached to deoxyribose; it forms adenosine triphosphate (ATP), a nucleotide, when three phosphate groups are added to adenosine. Adenosine triphosphate is used in cellular metabolism as one of the basic methods of transferring chemical energy between chemical reactions. Purine inborn errors of metabolism (IEM) are serious hereditary disorders, which should be suspected in any case of neonatal fitting, failure to thrive, recurrent infections, neurological deficit, renal disease, self-mutilation and other manifestations. Investigation usually starts with uric acid (UA) determination in urine and plasma. (OMIM 300322 , 229600 , 603027 , 232400 , 232600 , 232800 , 201450 , 220150 , 232200 , 162000 , 164050 , 278300 ). (PMID: 17052198 , 17520339 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be2064e30>

173
  Mrv1652309032023502D          

 10 11  0  0  0  0            999 V2000
    3.8596    0.1235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -1.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  9  1  0  0  0  0
  2  7  1  0  0  0  0
  2  9  2  0  0  0  0
  3  7  2  0  0  0  0
  3 10  1  0  0  0  0
  4  8  1  0  0  0  0
  4 10  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be2064e30>

HMDB0000034
     RDKit          3D
Adenine
 15 16  0  0  0  0  0  0  0  0999 V2000
   -1.2697   -1.9082   -0.0459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -0.5074    0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9793    0.3958    0.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    1.7219    0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4967    2.1524    0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542    1.2972    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8793    1.4393   -0.0298 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794    0.2454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -0.6694   -0.1555 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3063   -0.0543   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782   -2.2309   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -2.6371    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    2.4213    0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569    0.0370   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -1.7029   -0.2400 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  2  1  0
 10  6  2  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  8 14  1  0
  9 15  1  0
M  END
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3D SDF for #<Metabolite:0x0000560be2064e30>

173
  Mrv1652309032023502D          

 10 11  0  0  0  0            999 V2000
    3.8596    0.1235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -1.2043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.1096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  9  1  0  0  0  0
  2  7  1  0  0  0  0
  2  9  2  0  0  0  0
  3  7  2  0  0  0  0
  3 10  1  0  0  0  0
  4  8  1  0  0  0  0
  4 10  2  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000008

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C2NC=NC2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)

> <INCHI_KEY>
GFFGJBXGBJISGV-UHFFFAOYSA-N

> <FORMULA>
C5H5N5

> <MOLECULAR_WEIGHT>
135.1267

> <EXACT_MASS>
135.054495185

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
12.291219062634639

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7H-purin-6-amine

> <ALOGPS_LOGP>
-0.38

> <JCHEM_LOGP>
-0.5734702306666666

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.29343639321823

> <JCHEM_PKA_STRONGEST_BASIC>
3.6393051728406145

> <JCHEM_POLAR_SURFACE_AREA>
80.48

> <JCHEM_REFRACTIVITY>
38.2195

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vitamin B4

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be2064e30>

HMDB0000034
     RDKit          3D
Adenine
 15 16  0  0  0  0  0  0  0  0999 V2000
   -1.2697   -1.9082   -0.0459 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -0.5074    0.0364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9793    0.3958    0.1730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693    1.7219    0.2543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4967    2.1524    0.1937 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542    1.2972    0.0556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8793    1.4393   -0.0298 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4794    0.2454   -0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4948   -0.6694   -0.1555 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3063   -0.0543   -0.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1782   -2.2309   -0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5998   -2.6371    0.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    2.4213    0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5569    0.0370   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6238   -1.7029   -0.2400 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  2  1  0
 10  6  2  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  8 14  1  0
  9 15  1  0
M  END
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PDB for #<Metabolite:0x0000560be2064e30>

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 173                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  N   UNK     0       7.205   0.231   0.000  0.00  0.00           N+0
HETATM    2  N   UNK     0       7.205  -2.248   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       4.414  -2.549   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       3.080  -0.239   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       4.414   2.071   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.747  -0.239   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.747  -1.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414   0.531   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.103  -1.009   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.080  -1.779   0.000  0.00  0.00           C+0
CONECT    1    6    9                                                       
CONECT    2    7    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   10                                                       
CONECT    5    8                                                            
CONECT    6    1    7    8                                                  
CONECT    7    2    3    6                                                  
CONECT    8    4    5    6                                                  
CONECT    9    1    2                                                       
CONECT   10    3    4                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
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3D PDB for #<Metabolite:0x0000560be2064e30>

COMPND    HMDB0000034
HETATM    1  N1  UNL     1      -1.270  -1.908  -0.046  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.998  -0.507   0.036  1.00  0.00           C  
HETATM    3  N2  UNL     1      -1.979   0.396   0.173  1.00  0.00           N  
HETATM    4  C2  UNL     1      -1.769   1.722   0.254  1.00  0.00           C  
HETATM    5  N3  UNL     1      -0.497   2.152   0.194  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.554   1.297   0.056  1.00  0.00           C  
HETATM    7  N4  UNL     1       1.879   1.439  -0.030  1.00  0.00           N  
HETATM    8  C4  UNL     1       2.479   0.245  -0.160  1.00  0.00           C  
HETATM    9  N5  UNL     1       1.495  -0.669  -0.156  1.00  0.00           N  
HETATM   10  C5  UNL     1       0.306  -0.054  -0.025  1.00  0.00           C  
HETATM   11  H1  UNL     1      -2.178  -2.231  -0.447  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.600  -2.637   0.277  1.00  0.00           H  
HETATM   13  H3  UNL     1      -2.604   2.421   0.366  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.557   0.037  -0.253  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.624  -1.703  -0.240  1.00  0.00           H  
CONECT    1    2   11   12
CONECT    2    3    3   10
CONECT    3    4
CONECT    4    5    5   13
CONECT    5    6
CONECT    6    7   10   10
CONECT    7    8    8
CONECT    8    9   14
CONECT    9   10   15
END
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SMILES for #<Metabolite:0x0000560be2064e30>

NC1=C2NC=NC2=NC=N1
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INCHI for #<Metabolite:0x0000560be2064e30>

InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
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Synonyms
ValueSource
6-AminopurineChEBI
AChEBI
AdeChEBI
AdeninChEBI
LeuconKegg
1,6-Dihydro-6-iminopurineHMDB
1H-Purin-6-amineHMDB
1H-Purine-6-amineHMDB
3,6-Dihydro-6-iminopurineHMDB
6-Amino-1H-purineHMDB
6-Amino-3H-purineHMDB
6-Amino-7H-purineHMDB
6-Amino-9H-purineHMDB
6-Amino-purineHMDB
9H-Purin-6-amineHMDB
9H-Purin-6-yl-aminHMDB
9H-Purin-6-ylamineHMDB
9H-Purine-6-amineHMDB
AdeninimineHMDB
Vitamin b4HMDB
Vitamin b 4HMDB
4, Vitamin bHMDB
b 4, VitaminHMDB
Molecular FormulaC5H5N5
Average Mass135.1267
Monoisotopic Mass135.054495185
IUPAC Name7H-purin-6-amine
Traditional Namevitamin B4
CAS Registry Number73-24-5
SMILES
NC1=C2NC=NC2=NC=N1
InChI Identifier
InChI=1S/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
InChI KeyGFFGJBXGBJISGV-UHFFFAOYSA-N