MiMeDB: Showing metabocard for 1-Methyladenosine (MMDBc0000426)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:37:29 UTC

Update Date

2024-04-30 19:32:22 UTC

Metabolite ID

MMDBc0000426

Metabolite Identification

Common Name

1-Methyladenosine

Description

1-Methyladenosine, also known as M1A, belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Precise m6A mapping by m6A-CLIP/IP (briefly m6A-CLIP) revealed that a majority of m6A locates in the last exon of mRNAs in multiple tissues/cultured cells of mouse and human, and the m6A enrichment around stop codons is a coincidence that many stop codons locate round the start of last exons where m6A is truly enriched. The methylation of adenosine is directed by a large m6A methyltransferase complex containing METTL3 as the SAM-binding sub-unit. Insulin-like growth factor-2 mRNA-binding proteins 1, 2, and 3 (IGF2BP1-3) are reported as a novel class of m6A readers.

Structure

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

HMDB0003331
     RDKit          3D
1-Methyladenosine
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.5707    0.0455    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020    0.0168    0.2748 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3485    0.4348    1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933    0.4113    1.2376 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.0260    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102   -0.4682   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2545   -0.8509   -1.9282 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199   -0.6403   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909   -0.1489   -0.1854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    0.1881    0.6448 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8340   -0.9041    0.8939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449   -0.5908    0.7120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7387   -1.5658   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0837   -1.2918   -0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774    0.8290    0.2963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8417    1.5552    1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    1.2326   -0.0389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5288    2.4806    0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -0.4202   -0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1863   -0.8214   -1.8208 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9078    0.4821    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    0.6508   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -0.9850    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    0.7842    2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -0.8625   -1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198    0.6045    1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939   -0.7999    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6735   -2.5807    0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1686   -1.6090   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535   -2.0816   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    0.8808   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544    2.5165    1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.1180   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8808    3.2260   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -0.8094   -1.7788 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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  3
 19  2  1  0
  9  5  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 25  1  0
 10 26  1  1
 12 27  1  1
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  6
 16 32  1  0
 17 33  1  6
 18 34  1  0
 20 35  1  0
M  END


  Mrv1652305261923512D          

 20 22  0  0  1  0            999 V2000
   24.7667  -11.5599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9165  -14.5245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9196  -12.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9811  -13.6237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9989  -16.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2085  -15.0762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7135  -17.3901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7135  -14.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2085  -16.4041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2136  -12.1720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2844  -16.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4649  -14.2920    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.4672  -12.9571    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.2499  -14.0384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.2514  -13.2134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.7135  -16.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4279  -15.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4279  -16.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9989  -15.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6900  -15.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
 14  2  1  1  0  0  0
 15  3  1  1  0  0  0
  4 12  1  0  0  0  0
  4 13  1  0  0  0  0
  5 11  1  0  0  0  0
  5 16  1  0  0  0  0
  5 19  1  0  0  0  0
 12  6  1  6  0  0  0
  6 17  1  0  0  0  0
  6 20  1  0  0  0  0
  7 16  2  0  0  0  0
  8 17  1  0  0  0  0
  8 19  2  0  0  0  0
  9 18  1  0  0  0  0
  9 20  2  0  0  0  0
 13 10  1  6  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 15  1  0  0  0  0
 16 18  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000426

> <DATABASE_NAME>
MIME

> <SMILES>
CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=N

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1

> <INCHI_KEY>
GFYLSDSUCHVORB-IOSLPCCCSA-N

> <FORMULA>
C11H15N5O4

> <MOLECULAR_WEIGHT>
281.2679

> <EXACT_MASS>
281.112403993

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.563246143793226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-6,9-dihydro-1H-purin-9-yl)oxolane-3,4-diol

> <ALOGPS_LOGP>
-1.83

> <JCHEM_LOGP>
-2.0928004579999993

> <ALOGPS_LOGS>
-1.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.891226123045147

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.454003933524138

> <JCHEM_PKA_STRONGEST_BASIC>
2.9779712827203126

> <JCHEM_POLAR_SURFACE_AREA>
127.19

> <JCHEM_REFRACTIVITY>
79.0985

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyladenosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003331
     RDKit          3D
1-Methyladenosine
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.5707    0.0455    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020    0.0168    0.2748 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3485    0.4348    1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933    0.4113    1.2376 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.0260    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102   -0.4682   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2545   -0.8509   -1.9282 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199   -0.6403   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909   -0.1489   -0.1854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    0.1881    0.6448 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8340   -0.9041    0.8939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449   -0.5908    0.7120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7387   -1.5658   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0837   -1.2918   -0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774    0.8290    0.2963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8417    1.5552    1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    1.2326   -0.0389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5288    2.4806    0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -0.4202   -0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1863   -0.8214   -1.8208 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9078    0.4821    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    0.6508   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -0.9850    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    0.7842    2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -0.8625   -1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198    0.6045    1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939   -0.7999    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6735   -2.5807    0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1686   -1.6090   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535   -2.0816   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    0.8808   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544    2.5165    1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.1180   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8808    3.2260   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -0.8094   -1.7788 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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  3
 19  2  1  0
  9  5  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 25  1  0
 10 26  1  1
 12 27  1  1
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  6
 16 32  1  0
 17 33  1  6
 18 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      46.231 -21.578   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      48.377 -27.112   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      48.383 -23.762   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      44.765 -25.431   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      41.065 -30.152   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      45.189 -28.142   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      42.399 -32.462   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      42.399 -27.842   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      45.189 -30.621   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      45.199 -22.721   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.731 -30.922   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.668 -26.678   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      45.672 -24.187   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      47.133 -26.205   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      47.136 -24.665   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      42.399 -30.922   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.732 -28.612   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      43.732 -30.152   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.065 -28.612   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      46.088 -29.382   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   12   13                                                       
CONECT    5   11   16   19                                                  
CONECT    6   12   17   20                                                  
CONECT    7   16                                                            
CONECT    8   17   19                                                       
CONECT    9   18   20                                                       
CONECT   10    1   13                                                       
CONECT   11    5                                                            
CONECT   12    4    6   14                                                  
CONECT   13    4   10   15                                                  
CONECT   14    2   12   15                                                  
CONECT   15    3   13   14                                                  
CONECT   16    5    7   18                                                  
CONECT   17    6    8   18                                                  
CONECT   18    9   16   17                                                  
CONECT   19    5    8                                                       
CONECT   20    6    9                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0003331
HETATM    1  C1  UNL     1       5.571   0.045   0.363  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.102   0.017   0.275  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.348   0.435   1.312  1.00  0.00           C  
HETATM    4  N2  UNL     1       1.993   0.411   1.238  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.370  -0.026   0.136  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.110  -0.468  -0.961  1.00  0.00           C  
HETATM    7  N3  UNL     1       1.255  -0.851  -1.928  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.020  -0.640  -1.415  1.00  0.00           C  
HETATM    9  N4  UNL     1       0.091  -0.149  -0.185  1.00  0.00           N  
HETATM   10  C6  UNL     1      -1.048   0.188   0.645  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.834  -0.904   0.894  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.145  -0.591   0.712  1.00  0.00           C  
HETATM   13  C8  UNL     1      -3.739  -1.566  -0.299  1.00  0.00           C  
HETATM   14  O2  UNL     1      -5.084  -1.292  -0.525  1.00  0.00           O  
HETATM   15  C9  UNL     1      -3.277   0.829   0.296  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.842   1.555   1.322  1.00  0.00           O  
HETATM   17  C10 UNL     1      -1.874   1.233  -0.039  1.00  0.00           C  
HETATM   18  O4  UNL     1      -1.529   2.481   0.428  1.00  0.00           O  
HETATM   19  C11 UNL     1       3.485  -0.420  -0.825  1.00  0.00           C  
HETATM   20  N5  UNL     1       4.186  -0.821  -1.821  1.00  0.00           N  
HETATM   21  H1  UNL     1       5.908   0.482   1.300  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.900   0.651  -0.532  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.909  -0.985   0.207  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.875   0.784   2.192  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.876  -0.863  -1.982  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.720   0.605   1.619  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.694  -0.800   1.676  1.00  0.00           H  
HETATM   28  H8  UNL     1      -3.673  -2.581   0.189  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.169  -1.609  -1.231  1.00  0.00           H  
HETATM   30  H10 UNL     1      -5.654  -2.082  -0.405  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.917   0.881  -0.610  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.654   2.516   1.285  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.727   1.118  -1.134  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.881   3.226  -0.103  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.212  -0.809  -1.779  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   19
CONECT    3    4    4   24
CONECT    4    5
CONECT    5    6    6    9
CONECT    6    7   19
CONECT    7    8    8
CONECT    8    9   25
CONECT    9   10
CONECT   10   11   17   26
CONECT   11   12
CONECT   12   13   15   27
CONECT   13   14   28   29
CONECT   14   30
CONECT   15   16   17   31
CONECT   16   32
CONECT   17   18   33
CONECT   18   34
CONECT   19   20   20
CONECT   20   35
END

HMDB0003331
     RDKit          3D
1-Methyladenosine
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.5707    0.0455    0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1020    0.0168    0.2748 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3485    0.4348    1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9933    0.4113    1.2376 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3703   -0.0260    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1102   -0.4682   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2545   -0.8509   -1.9282 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199   -0.6403   -1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0909   -0.1489   -0.1854 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0482    0.1881    0.6448 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8340   -0.9041    0.8939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1449   -0.5908    0.7120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7387   -1.5658   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0837   -1.2918   -0.5249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2774    0.8290    0.2963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8417    1.5552    1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8743    1.2326   -0.0389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5288    2.4806    0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -0.4202   -0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1863   -0.8214   -1.8208 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9078    0.4821    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004    0.6508   -0.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092   -0.9850    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8750    0.7842    2.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8759   -0.8625   -1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198    0.6045    1.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6939   -0.7999    1.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6735   -2.5807    0.1889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1686   -1.6090   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535   -2.0816   -0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    0.8808   -0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544    2.5165    1.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.1180   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8808    3.2260   -0.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2125   -0.8094   -1.7788 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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
  6 19  1  0
 19 20  2  3
 19  2  1  0
  9  5  1  0
 17 10  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  8 25  1  0
 10 26  1  1
 12 27  1  1
 13 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  6
 16 32  1  0
 17 33  1  6
 18 34  1  0
 20 35  1  0
M  END

Synonyms

Value	Source
m1a	ChEBI
N(1)-Methyladenosine	MeSH
N1-Methyladenosine	HMDB

Molecular Formula

C₁₁H₁₅N₅O₄

Average Mass

281.2679

Monoisotopic Mass

281.112403993

IUPAC Name

(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-6,9-dihydro-1H-purin-9-yl)oxolane-3,4-diol

Traditional Name

1-methyladenosine

CAS Registry Number

Not Available

SMILES

CN1C=NC2=C(N=CN2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C1=N

InChI Identifier

InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1

InChI Key

GFYLSDSUCHVORB-IOSLPCCCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Imidazopyrimidine
Purine
Monosaccharide
N-substituted imidazole
Imidolactam
Pyrimidine
Heteroaromatic compound
Azole
Imidazole
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Primary alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methyladenosine (CHEBI:16020 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.33 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	2.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	127.19 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.1 m³·mol⁻¹	ChemAxon
Polarizability	27.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0a4i-0790000000-1516313b8da901f28bba	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4i-0790000000-1516313b8da901f28bba	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4i-0980000000-be208cfd62e67d98bf67	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uxr-0920000000-266456505e459aed90d9	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-9260000000-df75440994d3681767ba	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-001i-7351900000-778aa9d9e15b6acad19d	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0uf0-0990000000-d2a48b28d5d54fab5f15	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-0900000000-1510e824c4b3bc404014	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0udi-0900000000-59193e9776c5cc704743	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-001i-0190000000-4ba89d6b5f6346f13785	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0udi-0910000000-75e5e157192c62256edd	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0udi-0900000000-f51a7adbe93284cc633f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0udi-0900000000-2bcab3f498a3a7f4963c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-0udi-0900000000-7976b81cb29dc82fb60b	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-0udi-0900000000-3df081c89b3bc3d51542	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT (LC/MSD Trap XCT, Agilent Technologies) , Positive	splash10-06si-1900000000-a81173c3e117179fcf34	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0002-0900000000-ada4e622e88814c85e19	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0002-0900000000-943dbe2cb7ab7a16983c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-0012-0690000000-7ded552a1e7600aa85a2	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-000t-0590000000-baf52d13e2aba197228a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-001i-0090000000-6488105a96116c2e7d3e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-001i-0090000000-9bbdc90acacfdb29c608	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-0190000000-4ba89d6b5f6346f13785	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0910000000-75e5e157192c62256edd	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0900000000-f51a7adbe93284cc633f	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0940000000-7bf78ed8c7e7d0a7aaef	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-111942c283b07a7fbe9b	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udl-4900000000-3e1b66adc79286880543	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001j-0690000000-014387065eec31451d4c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-cd5b6cd7bfcdf3c8a1ca	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053r-0900000000-1caa586963ed5992f3e3	2017-09-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Breast Milk
Feces
Placenta
Prostate
Urine

Tissue Locations

Placenta
Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Cervical cancer		Association	Human Blood	HMDB	7482520
Cholangiocarcinoma		Association	Human Blood	HMDB	7482520
Colorectal cancer		Association	Human Blood	HMDB	7482520
Hepatocellular carcinoma		Association	Human Blood	HMDB	7482520
Kidney disease		Association	Human Blood	HMDB	9607216
Leukemia		Association	Human Blood	HMDB	7482520
Ovarian cancer		Association	Human Blood	HMDB	7482520
Stomach cancer	Slight Increase	Association	Human Blood	HMDB	7482520
Uremia	Increased	Association	Human Blood	HMDB	9607216
Uremia	Increased	Association	Human Blood	HMDB	12675874
Uremia		Association	Human Urine	HMDB	7482520

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	3	Human ; Human feces; Human supragingival plaque; Human saliva	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria	Bacteroidetes	1	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	2400468

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	0.145				uM	Adult (>18 years old)	Female	Cervical cancer	HMDB	7482520
Human Blood	Detected and Quantified	0.094	0.063			uM	Adult (>18 years old)	Both	Cholangioma cancer	HMDB	7482520
Human Blood	Detected and Quantified	0.134	0.111			uM	Adult (>18 years old)	Both	Colon cancer	HMDB	7482520
Human Blood	Detected and Quantified	0.096	0.095			uM	Adult (>18 years old)	Both	Hepatocellular cancer	HMDB	7482520
Human Blood	Detected and Quantified	0.220	0.430			uM	Adult (>18 years old)	Both	Kidney disease	HMDB	9607216
Human Blood	Detected and Quantified	0.078	0.031			uM	Adult (>18 years old)	Both	Leukemia	HMDB	7482520
Human Blood	Detected and Quantified	0.0860	0.0095			uM	Adult (>18 years old)	Female	Ovarian cancer	HMDB	7482520
Human Blood	Detected and Quantified	0.105	0.036			uM	Adult (>18 years old)	Both	Stomach cancer	HMDB	7482520
Human Blood	Detected and Quantified	0.150	0.010			uM	Adult (>18 years old)	Both	Uremia	HMDB	9607216
Human Blood	Detected and Quantified	0.310	0.010			uM	Adult (>18 years old)	Both	Uremia	HMDB	9607216
Human Blood	Detected and Quantified	0.370	0.050			uM	Adult (>18 years old)	Both	Uremia	HMDB	9607216
Human Blood	Detected and Quantified	0.370	0.200			uM	Adult (>18 years old)	Both	Uremia	HMDB	12675874
Human Urine	Detected and Quantified	4.7	1.3			umol/mmol creatinine	Adult (>18 years old)	Both	Uremia	HMDB	7482520
Human Blood	Detected and Quantified	0.0609	0.0181			uM	Adult (>18 years old)	Both	Normal	HMDB	12675874
Human Blood	Detected and Quantified	0.10	0.03			uM	Adult (>18 years old)	Both	Normal	HMDB	7482520
Human Breast milk	Detected and Quantified	0.34	0.07			uM	Adult (>18 years old)	Female	Normal	HMDB	7702711
Human Urine	Detected and Quantified	1.7		0.9	3.6	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified	18.0	1.0			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	7482520
Human Urine	Detected and Quantified	2.03	0.20			umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	9129323
Human Urine	Detected and Quantified	2.19	0.33			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	9129323
Human Urine	Detected and Quantified	2.37	0.37			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	9129323
Human Urine	Detected and Quantified	5.96		0.00	12.0	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	15116424
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified						Adult (>18 years old)	Female	Normal	HMDB	19010317
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0003331

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

N6-Methyladenosine

METLIN ID

6888

PubChem Compound

27476

PDB ID

Not Available

ChEBI ID

16020

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Uziel M, Smith LH, Taylor SA: Modified nucleosides in urine: selective removal and analysis. Clin Chem. 1976 Sep;22(9):1451-5. [PubMed:954194 ]
Reynaud C, Bruno C, Boullanger P, Grange J, Barbesti S, Niveleau A: Monitoring of urinary excretion of modified nucleosides in cancer patients using a set of six monoclonal antibodies. Cancer Lett. 1992 Jan 31;61(3):255-62. doi: 10.1016/0304-3835(92)90296-8. [PubMed:1739950 ]
Takahashi R, Shiono T, Tamai M, Itoh K, Mizugaki M: [Expression of modified nucleoside, 1-methyladenosine in intraocular tumors and the retinas]. Nippon Ganka Gakkai Zasshi. 1993 Jan;97(1):43-9. [PubMed:8434538 ]
Liebich HM, Di Stefano C, Wixforth A, Schmid HR: Quantitation of urinary nucleosides by high-performance liquid chromatography. J Chromatogr A. 1997 Feb 28;763(1-2):193-7. doi: 10.1016/s0021-9673(96)00757-1. [PubMed:9129323 ]
Lee SH, Jung BH, Kim SY, Chung BC: A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7. doi: 10.1002/rcm.1400. [PubMed:15116424 ]
Zheng YF, Yang J, Zhao XJ, Feng B, Kong HW, Chen YJ, Lv S, Zheng MH, Xu GW: Urinary nucleosides as biological markers for patients with colorectal cancer. World J Gastroenterol. 2005 Jul 7;11(25):3871-6. doi: 10.3748/wjg.v11.i25.3871. [PubMed:15991285 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for 1-Methyladenosine (MMDBc0000426)

MOL for #<Metabolite:0x00007fdb474f7a20>

3D MOL for #<Metabolite:0x00007fdb474f7a20>

3D SDF for #<Metabolite:0x00007fdb474f7a20>

3D-SDF for #<Metabolite:0x00007fdb474f7a20>

PDB for #<Metabolite:0x00007fdb474f7a20>

3D PDB for #<Metabolite:0x00007fdb474f7a20>

SMILES for #<Metabolite:0x00007fdb474f7a20>

INCHI for #<Metabolite:0x00007fdb474f7a20>

Structure for #<Metabolite:0x00007fdb474f7a20>

3D Structure for #<Metabolite:0x00007fdb474f7a20>