MiMeDB: Showing metabocard for S-Adenosylmethioninamine (MMDBc0029524)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:25:53 UTC

Update Date

2024-04-30 19:37:07 UTC

Metabolite ID

MMDBc0029524

Metabolite Identification

Common Name

S-Adenosylmethioninamine

Description

S-Adenosylmethioninamine is a biological sulfonium compound known as the major biological methyl donor. It is also a donor of methylene groups, amino groups, ribosyl groups and aminopropyl groups (PMID 15130560 ). S-Adenosylmethioninamine is a prodcut of enzyme adenosylmethionine decarboxylase [EC 4.1.1.50] in methionine metabolism pathway (KEGG).

Structure

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

HMDB0000988
     RDKit          3D
S-Adenosylmethioninamine
 47 49  0  0  0  0  0  0  0  0999 V2000
    3.3327   -1.9078   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.6631    0.5974 S   0  0  0  0  0  3  0  0  0  0  0  0
    3.6279   -0.3978    2.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266    0.0127    1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139    1.2873    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3541    1.6792    0.4451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -0.7375    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.6391   -0.3666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2327   -0.7048   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.4107   -1.3120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1904   -0.0520   -1.2149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8580    0.5413   -2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263    0.7444   -1.8351 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2618    0.2925   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3088    0.2335    0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5713    0.7416   -0.0649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0622   -0.3097    1.5084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634   -0.7962    1.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8332   -0.7528    1.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480   -0.2130   -0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0181    0.7457   -1.8814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6586    0.4185   -3.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.7386   -1.0064 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3866    0.9089   -1.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433   -1.8513   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -1.8581   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -2.9476   -0.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    0.3955    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727   -1.2925    2.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4489   -0.8049    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139    0.1775    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    2.0916    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4065    1.2099   -0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9625    1.6462    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7024    1.1842   -0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770    0.0854    1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6672   -1.6789    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.4430   -1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6856   -1.3279   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794    0.8216   -3.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6701    1.7725   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4120    0.1523   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7641   -1.2207    2.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5580    1.6958   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -0.5587   -3.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    1.4689   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697    1.5225   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  8  1  0
 20 11  1  0
 20 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
 10 39  1  6
 12 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 21 44  1  6
 22 45  1  0
 23 46  1  1
 24 47  1  0
M  CHG  1   2   1
M  END


  Mrv1652307222018312D          

 24 26  0  0  0  0            999 V2000
 9998.7319 9998.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5235 9998.0215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0319 9999.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7469 9999.4707    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
10002.4618 9999.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7469 9998.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1789 9999.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8939 9999.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.6089 9999.4707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6446 9999.9648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2321 9998.6952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.0571 9998.6952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3120 9999.4798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.1499 9999.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8950 9999.2102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4471 9998.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2540 9998.7685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5089 9999.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.956810000.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2626 9999.8886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.176510000.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.369510000.8806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.597810000.6078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9770 9999.4760    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
 11  1  1  1  0  0  0
 12  2  1  1  0  0  0
 13  3  1  6  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
 21 22  2  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
 18 20  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 23  1  0  0  0  0
 24 20  1  6  0  0  0
 24 11  1  0  0  0  0
 10 24  1  0  0  0  0
M  CHG  1   4   1
M  END
> <DATABASE_ID>
MMDBc0029524

> <DATABASE_NAME>
MIME

> <SMILES>
C[S+](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1

> <INCHI_KEY>
ZUNBITIXDCPNSD-LSRJEVITSA-N

> <FORMULA>
C14H23N6O3S

> <MOLECULAR_WEIGHT>
355.436

> <EXACT_MASS>
355.155234322

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
36.96634847619492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-aminopropyl)methylsulfanium

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
-2.750104969875945

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.949691543979075

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.445729428479243

> <JCHEM_PKA_STRONGEST_BASIC>
10.091308480422201

> <JCHEM_POLAR_SURFACE_AREA>
145.33

> <JCHEM_REFRACTIVITY>
90.40499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
decarboxylated sam

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000988
     RDKit          3D
S-Adenosylmethioninamine
 47 49  0  0  0  0  0  0  0  0999 V2000
    3.3327   -1.9078   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.6631    0.5974 S   0  0  0  0  0  3  0  0  0  0  0  0
    3.6279   -0.3978    2.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266    0.0127    1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139    1.2873    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3541    1.6792    0.4451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -0.7375    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.6391   -0.3666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2327   -0.7048   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.4107   -1.3120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1904   -0.0520   -1.2149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8580    0.5413   -2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263    0.7444   -1.8351 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2618    0.2925   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3088    0.2335    0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5713    0.7416   -0.0649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0622   -0.3097    1.5084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634   -0.7962    1.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8332   -0.7528    1.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480   -0.2130   -0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0181    0.7457   -1.8814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6586    0.4185   -3.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.7386   -1.0064 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3866    0.9089   -1.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433   -1.8513   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -1.8581   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -2.9476   -0.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    0.3955    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727   -1.2925    2.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4489   -0.8049    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139    0.1775    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    2.0916    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4065    1.2099   -0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9625    1.6462    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7024    1.1842   -0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770    0.0854    1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6672   -1.6789    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.4430   -1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6856   -1.3279   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794    0.8216   -3.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6701    1.7725   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4120    0.1523   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7641   -1.2207    2.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5580    1.6958   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -0.5587   -3.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    1.4689   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697    1.5225   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  8  1  0
 20 11  1  0
 20 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
 10 39  1  6
 12 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 21 44  1  6
 22 45  1  0
 23 46  1  1
 24 47  1  0
M  CHG  1   2   1
M  END

HEADER    PROTEIN                                 22-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-20         0                                  
HETATM    1  O   UNK     0    8664.3008662.989   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8667.6448662.973   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.5938666.452   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0    8669.9288665.679   0.000  0.00  0.00           S+1
HETATM    5  C   UNK     0    8671.2628666.452   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8669.9288664.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8672.6018665.679   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8673.9358666.452   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8675.2708665.679   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0    8666.0038666.601   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8665.2338664.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8666.7738664.231   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8667.2498665.696   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8659.4808666.657   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0    8659.0048665.192   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0    8660.0358664.048   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    8661.5418664.368   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8662.0178665.832   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8660.9868666.977   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0    8663.4248666.459   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0    8663.2638667.990   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0    8661.7568668.310   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0    8658.4498667.801   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0    8664.7578665.689   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3    4   13                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    7                                                       
CONECT    6    4                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10   13   24                                                       
CONECT   11   12    1   24                                                  
CONECT   12   11   13    2                                                  
CONECT   13   12   10    3                                                  
CONECT   14   19   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   19   20   17                                                  
CONECT   19   18   14   22                                                  
CONECT   20   21   18   24                                                  
CONECT   21   22   20                                                       
CONECT   22   21   19                                                       
CONECT   23   14                                                            
CONECT   24   20   11   10                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0000988
HETATM    1  C1  UNL     1       3.333  -1.908  -0.423  1.00  0.00           C  
HETATM    2  S1  UNL     1       2.678  -0.663   0.597  1.00  0.00           S1+
HETATM    3  C2  UNL     1       3.628  -0.398   2.051  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.027   0.013   1.648  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.014   1.287   0.830  1.00  0.00           C  
HETATM    6  N1  UNL     1       6.354   1.679   0.445  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.964  -0.738   0.875  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.130  -0.639  -0.367  1.00  0.00           C  
HETATM    9  O1  UNL     1      -1.233  -0.705  -0.080  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.796  -0.411  -1.312  1.00  0.00           C  
HETATM   11  N2  UNL     1      -3.190  -0.052  -1.215  1.00  0.00           N  
HETATM   12  C8  UNL     1      -3.858   0.541  -2.236  1.00  0.00           C  
HETATM   13  N3  UNL     1      -5.126   0.744  -1.835  1.00  0.00           N  
HETATM   14  C9  UNL     1      -5.262   0.293  -0.593  1.00  0.00           C  
HETATM   15  C10 UNL     1      -6.309   0.233   0.311  1.00  0.00           C  
HETATM   16  N4  UNL     1      -7.571   0.742  -0.065  1.00  0.00           N  
HETATM   17  N5  UNL     1      -6.062  -0.310   1.508  1.00  0.00           N  
HETATM   18  C11 UNL     1      -4.863  -0.796   1.876  1.00  0.00           C  
HETATM   19  N6  UNL     1      -3.833  -0.753   1.023  1.00  0.00           N  
HETATM   20  C12 UNL     1      -4.048  -0.213  -0.189  1.00  0.00           C  
HETATM   21  C13 UNL     1      -1.018   0.746  -1.881  1.00  0.00           C  
HETATM   22  O2  UNL     1      -0.659   0.418  -3.206  1.00  0.00           O  
HETATM   23  C14 UNL     1       0.227   0.739  -1.006  1.00  0.00           C  
HETATM   24  O3  UNL     1       1.387   0.909  -1.719  1.00  0.00           O  
HETATM   25  H1  UNL     1       3.043  -1.851  -1.481  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.440  -1.858  -0.392  1.00  0.00           H  
HETATM   27  H3  UNL     1       3.076  -2.948  -0.089  1.00  0.00           H  
HETATM   28  H4  UNL     1       3.146   0.395   2.686  1.00  0.00           H  
HETATM   29  H5  UNL     1       3.673  -1.293   2.705  1.00  0.00           H  
HETATM   30  H6  UNL     1       5.449  -0.805   1.031  1.00  0.00           H  
HETATM   31  H7  UNL     1       5.614   0.177   2.567  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.557   2.092   1.459  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.407   1.210  -0.071  1.00  0.00           H  
HETATM   34  H10 UNL     1       6.962   1.646   1.280  1.00  0.00           H  
HETATM   35  H11 UNL     1       6.702   1.184  -0.383  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.677   0.085   1.561  1.00  0.00           H  
HETATM   37  H13 UNL     1       0.667  -1.679   1.402  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.352  -1.443  -1.078  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.686  -1.328  -1.942  1.00  0.00           H  
HETATM   40  H16 UNL     1      -3.479   0.822  -3.218  1.00  0.00           H  
HETATM   41  H17 UNL     1      -7.670   1.773  -0.182  1.00  0.00           H  
HETATM   42  H18 UNL     1      -8.412   0.152  -0.233  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.764  -1.221   2.879  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.558   1.696  -1.833  1.00  0.00           H  
HETATM   45  H21 UNL     1      -0.527  -0.559  -3.274  1.00  0.00           H  
HETATM   46  H22 UNL     1       0.150   1.469  -0.188  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.270   1.523  -2.484  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    7
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6   34   35
CONECT    7    8   36   37
CONECT    8    9   23   38
CONECT    9   10
CONECT   10   11   21   39
CONECT   11   12   20
CONECT   12   13   13   40
CONECT   13   14
CONECT   14   15   15   20
CONECT   15   16   17
CONECT   16   41   42
CONECT   17   18   18
CONECT   18   19   43
CONECT   19   20   20
CONECT   21   22   23   44
CONECT   22   45
CONECT   23   24   46
CONECT   24   47
END

HMDB0000988
     RDKit          3D
S-Adenosylmethioninamine
 47 49  0  0  0  0  0  0  0  0999 V2000
    3.3327   -1.9078   -0.4235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -0.6631    0.5974 S   0  0  0  0  0  3  0  0  0  0  0  0
    3.6279   -0.3978    2.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266    0.0127    1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139    1.2873    0.8301 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3541    1.6792    0.4451 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9644   -0.7375    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -0.6391   -0.3666 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2327   -0.7048   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7965   -0.4107   -1.3120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1904   -0.0520   -1.2149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8580    0.5413   -2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1263    0.7444   -1.8351 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2618    0.2925   -0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3088    0.2335    0.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5713    0.7416   -0.0649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0622   -0.3097    1.5084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8634   -0.7962    1.8757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8332   -0.7528    1.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480   -0.2130   -0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0181    0.7457   -1.8814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6586    0.4185   -3.2064 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.7386   -1.0064 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3866    0.9089   -1.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0433   -1.8513   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4403   -1.8581   -0.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0762   -2.9476   -0.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1457    0.3955    2.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727   -1.2925    2.7048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4489   -0.8049    1.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139    0.1775    2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5567    2.0916    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4065    1.2099   -0.0708 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9625    1.6462    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7024    1.1842   -0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770    0.0854    1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6672   -1.6789    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.4430   -1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6856   -1.3279   -1.9421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794    0.8216   -3.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6701    1.7725   -0.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4120    0.1523   -0.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7641   -1.2207    2.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5580    1.6958   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5273   -0.5587   -3.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    1.4689   -0.1875 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697    1.5225   -2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  8  1  0
 20 11  1  0
 20 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  6
 10 39  1  6
 12 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 21 44  1  6
 22 45  1  0
 23 46  1  1
 24 47  1  0
M  CHG  1   2   1
M  END

Synonyms

Value	Source
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium	ChEBI
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium cation	ChEBI
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium salt	ChEBI
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulfonium	ChEBI
S-Adenosyl-(5')-3-methylthiopropylamine	ChEBI
S-Adenosyl-3-methylthiopropylamine	ChEBI
S-Adenosyl 3-(methylthio)propylamine	Kegg
S-Adenosyl 3-(methylsulfanyl)propylamine	Kegg
Decarboxy-adomet	Kegg
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulphonium	Generator
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulphonium cation	Generator
(5-Deoxy-5-adenosyl)(3-aminopropyl)methylsulphonium salt	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulfonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulphonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulphonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulfonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl](3-aminopropyl)(methyl)sulphonium	Generator
S-Adenosyl 3-(methylsulphanyl)propylamine	Generator
S--Adenosylmethioninamine	HMDB
(5-Deoxy-5-adenosyl)(3-aminopropyl) methylsulfonium salt	HMDB
DAdoMet	HMDB
Decarboxylated adomet	HMDB
Decarboxylated S-adenosylmethionine	HMDB
Decarboxylated sam	HMDB
S-Adenosyl-L-methioninamine	HMDB
S-5'-Deoxyadenosyl-(5')-3-methylthiopropylamine	HMDB
S-Adenosyl(5')-3-methylthiopropylamine	HMDB
(-)-S-Adenosyl-(5')-3-methylthiopropylamine	HMDB
(-)-S-Adenosyl-(5’)-3-methylthiopropylamine	HMDB
5'-[(3-Aminopropyl)methylsulfonio]-5'-deoxyadenosine	HMDB
5’-[(3-aminopropyl)methylsulfonio]-5’-deoxyadenosine	HMDB
S-Adenosyl-(5’)-3-methylthiopropylamine	HMDB
S-Adenosyl-L-methionamine	HMDB
S-Adenosylmethionamine	HMDB
S-Methyl-S-adenosyl homocysteamine	HMDB
S-Methyl-S-adenosylhomocysteamine	HMDB
S-Methyladenosylhomocysteamine	HMDB
S-Adenosylmethioninamine	HMDB

Molecular Formula

C₁₄H₂₃N₆O₃S

Average Mass

355.436

Monoisotopic Mass

355.155234322

IUPAC Name

{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(3-aminopropyl)methylsulfanium

Traditional Name

decarboxylated sam

CAS Registry Number

22365-13-5

SMILES

C[S+](CCCN)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C14H23N6O3S/c1-24(4-2-3-15)5-8-10(21)11(22)14(23-8)20-7-19-9-12(16)17-6-18-13(9)20/h6-8,10-11,14,21-22H,2-5,15H2,1H3,(H2,16,17,18)/q+1/t8-,10-,11-,14-,24?/m1/s1

InChI Key

ZUNBITIXDCPNSD-LSRJEVITSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

5'-deoxy-5'-thionucleosides

Direct Parent

5'-deoxy-5'-thionucleosides

Alternative Parents

Substituents

5'-deoxy-5'-thionucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Purine
Imidazopyrimidine
Aminopyrimidine
Imidolactam
Pyrimidine
Monosaccharide
N-substituted imidazole
Heteroaromatic compound
Tetrahydrofuran
Azole
Imidazole
Secondary alcohol
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Primary aliphatic amine
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic nitrogen compound
Primary amine
Amine
Alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfonium compound (CHEBI:15625 )
adenosines (CHEBI:15625 )
Biogenic amines (C01137 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.27 g/L	ALOGPS
logP	0.28	ALOGPS
logP	-2.8	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	10.09	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.33 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	90.4 m³·mol⁻¹	ChemAxon
Polarizability	36.97 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	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

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
MMDBp0191887	Spermine synthase	Enzyme	P52788	Homo sapiens
MMDBp0191888	Spermidine synthase	Enzyme	P19623	Homo sapiens
MMDBp0192086	S-adenosylmethionine decarboxylase proenzyme	Unknown	P17707	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018849	S-Adenosylmethionine	S-Adenosylmethioninamine	S-adenosylmethionine decarboxylase proenzyme	Carboxylation	PathBank	31602464
MMDBr0018850	Putrescine	Spermidine	Polyamine aminopropyltransferase	Synthesis	PathBank	31602464
MMDBr0019425	Putrescine	Spermidine	Spermidine synthase SPE3	Synthesis	PathBank	31602464
MMDBr0019426	S-Adenosylmethionine	S-Adenosylmethioninamine	S-adenosylmethionine decarboxylase proenzyme	Carboxylation	PathBank	31602464
MMDBr0019428	Spermidine	Spermine	Spermine synthase SPE4	Synthesis	PathBank	31602464

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
Bacteria	Proteobacteria	6	Human feces; Human sputum; Pig ; Human ; Human pleural fluid plaque; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	182	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Human stool	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	101	Human feces; Human sputum; Pig ; Human ; Human pleural fluid plaque; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Actinobacteria	7	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	59	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	2	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	18	Human feces; Human ; Human gastric fluid; Human saliva; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	6	Human feces; Human	Metabolic reconstruction
Bacteria	Firmicutes	14	Human feces; Human pleural fluid plaque; Pig ; Human ; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0000988

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022353

KNApSAcK ID

Not Available

Chemspider ID

388529

KEGG Compound ID

C01137

BioCyc ID

S-ADENOSYLMETHIONINAMINE

BiGG ID

36895

Wikipedia Link

S-Adenosylmethioninamine

METLIN ID

3501

PubChem Compound

439415

PDB ID

Not Available

ChEBI ID

15625

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Fontecave M, Atta M, Mulliez E: S-adenosylmethionine: nothing goes to waste. Trends Biochem Sci. 2004 May;29(5):243-9. doi: 10.1016/j.tibs.2004.03.007. [PubMed:15130560 ]

Showing metabocard for S-Adenosylmethioninamine (MMDBc0029524)

MOL for #<Metabolite:0x00007f9236cd8550>

3D MOL for #<Metabolite:0x00007f9236cd8550>

3D SDF for #<Metabolite:0x00007f9236cd8550>

3D-SDF for #<Metabolite:0x00007f9236cd8550>

PDB for #<Metabolite:0x00007f9236cd8550>

3D PDB for #<Metabolite:0x00007f9236cd8550>

SMILES for #<Metabolite:0x00007f9236cd8550>

INCHI for #<Metabolite:0x00007f9236cd8550>

Structure for #<Metabolite:0x00007f9236cd8550>

3D Structure for #<Metabolite:0x00007f9236cd8550>