Showing metabocard for N1-Acetylspermidine (MMDBc0029607)

Plant
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:34:16 UTC
Update Date2022-08-31 13:59:24 UTC
Metabolite IDMMDBc0029607
Metabolite Identification
Common NameN1-Acetylspermidine
DescriptionN1-acetylspermidine is a member of the chemical class known as Secondary Carboxylic Acid Amides. These are compounds containing a secondary carboxylic acid amide functional group, with the general structure RC(=O)N(R')H (R,R'=alkyl, aryl). Acetylspermidine is an osmoprotectant. Heat shock, cold shock, ethanol, and alkaline shift stimulate the accumulation of Acetylspermidine in Escherichia coli. This compound is generated by Spermidine acetyltransferase (SAT) which is a tetramer of 4 identical subunits that catlyzes the reaction of acetyl-CoA with spermidine.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be1db6508>


  Mrv0541 02231219022D          

 13 12  0  0  0  0            999 V2000
    0.0569   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    0.2126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706    0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4144    0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5798   -0.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5798   -0.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5592   -0.2012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 13  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x0000560be1db6508>

HMDB0001276
     RDKit          3D
N1-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.9362   -1.7812    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -0.3718    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5871    0.2724   -0.5430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735    0.1860    0.2686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.5426   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958    1.8056    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289    0.8954   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    1.2132    0.1178 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220    0.4172   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405    0.7792    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.0019   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083   -1.4951   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8519    1.0959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -2.3105    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -2.2860   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.7375    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.4271    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    2.2353    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.6534   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498    1.7006    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    2.8790    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -0.1430   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451    1.1806   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600    1.2408    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -0.6712   -0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.6580   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.6599    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.8516   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.3236   -1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    0.2594    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -1.9680   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -1.8739   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675   -2.0568    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -2.7780    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
M  END
Download

3D SDF for #<Metabolite:0x0000560be1db6508>


  Mrv0541 02231219022D          

 13 12  0  0  0  0            999 V2000
    0.0569   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9832    0.2126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7706    0.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7007   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4843   -0.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4144    0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1318   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5798   -0.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8455    0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2972    0.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5798   -0.8466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5592   -0.2012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029607

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)NCCCNCCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C9H21N3O/c1-9(13)12-8-4-7-11-6-3-2-5-10/h11H,2-8,10H2,1H3,(H,12,13)

> <INCHI_KEY>
MQTAVJHICJWXBR-UHFFFAOYSA-N

> <FORMULA>
C9H21N3O

> <MOLECULAR_WEIGHT>
187.2825

> <EXACT_MASS>
187.168462309

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.110031458857055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{3-[(4-aminobutyl)amino]propyl}acetamide

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-1.3307173369999998

> <ALOGPS_LOGS>
-1.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.528018704992306

> <JCHEM_PKA_STRONGEST_BASIC>
10.665494107139267

> <JCHEM_POLAR_SURFACE_AREA>
67.14999999999999

> <JCHEM_REFRACTIVITY>
54.412200000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N1-acetylspermidine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x0000560be1db6508>

HMDB0001276
     RDKit          3D
N1-Acetylspermidine
 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.9362   -1.7812    0.3749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -0.3718    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5871    0.2724   -0.5430 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3735    0.1860    0.2686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0268    1.5426   -0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5958    1.8056    0.3496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6289    0.8954   -0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    1.2132    0.1178 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7220    0.4172   -0.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0405    0.7792    0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.0019   -0.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0083   -1.4951   -0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8519    1.0959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9386   -2.3105    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6299   -2.2860   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.7375    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6688   -0.4271    0.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948    2.2353    0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    1.6534   -1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5498    1.7006    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3708    2.8790    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9155   -0.1430   -0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6451    1.1806   -1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7600    1.2408    1.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -0.6712   -0.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7533    0.6580   -1.5894 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9674    0.6599    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    1.8516   -0.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4162    0.3236   -1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0852    0.2594    0.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -1.9680   -0.6905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1748   -1.8739   -0.9210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675   -2.0568    1.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -2.7780    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  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  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
M  END
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PDB for #<Metabolite:0x0000560be1db6508>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       0.106  -0.220   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.835   0.397   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.438   0.553   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.175  -0.376   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.771  -0.220   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.507   0.397   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       5.350   0.730   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -5.846  -0.376   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.682  -0.043   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.178   0.397   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.021   0.730   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.682  -1.580   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      -8.511  -0.376   0.000  0.00  0.00           N+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11   12                                                  
CONECT   10    8   13                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for #<Metabolite:0x0000560be1db6508>

COMPND    HMDB0001276
HETATM    1  C1  UNL     1      -4.936  -1.781   0.375  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.654  -0.372   0.002  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.587   0.272  -0.543  1.00  0.00           O  
HETATM    4  N1  UNL     1      -3.373   0.186   0.269  1.00  0.00           N  
HETATM    5  C3  UNL     1      -3.027   1.543  -0.065  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.596   1.806   0.350  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.629   0.895  -0.368  1.00  0.00           C  
HETATM    8  N2  UNL     1       0.701   1.213   0.118  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.722   0.417  -0.507  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.040   0.779   0.144  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.195  -0.002  -0.446  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.008  -1.495  -0.297  1.00  0.00           C  
HETATM   13  N3  UNL     1       3.899  -1.852   1.096  1.00  0.00           N  
HETATM   14  H1  UNL     1      -3.939  -2.311   0.415  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.630  -2.286  -0.313  1.00  0.00           H  
HETATM   16  H3  UNL     1      -5.315  -1.738   1.427  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.669  -0.427   0.728  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.695   2.235   0.488  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.164   1.653  -1.159  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.550   1.701   1.456  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.371   2.879   0.133  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.916  -0.143  -0.198  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.645   1.181  -1.440  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.760   1.241   1.163  1.00  0.00           H  
HETATM   25  H12 UNL     1       1.554  -0.671  -0.409  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.753   0.658  -1.589  1.00  0.00           H  
HETATM   27  H14 UNL     1       2.967   0.660   1.241  1.00  0.00           H  
HETATM   28  H15 UNL     1       3.238   1.852  -0.071  1.00  0.00           H  
HETATM   29  H16 UNL     1       4.416   0.324  -1.461  1.00  0.00           H  
HETATM   30  H17 UNL     1       5.085   0.259   0.203  1.00  0.00           H  
HETATM   31  H18 UNL     1       4.931  -1.968  -0.690  1.00  0.00           H  
HETATM   32  H19 UNL     1       3.175  -1.874  -0.921  1.00  0.00           H  
HETATM   33  H20 UNL     1       2.867  -2.057   1.256  1.00  0.00           H  
HETATM   34  H21 UNL     1       4.383  -2.778   1.248  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    4
CONECT    4    5   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   33   34
END
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SMILES for #<Metabolite:0x0000560be1db6508>

CC(=O)NCCCNCCCCN
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INCHI for #<Metabolite:0x0000560be1db6508>

InChI=1S/C9H21N3O/c1-9(13)12-8-4-7-11-6-3-2-5-10/h11H,2-8,10H2,1H3,(H,12,13)
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Synonyms
ValueSource
1-N-AcetylspermidineChEBI
An N-acetylspermidineHMDB
N(1)-AcetylspermidineHMDB
N-(3-((4-Aminobutyl)amino)propyl)-acetamideHMDB
N-(3-((4-Aminobutyl)amino)propyl)acetamideHMDB
N-AcetylspermidineHMDB
N1-AcetylspermidineChEBI
Molecular FormulaC9H21N3O
Average Mass187.2825
Monoisotopic Mass187.168462309
IUPAC NameN-{3-[(4-aminobutyl)amino]propyl}acetamide
Traditional NameN1-acetylspermidine
CAS Registry Number14278-49-0
SMILES
CC(=O)NCCCNCCCCN
InChI Identifier
InChI=1S/C9H21N3O/c1-9(13)12-8-4-7-11-6-3-2-5-10/h11H,2-8,10H2,1H3,(H,12,13)
InChI KeyMQTAVJHICJWXBR-UHFFFAOYSA-N