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Showing metabocard for N-Acetylcadaverine (HMDB0002284)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:46 UTC
Update Date2023-02-21 17:16:19 UTC
HMDB IDHMDB0002284
Secondary Accession Numbers
  • HMDB02284
Metabolite Identification
Common NameN-Acetylcadaverine
DescriptionN-Acetylcadaverine is the acetylated form of the polyamine cadaverine. Cadaverine is produced by the breakdown of amino acids in living and dead organisms and is toxic in large doses. Cadaverine is largely responsible for the foul odor of putrefying flesh, but also contributes to the odor of such processes as bad breath and bacterial vaginosis. Cadaverine is also found in semen. Polyamines (and their acetylated forms) are known to be closely related with cell growth, cell proliferation, and synthesis of proteins and nucleic acids. Their concentrations are adjusted either by regulating the activity levels of the biosynthetic and catabolic reactions or by controlling the net direction of polyamine acetylation-deacetylation. In Alzheimer's disease (AD), the neurotoxic amyloid β-peptide is known to up-regulate polyamine metabolism by increasing ornithine decarboxylase activity and polyamine uptake by initiating free radical damage. Because of these findings, polyamines have been considered to play an important role in response to neurodegenerative conditions. Altered levels of polyamines have been found in tissue, hair and body fluids of patients with neuromuscular diseases and neurodegenerative conditions. (PMID: 17723614 ). N-Acetylcadaverine has been found to be a metabolite of several bacteria species (https://www.sciencedirect.com/science/article/pii/S209580991730423X).
Structure
Data?1676999778
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002284 (N-Acetylcadaverine)

R-Methylmalonyl-CoA.mol
  Mrv0541 02231219282D          

 10  9  0  0  0  0            999 V2000
    1.7862   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  1  8  1  0  0  0  0
M  END
Download

3D MOL for HMDB0002284 (N-Acetylcadaverine)

HMDB0002284
     RDKit          3D
N-Acetylcadaverine
 26 25  0  0  0  0  0  0  0  0999 V2000
    3.6482    1.7301   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    0.3573   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945   -0.5985   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893    0.1533    0.0410 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -1.2105    0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -1.2733    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9813   -0.6735   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725   -0.7001   -0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9538    0.0547    0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    1.4118    0.5240 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    2.5213   -0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5524    1.7757    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    1.8274   -1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751    0.9888    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.6296    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -1.7459   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286   -2.3697    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729   -0.8759    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7261   -1.2737   -1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6004    0.3625   -0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -0.4110   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -1.7798   -0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0702   -0.0391    0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -0.4250    1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2099    2.0948    0.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074    1.7278   -0.2533 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
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for HMDB0002284 (N-Acetylcadaverine)

R-Methylmalonyl-CoA.mol
  Mrv0541 02231219282D          

 10  9  0  0  0  0            999 V2000
    1.7862   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  1  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002284

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NCCCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C7H16N2O/c1-7(10)9-6-4-2-3-5-8/h2-6,8H2,1H3,(H,9,10)

> <INCHI_KEY>
RMOIHHAKNOFHOE-UHFFFAOYSA-N

> <FORMULA>
C7H16N2O

> <MOLECULAR_WEIGHT>
144.2147

> <EXACT_MASS>
144.126263144

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.35863562225048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(5-aminopentyl)acetamide

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-0.5817049959999998

> <ALOGPS_LOGS>
-0.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.52551523406192

> <JCHEM_PKA_STRONGEST_BASIC>
10.205472849805181

> <JCHEM_POLAR_SURFACE_AREA>
55.12

> <JCHEM_REFRACTIVITY>
41.4234

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetylcadaverine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002284 (N-Acetylcadaverine)

HMDB0002284
     RDKit          3D
N-Acetylcadaverine
 26 25  0  0  0  0  0  0  0  0999 V2000
    3.6482    1.7301   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0779    0.3573   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945   -0.5985   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6893    0.1533    0.0410 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2251   -1.2105    0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747   -1.2733    0.4266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9813   -0.6735   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725   -0.7001   -0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9538    0.0547    0.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5803    1.4118    0.5240 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    2.5213   -0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5524    1.7757    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    1.8274   -1.4085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751    0.9888    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448   -1.6296    1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4553   -1.7459   -0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5286   -2.3697    0.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5729   -0.8759    1.3954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7261   -1.2737   -1.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6004    0.3625   -0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0001   -0.4110   -1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -1.7798   -0.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0702   -0.0391    0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462   -0.4250    1.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2099    2.0948    0.9579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0074    1.7278   -0.2533 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
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
M  END
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PDB for HMDB0002284 (N-Acetylcadaverine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: R-Methylmalonyl-CoA.mol                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       3.334  -0.770   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.001  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.667  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.667  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.334  -1.540   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -4.668  -0.770   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.334   0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.001   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.668   1.540   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    9   10    1                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0002284 (N-Acetylcadaverine)

COMPND    HMDB0002284
HETATM    1  C1  UNL     1       3.648   1.730  -0.355  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.078   0.357  -0.178  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.895  -0.598  -0.233  1.00  0.00           O  
HETATM    4  N1  UNL     1       1.689   0.153   0.041  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.225  -1.210   0.202  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.275  -1.273   0.427  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.981  -0.674  -0.752  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.473  -0.700  -0.608  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.954   0.055   0.580  1.00  0.00           C  
HETATM   10  N2  UNL     1      -2.580   1.412   0.524  1.00  0.00           N  
HETATM   11  H1  UNL     1       2.922   2.521  -0.121  1.00  0.00           H  
HETATM   12  H2  UNL     1       4.552   1.776   0.308  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.009   1.827  -1.409  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.075   0.989   0.075  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.745  -1.630   1.080  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.455  -1.746  -0.736  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.529  -2.370   0.430  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.573  -0.876   1.395  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.726  -1.274  -1.664  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.600   0.363  -0.897  1.00  0.00           H  
HETATM   21  H11 UNL     1      -3.000  -0.411  -1.541  1.00  0.00           H  
HETATM   22  H12 UNL     1      -2.770  -1.780  -0.451  1.00  0.00           H  
HETATM   23  H13 UNL     1      -4.070  -0.039   0.616  1.00  0.00           H  
HETATM   24  H14 UNL     1      -2.546  -0.425   1.492  1.00  0.00           H  
HETATM   25  H15 UNL     1      -3.210   2.095   0.958  1.00  0.00           H  
HETATM   26  H16 UNL     1      -2.007   1.728  -0.253  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    3    4
CONECT    4    5   14
CONECT    5    6   15   16
CONECT    6    7   17   18
CONECT    7    8   19   20
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   25   26
END
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SMILES for HMDB0002284 (N-Acetylcadaverine)

CC(=O)NCCCCCN
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INCHI for HMDB0002284 (N-Acetylcadaverine)

InChI=1S/C7H16N2O/c1-7(10)9-6-4-2-3-5-8/h2-6,8H2,1H3,(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Monoacetyl cadaverineChEBI
MonoacetylcadaverineChEBI
AcetylcadaverineHMDB
N-(5-Aminopentyl)acetamideHMDB
Chemical FormulaC7H16N2O
Average Molecular Weight144.2147
Monoisotopic Molecular Weight144.126263144
IUPAC NameN-(5-aminopentyl)acetamide
Traditional NameN-acetylcadaverine
CAS Registry Number32343-73-0
SMILES
CC(=O)NCCCCCN
InChI Identifier
InChI=1S/C7H16N2O/c1-7(10)9-6-4-2-3-5-8/h2-6,8H2,1H3,(H,9,10)
InChI KeyRMOIHHAKNOFHOE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acetamides. These are organic compounds with the general formula RNHC(=O)CH3, where R= organyl group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentAcetamides
Alternative Parents
Substituents
  • Acetamide
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg131.77130932474
[M+H]+MetCCS_train_pos132.9530932474
[M-H]-Not Available131.771http://allccs.zhulab.cn/database/detail?ID=AllCCS00000052
[M+H]+Not Available133.439http://allccs.zhulab.cn/database/detail?ID=AllCCS00000052
Predicted Molecular Properties
PropertyValueSource
Water Solubility23.7 g/LALOGPS
logP-0.4ALOGPS
logP-0.58ChemAxon
logS-0.78ALOGPS
pKa (Strongest Acidic)16.53ChemAxon
pKa (Strongest Basic)10.21ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area55.12 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.42 m³·mol⁻¹ChemAxon
Polarizability17.36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+133.83131661259
DarkChem[M-H]-128.37331661259
DeepCCS[M+H]+135.70430932474
DeepCCS[M-H]-132.64530932474
DeepCCS[M-2H]-169.16930932474
DeepCCS[M+Na]+144.65730932474
AllCCS[M+H]+133.432859911
AllCCS[M+H-H2O]+129.432859911
AllCCS[M+NH4]+137.132859911
AllCCS[M+Na]+138.132859911
AllCCS[M-H]-134.532859911
AllCCS[M+Na-2H]-136.932859911
AllCCS[M+HCOO]-139.632859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.1.88 minutes32390414
Predicted by Siyang on May 30, 20228.8322 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20227.1 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid269.2 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid536.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid258.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid85.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid165.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid63.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid246.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid256.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)726.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid608.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid63.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid689.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid160.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid177.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate805.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA464.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water240.4 seconds40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Acetylcadaverine,1TMS,isomer #1CC(=O)NCCCCCN[Si](C)(C)C1610.2Semi standard non polar33892256
N-Acetylcadaverine,1TMS,isomer #1CC(=O)NCCCCCN[Si](C)(C)C1558.6Standard non polar33892256
N-Acetylcadaverine,1TMS,isomer #1CC(=O)NCCCCCN[Si](C)(C)C2102.9Standard polar33892256
N-Acetylcadaverine,1TMS,isomer #2CC(=O)N(CCCCCN)[Si](C)(C)C1478.6Semi standard non polar33892256
N-Acetylcadaverine,1TMS,isomer #2CC(=O)N(CCCCCN)[Si](C)(C)C1551.2Standard non polar33892256
N-Acetylcadaverine,1TMS,isomer #2CC(=O)N(CCCCCN)[Si](C)(C)C2299.7Standard polar33892256
N-Acetylcadaverine,2TMS,isomer #1CC(=O)N(CCCCCN[Si](C)(C)C)[Si](C)(C)C1583.2Semi standard non polar33892256
N-Acetylcadaverine,2TMS,isomer #1CC(=O)N(CCCCCN[Si](C)(C)C)[Si](C)(C)C1773.2Standard non polar33892256
N-Acetylcadaverine,2TMS,isomer #1CC(=O)N(CCCCCN[Si](C)(C)C)[Si](C)(C)C1775.0Standard polar33892256
N-Acetylcadaverine,2TMS,isomer #2CC(=O)NCCCCCN([Si](C)(C)C)[Si](C)(C)C1841.2Semi standard non polar33892256
N-Acetylcadaverine,2TMS,isomer #2CC(=O)NCCCCCN([Si](C)(C)C)[Si](C)(C)C1762.3Standard non polar33892256
N-Acetylcadaverine,2TMS,isomer #2CC(=O)NCCCCCN([Si](C)(C)C)[Si](C)(C)C1997.8Standard polar33892256
N-Acetylcadaverine,3TMS,isomer #1CC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1801.0Semi standard non polar33892256
N-Acetylcadaverine,3TMS,isomer #1CC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1917.4Standard non polar33892256
N-Acetylcadaverine,3TMS,isomer #1CC(=O)N(CCCCCN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1768.7Standard polar33892256
N-Acetylcadaverine,1TBDMS,isomer #1CC(=O)NCCCCCN[Si](C)(C)C(C)(C)C1860.7Semi standard non polar33892256
N-Acetylcadaverine,1TBDMS,isomer #1CC(=O)NCCCCCN[Si](C)(C)C(C)(C)C1770.2Standard non polar33892256
N-Acetylcadaverine,1TBDMS,isomer #1CC(=O)NCCCCCN[Si](C)(C)C(C)(C)C2143.0Standard polar33892256
N-Acetylcadaverine,1TBDMS,isomer #2CC(=O)N(CCCCCN)[Si](C)(C)C(C)(C)C1687.7Semi standard non polar33892256
N-Acetylcadaverine,1TBDMS,isomer #2CC(=O)N(CCCCCN)[Si](C)(C)C(C)(C)C1755.4Standard non polar33892256
N-Acetylcadaverine,1TBDMS,isomer #2CC(=O)N(CCCCCN)[Si](C)(C)C(C)(C)C2311.6Standard polar33892256
N-Acetylcadaverine,2TBDMS,isomer #1CC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2074.0Semi standard non polar33892256
N-Acetylcadaverine,2TBDMS,isomer #1CC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2154.8Standard non polar33892256
N-Acetylcadaverine,2TBDMS,isomer #1CC(=O)N(CCCCCN[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1998.0Standard polar33892256
N-Acetylcadaverine,2TBDMS,isomer #2CC(=O)NCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2263.0Semi standard non polar33892256
N-Acetylcadaverine,2TBDMS,isomer #2CC(=O)NCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2171.5Standard non polar33892256
N-Acetylcadaverine,2TBDMS,isomer #2CC(=O)NCCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2095.2Standard polar33892256
N-Acetylcadaverine,3TBDMS,isomer #1CC(=O)N(CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2434.7Semi standard non polar33892256
N-Acetylcadaverine,3TBDMS,isomer #1CC(=O)N(CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2473.9Standard non polar33892256
N-Acetylcadaverine,3TBDMS,isomer #1CC(=O)N(CCCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2116.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylcadaverine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001l-9000000000-06147dfcd9c450f9f4182017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Acetylcadaverine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 10V, Positive-QTOFsplash10-0ufs-3900000000-9d16b7430dbb509b83ed2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 20V, Positive-QTOFsplash10-0udi-9800000000-e75e37d1af196e17b6ea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 40V, Positive-QTOFsplash10-05nf-9000000000-4ae88c31526f55eef5592016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 10V, Negative-QTOFsplash10-0006-2900000000-20b0aeef985ef2a34ffe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 20V, Negative-QTOFsplash10-0udi-5900000000-e747329b2881eb734d0e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 40V, Negative-QTOFsplash10-052f-9000000000-ca12c55eb237562ff8e12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 10V, Positive-QTOFsplash10-004s-2900000000-8d912fec58d282ee38f22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 20V, Positive-QTOFsplash10-000i-9200000000-d196f42d15b308ed06ec2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 40V, Positive-QTOFsplash10-052f-9000000000-c75b850b1f4d70c9dc3e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 10V, Negative-QTOFsplash10-0006-3900000000-d74b7ce74028d6624d602021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 20V, Negative-QTOFsplash10-0a4i-9000000000-9981f655f72c6898948d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Acetylcadaverine 40V, Negative-QTOFsplash10-0006-9000000000-6887861a6c20fdd3a3dc2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.16 (0.04-0.87) umol/mmol creatinineAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.279 +/- 0.17 umol/mmol creatinineAdult (>18 years old)BothNot Available details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothLeukemia details
UrineDetected and Quantified0.460 +/- 0.232 umol/mmol creatinineAdult (>18 years old)BothLeukemia details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Leukemia
  1. Lee SH, Suh JW, Chung BC, Kim SO: Polyamine profiles in the urine of patients with leukemia. Cancer Lett. 1998 Jan 9;122(1-2):1-8. [PubMed:9464484 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022947
KNApSAcK IDNot Available
Chemspider ID164295
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound189087
PDB IDNot Available
ChEBI ID88824
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceSugita, Yuzo; Yoshimura, Yoshinori; Okada, Masato. Manufacture of monoacetylpolyamines with diacetylpolyamine amidohydrolase or microorganisms. Jpn. Kokai Tokkyo Koho (1992), 11 pp. CODEN: JKXXAF JP 04234992 A 19920824 Heisei. CAN 118:21079 AN 1993:21079
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Abdel-Monem MM, Ohno K: Polyamine metabolism II: N-(Monoaminoalkyl)- and N-(polyaminoalkyl)acetamides in human urine. J Pharm Sci. 1977 Aug;66(8):1195-7. [PubMed:894508 ]
  2. Lee SH, Kim SO, Lee HD, Chung BC: Estrogens and polyamines in breast cancer: their profiles and values in disease staging. Cancer Lett. 1998 Nov 13;133(1):47-56. [PubMed:9929159 ]
  3. Paik MJ, Lee S, Cho KH, Kim KR: Urinary polyamines and N-acetylated polyamines in four patients with Alzheimer's disease as their N-ethoxycarbonyl-N-pentafluoropropionyl derivatives by gas chromatography-mass spectrometry in selected ion monitoring mode. Anal Chim Acta. 2006 Aug 18;576(1):55-60. Epub 2006 Feb 24. [PubMed:17723614 ]