Np mrd loader

Showing NP-Card for Cadaverine (NP0000244)

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Record Information
Version2.0
Created at2006-05-22 14:17:48 UTC
Updated at2021-08-19 23:57:58 UTC
NP-MRD IDNP0000244
Secondary Accession NumbersNone
Natural Product Identification
Common NameCadaverine
DescriptionCadaverine is a foul-smelling diamine formed by bacterial decarboxylation of lysine that occurs during protein hydrolysis during putrefaction of animal tissue. However, this diamine is not purely associated with putrefaction. Cadaverine is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine's NH2(CH2)4NH2. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine. It is also produced in small quantities by mammals. In particular, it is partially responsible for the distinctive smell of urine and semen. Elevated levels of cadaverine have been found in the urine of some patients with defects in lysine metabolism. Cadaverine is toxic in large doses. In rats it had a low acute oral toxicity of more than 2000 mg/kg body weight. Cadaverine can be found in Corynebacterium (PMID: 27872963 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000244 (Cadaverine)


  Mrv1652309042000272D          

  7  6  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 N   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
M  END
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3D MOL for NP0000244 (Cadaverine)

HMDB0002322
     RDKit          3D
Cadaverine
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.6692   -0.1381   -0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4220    0.4262    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -0.4037   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017    0.2389    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -0.4806   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4193    0.2816    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962   -0.3210    0.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1442   -0.7322    0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.5883   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2485    1.4538   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117    0.3451    1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180   -0.4662   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500   -1.4056    0.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226    0.2760    1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    1.2834   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.5453    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -0.3530   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432    0.2612    1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433    1.3221    0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -0.9243    0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531    0.3622   -0.3043 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
  6  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
M  END
Download

3D SDF for NP0000244 (Cadaverine)


  Mrv1652309042000272D          

  7  6  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 N   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
M  END
> <DATABASE_ID>
NP0000244

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCCCN

> <INCHI_IDENTIFIER>
InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2

> <INCHI_KEY>
VHRGRCVQAFMJIZ-UHFFFAOYSA-N

> <FORMULA>
C5H14N2

> <MOLECULAR_WEIGHT>
102.1781

> <EXACT_MASS>
102.115698458

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
13.112767429733221

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentane-1,5-diamine

> <ALOGPS_LOGP>
-0.27

> <JCHEM_LOGP>
-0.4005515990000003

> <ALOGPS_LOGS>
-0.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
10.506503804690274

> <JCHEM_POLAR_SURFACE_AREA>
52.04

> <JCHEM_REFRACTIVITY>
31.979599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.91e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cadaverine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0000244 (Cadaverine)

HMDB0002322
     RDKit          3D
Cadaverine
 21 20  0  0  0  0  0  0  0  0999 V2000
    3.6692   -0.1381   -0.4731 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4220    0.4262    0.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331   -0.4037   -0.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017    0.2389    0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -0.4806   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4193    0.2816    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962   -0.3210    0.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1442   -0.7322    0.2184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    0.5883   -0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2485    1.4538   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117    0.3451    1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2180   -0.4662   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500   -1.4056    0.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1226    0.2760    1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    1.2834   -0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2650   -1.5453    0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -0.3530   -1.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2432    0.2612    1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3433    1.3221    0.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705   -0.9243    0.8360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531    0.3622   -0.3043 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
  6  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
M  END
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PDB for NP0000244 (Cadaverine)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  N   UNK     0       3.286   3.437   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      11.288   3.437   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for NP0000244 (Cadaverine)

COMPND    HMDB0002322
HETATM    1  N1  UNL     1       3.669  -0.138  -0.473  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.422   0.426   0.058  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.233  -0.404  -0.438  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.002   0.239   0.149  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.267  -0.481  -0.259  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.419   0.282   0.408  1.00  0.00           C  
HETATM    7  N2  UNL     1      -3.696  -0.321   0.087  1.00  0.00           N  
HETATM    8  H1  UNL     1       4.144  -0.732   0.218  1.00  0.00           H  
HETATM    9  H2  UNL     1       4.258   0.588  -0.907  1.00  0.00           H  
HETATM   10  H3  UNL     1       2.249   1.454  -0.300  1.00  0.00           H  
HETATM   11  H4  UNL     1       2.512   0.345   1.160  1.00  0.00           H  
HETATM   12  H5  UNL     1       1.218  -0.466  -1.530  1.00  0.00           H  
HETATM   13  H6  UNL     1       1.350  -1.406   0.036  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.123   0.276   1.249  1.00  0.00           H  
HETATM   15  H8  UNL     1      -0.087   1.283  -0.234  1.00  0.00           H  
HETATM   16  H9  UNL     1      -1.265  -1.545   0.027  1.00  0.00           H  
HETATM   17  H10 UNL     1      -1.431  -0.353  -1.349  1.00  0.00           H  
HETATM   18  H11 UNL     1      -2.243   0.261   1.492  1.00  0.00           H  
HETATM   19  H12 UNL     1      -2.343   1.322   0.072  1.00  0.00           H  
HETATM   20  H13 UNL     1      -4.071  -0.924   0.836  1.00  0.00           H  
HETATM   21  H14 UNL     1      -4.353   0.362  -0.304  1.00  0.00           H  
CONECT    1    2    8    9
CONECT    2    3   10   11
CONECT    3    4   12   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6    7   18   19
CONECT    7   20   21
END
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SMILES for NP0000244 (Cadaverine)

NCCCCCN
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INCHI for NP0000244 (Cadaverine)

InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2
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View in JSmol
Synonyms
ValueSource
1,5-DiaminopentaneChEBI
1,5-PentamethylenediamineChEBI
1,5-PentanediamineChEBI
DAPEChEBI
PentamethylenediamineChEBI
PENTANE-1,5-diamineChEBI
1,5-Diaminopentane dihydrochlorideHMDB
CadaverinHMDB
Cadaverine dihydrochlorideHMDB
Pentamethylenediamine dihydrochlorideHMDB
BioDex 1HMDB
1,5 PentanediamineHMDB
Chemical FormulaC5H14N2
Average Mass102.1781 Da
Monoisotopic Mass102.11570 Da
IUPAC Namepentane-1,5-diamine
Traditional Namecadaverine
CAS Registry Number462-94-2
SMILES
NCCCCCN
InChI Identifier
InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2
InChI KeyVHRGRCVQAFMJIZ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, simulated)Varshavi.d262021-08-05View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Abelmoschus esculentusFooDB
Actinidia chinensisFooDB
Agaricus bisporusFooDB
AgaveFooDB
Allium ampeloprasumFooDB
Allium ascalonicumFooDB
Allium cepaFooDB
Allium cepa L.FooDB
Allium fistulosumFooDB
Allium sativumFooDB
Allium schoenoprasumFooDB
Allium tuberosumFooDB
Aloysia triphyllaFooDB
AmaranthusFooDB
Amelanchier alnifoliaFooDB
Anacardium occidentaleFooDB
Ananas comosusFooDB
Anas platyrhynchosFooDB
AnatidaeFooDB
Anethum graveolensFooDB
Angelica keiskeiFooDB
Annona cherimolaFooDB
Annona muricataFooDB
Annona reticulataFooDB
Annona squamosaFooDB
Anser anserFooDB
Anthriscus cerefoliumFooDB
Apium graveolensFooDB
Apium graveolens var. dulceFooDB
Apium graveolens var. rapaceumFooDB
Apium graveolens var. secalinumFooDB
Arabidopsis thalianaKNApSAcK Database
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Artemisia dracunculusFooDB
Artemisia vulgarisFooDB
Artocarpus altilisFooDB
Artocarpus heterophyllusFooDB
Asparagus officinalisFooDB
Attalea speciosaFooDB
Auricularia auricula-judaeFooDB
Auricularia polytrichaFooDB
Avena sativa L.FooDB
Averrhoa carambolaFooDB
Basella albaFooDB
Benincasa hispidaFooDB
Bertholletia excelsaFooDB
Beta vulgarisFooDB
Beta vulgaris ssp. ciclaFooDB
Bison bisonFooDB
Borago officinalisFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Brassica alboglabraFooDB
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var. napusFooDB
Brassica oleraceaFooDB
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. gongylodesFooDB
Brassica oleracea var. italicaFooDB
Brassica oleracea var. sabaudaFooDB
Brassica oleracea var. viridisFooDB
Brassica rapaFooDB
Brassica rapa ssp. chinensisFooDB
Brassica rapa var. pekinensisFooDB
Brassica rapa var. rapaFooDB
Brassica ruvoFooDB
Brosimum alicastrumFooDB
Brugmansia x candidaLOTUS Database
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Canarium ovatumFooDB
Canavalia gladiataLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsicum annuumFooDB
Capsicum annuum L.FooDB
Capsicum annuum var. annuumFooDB
Capsicum chinenseFooDB
Capsicum pubescensFooDB
Carica papaya L.FooDB
Carissa macrocarpaFooDB
Carthamus tinctoriusFooDB
Carum carviFooDB
CaryaFooDB
Carya illinoinensisFooDB
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Ceratonia siliquaFooDB
CervidaeFooDB
Cervus canadensisFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chrysanthemum coronariumFooDB
Cicer arietinumFooDB
Cichorium endiviaFooDB
Cichorium intybusFooDB
CinnamomumFooDB
Cinnamomum aromaticumFooDB
Cinnamomum verumFooDB
CirsiumFooDB
Citrullus lanatusFooDB
Citrus ×limon (L.) Burm. f. (pro sp.)FooDB
Citrus aurantiifoliaFooDB
Citrus latifoliaFooDB
Citrus limonFooDB
Citrus maximaFooDB
Citrus paradisiFooDB
Citrus reticulataFooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Cocos nuciferaFooDB
Coffea arabica L.FooDB
Coffea canephoraFooDB
Colocasia esculentaFooDB
ColumbaFooDB
ColumbidaeFooDB
Corchorus olitoriusFooDB
Coriandrum sativum L.FooDB
CorylusFooDB
Corylus avellanaFooDB
Coryphaena hippurusLOTUS Database
Crateva religiosaFooDB
Crenidium spinescens-
Crocus sativusFooDB
Cucumis meloFooDB
Cucumis metuliferusFooDB
Cucumis sativus L.FooDB
CucurbitaFooDB
Cucurbita maximaFooDB
Cucurbita moschataFooDB
Cuminum cyminumFooDB
Curcuma longaFooDB
Cydonia oblongaFooDB
Cymbopogon citratusFooDB
Cynara cardunculusFooDB
Cynara scolymusFooDB
Daphnia magnaLOTUS Database
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Dromaius novaehollandiaeFooDB
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
ElaeisFooDB
Eleocharis dulcisFooDB
Elettaria cardamomumFooDB
Empetrum nigrumFooDB
Equus caballusFooDB
Eragrostis tefFooDB
Eriobotrya japonicaFooDB
Eruca vesicaria subsp. SativaFooDB
Eugenia javanicaFooDB
Eugenia unifloraFooDB
Eutrema japonicumFooDB
Fagopyrum esculentumFooDB
Fagopyrum tataricumFooDB
FagusFooDB
Feijoa sellowianaFooDB
Ficus caricaFooDB
Flammulina velutipesFooDB
Foeniculum vulgareFooDB
Fragaria x ananassaFooDB
Gallus gallusFooDB
Garcinia mangostanaFooDB
Gaylussacia baccataFooDB
Ginkgo bilobaFooDB
Glycine maxKNApSAcK Database
GossypiumFooDB
Grifola frondosaFooDB
Hedysarum alpinumFooDB
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Heliotropium angiospermumLOTUS Database
Hibiscus sabbariffaFooDB
Hippobroma longifloraKNApSAcK Database
Hippophae rhamnoidesFooDB
Hordeum vulgareFooDB
Huperzia serrataKNApSAcK Database
Hydrocharis morsus-ranaeLOTUS Database
Hypholoma fasciculareLOTUS Database
Hyssopus officinalis L.FooDB
Illicium verumFooDB
Ipomoea aquaticaFooDB
Ipomoea batatasFooDB
JuglansFooDB
Juglans ailanthifoliaFooDB
Juglans cinereaFooDB
Juglans nigra L.FooDB
Juglans regiaFooDB
Lablab purpureusFooDB
Lactuca sativaFooDB
Lagenaria sicerariaFooDB
Lagopus mutaFooDB
Lathyrus sativusKNApSAcK Database
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
LeporidaeFooDB
Lepus timidusFooDB
Levisticum officinaleFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Lobelia inflataKNApSAcK Database
Lobelia siphiliticaKNApSAcK Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusKNApSAcK Database
Lupinus angustifoliusKNApSAcK Database
Lupinus arboreusKNApSAcK Database
Lupinus hirsutusKNApSAcK Database
Lupinus luteusKNApSAcK Database
Lupinus mutabilisKNApSAcK Database
Lupinus polyphyllusKNApSAcK Database
Lupinus termisKNApSAcK Database
Lyallia kerguelensisKNApSAcK Database
Lycopodiastrum casuarinoides-
Lycopodium annotinumKNApSAcK Database
MacadamiaFooDB
Macadamia tetraphyllaFooDB
Malpighia emarginataFooDB
MalusFooDB
Malus pumilaFooDB
Mammea americanaFooDB
Mangifera indicaFooDB
Manihot esculentaFooDB
Manilkara zapotaFooDB
Maranta arundinaceaFooDB
Matricaria recutitaFooDB
Matteuccia struthiopterisFooDB
Medicago sativaFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Melissa officinalis L.FooDB
MenthaFooDB
Mentha aquaticaFooDB
Mentha arvensisFooDB
Mentha spicataFooDB
Mentha x piperitaFooDB
Mespilus germanicaFooDB
Metroxylon saguFooDB
Momordica charantiaFooDB
MorchellaceaeFooDB
Morella rubraFooDB
Moringa oleiferaFooDB
MorusFooDB
Morus nigraFooDB
Mus musculusLOTUS Database
Musa acuminataFooDB
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
NelumboFooDB
Nelumbo nuciferaFooDB
Nephelium lappaceumFooDB
Nephila clavataLOTUS Database
Nicotiana acaulisKNApSAcK Database
Nicotiana acuminataKNApSAcK Database
Nicotiana africanaKNApSAcK Database
Nicotiana alataKNApSAcK Database
Nicotiana ameghinoiKNApSAcK Database
Nicotiana amplexicaulisKNApSAcK Database
Nicotiana arentsiiKNApSAcK Database
Nicotiana attenuataKNApSAcK Database
Nicotiana benavidesiiKNApSAcK Database
Nicotiana benthamianaKNApSAcK Database
Nicotiana bigeloviiKNApSAcK Database
Nicotiana bonariensisKNApSAcK Database
Nicotiana cavicolaKNApSAcK Database
Nicotiana clevelandiiKNApSAcK Database
Nicotiana cordifoliaKNApSAcK Database
Nicotiana corymbosaKNApSAcK Database
Nicotiana debneyiKNApSAcK Database
Nicotiana excelsiorKNApSAcK Database
Nicotiana exiguaKNApSAcK Database
Nicotiana forgetianaKNApSAcK Database
Nicotiana fragransKNApSAcK Database
Nicotiana glaucaKNApSAcK Database
Nicotiana glutinosaKNApSAcK Database
Nicotiana goodspeediiKNApSAcK Database
Nicotiana gosseiKNApSAcK Database
Nicotiana hesperisKNApSAcK Database
Nicotiana ingulbaKNApSAcK Database
Nicotiana kawakamiiKNApSAcK Database
Nicotiana knightianaKNApSAcK Database
Nicotiana langsdorffiiKNApSAcK Database
Nicotiana linearisKNApSAcK Database
Nicotiana longibracteataKNApSAcK Database
Nicotiana longifloraKNApSAcK Database
Nicotiana maritimaKNApSAcK Database
Nicotiana megalosiphonKNApSAcK Database
Nicotiana miersiiKNApSAcK Database
Nicotiana nesophilaKNApSAcK Database
Nicotiana noctifloraKNApSAcK Database
Nicotiana nudicaulisKNApSAcK Database
Nicotiana occidentalisKNApSAcK Database
Nicotiana otophoraKNApSAcK Database
Nicotiana paniculataKNApSAcK Database
Nicotiana paucifloraKNApSAcK Database
Nicotiana petunioidesKNApSAcK Database
Nicotiana plumbaginifoliaKNApSAcK Database
Nicotiana raimondiiKNApSAcK Database
Nicotiana repandaKNApSAcK Database
Nicotiana rosulataKNApSAcK Database
Nicotiana rotundifoliaKNApSAcK Database
Nicotiana rusticaKNApSAcK Database
Nicotiana setchelliiKNApSAcK Database
Nicotiana simulansKNApSAcK Database
Nicotiana solanifoliaKNApSAcK Database
Nicotiana spegazziniiKNApSAcK Database
Nicotiana stocktoniiKNApSAcK Database
Nicotiana suaveolensKNApSAcK Database
Nicotiana sylvestrisKNApSAcK Database
Nicotiana tabacum (L.)KNApSAcK Database
Nicotiana thyrosifloraKNApSAcK Database
Nicotiana tobacumKNApSAcK Database
Nicotiana tomentosaKNApSAcK Database
Nicotiana tomentosiformisKNApSAcK Database
Nicotiana trigonophyllaKNApSAcK Database
Nicotiana undulataKNApSAcK Database
Nicotiana velutinaKNApSAcK Database
Nicotiana wigandioidesKNApSAcK Database
Numida meleagrisFooDB
Nuphar luteaFooDB
Ocimum basilicumFooDB
OdocoileusFooDB
Oenothera biennisFooDB
Olea europaeaFooDB
OpuntiaFooDB
Opuntia cochenilliferaFooDB
Opuntia macrorhizaFooDB
Origanum majoranaFooDB
Origanum onitesFooDB
Origanum vulgareFooDB
Origanum X majoricumFooDB
OryctolagusFooDB
Oryza rufipogonFooDB
Oryza sativaFooDB
Ovis ariesFooDB
Pachyrhizus erosusFooDB
Palhinhaea cernua-
Panax ginsengFooDB
Pangium eduleFooDB
Panicum miliaceumFooDB
Passiflora edulisFooDB
Pastinaca sativaFooDB
Pediomelum esculentumFooDB
Perideridia oreganaFooDB
Persea americanaFooDB
Petasites japonicusFooDB
Petroselinum crispumFooDB
Phaseolus coccineusFooDB
Phaseolus lunatusFooDB
Phaseolus vulgarisFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Phoenix dactyliferaFooDB
Photinia melanocarpaFooDB
Phyllostachys edulisFooDB
PhysalisFooDB
Physalis philadelphica var. immaculataFooDB
Phytolacca americanaFooDB
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper longumKNApSAcK Database
Piper nigrumKNApSAcK Database
Piper nigrum L.Plant
Piper trichostachyonKNApSAcK Database
Pistacia veraFooDB
Pisum sativumKNApSAcK Database
Pleurotus ostreatusFooDB
Polygonum alpinumFooDB
Portulaca oleraceaFooDB
Pouteria sapotaFooDB
Prunus armeniacaFooDB
Prunus aviumFooDB
Prunus avium L.FooDB
Prunus cerasusFooDB
Prunus domesticaFooDB
Prunus dulcisFooDB
Prunus persicaFooDB
Prunus persica var. nucipersicaFooDB
Prunus persica var. persicaFooDB
Prunus tomentosaFooDB
Prunus virginianaFooDB
Psidium cattleianumFooDB
Psidium guajavaFooDB
Psophocarpus tetragonolobusFooDB
Punica granatumFooDB
Pyrus communisFooDB
Pyrus pyrifoliaFooDB
QuercusFooDB
Raphanus sativusFooDB
Raphanus sativus var. longipinnatusFooDB
Raphanus sativus var. sativusFooDB
Rheum rhabarbarumFooDB
Ribes aureumFooDB
Ribes glandulosumFooDB
Ribes nigrumFooDB
Ribes rubrumFooDB
Ribes uva-crispaFooDB
RosaFooDB
Rubus arcticusFooDB
Rubus chamaemorusFooDB
Rubus idaeusFooDB
Rubus occidentalisFooDB
Rubus spectabilisFooDB
RumexFooDB
Rumex acetosaFooDB
Rumex articusFooDB
Sagittaria latifoliaFooDB
Salix pulchraFooDB
Salvia elegansFooDB
Salvia hispanicaFooDB
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Sambucus nigraFooDB
Sambucus nigra L.FooDB
Satureja hortensis L.FooDB
Satureja montanaFooDB
Scorzonera hispanicaFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Sedum acreKNApSAcK Database
Sedum sarmentosumKNApSAcK Database
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sinapis albaFooDB
SisymbriumFooDB
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Sophora subprostateKNApSAcK Database
Sophorae flavescentis-
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaFooDB
Spinulum annotinumPlant
Streptomyces pilosusLOTUS Database
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Syzygium aromaticumFooDB
Syzygium cuminiFooDB
Syzygium jambosFooDB
Tamarindus indicaFooDB
Taraxacum officinaleFooDB
Tetragonia tetragonioidesFooDB
ThelespermaFooDB
Thymus pulegioidesFooDB
Thymus vulgarisFooDB
Tilia cordataFooDB
Tilia L.FooDB
Tragopogon porrifoliusFooDB
Trapa natansLOTUS Database
Trifolium subterraneumKNApSAcK Database
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Typha angustifoliaFooDB
VacciniumFooDB
Vaccinium angustifoliumFooDB
Vaccinium angustifolium X Vaccinium corymbosumFooDB
Vaccinium arboreumFooDB
Vaccinium corymbosumFooDB
Vaccinium deliciosumFooDB
Vaccinium elliottiiFooDB
Vaccinium macrocarponFooDB
Vaccinium myrtilloidesFooDB
Vaccinium myrtillusFooDB
Vaccinium ovalifoliumFooDB
Vaccinium ovatumFooDB
Vaccinium oxycoccosFooDB
Vaccinium parvifoliumFooDB
Vaccinium reticulatumFooDB
Vaccinium stamineumFooDB
Vaccinium uliginosumFooDB
Vaccinium vitis-idaeaFooDB
Valerianella locustaFooDB
VanillaFooDB
Verbena officinalisFooDB
Viburnum eduleFooDB
Vicia fabaFooDB
Vigna aconitifoliaFooDB
Vigna angularisFooDB
Vigna mungoFooDB
Vigna radiataFooDB
Vigna umbellataFooDB
Vigna unguiculataFooDB
Vigna unguiculata ssp. cylindricaFooDB
Vigna unguiculata ssp. unguiculataFooDB
Vigna unguiculata var. sesquipedalisFooDB
VitisFooDB
Vitis aestivalisFooDB
Vitis labruscaFooDB
Vitis rotundifoliaFooDB
Vitis viniferaLOTUS Database
Vitis vinifera L.FooDB
Withania somniferaKNApSAcK Database
Xanthosoma sagittifoliumFooDB
Zea mays L.FooDB
Zingiber officinaleFooDB
ZizaniaFooDB
Zizania aquaticaFooDB
Ziziphus zizyphusFooDB
Species Where Detected
Species NameSourceReference
Homo sapiens (Urine)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative Parents
Substituents
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point9 °CNot Available
Boiling Point179.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.490 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility89.1 g/LALOGPS
logP-0.27ALOGPS
logP-0.4ChemAxon
logS-0.06ALOGPS
pKa (Strongest Basic)10.51ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area52.04 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.98 m³·mol⁻¹ChemAxon
Polarizability13.11 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002322
DrugBank IDDB03854
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001493
KNApSAcK IDC00001403
Chemspider ID13866593
KEGG Compound IDC01672
BioCyc IDCADAVERINE
BiGG IDNot Available
Wikipedia LinkCadaverine
METLIN ID3236
PubChem Compound273
PDB IDNot Available
ChEBI ID18127
Good Scents IDrw1149431
References
General References
  1. van den Berg GA, Schaaf JM, Nagel GT, Teelken AW, Muskiet FA: Determination of polyamines and metabolites in cerebrospinal fluid by isotope dilution mass fragmentography, and a clinical application. Clin Chim Acta. 1987 Jun 15;165(2-3):147-54. [PubMed:3308180 ]
  2. Muskiet FA, van den Berg GA, Kingma AW, Fremouw-Ottevangers DC, Halie MR: Total polyamines and their non-alpha-amino acid metabolites simultaneously determined in urine by capillary gas chromatography, with nitrogen-phosphorus detector; and some clinical applications. Clin Chem. 1984 May;30(5):687-95. [PubMed:6713628 ]
  3. Wolrath H, Forsum U, Larsson PG, Boren H: Analysis of bacterial vaginosis-related amines in vaginal fluid by gas chromatography and mass spectrometry. J Clin Microbiol. 2001 Nov;39(11):4026-31. [PubMed:11682525 ]
  4. Gabastou JM, Nugon-Baudon L, Robert Y, Manuel C, Vaissade P, Bourgeon E, Sibeud M, Szylit O, Bourlioux P: [Digestive amines of bacterial origin and behavior disorders. Apropos of a case]. Pathol Biol (Paris). 1996 Apr;44(4):275-81. [PubMed:8763591 ]
  5. Cooke M, Leeves N, White C: Time profile of putrescine, cadaverine, indole and skatole in human saliva. Arch Oral Biol. 2003 Apr;48(4):323-7. [PubMed:12663078 ]
  6. Becker K, Csikos M, Sardy M, Szalai ZS, Horvath A, Karpati S: Identification of two novel nonsense mutations in the transglutaminase 1 gene in a Hungarian patient with congenital ichthyosiform erythroderma. Exp Dermatol. 2003 Jun;12(3):324-9. [PubMed:12823447 ]
  7. Goldberg S, Kozlovsky A, Gordon D, Gelernter I, Sintov A, Rosenberg M: Cadaverine as a putative component of oral malodor. J Dent Res. 1994 Jun;73(6):1168-72. [PubMed:8046106 ]
  8. Wakisaka K, Arano Y, Uezono T, Akizawa H, Ono M, Kawai K, Ohomomo Y, Nakayama M, Saji H: A novel radioiodination reagent for protein radiopharmaceuticals with L-lysine as a plasma-stable metabolizable linkage to liberate m-iodohippuric acid after lysosomal proteolysis. J Med Chem. 1997 Aug 1;40(16):2643-52. [PubMed:9258371 ]
  9. Kai M, Ogata T, Haraguchi K, Ohkura Y: High-performance liquid chromatographic determination of free and total polyamines in human serum as fluorescamine derivatives. J Chromatogr. 1979 Jun 11;163(2):151-60. [PubMed:541366 ]
  10. Konikoff F, Goldman G, Halpern Z, Somjen GJ, Gilat T: Polyamines--potential nucleating factors in bile. Liver. 1990 Jun;10(3):173-6. [PubMed:2385158 ]
  11. Fujita K, Nagatsu T, Shinpo K, Maruta K, Teradaira R, Nakamura M: Improved analysis for urinary polyamines by use of high-voltage electrophoresis on paper. Clin Chem. 1980 Oct;26(11):1577-82. [PubMed:7418205 ]
  12. Kohler H, Rodrigues SP, Maurelli AT, McCormick BA: Inhibition of Salmonella typhimurium enteropathogenicity by piperidine, a metabolite of the polyamine cadaverine. J Infect Dis. 2002 Oct 15;186(8):1122-30. Epub 2002 Sep 20. [PubMed:12355363 ]
  13. Chen KC, Amsel R, Eschenbach DA, Holmes KK: Biochemical diagnosis of vaginitis: determination of diamines in vaginal fluid. J Infect Dis. 1982 Mar;145(3):337-45. [PubMed:7061879 ]
  14. Kubilus J, Baden HP: Isolation of two immunologically related transglutaminase substrates from cultured human keratinocytes. In Vitro. 1982 May;18(5):447-55. [PubMed:6180968 ]
  15. Kubota S, Okada M, Imahori K, Ohsawa N: A new simple enzymatic assay method for urinary polyamines in humans. Cancer Res. 1983 May;43(5):2363-7. [PubMed:6831460 ]
  16. Hallak A, Rosenberg R, Gilat T, Somjen GJ: Determination of free polyamines in human bile by high-performance liquid chromatography. Clin Sci (Lond). 1993 Oct;85(4):451-4. [PubMed:8222511 ]
  17. Wendisch VF: Microbial Production of Amino Acid-Related Compounds. Adv Biochem Eng Biotechnol. 2017;159:255-269. doi: 10.1007/10_2016_34. [PubMed:27872963 ]