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Showing NP-Card for Histamine (NP0001365)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:41:58 UTC
NP-MRD IDNP0001365
Secondary Accession NumbersNone
Natural Product Identification
Common NameHistamine
DescriptionHistamine is an amine derived by enzymatic decarboxylation of histidine. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter. Histamine can be found in Photobacterium phosphoreum and Lactobacillus (PMID: 17066936 ). Histamine belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. High amounts of histamine have been found in spinach, oats and ryes. Another foods such as green beans, broccoli, and beetroots also contain histamine but in lower concentrations. Histamine has also been detected but not quantified in several different foods, such as groundcherries, carobs, bok choy, biscuits, and longans.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001365 (Histamine)


  Mrv1652309042000132D          

  8  8  0  0  0  0            999 V2000
10000.301210000.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.016010000.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.728710000.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915610000.6081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.248210000.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5031 9999.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3281 9999.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.583010000.1231    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
  7  8  2  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  8  1  0  0  0  0
M  END
Download

3D MOL for NP0001365 (Histamine)

HMDB0000870
     RDKit          3D
Histamine
 17 17  0  0  0  0  0  0  0  0999 V2000
   -2.9568   -0.4732   -0.3723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5252   -0.6604   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    0.6814   -0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031    0.5068   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -0.6449   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061   -0.3157   -0.2997 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7572    0.9939   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5137    1.4928    0.0437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195   -1.0322    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    0.5204   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -1.4115    0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1587   -1.0044   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475    1.3595   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2225    1.1453    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.6177   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -1.0199   -0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190    1.4799    0.0578 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
M  END
Download

3D SDF for NP0001365 (Histamine)


  Mrv1652309042000132D          

  8  8  0  0  0  0            999 V2000
10000.301210000.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.016010000.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.728710000.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915610000.6081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.248210000.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5031 9999.3385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3281 9999.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.583010000.1231    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
  7  8  2  0  0  0  0
  4  5  2  0  0  0  0
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  1  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001365

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCC1=CNC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)

> <INCHI_KEY>
NTYJJOPFIAHURM-UHFFFAOYSA-N

> <FORMULA>
C5H9N3

> <MOLECULAR_WEIGHT>
111.1451

> <EXACT_MASS>
111.079647303

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.083995477047418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(1H-imidazol-4-yl)ethan-1-amine

> <ALOGPS_LOGP>
-0.69

> <JCHEM_LOGP>
-0.7009711443333334

> <ALOGPS_LOGS>
0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.456615295256658

> <JCHEM_PKA_STRONGEST_BASIC>
9.576453109401491

> <JCHEM_POLAR_SURFACE_AREA>
54.7

> <JCHEM_REFRACTIVITY>
31.663399999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
histamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0001365 (Histamine)

HMDB0000870
     RDKit          3D
Histamine
 17 17  0  0  0  0  0  0  0  0999 V2000
   -2.9568   -0.4732   -0.3723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5252   -0.6604   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8874    0.6814   -0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031    0.5068   -0.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117   -0.6449   -0.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6061   -0.3157   -0.2997 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7572    0.9939   -0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5137    1.4928    0.0437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4195   -1.0322    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2418    0.5204   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1874   -1.4115    0.3436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1587   -1.0044   -1.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1475    1.3595   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2225    1.1453    0.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8595   -1.6177   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3764   -1.0199   -0.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7190    1.4799    0.0578 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  4  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  2 12  1  0
  3 13  1  0
  3 14  1  0
  5 15  1  0
  6 16  1  0
  7 17  1  0
M  END
Download

PDB for NP0001365 (Histamine)

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  C   UNK     0    8667.2298667.649   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.5638666.880   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8669.8948667.649   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0    8664.6428667.802   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8663.3978666.896   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8663.8728665.432   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8665.4128665.432   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.8888666.896   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2                                                            
CONECT    4    5    8                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    8    6                                                       
CONECT    8    7    4    1                                                  
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
Download

3D PDB for NP0001365 (Histamine)

COMPND    HMDB0000870
HETATM    1  N1  UNL     1      -2.957  -0.473  -0.372  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.525  -0.660  -0.398  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.887   0.681  -0.132  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.603   0.507  -0.155  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.312  -0.645  -0.373  1.00  0.00           C  
HETATM    6  N2  UNL     1       2.606  -0.316  -0.300  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.757   0.994  -0.044  1.00  0.00           C  
HETATM    8  N3  UNL     1       1.514   1.493   0.044  1.00  0.00           N  
HETATM    9  H1  UNL     1      -3.419  -1.032   0.363  1.00  0.00           H  
HETATM   10  H2  UNL     1      -3.242   0.520  -0.241  1.00  0.00           H  
HETATM   11  H3  UNL     1      -1.187  -1.411   0.344  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.159  -1.004  -1.388  1.00  0.00           H  
HETATM   13  H5  UNL     1      -1.147   1.359  -0.956  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.222   1.145   0.802  1.00  0.00           H  
HETATM   15  H7  UNL     1       0.860  -1.618  -0.566  1.00  0.00           H  
HETATM   16  H8  UNL     1       3.376  -1.020  -0.431  1.00  0.00           H  
HETATM   17  H9  UNL     1       3.719   1.480   0.058  1.00  0.00           H  
CONECT    1    2    9   10
CONECT    2    3   11   12
CONECT    3    4   13   14
CONECT    4    5    5    8
CONECT    5    6   15
CONECT    6    7   16
CONECT    7    8    8   17
END
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SMILES for NP0001365 (Histamine)

NCCC1=CNC=N1
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INCHI for NP0001365 (Histamine)

InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
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View in JSmol
Synonyms
ValueSource
1H-Imidazole-4-ethanamineChEBI
2-(4-Imidazolyl)ethylamineChEBI
2-(1H-Imidazol-4-yl)ethanamineHMDB
2-(1H-Imidazol-4-yl)ethylamineHMDB
2-(1H-Imidazol-5-yl)ethanamineHMDB
2-(1H-Imidazol-5-yl)ethylamineHMDB
2-(4-Imidazolyl)ethanamineHMDB
2-Imidazol-4-yl-ethylamineHMDB
2-Imidazol-4-ylethylamineHMDB
4-(2-Aminoethyl)-1H-imidazoleHMDB
4-(2-Aminoethyl)imidazoleHMDB
4-ImidazoleethylamineHMDB
5-ImidazoleethylamineHMDB
b-Imidazolyl-4-ethylamineHMDB
beta-AminoethylglyoxalineHMDB
beta-AminoethylimidazoleHMDB
beta-AminothethylglyoxalineHMDB
beta-Imidazolyl-4-ethylamineHMDB
EraminHMDB
ErgamineHMDB
ErgotidineHMDB
HSMHMDB
2-(3H-Imidazol-4-yl)ethylamineHMDB
Imidazole-4-ethylamineHMDB
Β-imidazolyl-4-ethylamineHMDB
HistamineHMDB
Chemical FormulaC5H9N3
Average Mass111.1451 Da
Monoisotopic Mass111.07965 Da
IUPAC Name2-(1H-imidazol-4-yl)ethan-1-amine
Traditional Namehistamine
CAS Registry Number51-45-6
SMILES
NCCC1=CNC=N1
InChI Identifier
InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
InChI KeyNTYJJOPFIAHURM-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View 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
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, simulated)v.dorna83@yahoo.comNot AvailableNot Available2021-08-03View Spectrum
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
Aplysia californicaLOTUS Database
Arachis hypogaeaFooDB
Arctium lappaFooDB
Armoracia rusticanaFooDB
Arripis truttaLOTUS Database
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
Bubalus bubalisFooDB
Byrsonima crassifoliaFooDB
Cajanus cajanFooDB
Canarium ovatumFooDB
Cannabis sativaCannabisDB
      Not Available
Cantharellus cibariusFooDB
Capparis spinosaFooDB
Capra aegagrus hircusFooDB
Capsella bursa-pastorisKNApSAcK Database
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
Casimiroa edulisKNApSAcK Database
CastaneaFooDB
Castanea crenataFooDB
Castanea mollissimaFooDB
Castanea sativaFooDB
Ceratonia siliquaFooDB
CervidaeFooDB
Cervus canadensisFooDB
Chamaemelum nobileFooDB
Chamerion angustifoliumFooDB
Chelidonium majusLOTUS Database
Chenopodium albumFooDB
Chenopodium quinoaFooDB
Chrysanthemum coronariumFooDB
Chrysaora quinquecirrhaLOTUS Database
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
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
Daucus carotaFooDB
Daucus carota ssp. sativusFooDB
Dimocarpus longanFooDB
DioscoreaFooDB
Dioscorea pentaphyllaFooDB
DiospyrosFooDB
Diospyros kakiFooDB
Diospyros virginianaFooDB
Dromaius novaehollandiaeFooDB
Drosera spp.KNApSAcK Database
Durio zibethinusFooDB
Dysphania ambrosioidesFooDB
Echinocereus blanckiiKNApSAcK Database
Echinocereus triglochidiatusKNApSAcK Database
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
Geodia barrettiLOTUS Database
Ginkgo bilobaFooDB
Girardinia diversifoliaLOTUS Database
Glochidion philippicumKNApSAcK Database
Glycine maxFooDB
GossypiumFooDB
Grifola frondosaFooDB
Hedysarum alpinumFooDB
Helianthus annuusLOTUS Database
Helianthus annuus L.FooDB
Helianthus tuberosusFooDB
Hibiscus sabbariffaFooDB
Hippophae rhamnoidesFooDB
Hippospongia communisLOTUS Database
Homo sapiensLOTUS Database
Hordeum vulgareFooDB
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 sativusFooDB
Laurus nobilis L.FooDB
Lens culinarisFooDB
Lentinus edodesFooDB
Lepidium sativumFooDB
LeporidaeFooDB
Lepus timidusFooDB
Levisticum officinaleFooDB
Linum usitatissimumFooDB
Litchi chinensisFooDB
Lolium perenneKNApSAcK Database
Luffa aegyptiacaFooDB
LupinusFooDB
Lupinus albusFooDB
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 sapientumKNApSAcK Database
Musa x paradisiacaFooDB
MyricaFooDB
Myristica fragransFooDB
NelumboFooDB
Nelumbo nuciferaFooDB
Nepenthes spp.KNApSAcK Database
Nephelium lappaceumFooDB
Nephila clavataLOTUS 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
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
Phytolacca japonicaLOTUS Database
Pimenta dioicaFooDB
Pimpinella anisumFooDB
PinusFooDB
Pinus edulisFooDB
Piper nigrum L.FooDB
Pistacia veraFooDB
Pisum sativumFooDB
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
Ramalina fraxineaLOTUS Database
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
Sarracenia spp.KNApSAcK Database
Satureja hortensis L.FooDB
Satureja montanaFooDB
Scorzonera hispanicaFooDB
Secale cerealeFooDB
Sechium eduleFooDB
Sesamum indicumFooDB
Sesbania bispinosaFooDB
Sinapis albaFooDB
SisymbriumFooDB
Solanum lycopersicumFooDB
Solanum lycopersicum var. cerasiformeFooDB
Solanum lycopersicum var. lycopersicumFooDB
Solanum melongenaFooDB
Solanum quitoenseFooDB
Solanum tuberosumFooDB
Sorbus aucupariaFooDB
Sorghum bicolorFooDB
Spinacia oleraceaKNApSAcK 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
Trigonella foenum-graecumFooDB
TriticumFooDB
Triticum aestivumFooDB
Triticum durumFooDB
Triticum speltaFooDB
Triticum turanicumFooDB
Typha angustifoliaFooDB
Urtica dioicaKNApSAcK Database
Urtica urensLOTUS Database
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
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 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct Parent2-arylethylamines
Alternative Parents
Substituents
  • 2-arylethylamine
  • Aralkylamine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organoheterocyclic compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point86 °CNot Available
Boiling Point380.29 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1000000 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP-0.70Sangster, J. (1993). LOGKOW- a Databank of Evaluated Octanol-Water Partition Coefficients. Sangster Research Laboratories, Montreal.
Predicted Properties
PropertyValueSource
Water Solubility169 g/LALOGPS
logP-0.69ALOGPS
logP-0.7ChemAxon
logS0.18ALOGPS
pKa (Strongest Acidic)14.46ChemAxon
pKa (Strongest Basic)9.58ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area54.7 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity31.66 m³·mol⁻¹ChemAxon
Polarizability12.08 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0000870
DrugBank IDDB05381
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012596
KNApSAcK IDC00001414
Chemspider ID753
KEGG Compound IDC00388
BioCyc IDHISTAMINE
BiGG ID1810403
Wikipedia LinkHistamine
METLIN ID68
PubChem Compound774
PDB IDNot Available
ChEBI ID18295
Good Scents IDrw1250321
References
General References
  1. Dvorak AM: New aspects of mast cell biology. Int Arch Allergy Immunol. 1997 Sep;114(1):1-9. [PubMed:9303324 ]
  2. Ito C: The role of the central histaminergic system on schizophrenia. Drug News Perspect. 2004 Jul-Aug;17(6):383-7. [PubMed:15334189 ]
  3. Bordignon V, Burastero SE: Age, gender and reactivity to allergens independently influence skin reactivity to histamine. J Investig Allergol Clin Immunol. 2006;16(2):129-35. [PubMed:16689187 ]
  4. Yosipovitch G, Fast K, Bernhard JD: Noxious heat and scratching decrease histamine-induced itch and skin blood flow. J Invest Dermatol. 2005 Dec;125(6):1268-72. [PubMed:16354198 ]
  5. Koizumi H, Ohkawara A: H2 histamine receptor-mediated increase in intracellular Ca2+ in cultured human keratinocytes. J Dermatol Sci. 1999 Sep;21(2):127-32. [PubMed:10511481 ]
  6. Brew OB, Sullivan MH: Localisation of mRNAs for diamine oxidase and histamine receptors H1 and H2, at the feto-maternal interface of human pregnancy. Inflamm Res. 2001 Sep;50(9):449-52. [PubMed:11603849 ]
  7. Narasimha SK, Srinivas CR, Mathew AC: Effect of topical corticosteroid application frequency on histamine-induced wheals. Int J Dermatol. 2005 May;44(5):425-7. [PubMed:15869544 ]
  8. Musio S, Gallo B, Scabeni S, Lapilla M, Poliani PL, Matarese G, Ohtsu H, Galli SJ, Mantegazza R, Steinman L, Pedotti R: A key regulatory role for histamine in experimental autoimmune encephalomyelitis: disease exacerbation in histidine decarboxylase-deficient mice. J Immunol. 2006 Jan 1;176(1):17-26. [PubMed:16365391 ]
  9. Kidon MI, See Y, Bun CY, Goh A, Chay OM, Balakrishnan A: Bimodal skin reactivity to histamine in atopic children in Singapore: influence of specific sensitizations. Pediatr Allergy Immunol. 2004 Dec;15(6):545-50. [PubMed:15610369 ]
  10. Masaki T, Yoshimatsu H, Chiba S, Watanabe T, Sakata T: Central infusion of histamine reduces fat accumulation and upregulates UCP family in leptin-resistant obese mice. Diabetes. 2001 Feb;50(2):376-84. [PubMed:11272150 ]
  11. Khandelwal JK, Hough LB, Morrishow AM, Green JP: Measurement of tele-methylhistamine and histamine in human cerebrospinal fluid, urine, and plasma. Agents Actions. 1982 Dec;12(5-6):583-90. [PubMed:7164933 ]
  12. Morgan TK, Montgomery K, Mason V, West RB, Wang L, van de Rijn M, Higgins JP: Upregulation of histidine decarboxylase expression in superficial cortical nephrons during pregnancy in mice and women. Kidney Int. 2006 Jul;70(2):306-14. Epub 2006 Jun 7. [PubMed:16760908 ]
  13. Xie H, He SH, Cheng MH, Fu YL: [Effect of tryptase inhibitors on histamine release from human colon mast cells]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2004 Nov;20(6):678-81. [PubMed:15555433 ]
  14. Gill DS, Fonseca VA, Barradas MA, Balliod R, Moorhead JF, Dandona P: Plasma histamine in patients with chronic renal failure and nephrotic syndrome. J Clin Pathol. 1991 Mar;44(3):243-5. [PubMed:2013627 ]
  15. Tedeschi A, Lorini M, Asero R: No evidence of increased serum substance P levels in chronic urticaria patients with and without demonstrable circulating vasoactive factors. Clin Exp Dermatol. 2005 Mar;30(2):171-5. [PubMed:15725248 ]
  16. Bruysters M, Jongejan A, Gillard M, van de Manakker F, Bakker RA, Chatelain P, Leurs R: Pharmacological differences between human and guinea pig histamine H1 receptors: Asn84 (2.61) as key residue within an additional binding pocket in the H1 receptor. Mol Pharmacol. 2005 Apr;67(4):1045-52. Epub 2004 Dec 30. [PubMed:15626750 ]
  17. Ronchetti R, Villa MP, Rennerova Z, Haluszka J, Dawi EB, Di Felice G, Al-Bousafy A, Zakrzewski J, Barletta B, Barreto M: Allergen skin weal/radioallergosorbent test relationship in childhood populations that differ in histamine skin reactivity: a multi-national survey. Clin Exp Allergy. 2005 Jan;35(1):70-4. [PubMed:15649269 ]
  18. Yamamoto T, Katayama I, Nishioka K: Possible contribution of stem cell factor in psoriasis vulgaris. J Dermatol Sci. 2000 Dec;24(3):171-6. [PubMed:11084298 ]
  19. Fahmy NR, Sunder N, Soter NA: Role of histamine in the hemodynamic and plasma catecholamine responses to morphine. Clin Pharmacol Ther. 1983 May;33(5):615-20. [PubMed:6839633 ]
  20. Kyllonen H, Malmberg P, Remitz A, Rytila P, Metso T, Helenius I, Haahtela T, Reitamo S: Respiratory symptoms, bronchial hyper-responsiveness, and eosinophilic airway inflammation in patients with moderate-to-severe atopic dermatitis. Clin Exp Allergy. 2006 Feb;36(2):192-7. [PubMed:16433856 ]
  21. de las Rivas B, Marcobal A, Carrascosa AV, Munoz R: PCR detection of foodborne bacteria producing the biogenic amines histamine, tyramine, putrescine, and cadaverine. J Food Prot. 2006 Oct;69(10):2509-14. doi: 10.4315/0362-028x-69.10.2509. [PubMed:17066936 ]