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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:10:02 UTC

Update Date

2021-09-26 23:17:05 UTC

HMDB ID

HMDB0259516

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ranisen

Description

dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group. Based on a literature review very few articles have been published on dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ranisen is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ranisen is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0259516
     RDKit          3D
Ranisen
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.8853    2.3829    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867    1.7839    0.9036 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093    0.7663    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7611   -0.2149   -0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -1.2665   -1.1430 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.4479   -1.2217   -2.3715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273   -2.3190   -0.6381 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.6299    0.8016   -0.1744 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    0.3876    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    0.5558    0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255   -0.4472   -1.4123 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.2820   -2.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -0.8598   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989   -2.1800   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -2.2490   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246   -1.0033    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -0.6811    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3396   -0.1574    0.7409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0860   -1.0020   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3277    1.2274    0.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -0.2361   -0.4462 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    2.9429    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395    1.6286    2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5395    3.1271    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5563    2.0896    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8241   -0.2485   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    1.1642   -1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7641   -0.6881    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887    0.9852    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1197    1.6342   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4225    0.3031    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7253    0.7786   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.8800   -3.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513   -2.9904   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5930   -3.1029   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6737    0.0444    1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3015   -1.6069    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7680   -0.4320   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4919   -1.7438   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7887   -1.6097    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8231    1.7864    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9846    1.3659   -0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    1.6668    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 16 21  1  0
 21 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
M  CHG  2   5   1   7  -1
M  END


  Mrv1572004221604402D          

 21 21  0  0  0  0            999 V2000
    4.9524    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    3.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1541    1.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0744    1.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6264    0.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2380    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5235    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1513    2.5707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3814    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4869    1.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3801    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6669    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9524    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692    2.6569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0958    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8103    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0958    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2938    1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8090    0.8250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 11  4  2  0  0  0  0
 11  8  1  0  0  0  0
 12  5  2  0  0  0  0
 12 10  1  0  0  0  0
 13  9  2  0  0  0  0
 14  1  1  0  0  0  0
 14 13  1  0  0  0  0
 15  6  1  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  8  1  0  0  0  0
  9 17  1  4  0  0  0
 18 17  2  0  0  0  0
 19 17  2  0  0  0  0
 20 11  1  0  0  0  0
 20 12  1  0  0  0  0
 21  7  1  0  0  0  0
 21 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259516

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(NCCSCC1=CC=C(CN(C)C)O1)=CN(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H22N4O3S/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3/h4-5,9,14-15H,6-8,10H2,1-3H3

> <INCHI_KEY>
VMXUWOKSQNHOCA-UHFFFAOYSA-N

> <FORMULA>
C13H22N4O3S

> <MOLECULAR_WEIGHT>
314.4

> <EXACT_MASS>
314.141261758

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.772929865482844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.9907784663333329

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.796122506041848

> <JCHEM_POLAR_SURFACE_AREA>
83.57999999999998

> <JCHEM_REFRACTIVITY>
94.14879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259516
     RDKit          3D
Ranisen
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.8853    2.3829    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867    1.7839    0.9036 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093    0.7663    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7611   -0.2149   -0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -1.2665   -1.1430 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.4479   -1.2217   -2.3715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273   -2.3190   -0.6381 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.6299    0.8016   -0.1744 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    0.3876    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    0.5558    0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255   -0.4472   -1.4123 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.2820   -2.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -0.8598   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989   -2.1800   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -2.2490   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246   -1.0033    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -0.6811    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3396   -0.1574    0.7409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0860   -1.0020   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3277    1.2274    0.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -0.2361   -0.4462 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    2.9429    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395    1.6286    2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5395    3.1271    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5563    2.0896    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8241   -0.2485   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    1.1642   -1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7641   -0.6881    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887    0.9852    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1197    1.6342   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4225    0.3031    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7253    0.7786   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.8800   -3.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513   -2.9904   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5930   -3.1029   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6737    0.0444    1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3015   -1.6069    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7680   -0.4320   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4919   -1.7438   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7887   -1.6097    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8231    1.7864    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9846    1.3659   -0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    1.6668    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 16 21  1  0
 21 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
M  CHG  2   5   1   7  -1
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       9.245   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.875   6.366   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.154   3.714   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.139   2.058   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.169   0.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.911   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.577   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.282   4.799   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.912   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.910   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.909   3.392   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.576   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.578   1.540   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      10.578   3.080   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       9.245   0.770   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      -1.249   4.960   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0      13.246   1.540   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      14.579   0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.246   3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.415   3.072   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0       5.243   1.540   0.000  0.00  0.00           S+0
CONECT    1   14                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    7   15                                                       
CONECT    7    6   21                                                       
CONECT    8   11   16                                                       
CONECT    9   13   17                                                       
CONECT   10   12   21                                                       
CONECT   11    4    8   20                                                  
CONECT   12    5   10   20                                                  
CONECT   13    9   14   15                                                  
CONECT   14    1   13                                                       
CONECT   15    6   13                                                       
CONECT   16    2    3    8                                                  
CONECT   17    9   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   11   12                                                       
CONECT   21    7   10                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0259516
HETATM    1  C1  UNL     1       4.885   2.383   2.015  1.00  0.00           C  
HETATM    2  N1  UNL     1       5.587   1.784   0.904  1.00  0.00           N  
HETATM    3  C2  UNL     1       5.009   0.766   0.116  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.761  -0.215  -0.346  1.00  0.00           C  
HETATM    5  N2  UNL     1       5.240  -1.266  -1.143  1.00  0.00           N1+
HETATM    6  O1  UNL     1       5.448  -1.222  -2.372  1.00  0.00           O  
HETATM    7  O2  UNL     1       4.527  -2.319  -0.638  1.00  0.00           O1-
HETATM    8  N3  UNL     1       3.630   0.802  -0.174  1.00  0.00           N  
HETATM    9  C4  UNL     1       2.600   0.388   0.731  1.00  0.00           C  
HETATM   10  C5  UNL     1       1.245   0.556   0.097  1.00  0.00           C  
HETATM   11  S1  UNL     1       1.126  -0.447  -1.412  1.00  0.00           S  
HETATM   12  C6  UNL     1      -0.476  -0.282  -2.204  1.00  0.00           C  
HETATM   13  C7  UNL     1      -1.562  -0.860  -1.346  1.00  0.00           C  
HETATM   14  C8  UNL     1      -1.999  -2.180  -1.389  1.00  0.00           C  
HETATM   15  C9  UNL     1      -2.998  -2.249  -0.436  1.00  0.00           C  
HETATM   16  C10 UNL     1      -3.125  -1.003   0.131  1.00  0.00           C  
HETATM   17  C11 UNL     1      -4.101  -0.681   1.200  1.00  0.00           C  
HETATM   18  N4  UNL     1      -5.340  -0.157   0.741  1.00  0.00           N  
HETATM   19  C12 UNL     1      -6.086  -1.002  -0.132  1.00  0.00           C  
HETATM   20  C13 UNL     1      -5.328   1.227   0.387  1.00  0.00           C  
HETATM   21  O3  UNL     1      -2.255  -0.236  -0.446  1.00  0.00           O  
HETATM   22  H1  UNL     1       3.977   2.943   1.669  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.639   1.629   2.781  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.539   3.127   2.483  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.556   2.090   0.645  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.824  -0.248  -0.127  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.367   1.164  -1.136  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.764  -0.688   0.961  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.589   0.985   1.674  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.120   1.634  -0.182  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.422   0.303   0.778  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.725   0.779  -2.448  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.459  -0.880  -3.134  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.651  -2.990  -2.018  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.593  -3.103  -0.157  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.674   0.044   1.930  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.302  -1.607   1.802  1.00  0.00           H  
HETATM   38  H17 UNL     1      -6.768  -0.432  -0.813  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.492  -1.744  -0.688  1.00  0.00           H  
HETATM   40  H19 UNL     1      -6.789  -1.610   0.511  1.00  0.00           H  
HETATM   41  H20 UNL     1      -5.823   1.786   1.224  1.00  0.00           H  
HETATM   42  H21 UNL     1      -5.985   1.366  -0.488  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.327   1.667   0.282  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25
CONECT    3    4    4    8
CONECT    4    5   26
CONECT    5    6    6    7
CONECT    8    9   27
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12
CONECT   12   13   32   33
CONECT   13   14   14   21
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17   21
CONECT   17   18   36   37
CONECT   18   19   20
CONECT   19   38   39   40
CONECT   20   41   42   43
END

HMDB0259516
     RDKit          3D
Ranisen
 43 43  0  0  0  0  0  0  0  0999 V2000
    4.8853    2.3829    2.0152 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5867    1.7839    0.9036 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0093    0.7663    0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7611   -0.2149   -0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2401   -1.2665   -1.1430 N   0  0  0  0  0  4  0  0  0  0  0  0
    5.4479   -1.2217   -2.3715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5273   -2.3190   -0.6381 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.6299    0.8016   -0.1744 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    0.3876    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    0.5558    0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1255   -0.4472   -1.4123 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.2820   -2.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -0.8598   -1.3462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9989   -2.1800   -1.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9981   -2.2490   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246   -1.0033    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -0.6811    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3396   -0.1574    0.7409 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0860   -1.0020   -0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3277    1.2274    0.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -0.2361   -0.4462 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    2.9429    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6395    1.6286    2.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5395    3.1271    2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5563    2.0896    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8241   -0.2485   -0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672    1.1642   -1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7641   -0.6881    0.9606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887    0.9852    1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1197    1.6342   -0.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4225    0.3031    0.7783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7253    0.7786   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4592   -0.8800   -3.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513   -2.9904   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5930   -3.1029   -0.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6737    0.0444    1.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3015   -1.6069    1.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7680   -0.4320   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4919   -1.7438   -0.6883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7887   -1.6097    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8231    1.7864    1.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9846    1.3659   -0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3271    1.6668    0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  5  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 16 21  1  0
 21 13  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  4 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 12 32  1  0
 12 33  1  0
 14 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
M  CHG  2   5   1   7  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulphanyl]methyl}furan-2-yl)methyl]amine	Generator
Zantac	ChEMBL
Tritec	ChEMBL
1-N'-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulphanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine	Generator
Biotidin	MeSH
Hydrochloride, ranitidine	MeSH
N (2-(((5-((dimethylamino)Methyl)-2-furanyl)methyl)thio)ethyl)-n'-methyl-2-nitro-1,1-ethenediamine	MeSH
Ranisen	MeSH
Ranitidin	MeSH
Ranitidine	MeSH
Ranitidine hydrochloride	MeSH
Sostril	MeSH
Zantic	MeSH

Chemical Formula

C₁₃H₂₂N₄O₃S

Average Molecular Weight

314.4

Monoisotopic Molecular Weight

314.141261758

IUPAC Name

dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine

Traditional Name

dimethyl[(5-{[(2-{[1-(methylamino)-2-nitroethenyl]amino}ethyl)sulfanyl]methyl}furan-2-yl)methyl]amine

CAS Registry Number

Not Available

SMILES

CNC(NCCSCC1=CC=C(CN(C)C)O1)=CN(=O)=O

InChI Identifier

InChI=1S/C13H22N4O3S/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3/h4-5,9,14-15H,6-8,10H2,1-3H3

InChI Key

VMXUWOKSQNHOCA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Furan
Heteroaromatic compound
C-nitro compound
Tertiary amine
Tertiary aliphatic amine
Organic nitro compound
Secondary aliphatic amine
Organic oxoazanium
Secondary amine
Thioether
Sulfenyl compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Organic 1,3-dipolar compound
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.79	ALOGPS
logP	0.99	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	7.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.58 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	94.15 m³·mol⁻¹	ChemAxon
Polarizability	33.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.029	30932474
DeepCCS	[M-H]-	166.671	30932474
DeepCCS	[M-2H]-	199.557	30932474
DeepCCS	[M+Na]+	175.122	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ranisen	CNC(NCCSCC1=CC=C(CN(C)C)O1)=CN(=O)=O	3255.4	Standard polar	33892256
Ranisen	CNC(NCCSCC1=CC=C(CN(C)C)O1)=CN(=O)=O	2113.5	Standard non polar	33892256
Ranisen	CNC(NCCSCC1=CC=C(CN(C)C)O1)=CN(=O)=O	2692.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ranisen,1TMS,isomer #1	CN(C)CC1=CC=C(CSCCNC(=C[N+](=O)[O-])N(C)[Si](C)(C)C)O1	2760.9	Semi standard non polar	33892256
Ranisen,1TMS,isomer #1	CN(C)CC1=CC=C(CSCCNC(=C[N+](=O)[O-])N(C)[Si](C)(C)C)O1	2499.7	Standard non polar	33892256
Ranisen,1TMS,isomer #1	CN(C)CC1=CC=C(CSCCNC(=C[N+](=O)[O-])N(C)[Si](C)(C)C)O1	3560.8	Standard polar	33892256
Ranisen,1TMS,isomer #2	CNC(=C[N+](=O)[O-])N(CCSCC1=CC=C(CN(C)C)O1)[Si](C)(C)C	2728.2	Semi standard non polar	33892256
Ranisen,1TMS,isomer #2	CNC(=C[N+](=O)[O-])N(CCSCC1=CC=C(CN(C)C)O1)[Si](C)(C)C	2522.0	Standard non polar	33892256
Ranisen,1TMS,isomer #2	CNC(=C[N+](=O)[O-])N(CCSCC1=CC=C(CN(C)C)O1)[Si](C)(C)C	3619.3	Standard polar	33892256
Ranisen,2TMS,isomer #1	CN(C)CC1=CC=C(CSCCN(C(=C[N+](=O)[O-])N(C)[Si](C)(C)C)[Si](C)(C)C)O1	2684.6	Semi standard non polar	33892256
Ranisen,2TMS,isomer #1	CN(C)CC1=CC=C(CSCCN(C(=C[N+](=O)[O-])N(C)[Si](C)(C)C)[Si](C)(C)C)O1	2683.7	Standard non polar	33892256
Ranisen,2TMS,isomer #1	CN(C)CC1=CC=C(CSCCN(C(=C[N+](=O)[O-])N(C)[Si](C)(C)C)[Si](C)(C)C)O1	3102.2	Standard polar	33892256
Ranisen,1TBDMS,isomer #1	CN(C)CC1=CC=C(CSCCNC(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C)O1	2941.6	Semi standard non polar	33892256
Ranisen,1TBDMS,isomer #1	CN(C)CC1=CC=C(CSCCNC(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C)O1	2722.7	Standard non polar	33892256
Ranisen,1TBDMS,isomer #1	CN(C)CC1=CC=C(CSCCNC(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C)O1	3574.5	Standard polar	33892256
Ranisen,1TBDMS,isomer #2	CNC(=C[N+](=O)[O-])N(CCSCC1=CC=C(CN(C)C)O1)[Si](C)(C)C(C)(C)C	2921.5	Semi standard non polar	33892256
Ranisen,1TBDMS,isomer #2	CNC(=C[N+](=O)[O-])N(CCSCC1=CC=C(CN(C)C)O1)[Si](C)(C)C(C)(C)C	2735.0	Standard non polar	33892256
Ranisen,1TBDMS,isomer #2	CNC(=C[N+](=O)[O-])N(CCSCC1=CC=C(CN(C)C)O1)[Si](C)(C)C(C)(C)C	3604.8	Standard polar	33892256
Ranisen,2TBDMS,isomer #1	CN(C)CC1=CC=C(CSCCN(C(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O1	3099.3	Semi standard non polar	33892256
Ranisen,2TBDMS,isomer #1	CN(C)CC1=CC=C(CSCCN(C(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O1	3006.0	Standard non polar	33892256
Ranisen,2TBDMS,isomer #1	CN(C)CC1=CC=C(CSCCN(C(=C[N+](=O)[O-])N(C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O1	3217.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ranisen GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-3910000000-ede5724866f7f5f7da90	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ranisen GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 90V, Negative-QTOF	splash10-03di-9300000000-1d03e6ff734b7944e6d0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 45V, Positive-QTOF	splash10-03di-2900000000-5714fa4fa950f80787b1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 90V, Positive-QTOF	splash10-0f89-9700000000-3d7b4a007282348d5382	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 15V, Negative-QTOF	splash10-006x-0900000000-af304d4ac09e4b8b2d62	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 45V, Negative-QTOF	splash10-03di-2900000000-9f1066bc70f56ffe8da7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 30V, Negative-QTOF	splash10-022c-0900000000-fc26c948652cddbc435d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 45V, Positive-QTOF	splash10-0059-1900000000-325aed571abacb9d97cc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 75V, Positive-QTOF	splash10-0uea-6900000000-ea73b706cba412af6102	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 30V, Positive-QTOF	splash10-004i-1900000000-5f73cd411c0bcaf7abb7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 15V, Positive-QTOF	splash10-014i-0429000000-4c492db02805ab7f1bae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 60V, Negative-QTOF	splash10-03di-4900000000-0c233af5876e54787c8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 75V, Negative-QTOF	splash10-03di-8900000000-030c865f407bd6c5707c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen 90V, Positive-QTOF	splash10-0f89-9700000000-1a058e3796f11c7ad571	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ranisen -1V, Positive-QTOF	splash10-004i-2900000000-e0c9e3a916cfd2d4fd8b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranisen 10V, Positive-QTOF	splash10-014i-0009000000-8f1190f23bd90f0c3b38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranisen 20V, Positive-QTOF	splash10-0a4i-1549000000-af62393506f3591718fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranisen 40V, Positive-QTOF	splash10-03fr-5900000000-95db7e388662e86b0520	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranisen 10V, Negative-QTOF	splash10-03di-1109000000-0f5426155ce76257c4a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranisen 20V, Negative-QTOF	splash10-03di-5209000000-0972b4e84805dd27e403	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ranisen 40V, Negative-QTOF	splash10-01rx-9400000000-99f0647bc9ec87274a68	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4863

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ranisen (HMDB0259516)

MOL for HMDB0259516 (Ranisen)

3D MOL for HMDB0259516 (Ranisen)

3D SDF for HMDB0259516 (Ranisen)

3D-SDF for HMDB0259516 (Ranisen)

PDB for HMDB0259516 (Ranisen)

3D PDB for HMDB0259516 (Ranisen)

SMILES for HMDB0259516 (Ranisen)

INCHI for HMDB0259516 (Ranisen)

Structure for HMDB0259516 (Ranisen)

3D Structure for HMDB0259516 (Ranisen)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra