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Showing metabocard for Benzyl isothiocyanate (HMDB0033969)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:44:35 UTC
Update Date2023-02-21 17:23:50 UTC
HMDB IDHMDB0033969
Secondary Accession Numbers
  • HMDB33969
Metabolite Identification
Common NameBenzyl isothiocyanate
DescriptionBenzyl isothiocyanate, also known as benzylsenfoel or a-isothiocyanatotoluene, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Benzyl isothiocyanate has been detected, but not quantified in, garden cresses (Lepidium sativum) and horseradishes (Armoracia rusticana). This could make benzyl isothiocyanate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Benzyl isothiocyanate.
Structure
Data?1677000230
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033969 (Benzyl isothiocyanate)

  Mrv0541 05061307282D          

 10 10  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  2  0  0  0  0
M  END
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3D MOL for HMDB0033969 (Benzyl isothiocyanate)

HMDB0033969
     RDKit          3D
Benzyl isothiocyanate
 17 17  0  0  0  0  0  0  0  0999 V2000
    3.4182    1.9098    0.3545 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738    0.5075   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728   -0.7409   -0.2198 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.3974    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676   -0.5703    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584    0.3120    1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062    1.0813    0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1584    0.9898   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7297    0.1073   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869   -0.6581   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047   -2.3692   -0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -1.6297    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185    0.3905    1.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    1.7808    1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    1.6003   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    0.0397   -2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -1.3534   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
  4 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
  9 16  1  0
 10 17  1  0
M  END
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3D SDF for HMDB0033969 (Benzyl isothiocyanate)

  Mrv0541 05061307282D          

 10 10  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033969

> <DATABASE_NAME>
hmdb

> <SMILES>
S=C=NCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2

> <INCHI_KEY>
MDKCFLQDBWCQCV-UHFFFAOYSA-N

> <FORMULA>
C8H7NS

> <MOLECULAR_WEIGHT>
149.213

> <EXACT_MASS>
149.029919919

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.15908151966592

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(isothiocyanatomethyl)benzene

> <ALOGPS_LOGP>
3.22

> <JCHEM_LOGP>
2.794123171333333

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.163156684995442

> <JCHEM_POLAR_SURFACE_AREA>
12.36

> <JCHEM_REFRACTIVITY>
45.9417

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl isothiocyanate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0033969 (Benzyl isothiocyanate)

HMDB0033969
     RDKit          3D
Benzyl isothiocyanate
 17 17  0  0  0  0  0  0  0  0999 V2000
    3.4182    1.9098    0.3545 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738    0.5075   -0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728   -0.7409   -0.2198 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -1.3974    0.2647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676   -0.5703    0.0832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584    0.3120    1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062    1.0813    0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1584    0.9898   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7297    0.1073   -1.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5869   -0.6581   -1.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3047   -2.3692   -0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5681   -1.6297    1.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3185    0.3905    1.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    1.7808    1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0481    1.6003   -0.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232    0.0397   -2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2694   -1.3534   -1.8575 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
  4 12  1  0
  6 13  1  0
  7 14  1  0
  8 15  1  0
  9 16  1  0
 10 17  1  0
M  END
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PDB for HMDB0033969 (Benzyl isothiocyanate)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   10  S   UNK     0       0.000   7.700   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    8    9                                                       
CONECT    7    9   10                                                       
CONECT    8    4    5    6                                                  
CONECT    9    6    7                                                       
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
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3D PDB for HMDB0033969 (Benzyl isothiocyanate)

COMPND    HMDB0033969
HETATM    1  S1  UNL     1       3.418   1.910   0.355  1.00  0.00           S  
HETATM    2  C1  UNL     1       2.774   0.508  -0.109  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.573  -0.741  -0.220  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.394  -1.397   0.265  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.168  -0.570   0.083  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.258   0.312   1.056  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.406   1.081   0.878  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.158   0.990  -0.275  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.730   0.107  -1.245  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.587  -0.658  -1.067  1.00  0.00           C  
HETATM   11  H1  UNL     1       1.305  -2.369  -0.286  1.00  0.00           H  
HETATM   12  H2  UNL     1       1.568  -1.630   1.344  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.319   0.391   1.955  1.00  0.00           H  
HETATM   14  H4  UNL     1      -1.738   1.781   1.658  1.00  0.00           H  
HETATM   15  H5  UNL     1      -3.048   1.600  -0.388  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.323   0.040  -2.147  1.00  0.00           H  
HETATM   17  H7  UNL     1      -0.269  -1.353  -1.857  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3
CONECT    3    4
CONECT    4    5   11   12
CONECT    5    6    6   10
CONECT    6    7   13
CONECT    7    8    8   14
CONECT    8    9   15
CONECT    9   10   10   16
CONECT   10   17
END
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SMILES for HMDB0033969 (Benzyl isothiocyanate)

S=C=NCC1=CC=CC=C1
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INCHI for HMDB0033969 (Benzyl isothiocyanate)

InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
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View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC8H7NS
Average Molecular Weight149.213
Monoisotopic Molecular Weight149.029919919
IUPAC Name(isothiocyanatomethyl)benzene
Traditional Namebenzyl isothiocyanate
CAS Registry Number622-78-6
SMILES
S=C=NCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2
InChI KeyMDKCFLQDBWCQCV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Isothiocyanate
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point41 °CNot Available
Boiling Point242.00 to 243.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0.11 mg/mL at 25 °CNot Available
LogP3.16Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB004133
KNApSAcK IDC00007675
Chemspider ID2256
KEGG Compound IDC03098
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzyl isothiocyanate
METLIN IDNot Available
PubChem Compound2346
PDB IDNot Available
ChEBI ID17484
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1012031
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .