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Showing metabocard for tert-Butyl isocyanide (HMDB0258845)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:37:39 UTC
Update Date2022-11-23 22:29:19 UTC
HMDB IDHMDB0258845
Secondary Accession NumbersNone
Metabolite Identification
Common Nametert-Butyl isocyanide
Descriptiontert-Butyl isocyanide belongs to the class of organic compounds known as organic isocyanides. These are organic compounds containing the isomer HN+#C- of hydrocyanic acid, HC#N, or its hydrocarbyl derivatives RNC (RN+#C-). Based on a literature review very few articles have been published on tert-Butyl isocyanide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tert-butyl isocyanide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically tert-Butyl isocyanide 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0258845 (tert-Butyl isocyanide)


  Mrv0541 02241204362D          

  6  5  0  0  0  0            999 V2000
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  3  0  0  0  0
M  CHG  2   5   1   6  -1
M  END
Download

3D MOL for HMDB0258845 (tert-Butyl isocyanide)

HMDB0258845
     RDKit          3D
Tert-BUTYL ISOCYANIDE
 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.1544    2.2149    1.6756 C   0  0  0  0  0  3  0  0  0  0  0  0
   -0.0997    1.2829    0.9677 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.0151    0.1585    0.1308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4264   -1.0506    0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    0.0795   -0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052    0.2997   -1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064   -0.8181    1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -1.8303    0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -1.5493    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5557    0.7292   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    0.4107    0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6571   -0.9688   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    1.0559   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    0.6150   -1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -0.6292   -1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  5 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
M  CHG  2   1  -1   2   1
M  END
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3D SDF for HMDB0258845 (tert-Butyl isocyanide)


  Mrv0541 02241204362D          

  6  5  0  0  0  0            999 V2000
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  3  0  0  0  0
M  CHG  2   5   1   6  -1
M  END
> <DATABASE_ID>
HMDB0258845

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)[N+]#[C-]

> <INCHI_IDENTIFIER>
InChI=1S/C5H9N/c1-5(2,3)6-4/h1-3H3

> <INCHI_KEY>
FAGLEPBREOXSAC-UHFFFAOYSA-N

> <FORMULA>
C5H9N

> <MOLECULAR_WEIGHT>
83.1317

> <EXACT_MASS>
83.073499293

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
9.970890804521714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-isocyano-2-methylpropane

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
-0.9044493555426119

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.18399571578812

> <JCHEM_POLAR_SURFACE_AREA>
4.36

> <JCHEM_REFRACTIVITY>
35.3172

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tert-butyl isocyanide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0258845 (tert-Butyl isocyanide)

HMDB0258845
     RDKit          3D
Tert-BUTYL ISOCYANIDE
 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.1544    2.2149    1.6756 C   0  0  0  0  0  3  0  0  0  0  0  0
   -0.0997    1.2829    0.9677 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.0151    0.1585    0.1308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4264   -1.0506    0.9189 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4182    0.0795   -0.3553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9052    0.2997   -1.0866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064   -0.8181    1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3769   -1.8303    0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3196   -1.5493    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5557    0.7292   -1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1222    0.4107    0.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6571   -0.9688   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    1.0559   -0.8200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    0.6150   -1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4548   -0.6292   -1.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  5 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
M  CHG  2   1  -1   2   1
M  END
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PDB for HMDB0258845 (tert-Butyl isocyanide)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.080   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080  -1.540   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C-1
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0258845 (tert-Butyl isocyanide)

COMPND    HMDB0258845
HETATM    1  C1  UNL     1      -0.154   2.215   1.676  1.00  0.00           C1-
HETATM    2  N1  UNL     1      -0.100   1.283   0.968  1.00  0.00           N1+
HETATM    3  C2  UNL     1      -0.015   0.158   0.131  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.426  -1.051   0.919  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.418   0.079  -0.355  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.905   0.300  -1.087  1.00  0.00           C  
HETATM    7  H1  UNL     1      -0.706  -0.818   1.971  1.00  0.00           H  
HETATM    8  H2  UNL     1       0.377  -1.830   0.927  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.320  -1.549   0.450  1.00  0.00           H  
HETATM   10  H4  UNL     1       1.556   0.729  -1.255  1.00  0.00           H  
HETATM   11  H5  UNL     1       2.122   0.411   0.457  1.00  0.00           H  
HETATM   12  H6  UNL     1       1.657  -0.969  -0.674  1.00  0.00           H  
HETATM   13  H7  UNL     1      -1.683   1.056  -0.820  1.00  0.00           H  
HETATM   14  H8  UNL     1      -0.366   0.615  -1.982  1.00  0.00           H  
HETATM   15  H9  UNL     1      -1.455  -0.629  -1.325  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4    5    6
CONECT    4    7    8    9
CONECT    5   10   11   12
CONECT    6   13   14   15
END
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SMILES for HMDB0258845 (tert-Butyl isocyanide)

CC(C)(C)[N+]#[C-]
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INCHI for HMDB0258845 (tert-Butyl isocyanide)

InChI=1S/C5H9N/c1-5(2,3)6-4/h1-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1,1-Dimethylethyl isocyanideMeSH
Tert-bu-NCMeSH
t-Butyl isocyanideMeSH
Chemical FormulaC5H9N
Average Molecular Weight83.1317
Monoisotopic Molecular Weight83.073499293
IUPAC Name2-isocyano-2-methylpropane
Traditional Nametert-butyl isocyanide
CAS Registry NumberNot Available
SMILES
CC(C)(C)[N+]#[C-]
InChI Identifier
InChI=1S/C5H9N/c1-5(2,3)6-4/h1-3H3
InChI KeyFAGLEPBREOXSAC-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organic isocyanides. These are organic compounds containing the isomer HN+#C- of hydrocyanic acid, HC#N, or its hydrocarbyl derivatives RNC (RN+#C-).
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassOrganic isocyanides
Direct ParentOrganic isocyanides
Alternative Parents
Substituents
  • Organic isocyanide
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.44ALOGPS
logP-0.9ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)16.18ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area4.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.32 m³·mol⁻¹ChemAxon
Polarizability9.97 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+126.52830932474
DeepCCS[M-H]-124.21630932474
DeepCCS[M-2H]-160.630932474
DeepCCS[M+Na]+135.00730932474
AllCCS[M+H]+120.032859911
AllCCS[M+H-H2O]+115.732859911
AllCCS[M+NH4]+124.032859911
AllCCS[M+Na]+125.232859911
AllCCS[M-H]-125.932859911
AllCCS[M+Na-2H]-130.732859911
AllCCS[M+HCOO]-135.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tert-BUTYL ISOCYANIDECC(C)(C)[N+]#[C-]1000.8Standard polar33892256
Tert-BUTYL ISOCYANIDECC(C)(C)[N+]#[C-]365.3Standard non polar33892256
Tert-BUTYL ISOCYANIDECC(C)(C)[N+]#[C-]523.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - tert-Butyl isocyanide GC-MS (Non-derivatized) - 70eV, Positivesplash10-016r-9000000000-b96e8ab740082c11eec02021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - tert-Butyl isocyanide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00kf-9000000000-0c420e40cc3e6a2814212014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - tert-Butyl isocyanide 10V, Positive-QTOFsplash10-001i-9000000000-cbbb78951821179fa0fe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - tert-Butyl isocyanide 20V, Positive-QTOFsplash10-001i-9000000000-97aeb5aea33f7e0617882016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - tert-Butyl isocyanide 40V, Positive-QTOFsplash10-0abc-9000000000-548c0a2c3b4ef841b3872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - tert-Butyl isocyanide 10V, Negative-QTOFsplash10-001i-9000000000-4c4d22c5b09c1bf87cee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - tert-Butyl isocyanide 20V, Negative-QTOFsplash10-001i-9000000000-b6ff178c01b513789ae32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - tert-Butyl isocyanide 40V, Negative-QTOFsplash10-053r-9000000000-aa80309330e4cb42e3332016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID22045
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTert-Butyl isocyanide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]