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Showing NP-Card for 4-hydroxybutanenitrile (NP0328285)

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Record Information
Version2.0
Created at2022-09-12 11:37:10 UTC
Updated at2022-09-12 11:37:10 UTC
NP-MRD IDNP0328285
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-hydroxybutanenitrile
Description4-Hydroxybutylnitrile, also known as 1-cyano-3-hydroxypropane or 3-cyano-1-propanol, belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N. 4-Hydroxybutylnitrile is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 4-hydroxybutanenitrile is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on 4-hydroxybutylnitrile.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0328285 (4-hydroxybutanenitrile)


  Mrv1652309122213372D          

  6  5  0  0  0  0            999 V2000
   -0.1914    1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for NP0328285 (4-hydroxybutanenitrile)

     RDKit          3D

 13 12  0  0  0  0  0  0  0  0999 V2000
    3.3193   -0.9607   -0.1656 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450   -0.6378    0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8766   -0.2026    0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0676    0.1338   -0.7528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007    0.5642   -0.2781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595   -0.5022    0.4266 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8961    0.6575    1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4394   -1.0687    1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0240   -0.8173   -1.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5708    0.8519   -1.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9643    0.8236   -1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566    1.4087    0.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096   -0.2505    1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  3  0
  6 13  1  0
  5 11  1  0
  5 12  1  0
  4  9  1  0
  4 10  1  0
  3  7  1  0
  3  8  1  0
M  END
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3D SDF for NP0328285 (4-hydroxybutanenitrile)


  Mrv1652309122213372D          

  6  5  0  0  0  0            999 V2000
   -0.1914    1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328285

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCC#N

> <INCHI_IDENTIFIER>
InChI=1S/C4H7NO/c5-3-1-2-4-6/h6H,1-2,4H2

> <INCHI_KEY>
BAQQRABCRRQRSR-UHFFFAOYSA-N

> <FORMULA>
C4H7NO

> <MOLECULAR_WEIGHT>
85.106

> <EXACT_MASS>
85.052763849

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
9.059641835793215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-hydroxybutanenitrile

> <JCHEM_LOGP>
-0.4569709523333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.938808395982921

> <JCHEM_PKA_STRONGEST_BASIC>
-2.388165207597069

> <JCHEM_POLAR_SURFACE_AREA>
44.019999999999996

> <JCHEM_REFRACTIVITY>
22.7796

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxybutanenitrile

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0328285 (4-hydroxybutanenitrile)

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PDB for NP0328285 (4-hydroxybutanenitrile)
HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  N   UNK     0      -0.357   2.874   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    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 NP0328285 (4-hydroxybutanenitrile)
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SMILES for NP0328285 (4-hydroxybutanenitrile)
OCCCC#N
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INCHI for NP0328285 (4-hydroxybutanenitrile)
InChI=1S/C4H7NO/c5-3-1-2-4-6/h6H,1-2,4H2
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View in JSmol
Synonyms
ValueSource
1-Cyano-3-hydroxypropaneChEBI
3-Cyano-1-propanolChEBI
3-CyanopropanolChEBI
4-Hydroxy-butanenitrileChEBI
4-Hydroxy-butyronitrileChEBI
4-HydroxybutyronitrileChEBI
Chemical FormulaC4H7NO
Average Mass85.1060 Da
Monoisotopic Mass85.05276 Da
IUPAC Name4-hydroxybutanenitrile
Traditional Name4-hydroxybutanenitrile
CAS Registry NumberNot Available
SMILES
OCCCC#N
InChI Identifier
InChI=1S/C4H7NO/c5-3-1-2-4-6/h6H,1-2,4H2
InChI KeyBAQQRABCRRQRSR-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitriles. Nitriles are compounds having the structure RC#N; thus C-substituted derivatives of hydrocyanic acid, HC#N.
KingdomOrganic compounds  
Super ClassOrganic nitrogen compounds  
ClassOrganonitrogen compounds  
Sub ClassOrganic cyanides  
Direct ParentNitriles  
Alternative Parents
Substituents
  • Nitrile
    • 

  • Carbonitrile
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.46ChemAxon
pKa (Strongest Acidic)15.94ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area44.02 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity22.78 m³·mol⁻¹ChemAxon
Polarizability9.06 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00007666  
Chemspider ID191432  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound220705  
PDB IDNot Available
ChEBI ID183092  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]