Np mrd loader

Showing NP-Card for Butyl nitrite (NP0336590)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 06:59:29 UTC
Updated at2024-09-11 06:59:29 UTC
NP-MRD IDNP0336590
Secondary Accession NumbersNone
Natural Product Identification
Common NameButyl nitrite
DescriptionButyl nitrite, also known as N-C4H9ONO or NBN, belongs to the class of organic compounds known as organic o-nitroso compounds. These are organic compounds containing a n-nitroso group -ON=O. Butyl nitrite is used recreationally as poppers. Butyl nitrite is an extremely weak basic (essentially neutral) compound (based on its pKa). It can be prepared by reacting nitrous acid (generated in situ by reacting a metal nitrite with a mineral acid) with n-butanol. Butyl nitrite is an alkyl nitrite made from n-butanol. Synonyms include 1-butyl nitrite and nitrous acid, butyl ester. Butyl nitrite is highly flammable. Butyl nitrite is one of the compounds used as poppers, an inhalant drug that induces a brief euphoria.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0336590 (Butyl nitrite)


  Mrv0541 05061305532D          

  7  6  0  0  0  0            999 V2000
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
M  END
Download

3D MOL for NP0336590 (Butyl nitrite)

Download
3D SDF for NP0336590 (Butyl nitrite)

  Mrv0541 05061305532D          

  7  6  0  0  0  0            999 V2000
   -2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9224   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4934   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  2  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCON=O

> <INCHI_IDENTIFIER>
InChI=1S/C4H9NO2/c1-2-3-4-7-5-6/h2-4H2,1H3

> <INCHI_KEY>
JQJPBYFTQAANLE-UHFFFAOYSA-N

> <FORMULA>
C4H9NO2

> <MOLECULAR_WEIGHT>
103.1198

> <EXACT_MASS>
103.063328537

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
10.800674213617969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butyl nitrite

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.8679973753333332

> <ALOGPS_LOGS>
-0.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9539491351892346

> <JCHEM_POLAR_SURFACE_AREA>
38.66

> <JCHEM_REFRACTIVITY>
27.077600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl nitrite

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0336590 (Butyl nitrite)
Download
PDB for NP0336590 (Butyl nitrite)
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      -4.414  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.746  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.413  -2.667   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.255  -2.667   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       3.588  -1.897   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.921  -1.897   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    7                                                       
CONECT    6    5                                                            
CONECT    7    4    5                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

Download
3D PDB for NP0336590 (Butyl nitrite)
Download
SMILES for NP0336590 (Butyl nitrite)
CCCCON=O
Download
INCHI for NP0336590 (Butyl nitrite)
InChI=1S/C4H9NO2/c1-2-3-4-7-5-6/h2-4H2,1H3
Download
View in JSmol
Synonyms
ValueSource
Butyl ester OF nitrous acidHMDB
N-Butyl nitriteHMDB
N-C4H9ONOHMDB
NBNHMDB
Nitrous acid, butyl esterHMDB
Nitrous acid, N-butyl esterHMDB
N-Butyl nitrite, 15N-labeledHMDB
Chemical FormulaC4H9NO2
Average Mass103.1198 Da
Monoisotopic Mass103.06333 Da
IUPAC Namebutyl nitrite
Traditional Namebutyl nitrite
CAS Registry NumberNot Available
SMILES
CCCCON=O
InChI Identifier
InChI=1S/C4H9NO2/c1-2-3-4-7-5-6/h2-4H2,1H3
InChI KeyJQJPBYFTQAANLE-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organic o-nitroso compounds. These are organic compounds containing a n-nitroso group -ON=O.
KingdomOrganic compounds  
Super ClassOrganic nitrogen compounds  
ClassOrganonitrogen compounds  
Sub ClassOrganic nitroso compounds  
Direct ParentOrganic O-nitroso compounds  
Alternative Parents
Substituents
  • Organic o-nitroso compound
    • 

  • Alkyl nitrite
    • 

  • Organic nitrite
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP1.44ALOGPS
logP1.87ChemAxon
logS-0.91ALOGPS
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.66 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity27.08 m³·mol⁻¹ChemAxon
Polarizability10.8 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031329  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB003391  
KNApSAcK IDNot Available
Chemspider ID10530  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkButyl nitrite  
METLIN IDNot Available
PubChem Compound10996  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available