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Showing NP-Card for 4-Methylpentanal (NP0086753)

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Record Information
Version2.0
Created at2022-05-11 16:30:02 UTC
Updated at2022-05-11 16:30:02 UTC
NP-MRD IDNP0086753
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Methylpentanal
Description4-Methylpentanal, also known as isohexanal or isocaproaldehyde, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. 4-Methylpentanal is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, 4-methylpentanal participates in a number of enzymatic reactions. In particular, pregnenolone and 4-methylpentanal can be biosynthesized from 20a,22b-dihydroxycholesterol; which is mediated by the enzyme cholesterol side-chain cleavage enzyme, mitochondrial. In addition, 17a-hydroxypregnenolone and 4-methylpentanal can be biosynthesized from 17a,20a-dihydroxycholesterol through the action of the enzyme cholesterol side-chain cleavage enzyme, mitochondrial. In humans, 4-methylpentanal is involved in the metabolic disorder called the 11-beta-hydroxylase deficiency (cyp11b1) pathway. Outside of the human body, 4-Methylpentanal has been detected, but not quantified in, milk (cow). This could make 4-methylpentanal a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0086753 (4-Methylpentanal)


  Mrv0541 02231219032D          

  7  6  0  0  0  0            999 V2000
   -0.2050   -0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9187    0.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5125    0.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361   -0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9187    0.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262   -0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
M  END
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3D MOL for NP0086753 (4-Methylpentanal)

     RDKit          3D

 19 18  0  0  0  0  0  0  0  0999 V2000
   -1.5807    0.7678   -0.8098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9366    0.3383    0.4697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3760   -1.0865    0.7793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5571    0.4843    0.4950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2859   -0.3022   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7488   -0.0188   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815   -0.6090    0.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465    0.2006   -0.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9647    0.6349   -1.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882    1.8493   -0.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.0276    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6093   -1.6507    1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2916   -1.0799    1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5747   -1.6016   -0.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8281    1.5513    0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8815    0.1592    1.5213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1798   -1.3930   -0.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9730    0.0200   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2489    0.7085   -0.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
M  END
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3D SDF for NP0086753 (4-Methylpentanal)


  Mrv0541 02231219032D          

  7  6  0  0  0  0            999 V2000
   -0.2050   -0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9187    0.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5125    0.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6361   -0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9187    0.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2262   -0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0086753

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O/c1-6(2)4-3-5-7/h5-6H,3-4H2,1-2H3

> <INCHI_KEY>
JGEGJYXHCFUMJF-UHFFFAOYSA-N

> <FORMULA>
C6H12O

> <MOLECULAR_WEIGHT>
100.1589

> <EXACT_MASS>
100.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
12.14160725119777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-methylpentanal

> <ALOGPS_LOGP>
1.92

> <JCHEM_LOGP>
1.4947303066666664

> <ALOGPS_LOGS>
-1.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.447978947833938

> <JCHEM_PKA_STRONGEST_BASIC>
-6.94452396022681

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
30.095799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isocaproaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0086753 (4-Methylpentanal)

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PDB for NP0086753 (4-Methylpentanal)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.383  -0.659   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.715   0.113   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.957   0.113   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.054  -0.659   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.715   1.651   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.289  -0.659   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.621   0.113   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1    6                                                       
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    3    7                                                       
CONECT    7    6                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0086753 (4-Methylpentanal)
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SMILES for NP0086753 (4-Methylpentanal)
CC(C)CCC=O
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INCHI for NP0086753 (4-Methylpentanal)
InChI=1S/C6H12O/c1-6(2)4-3-5-7/h5-6H,3-4H2,1-2H3
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Synonyms
ValueSource
4-Methyl valeraldehydeChEBI
IsocaproaldehydeChEBI
IsohexanalChEBI
4-Methyl-valeraldehydeHMDB
4-MethylvaleraldehydeHMDB
Isocaproaldehyde: 4-methyl-pentanalHMDB
IsohexanaHMDB
Chemical FormulaC6H12O
Average Mass100.1589 Da
Monoisotopic Mass100.08882 Da
IUPAC Name4-methylpentanal
Traditional Nameisocaproaldehyde
CAS Registry NumberNot Available
SMILES
CC(C)CCC=O
InChI Identifier
InChI=1S/C6H12O/c1-6(2)4-3-5-7/h5-6H,3-4H2,1-2H3
InChI KeyJGEGJYXHCFUMJF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlpha-hydrogen aldehydes  
Alternative Parents
Substituents
  • Alpha-hydrogen aldehyde
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP1.92ALOGPS
logP1.49ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)15.45ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.1 m³·mol⁻¹ChemAxon
Polarizability12.14 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001318  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022551  
KNApSAcK IDNot Available
Chemspider ID126  
KEGG Compound IDC02373  
BioCyc IDNot Available
BiGG ID39716  
Wikipedia LinkNot Available
METLIN ID6155  
PubChem Compound129  
PDB IDNot Available
ChEBI ID17998  
Good Scents IDNot Available
References
General References