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Showing NP-Card for 8-Methyl-6-nonenoic acid (NP0083845)

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Record Information
Version2.0
Created at2022-04-29 04:45:41 UTC
Updated at2022-04-29 04:45:41 UTC
NP-MRD IDNP0083845
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-Methyl-6-nonenoic acid
Description8-Methylnonenoate belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 8-Methylnonenoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 8-Methylnonenoate has been detected, but not quantified in, several different foods, such as watermelons, dandelions, ginsengs, jutes, and sweet basils. This could make 8-methylnonenoate a potential biomarker for the consumption of these foods. 8-Methyl-nonenoic acid is a fatty acid derivative from leucine/valine pathway.8-Methyl-nonenoic acid plays a crucial role in determining the efficacy of capsaicin levels. This suggests that 8-methyl-nonenoic acid is very close in pathway, leading to capsaicin biosynthesis, and although vanillylamine is present in abundance, the quantity of 8-methyl-nonenoic acid determines the pungency in placental tissues of Capsicum. 8-Methyl-6-nonenoic acid is found in Capsicum annuum . It was evident that significantly high capsaicin was produced when 8-methyl-nonenoic acid was supplied individually and in combination with vanillylamine.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0083845 (8-Methyl-6-nonenoic acid)


  Mrv0541 02241203492D          

 12 11  0  0  0  0            999 V2000
    7.4856   -8.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001   -9.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3435   -8.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0579   -8.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290   -8.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7720   -8.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9146   -8.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4865   -8.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001   -8.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2009   -8.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9153   -8.6874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2009   -7.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
Download

3D MOL for NP0083845 (8-Methyl-6-nonenoic acid)

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.8514   -0.2694    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8285    0.5539   -0.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9098    2.0226   -0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    0.0646   -0.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -0.9176    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0488   -1.3823    0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -0.6208    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4483   -1.1726    0.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5678   -0.4772   -0.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6556    0.9443    0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9267    1.4368    0.9503 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378    1.8309   -0.5527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -1.3216   -0.2416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8860    0.0443   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7802   -0.1985    1.1460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9230    0.4834   -1.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753    2.4405   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    2.1198    0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838    2.5347   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6444    0.5558   -0.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1554   -1.4084    1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1563   -2.4615    0.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2572   -1.3010    1.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -0.7589   -1.0398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0788    0.4482    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4902   -2.2777    0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -1.1196    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706   -0.5165   -1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384   -1.0170   -0.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439    1.7409   -0.4907 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 12 30  1  0
M  END
Download

3D SDF for NP0083845 (8-Methyl-6-nonenoic acid)


  Mrv0541 02241203492D          

 12 11  0  0  0  0            999 V2000
    7.4856   -8.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001   -9.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3435   -8.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0579   -8.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6290   -8.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7720   -8.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9146   -8.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4865   -8.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2001   -8.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2009   -8.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9153   -8.6874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2009   -7.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0083845

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)\C=C\CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O2/c1-9(2)7-5-3-4-6-8-10(11)12/h5,7,9H,3-4,6,8H2,1-2H3,(H,11,12)/b7-5+

> <INCHI_KEY>
OCALSPDXYQHUHA-FNORWQNLSA-N

> <FORMULA>
C10H18O2

> <MOLECULAR_WEIGHT>
170.2487

> <EXACT_MASS>
170.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
20.461923308606032

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E)-8-methylnon-6-enoic acid

> <ALOGPS_LOGP>
3.16

> <JCHEM_LOGP>
3.0696995623333327

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.193366080141524

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
50.5418

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E)-8-methylnon-6-enoic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0083845 (8-Methyl-6-nonenoic acid)

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PDB for NP0083845 (8-Methyl-6-nonenoic acid)
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      13.973 -15.447   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.307 -17.757   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.308 -15.447   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.641 -16.216   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.974 -16.217   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.974 -15.447   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.641 -15.447   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.308 -16.217   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.307 -16.217   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.642 -15.447   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      25.975 -16.216   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      24.642 -13.907   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3    5    4                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    1    2    7                                                  
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for NP0083845 (8-Methyl-6-nonenoic acid)
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SMILES for NP0083845 (8-Methyl-6-nonenoic acid)
CC(C)\C=C\CCCCC(O)=O
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INCHI for NP0083845 (8-Methyl-6-nonenoic acid)
InChI=1S/C10H18O2/c1-9(2)7-5-3-4-6-8-10(11)12/h5,7,9H,3-4,6,8H2,1-2H3,(H,11,12)/b7-5+
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View in JSmol
Synonyms
ValueSource
8-Methylnonenoic acidGenerator
(6E)-8-Methyl-6-nonenoateHMDB
(6E)-8-Methyl-6-nonenoic acidHMDB
(e)-8-Methyl-6-nonenoateHMDB
(e)-8-Methyl-6-nonenoic acidHMDB
8-Methyl-6-nonenoateHMDB
8-Methyl-6-nonenoic acidHMDB
Chemical FormulaC10H18O2
Average Mass170.2487 Da
Monoisotopic Mass170.13068 Da
IUPAC Name(6E)-8-methylnon-6-enoic acid
Traditional Name(6E)-8-methylnon-6-enoic acid
CAS Registry NumberNot Available
SMILES
CC(C)\C=C\CCCCC(O)=O
InChI Identifier
InChI=1S/C10H18O2/c1-9(2)7-5-3-4-6-8-10(11)12/h5,7,9H,3-4,6,8H2,1-2H3,(H,11,12)/b7-5+
InChI KeyOCALSPDXYQHUHA-FNORWQNLSA-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
Capsicum annuumPlant
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 medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acids and conjugates  
Direct ParentMedium-chain fatty acids  
Alternative Parents
Substituents
  • Medium-chain fatty acid
    • 

  • Methyl-branched fatty acid
    • 

  • Branched fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP3.16ALOGPS
logP3.07ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)5.19ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.54 m³·mol⁻¹ChemAxon
Polarizability20.46 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0012183  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028836  
KNApSAcK IDNot Available
Chemspider ID4517892  
KEGG Compound IDC18202  
BioCyc IDCPD-9329  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5365959  
PDB IDNot Available
ChEBI ID81581  
Good Scents IDNot Available
References
General References