Showing NP-Card for cekanoic c8 acid (NP0260924)

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Record Information
Version2.0
Created at2022-09-08 03:13:29 UTC
Updated at2022-09-08 03:13:29 UTC
NP-MRD IDNP0260924
Secondary Accession NumbersNone
Natural Product Identification
Common Namecekanoic c8 acid
Description6-Methylheptanoic acid, also known as isocaprylic acid, 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. 6-Methylheptanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 6-Methylheptanoic acid has been detected, but not quantified in, alcoholic beverages and fats and oils. cekanoic c8 acid is found in Pelargonium graveolens and Solanum pennellii. This could make 6-methylheptanoic acid a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0260924 (cekanoic c8 acid)

  Mrv0541 05061306012D          

 10  9  0  0  0  0            999 V2000
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
M  END
Download

3D MOL for NP0260924 (cekanoic c8 acid)

     RDKit          3D

 26 25  0  0  0  0  0  0  0  0999 V2000
   -1.8457    1.6201    0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0126    0.1174    0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2987   -0.1372   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915   -0.5881   -0.1446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535   -0.3824    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812   -1.1370   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787   -1.0122    0.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3044    0.4000    0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3690    0.9798    1.4407 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6261    1.0661   -0.8173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4183    2.1155   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8167    1.9645    0.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3544    1.9626    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1640   -0.2771    1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086    0.8024   -0.5320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0177   -0.7700    0.3395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0559   -0.6455   -1.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8865   -0.2907   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -1.6701   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4824   -0.7073    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476    0.6952    0.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -2.1922   -0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5245   -0.7793   -1.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9612   -1.4859    1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5944   -1.5492   -0.3848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703    1.9006   -1.0520 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  1  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
 10 26  1  0
M  END
Download

3D SDF for NP0260924 (cekanoic c8 acid)

  Mrv0541 05061306012D          

 10  9  0  0  0  0            999 V2000
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260924

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O2/c1-7(2)5-3-4-6-8(9)10/h7H,3-6H2,1-2H3,(H,9,10)

> <INCHI_KEY>
OEOIWYCWCDBOPA-UHFFFAOYSA-N

> <FORMULA>
C8H16O2

> <MOLECULAR_WEIGHT>
144.2114

> <EXACT_MASS>
144.115029756

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.164722123684633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-methylheptanoic acid

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.5424838889999997

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.192975259492859

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
40.2232

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cekanoic C8 acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0260924 (cekanoic c8 acid)

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PDB for NP0260924 (cekanoic c8 acid)
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       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    1    2    5                                                  
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0260924 (cekanoic c8 acid)
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SMILES for NP0260924 (cekanoic c8 acid)
CC(C)CCCCC(O)=O
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INCHI for NP0260924 (cekanoic c8 acid)
InChI=1S/C8H16O2/c1-7(2)5-3-4-6-8(9)10/h7H,3-6H2,1-2H3,(H,9,10)
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View in JSmol
Synonyms
ValueSource
6-MethylheptanoateGenerator
Isocaprylic acidHMDB
Isooctanoic acidHMDB
IsocaprylateGenerator
Cekanoic C8 acidMeSH
Chemical FormulaC8H16O2
Average Mass144.2114 Da
Monoisotopic Mass144.11503 Da
IUPAC Name6-methylheptanoic acid
Traditional Namecekanoic C8 acid
CAS Registry NumberNot Available
SMILES
CC(C)CCCCC(O)=O
InChI Identifier
InChI=1S/C8H16O2/c1-7(2)5-3-4-6-8(9)10/h7H,3-6H2,1-2H3,(H,9,10)
InChI KeyOEOIWYCWCDBOPA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Pelargonium graveolensLOTUS Database
Solanum pennelliiLOTUS Database
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
    • 

  • 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
logP2.71ALOGPS
logP2.54ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)5.19ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.22 m³·mol⁻¹ChemAxon
Polarizability17.16 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031588  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008216  
KNApSAcK IDNot Available
Chemspider ID81904  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound90716  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]