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Showing NP-Card for 2-Methylheptanoic acid (NP0336935)

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Record Information
Version2.0
Created at2024-09-11 08:30:12 UTC
Updated at2024-09-11 08:30:12 UTC
NP-MRD IDNP0336935
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Methylheptanoic acid
Description2-Methylheptanoic 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. 2-Methylheptanoic acid was first documented in 2009 (PMID: 19326859). Based on a literature review a small amount of articles have been published on 2-Methylheptanoic acid (PMID: 29616814) (PMID: 38636599) (PMID: 30799063) (PMID: 26967318).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336935 (2-Methylheptanoic acid)


  Mrv2104 05262311022D          

 10  9  0  0  0  0            999 V2000
    1.4430    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -1.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -1.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
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3D MOL for NP0336935 (2-Methylheptanoic acid)

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3D SDF for NP0336935 (2-Methylheptanoic acid)

  Mrv2104 05262311022D          

 10  9  0  0  0  0            999 V2000
    1.4430    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430    0.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0420   -1.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4430   -1.4430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(C)C(O)=O

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

> <INCHI_KEY>
NKBWMBRPILTCRD-UHFFFAOYNA-N

> <FORMULA>
C8H16O2

> <MOLECULAR_WEIGHT>
144.214

> <EXACT_MASS>
144.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.0632470323796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylheptanoic acid

> <JCHEM_LOGP>
2.7984510709999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.148228133398498

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
40.249100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-methylheptanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0336935 (2-Methylheptanoic acid)
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PDB for NP0336935 (2-Methylheptanoic acid)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       2.694   0.384   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.694   1.924   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.308   2.694   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.078   1.924   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.078   0.384   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.308  -0.384   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.694   0.384   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.078  -2.694   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.308  -1.924   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.694  -2.694   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    7    9                                                  
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    6    8   10                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0336935 (2-Methylheptanoic acid)
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SMILES for NP0336935 (2-Methylheptanoic acid)
CCCCCC(C)C(O)=O
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INCHI for NP0336935 (2-Methylheptanoic acid)
InChI=1/C8H16O2/c1-3-4-5-6-7(2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)
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Synonyms
ValueSource
2-MethylheptanoateGenerator
Chemical FormulaC8H16O2
Average Mass144.2140 Da
Monoisotopic Mass144.11503 Da
IUPAC Name2-methylheptanoic acid
Traditional Name2-methylheptanoic acid
CAS Registry NumberNot Available
SMILES
CCCCCC(C)C(O)=O
InChI Identifier
InChI=1/C8H16O2/c1-3-4-5-6-7(2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)
InChI KeyNKBWMBRPILTCRD-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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
logP2.8ChemAxon
pKa (Strongest Acidic)5.15ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.25 m³·mol⁻¹ChemAxon
Polarizability17.06 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Robertson AW, McCarville NG, MacIntyre LW, Correa H, Haltli B, Marchbank DH, Kerr RG: Isolation of Imaqobactin, an Amphiphilic Siderophore from the Arctic Marine Bacterium Variovorax Species RKJM285. J Nat Prod. 2018 Apr 27;81(4):858-865. doi: 10.1021/acs.jnatprod.7b00943. Epub 2018 Apr 4. [PubMed:29616814  ] 
  2. Api AM, Bartlett A, Belsito D, Botelho D, Bruze M, Bryant-Freidrich A, Burton GA Jr, Cancellieri MA, Chon H, Dagli ML, Dekant W, Deodhar C, Farrell K, Fryer AD, Jones L, Joshi K, Lapczynski A, Lavelle M, Lee I, Moustakas H, Muldoon J, Penning TM, Ritacco G, Sadekar N, Schember I, Schultz TW, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y: Update to RIFM fragrance ingredient safety assessment, 2-methylheptanoic acid, CAS registry number 1188-02-9. Food Chem Toxicol. 2024 Jul;189 Suppl 1:114659. doi: 10.1016/j.fct.2024.114659.  Epub 2024 Apr 16. [PubMed:38636599  ] 
  3. Peng Y, Huang M, Hu Y, Li G, Xia L: Microwave-assisted synthesis of porphyrin conjugated microporous polymers for microextraction of volatile organic acids in tobaccos. J Chromatogr A. 2019 Jun 7;1594:45-53. doi: 10.1016/j.chroma.2019.02.038. Epub  2019 Feb 16. [PubMed:30799063  ] 
  4. Bouhlel A, Alyami W, Li A, Yuan L, Rich K, McConathy J: Effect of alpha-Methyl versus alpha-Hydrogen Substitution on Brain Availability and Tumor Imaging Properties of Heptanoic [F-18]Fluoroalkyl Amino Acids for Positron Emission Tomography (PET). J Med Chem. 2016 Apr 14;59(7):3515-31. doi: 10.1021/acs.jmedchem.6b00189. Epub  2016 Mar 23. [PubMed:26967318  ] 
  5. Senyuva HZ, Gilbert J, Silici S, Charlton A, Dal C, Gurel N, Cimen D: Profiling Turkish honeys to determine authenticity using physical and chemical characteristics. J Agric Food Chem. 2009 May 13;57(9):3911-9. doi: 10.1021/jf900039s. [PubMed:19326859  ]