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Showing NP-Card for 9-Oxononanoic acid (NP0044542)

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Record Information
Version2.0
Created at2022-02-14 20:58:33 UTC
Updated at2022-03-10 22:17:50 UTC
NP-MRD IDNP0044542
Secondary Accession NumbersNone
Natural Product Identification
Common Name9-Oxononanoic acid
Description9-Oxononanoic acid, also known as 8-formyloctanoic acid or 9-ketononanoate, 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. 9-Oxononanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 9-Oxononanoic acid is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044542 (9-Oxononanoic acid)


  Mrv1652309042000402D          

 12 11  0  0  0  0            999 V2000
    4.2355    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for NP0044542 (9-Oxononanoic acid)

     RDKit          3D

 28 27  0  0  0  0  0  0  0  0999 V2000
   -5.0149    0.4775    0.7689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8174    0.3777    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2404    0.8246   -0.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234    0.5001   -0.7364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4889   -0.9400   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1113   -1.4402   -0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -0.9845    0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045    0.4166   -0.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4911    0.9045    0.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7123    0.1150    0.7283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920   -0.7325   -0.1850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7957    0.3302    1.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2122   -0.0485    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    1.9087   -0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    0.2772   -1.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2562    1.0388   -1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    1.0015    0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0638   -1.5120   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9769   -1.3302    0.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0895   -2.5800   -0.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1954   -1.2773   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605   -1.6797    0.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5983   -1.0828    1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8382    0.4330   -1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6333    1.1787   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0869    0.8044    1.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386    1.9804    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4674    1.0387    1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
 12 28  1  0
  9 26  1  0
  9 27  1  0
  8 24  1  0
  8 25  1  0
  7 22  1  0
  7 23  1  0
  6 20  1  0
  6 21  1  0
  5 18  1  0
  5 19  1  0
  4 16  1  0
  4 17  1  0
  3 14  1  0
  3 15  1  0
  2 13  1  0
M  END
Download

3D SDF for NP0044542 (9-Oxononanoic acid)


  Mrv1652309042000402D          

 12 11  0  0  0  0            999 V2000
    4.2355    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044542

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)CCCCCCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16O3/c10-8-6-4-2-1-3-5-7-9(11)12/h8H,1-7H2,(H,11,12)

> <INCHI_KEY>
WLGDDELKYAWBBL-UHFFFAOYSA-N

> <FORMULA>
C9H16O3

> <MOLECULAR_WEIGHT>
172.224

> <EXACT_MASS>
172.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.528801869118883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-oxononanoic acid

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
1.6657441053333326

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.785517531328534

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.76319325834127

> <JCHEM_PKA_STRONGEST_BASIC>
-6.944305999532375

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
45.6166

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-oxononanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0044542 (9-Oxononanoic acid)

Download
PDB for NP0044542 (9-Oxononanoic acid)
HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0       7.906   6.105   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

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3D PDB for NP0044542 (9-Oxononanoic acid)
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SMILES for NP0044542 (9-Oxononanoic acid)
OC(=O)CCCCCCCC=O
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INCHI for NP0044542 (9-Oxononanoic acid)
InChI=1S/C9H16O3/c10-8-6-4-2-1-3-5-7-9(11)12/h8H,1-7H2,(H,11,12)
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Synonyms
ValueSource
8-Formyloctanoic acidChEBI
9-Ketononanoic acidChEBI
8-FormyloctanoateGenerator
9-KetononanoateGenerator
9-OxononanoateGenerator
9-oxo-NonanoateGenerator
Chemical FormulaC9H16O3
Average Mass172.2240 Da
Monoisotopic Mass172.10994 Da
IUPAC Name9-oxononanoic acid
Traditional Name9-oxononanoic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CCCCCCCC=O
InChI Identifier
InChI=1S/C9H16O3/c10-8-6-4-2-1-3-5-7-9(11)12/h8H,1-7H2,(H,11,12)
InChI KeyWLGDDELKYAWBBL-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
Apis ceranaLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Cynomorium songaricumLOTUS Database
Epichloe typhinaLOTUS Database
Vitis viniferaLOTUS 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
    • 

  • Straight chain fatty acid
    • 

  • Alpha-hydrogen aldehyde
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • 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
logP2.23ALOGPS
logP1.67ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.76ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity45.62 m³·mol⁻¹ChemAxon
Polarizability19.53 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0094711  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC16322  
BioCyc IDCPD-8686  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID78700  
Good Scents IDNot Available
References
General References
  1. Ren R, Hashimoto T, Mizuno M, Takigawa H, Yoshida M, Azuma T, Kanazawa K: A lipid peroxidation product 9-oxononanoic acid induces phospholipase A2 activity and thromboxane A2 production in human blood. J Clin Biochem Nutr. 2013 May;52(3):228-33. doi: 10.3164/jcbn.12-110. Epub 2013 May 1. [PubMed:23704812  ] 
  2. Otte KB, Kirtz M, Nestl BM, Hauer B: Synthesis of 9-oxononanoic acid, a precursor for biopolymers. ChemSusChem. 2013 Nov;6(11):2149-56. doi: 10.1002/cssc.201300183. Epub 2013 Aug 9. [PubMed:23934656  ] 
  3. Minamoto S, Kanazawa K, Ashida H, Natake M: Effect of orally administered 9-oxononanoic acid on lipogenesis in rat liver. Biochim Biophys Acta. 1988 Feb 4;958(2):199-204. doi: 10.1016/0005-2760(88)90177-4. [PubMed:2892534  ]