NP-MRD: Showing NP-Card for 3-Oxododecanoic acid (NP0091118)

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Record Information

Version

2.0

Created at

2022-05-11 18:31:12 UTC

Updated at

2022-05-11 18:31:12 UTC

NP-MRD ID

NP0091118

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Oxododecanoic acid

Description

3-Oxododecanoic acid, also known as 3-oxododecanoate, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxododecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Oxododecanoic acid exists in all eukaryotes, ranging from yeast to humans. Within humans, 3-oxododecanoic acid participates in a number of enzymatic reactions. In particular, 3-oxododecanoic acid can be biosynthesized from capric acid and malonic acid through its interaction with the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In addition, 3-oxododecanoic acid can be converted into (R)-3-hydroxydodecanoic acid; which is catalyzed by the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In humans, 3-oxododecanoic acid is involved in fatty acid biosynthesis. 3-Oxo-Dodecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-Dodecanoic acid is converted form Malonic acid via three enzymes; 3-oxoacyl- synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 36  0  0  0  0  0  0  0  0999 V2000
   -5.0796   -0.1311   -0.3013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7745   -0.6011   -0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6958    0.4537   -0.6266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5949    0.6108    0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676    1.6233    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1754    1.2617    0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2602   -0.0680    1.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6353   -0.4722    0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -0.6030   -0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1854   -1.0004   -0.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4782   -1.1609   -2.0284 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2400   -1.2124    0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2491   -0.1494    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0138    0.9248    0.7629 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4610   -0.3155   -0.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1385    0.9845   -0.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167   -0.4281    0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9663   -0.5165   -0.8353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4201   -1.5315   -0.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8379   -0.8286   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7635    0.1488   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053    1.4041   -1.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857    1.0075    1.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370   -0.3376    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8541    2.6447    1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5190    1.5834    2.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064    1.1809   -0.2883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4842    2.0867    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -0.8484    1.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2704    0.0097    2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7865   -1.5109    1.3456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4163    0.1564    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984    0.3433   -1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1441   -1.4368   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7484   -2.1658   -0.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8035   -1.3858    1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7591    0.2801   -1.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
M  END


  Mrv0541 02241201182D          

 15 14  0  0  0  0            999 V2000
    9.2913   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0057   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7202   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4347   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1491   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8636   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5781   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2926   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5768   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5781   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0091118

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC(=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h2-10H2,1H3,(H,14,15)

> <INCHI_KEY>
DZHSPYMHDVROSM-UHFFFAOYSA-N

> <FORMULA>
C12H22O3

> <MOLECULAR_WEIGHT>
214.3013

> <EXACT_MASS>
214.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.39697261637405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-oxododecanoic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
3.8110247563333335

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.053950588383103

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.442108390075651

> <JCHEM_PKA_STRONGEST_BASIC>
-7.537532992598466

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
59.3728

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxododecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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      17.344 -11.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.677 -12.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.011 -11.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.345 -12.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.678 -11.839   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.012 -12.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.346 -11.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.680 -12.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.013 -11.839   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.347 -12.609   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.013 -10.299   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.010 -12.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.676 -11.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.343 -12.609   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      25.346 -10.299   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    7                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
3-Oxododecanoate	Kegg
3-oxo-Dodecanoate	HMDB
3-oxo-Dodecanoic acid	HMDB

Chemical Formula

C₁₂H₂₂O₃

Average Mass

214.3013 Da

Monoisotopic Mass

214.15689 Da

IUPAC Name

3-oxododecanoic acid

Traditional Name

3-oxododecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=O)CC(O)=O

InChI Identifier

InChI=1S/C12H22O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h2-10H2,1H3,(H,14,15)

InChI Key

DZHSPYMHDVROSM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Beta-keto acid
1,3-dicarbonyl compound
Beta-hydroxy ketone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

3-oxo monocarboxylic acid (CHEBI:18037 )
Oxo fatty acids (C02367 )
Oxo fatty acids (LMFA01060091 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.63	ALOGPS
logP	3.81	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	59.37 m³·mol⁻¹	ChemAxon
Polarizability	25.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0010727

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027874

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02367

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439717

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-Oxododecanoic acid (NP0091118)

MOL for NP0091118 (3-Oxododecanoic acid)

3D MOL for NP0091118 (3-Oxododecanoic acid)

3D SDF for NP0091118 (3-Oxododecanoic acid)

3D-SDF for NP0091118 (3-Oxododecanoic acid)

PDB for NP0091118 (3-Oxododecanoic acid)

3D PDB for NP0091118 (3-Oxododecanoic acid)

SMILES for NP0091118 (3-Oxododecanoic acid)

INCHI for NP0091118 (3-Oxododecanoic acid)

Structure for NP0091118 (3-Oxododecanoic acid)

3D Structure for NP0091118 (3-Oxododecanoic acid)