NP-MRD: Showing NP-Card for 2-(5-oxohexyl)pent-2-enedioic acid (NP0210588)

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Record Information

Version

2.0

Created at

2022-09-05 08:28:35 UTC

Updated at

2022-09-05 08:28:35 UTC

NP-MRD ID

NP0210588

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(5-oxohexyl)pent-2-enedioic acid

Description

2-(5-Oxohexyl)pent-2-enedioic 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-(5-oxohexyl)pent-2-enedioic acid is found in Gongronella butleri. Based on a literature review very few articles have been published on 2-(5-oxohexyl)pent-2-enedioic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 32 31  0  0  0  0  0  0  0  0999 V2000
    4.2526    1.1472   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8777   -0.2762   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7412   -1.1257   -0.8703 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4652   -0.7073   -0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -0.4306    0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670   -0.8387    0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4771   -0.1510   -0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -0.6496   -0.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8225    0.0987    0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7389    1.5379    0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1649    1.8567    1.8287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3758    1.7715    2.7975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4693    2.2523    2.0475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -2.0743   -0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2670   -2.5603   -0.2207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -2.9913   -0.7896 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034    1.5631    0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3655    1.2906   -0.8580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8877    1.7500   -1.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9231   -0.2184   -1.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4002   -1.8250   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4835   -1.0097    1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727    0.6393    0.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696   -1.9226    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1345   -0.5434    1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2178   -0.4266   -1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210    0.9248   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8275   -0.3788    0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7749    2.0233    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4350    2.0519   -0.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9109    3.0399    1.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3622   -3.8179   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 13  1  0
 11 12  2  0
  8 14  1  0
 14 16  1  0
 14 15  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
 16 32  1  0
M  END


  Mrv1652309052210282D          

 16 15  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    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  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0210588

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O5/c1-8(12)4-2-3-5-9(11(15)16)6-7-10(13)14/h6H,2-5,7H2,1H3,(H,13,14)(H,15,16)

> <INCHI_KEY>
ZVMSPBRNCJKZRT-UHFFFAOYSA-N

> <FORMULA>
C11H16O5

> <MOLECULAR_WEIGHT>
228.244

> <EXACT_MASS>
228.099773615

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
23.43026749353278

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(5-oxohexyl)pent-2-enedioic acid

> <JCHEM_LOGP>
1.2271180943333342

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.676907535285886

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.895083236196238

> <JCHEM_PKA_STRONGEST_BASIC>
-7.270870251199643

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
57.20890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(5-oxohexyl)pent-2-enedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.289   2.667   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.623   3.437   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      15.289   1.127   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.288   4.977   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.622   5.747   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.955   5.747   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   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
2-(5-Oxohexyl)pent-2-enedioate	Generator

Chemical Formula

C₁₁H₁₆O₅

Average Mass

228.2440 Da

Monoisotopic Mass

228.09977 Da

IUPAC Name

2-(5-oxohexyl)pent-2-enedioic acid

Traditional Name

2-(5-oxohexyl)pent-2-enedioic acid

CAS Registry Number

Not Available

SMILES

CC(=O)CCCCC(=CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H16O5/c1-8(12)4-2-3-5-9(11(15)16)6-7-10(13)14/h6H,2-5,7H2,1H3,(H,13,14)(H,15,16)

InChI Key

ZVMSPBRNCJKZRT-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Gongronella butleri	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Branched fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Ketone
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

Not Available

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	1.23	ChemAxon
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	57.21 m³·mol⁻¹	ChemAxon
Polarizability	23.43 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163007003

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-(5-oxohexyl)pent-2-enedioic acid (NP0210588)

MOL for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

3D MOL for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

3D SDF for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

3D-SDF for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

PDB for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

3D PDB for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

SMILES for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

INCHI for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

Structure for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)

3D Structure for NP0210588 (2-(5-oxohexyl)pent-2-enedioic acid)