NP-MRD: Showing NP-Card for (2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid (NP0047851)

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Record Information

Version

2.0

Created at

2022-03-17 20:47:00 UTC

Updated at

2022-03-17 20:47:00 UTC

NP-MRD ID

NP0047851

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid

Description

(2E,4E)-2,7-Dimethyl-2,4-octadienedioic 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 (2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid is a weakly acidic compound (based on its pKa). Outside of the human body, (2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid has been detected, but not quantified in, garden tomato. This could make (2E,4E)-2,7-dimethyl-2,4-octadienedioic acid a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241208072D          

 14 13  0  0  0  0            999 V2000
   -3.2171   -0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0723    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0722   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022    1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7873   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871    1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2171    0.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022   -1.0323    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
  2 10  2  0  0  0  0
  3  4  2  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  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
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047851

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C\C=C\C=C(/C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O4/c1-7(9(11)12)5-3-4-6-8(2)10(13)14/h3-5,8H,6H2,1-2H3,(H,11,12)(H,13,14)/b4-3+,7-5+

> <INCHI_KEY>
ZBXYMKUZCWCGPC-BDWKERMESA-N

> <FORMULA>
C10H14O4

> <MOLECULAR_WEIGHT>
198.2158

> <EXACT_MASS>
198.089208936

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
20.557856830292764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-2,7-dimethylocta-2,4-dienedioic acid

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.9542302933333333

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.943266428868652

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.203051324767384

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
53.0825

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-2,7-dimethylocta-2,4-dienedioic 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  O   UNK     0      -6.005  -0.384   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.671   0.384   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.336  -0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.002   0.384   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.667  -0.384   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.667   0.384   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.001  -0.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.336   0.384   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.671  -0.384   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.671   1.927   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.336  -1.927   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.336   1.927   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.005   0.387   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.671  -1.927   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   13   14                                                  
CONECT   10    2                                                            
CONECT   11    3                                                            
CONECT   12    8                                                            
CONECT   13    9                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
(2E,4E)-2,7-Dimethyl-2,4-octadienedioate	Generator
(2E,4E)-2,7-Dimethylocta-2,4-dienedioate	Generator

Chemical Formula

C₁₀H₁₄O₄

Average Mass

198.2158 Da

Monoisotopic Mass

198.08921 Da

IUPAC Name

(2E,4E)-2,7-dimethylocta-2,4-dienedioic acid

Traditional Name

(2E,4E)-2,7-dimethylocta-2,4-dienedioic acid

CAS Registry Number

110107-15-8

SMILES

CC(C\C=C\C=C(/C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H14O4/c1-7(9(11)12)5-3-4-6-8(2)10(13)14/h3-5,8H,6H2,1-2H3,(H,11,12)(H,13,14)/b4-3+,7-5+

InChI Key

ZBXYMKUZCWCGPC-BDWKERMESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanum lycopersicum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

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
Methyl-branched fatty acid
Branched fatty acid
Unsaturated fatty acid
Dicarboxylic 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

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	1.88	ALOGPS
logP	1.95	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	53.08 m³·mol⁻¹	ChemAxon
Polarizability	20.56 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

HMDB0034099

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012363

KNApSAcK ID

Not Available

Chemspider ID

9129733

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10954516

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid (NP0047851)

MOL for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

3D MOL for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

3D SDF for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

3D-SDF for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

PDB for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

3D PDB for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

SMILES for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

INCHI for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

Structure for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)

3D Structure for NP0047851 ((2E,4E)-2,7-Dimethyl-2,4-octadienedioic acid)