NP-MRD: Showing NP-Card for (2E)-2,6-dimethyl-2,5-heptadienoic acid (NP0029705)

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Record Information

Version

2.0

Created at

2021-06-19 21:15:43 UTC

Updated at

2021-06-29 23:57:15 UTC

NP-MRD ID

NP0029705

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2E)-2,6-dimethyl-2,5-heptadienoic acid

Provided By

JEOL Database JEOL Logo

Description

(E)-2,6-Dimethyl-2,5-heptadienoic acid, also known as (2E)-2,6-dimethylhepta-2,5-dienoate, 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 (E)-2,6-Dimethyl-2,5-heptadienoic acid has been detected, but not quantified in, fruits. This could make (e)-2,6-dimethyl-2,5-heptadienoic acid a potential biomarker for the consumption of these foods. (2E)-2,6-dimethyl-2,5-heptadienoic acid was first documented in 2000 (Osorio, B., et al.). Based on a literature review a small amount of articles have been published on (E)-2,6-Dimethyl-2,5-heptadienoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123153D          

 25 24  0  0  0  0            999 V2000
   -5.4917    2.3185    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5119    2.6799    1.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1007    2.6914    3.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2088    2.9656    1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4540    3.0283    0.1249 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5446    1.8433   -0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997    1.8154    0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765    2.9856    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516    0.5481   -0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7616    0.4270   -0.0434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2216   -0.5060   -0.4381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2652    3.0893    0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0316    2.2033   -0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9780    1.3660    0.7707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4926    1.7011    3.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3637    2.9629    3.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9199    3.4157    3.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976    3.1972    2.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1237    3.0621   -0.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9069    3.9754    0.0890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0781    0.9212   -0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026    3.2515   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1146    3.8760    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3319    2.7416    1.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201   -1.2387   -0.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  1  2  1  0  0  0  0
  7  9  1  0  0  0  0
  4  5  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  2  4  2  3  0  0  0
  2  3  1  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  4 18  1  0  0  0  0
  5 19  1  0  0  0  0
  5 20  1  0  0  0  0
  6 21  1  0  0  0  0
 11 25  1  0  0  0  0
  8 22  1  0  0  0  0
  8 23  1  0  0  0  0
  8 24  1  0  0  0  0
  3 15  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029705

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(/[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O2/c1-7(2)5-4-6-8(3)9(10)11/h5-6H,4H2,1-3H3,(H,10,11)/b8-6+

> <INCHI_KEY>
IGQGIACCENRGLM-SOFGYWHQSA-N

> <FORMULA>
C9H14O2

> <MOLECULAR_WEIGHT>
154.2063

> <EXACT_MASS>
154.099379692

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.335130004963776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2,6-dimethylhepta-2,5-dienoic acid

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.5302783866666667

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.162295653811527

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
46.5236

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2,6-dimethylhepta-2,5-dienoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.492   2.318   0.534  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.512   2.680   1.616  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.101   2.691   3.003  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.209   2.966   1.422  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.454   3.028   0.125  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.545   1.843  -0.026  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.200   1.815   0.078  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.677   2.986   0.418  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.552   0.548  -0.129  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.762   0.427  -0.043  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.222  -0.506  -0.438  0.00  0.00           O+0
HETATM   12  H   UNK     0      -6.265   3.089   0.455  0.00  0.00           H+0
HETATM   13  H   UNK     0      -5.032   2.203  -0.450  0.00  0.00           H+0
HETATM   14  H   UNK     0      -5.978   1.366   0.771  0.00  0.00           H+0
HETATM   15  H   UNK     0      -5.493   1.701   3.257  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.364   2.963   3.766  0.00  0.00           H+0
HETATM   17  H   UNK     0      -5.920   3.416   3.060  0.00  0.00           H+0
HETATM   18  H   UNK     0      -2.598   3.197   2.295  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.124   3.062  -0.740  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.907   3.975   0.089  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.078   0.921  -0.258  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.303   3.252  -0.441  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.115   3.876   0.709  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.332   2.742   1.261  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.420  -1.239  -0.537  0.00  0.00           H+0
CONECT    1    2   12   13   14                                             
CONECT    2    1    4    3                                                  
CONECT    3    2   15   16   17                                             
CONECT    4    5    2   18                                                  
CONECT    5    4    6   19   20                                             
CONECT    6    7    5   21                                                  
CONECT    7    6    9    8                                                  
CONECT    8    7   22   23   24                                             
CONECT    9    7   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9   25                                                       
CONECT   12    1                                                            
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    3                                                            
CONECT   16    3                                                            
CONECT   17    3                                                            
CONECT   18    4                                                            
CONECT   19    5                                                            
CONECT   20    5                                                            
CONECT   21    6                                                            
CONECT   22    8                                                            
CONECT   23    8                                                            
CONECT   24    8                                                            
CONECT   25   11                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

View in JSmol

Synonyms

Value	Source
(e)-2,6-Dimethyl-2,5-heptadienoate	Generator
(2E)-2,6-Dimethyl-2,5-heptadienoic acid	HMDB
(2E)-2,6-Dimethylhepta-2,5-dienoate	HMDB

Chemical Formula

C₉H₁₄O₂

Average Mass

154.2063 Da

Monoisotopic Mass

154.09938 Da

IUPAC Name

(2E)-2,6-dimethylhepta-2,5-dienoic acid

Traditional Name

(2E)-2,6-dimethylhepta-2,5-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(=C(/[H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C9H14O2/c1-7(2)5-4-6-8(3)9(10)11/h5-6H,4H2,1-3H3,(H,10,11)/b8-6+

InChI Key

IGQGIACCENRGLM-SOFGYWHQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Passiflora quadrangularis	KNApSAcK Database	22123792

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
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

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	2.17	ALOGPS
logP	2.53	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	5.16	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.52 m³·mol⁻¹	ChemAxon
Polarizability	17.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0035135

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013771

KNApSAcK ID

C00036340

Chemspider ID

30777075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15885837

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Osorio, B., et al. (2000). Osorio, B., et al, Phytochemistry 53, 97 (2000). Phytochem..

Showing NP-Card for (2E)-2,6-dimethyl-2,5-heptadienoic acid (NP0029705)

MOL for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

3D MOL for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

3D SDF for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

3D-SDF for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

PDB for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

3D PDB for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

SMILES for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

INCHI for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

Structure for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)

3D Structure for NP0029705 ((2E)-2,6-dimethyl-2,5-heptadienoic acid)