NP-MRD: Showing NP-Card for Methyl (Z,Z)-5,8-tetradecadienoate (NP0335031)

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Record Information

Version

2.0

Created at

2024-09-10 23:34:53 UTC

Updated at

2024-09-10 23:34:54 UTC

NP-MRD ID

NP0335031

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl (Z,Z)-5,8-tetradecadienoate

Description

Methyl (Z,Z)-5,8-tetradecadienoate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Methyl (Z,Z)-5,8-tetradecadienoate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Methyl (Z,Z)-5,8-tetradecadienoate has been detected, but not quantified in, pomes. This could make methyl (Z,Z)-5,8-tetradecadienoate a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061310522D          

 17 16  0  0  0  0            999 V2000
   -1.8118    6.3789    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
   -1.8118    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  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  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335031

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C\CCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h7-8,10-11H,3-6,9,12-14H2,1-2H3/b8-7-,11-10+

> <INCHI_KEY>
UZFMPMFXZHNDLT-QEFCTBRHSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.00274831909342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (5E,8Z)-tetradeca-5,8-dienoate

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
4.789496190333333

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0240981850566175

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
74.8839

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5E,8Z)-tetradeca-5,8-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.382  11.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.382  10.367   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.048   9.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.048   8.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.715   7.287   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.715   5.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.619   4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.955   2.667   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   17                                                            
CONECT    3    1    4                                                       
CONECT    4    3    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   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
Methyl (Z,Z)-5,8-tetradecadienoic acid	Generator
Methyl (5E,8Z)-tetradeca-5,8-dienoic acid	Generator

Chemical Formula

C₁₅H₂₆O₂

Average Mass

238.3657 Da

Monoisotopic Mass

238.19328 Da

IUPAC Name

methyl (5E,8Z)-tetradeca-5,8-dienoate

Traditional Name

methyl (5E,8Z)-tetradeca-5,8-dienoate

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C\CCCC(=O)OC

InChI Identifier

InChI=1S/C15H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h7-8,10-11H,3-6,9,12-14H2,1-2H3/b8-7-,11-10+

InChI Key

UZFMPMFXZHNDLT-QEFCTBRHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
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	5.28	ALOGPS
logP	4.79	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	74.88 m³·mol⁻¹	ChemAxon
Polarizability	29 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

HMDB0039130

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018643

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

12813433

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Methyl (Z,Z)-5,8-tetradecadienoate (NP0335031)

MOL for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D MOL for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D SDF for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D-SDF for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

PDB for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D PDB for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

SMILES for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

INCHI for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

Structure for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D Structure for NP0335031 (Methyl (Z,Z)-5,8-tetradecadienoate)