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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2022-07-09 02:08:55 UTC

Update Date

2022-07-09 02:08:55 UTC

HMDB ID

HMDB0340908

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(3E,9E,12E)-hexadeca-3,9,12-trienedioic acid

Description

In humans, (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid is involved in the acylcarnitine (3e,9e,12e)-hexadeca-3,9,12-trienedioylcarnitine pathway (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304102103242D          

 20 19  0  0  0  0            999 V2000
   -1.6204   -2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -2.9980    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  1 19  2  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0340908

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC\C=C\C\C=C\CCCC\C=C\CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1,3,7,9-10,12H,2,4-6,8,11,13-14H2,(H,17,18)(H,19,20)/b3-1+,9-7+,12-10+

> <INCHI_KEY>
VFHKBZHSRNJRNS-SGKBKFHXSA-N

> <FORMULA>
C16H24O4

> <MOLECULAR_WEIGHT>
280.364

> <EXACT_MASS>
280.167459253

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.79780031523044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,9E,12E)-hexadeca-3,9,12-trienedioic acid

> <ALOGPS_LOGP>
3.85

> <JCHEM_LOGP>
3.850576042666666

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.141602081063315

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.538188130991713

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
82.09879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,9E,12E)-hexadeca-3,9,12-trienedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-APR-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-APR-21         0                                  
HETATM    1  C   UNK     0      -3.025  -4.826   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.025  -3.286   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.358  -2.516   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.358  -0.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.025  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.312   1.334   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.646   2.104   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.312  -0.206   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.358  -5.596   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.691  -5.596   0.000  0.00  0.00           O+0
CONECT    1    2   19   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2    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                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(3E,9E,12E)-Hexadeca-3,9,12-trienedioate	Generator

Chemical Formula

C₁₆H₂₄O₄

Average Molecular Weight

280.364

Monoisotopic Molecular Weight

280.167459253

IUPAC Name

(3E,9E,12E)-hexadeca-3,9,12-trienedioic acid

Traditional Name

(3E,9E,12E)-hexadeca-3,9,12-trienedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC\C=C\C\C=C\CCCC\C=C\CC(O)=O

InChI Identifier

InChI=1S/C16H24O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1,3,7,9-10,12H,2,4-6,8,11,13-14H2,(H,17,18)(H,19,20)/b3-1+,9-7+,12-10+

InChI Key

VFHKBZHSRNJRNS-SGKBKFHXSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.85	ALOGPS
logP	3.85	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.54	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	12	ChemAxon
Refractivity	82.1 m³·mol⁻¹	ChemAxon
Polarizability	31.8 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

Predicted Chromatographic Properties

Predicted Retention Times

Not Available

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid 10V, Positive-QTOF	Not Available	2022-08-10	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid 20V, Positive-QTOF	Not Available	2022-08-10	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid 40V, Positive-QTOF	Not Available	2022-08-10	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid 10V, Negative-QTOF	Not Available	2022-08-10	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid 20V, Negative-QTOF	Not Available	2022-08-10	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid 40V, Negative-QTOF	Not Available	2022-08-10	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (3E,9E,12E)-hexadeca-3,9,12-trienedioic acid (HMDB0340908)

MOL for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

3D MOL for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

3D SDF for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

3D-SDF for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

PDB for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

3D PDB for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

SMILES for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

INCHI for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

Structure for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

3D Structure for HMDB0340908 ((3E,9E,12E)-hexadeca-3,9,12-trienedioic acid)

Predicted Retention Times

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra