NP-MRD: Showing NP-Card for 6Z,8E,10E,12Z-Octadecatetraenoic acid (NP0050338)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 20:53:53 UTC

Updated at

2022-04-27 20:53:54 UTC

NP-MRD ID

NP0050338

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6Z,8E,10E,12Z-Octadecatetraenoic acid

Description

6Z,8e,10e,12z-octadecatetraenoic acid, also known as 6-IDTEA, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. 6Z,8E,10E,12Z-Octadecatetraenoic acid is found in Lithothamnion corallioides. Based on a literature review very few articles have been published on 6z,8e,10e,12z-octadecatetraenoic acid.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652304272222532D          

 20 19  0  0  0  0            999 V2000
    1.7605    9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050338

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-13H,2-5,14-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10+,13-12-

> <INCHI_KEY>
RFUWLZKZDWRDDA-MNQUYVSVSA-N

> <FORMULA>
C18H28O2

> <MOLECULAR_WEIGHT>
276.42

> <EXACT_MASS>
276.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.101031206118236

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6Z,8E,10E,12Z)-octadeca-6,8,10,12-tetraenoic acid

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
5.698033481

> <ALOGPS_LOGS>
-5.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.889775807759066

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
90.752

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.04e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6Z,8E,10E,12Z)-octadeca-6,8,10,12-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       3.286  17.297   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620  16.527   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620  14.987   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954  14.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.954  12.677   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287  11.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.287  10.367   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.954   9.597   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.954   8.057   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.620   7.287   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.620   5.747   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
6Z,8E,10E,12Z-Octadecatetraenoate	Generator
6(Z),8(e),10(e),12(Z)-Octadecatetraenoic acid	MeSH
6-IDTEA	MeSH

Chemical Formula

C₁₈H₂₈O₂

Average Mass

276.4200 Da

Monoisotopic Mass

276.20893 Da

IUPAC Name

(6Z,8E,10E,12Z)-octadeca-6,8,10,12-tetraenoic acid

Traditional Name

(6Z,8E,10E,12Z)-octadeca-6,8,10,12-tetraenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-13H,2-5,14-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10+,13-12-

InChI Key

RFUWLZKZDWRDDA-MNQUYVSVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lithothamnion corallioides	--	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Fatty acid
Unsaturated fatty acid
Straight chain 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	6.37	ALOGPS
logP	5.7	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.89	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	12	ChemAxon
Refractivity	90.75 m³·mol⁻¹	ChemAxon
Polarizability	35.1 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00000436

Chemspider ID

4943884

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6439481

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 6Z,8E,10E,12Z-Octadecatetraenoic acid (NP0050338)

MOL for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

3D MOL for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

3D SDF for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

3D-SDF for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

PDB for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

3D PDB for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

SMILES for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

INCHI for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

Structure for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)

3D Structure for NP0050338 (6Z,8E,10E,12Z-Octadecatetraenoic acid)