NP-MRD: Showing NP-Card for (9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate (NP0339778)

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Record Information

Version

2.0

Created at

2024-09-11 23:30:42 UTC

Updated at

2024-09-11 23:30:43 UTC

NP-MRD ID

NP0339778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate

Description

Based on a literature review very few articles have been published on (9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05272302022D          

 22 21  0  0  0  0            999 V2000
   -2.7177    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.9059    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
  4  3  1  4  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  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  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  1  0  0  0  0
 18 20  2  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  CHG  1  19  -1
M  END
> <DATABASE_ID>
NP0339778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC=CC(OO)C=CC=CCCCCCCCC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1/C18H30O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,11-12,14-15,17,21H,2-6,8,10,13,16H2,1H3,(H,19,20)/p-1

> <INCHI_KEY>
UKAYSZOBJMGOTG-UHFFFAOYNA-M

> <FORMULA>
C18H29O4

> <MOLECULAR_WEIGHT>
309.427

> <EXACT_MASS>
309.207132994

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.56972560739014

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-hydroperoxyoctadeca-9,11,14-trienoate

> <JCHEM_LOGP>
5.434386908

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.694055293285615

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167198451745

> <JCHEM_PKA_STRONGEST_BASIC>
-4.24482025210858

> <JCHEM_POLAR_SURFACE_AREA>
69.59

> <JCHEM_REFRACTIVITY>
103.1842

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroperoxyoctadeca-9,11,14-trienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -5.073   9.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.739   8.621   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.739   7.081   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.406   6.311   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.072   2.461   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.262   1.691   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   21                                                  
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                                                            
CONECT   21    6   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
(9Z,11E,14Z)-(13S)-Hydroperoxyoctadeca-(9,11,14)-trienoic acid	Generator

Chemical Formula

C₁₈H₂₉O₄

Average Mass

309.4270 Da

Monoisotopic Mass

309.20713 Da

IUPAC Name

13-hydroperoxyoctadeca-9,11,14-trienoate

Traditional Name

13-hydroperoxyoctadeca-9,11,14-trienoate

CAS Registry Number

Not Available

SMILES

CCCC=CC(OO)C=CC=CCCCCCCCC([O-])=O

InChI Identifier

InChI=1/C18H30O4/c1-2-3-11-14-17(22-21)15-12-9-7-5-4-6-8-10-13-16-18(19)20/h7,9,11-12,14-15,17,21H,2-6,8,10,13,16H2,1H3,(H,19,20)/p-1

InChI Key

UKAYSZOBJMGOTG-UHFFFAOYNA-M

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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
Hydroperoxy fatty acid
Unsaturated fatty acid
Fatty acid
Allylic hydroperoxide
Hydroperoxide
Peroxol
Monocarboxylic acid or derivatives
Alkyl hydroperoxide
Carboxylic acid
Carboxylic acid derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

a small molecule (CPD-59 )

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	5.43	ChemAxon
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.59 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	103.18 m³·mol⁻¹	ChemAxon
Polarizability	36.57 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

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

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate (NP0339778)

MOL for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

3D MOL for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

3D SDF for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

3D-SDF for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

PDB for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

3D PDB for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

SMILES for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

INCHI for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

Structure for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)

3D Structure for NP0339778 ((9Z,11E,14Z)-(13S)-hydroperoxyoctadeca-(9,11,14)-trienoate)