NP-MRD: Showing NP-Card for (11z)-7-oxooctadec-11-enoic acid (NP0235938)

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Record Information

Version

2.0

Created at

2022-09-06 18:42:41 UTC

Updated at

2022-09-06 18:42:41 UTC

NP-MRD ID

NP0235938

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(11z)-7-oxooctadec-11-enoic acid

Description

7-Keto-11-octadecenoic acid 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. (11z)-7-oxooctadec-11-enoic acid is found in Gardenia resinifera. Based on a literature review very few articles have been published on 7-keto-11-octadecenoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.2394    1.1105    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1704   -0.3678    0.8108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3199   -0.8670   -0.2924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8576   -0.6384   -0.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4729    0.8100   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9172    0.8930   -0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4879    0.2399   -1.4766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7142   -0.8065   -1.5807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1644   -1.4734   -0.3955 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -1.4777   -0.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9211   -0.0963   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172   -0.1670   -0.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9364   -1.2613   -0.3140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1445    1.1144   -0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6557    0.9612   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0421    0.2992    1.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5018    0.1689    1.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2572   -0.6233    0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2588   -0.1308   -1.1419 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0689   -0.9052   -2.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4760    1.2311   -1.3884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3228    1.3985    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8846    1.6701    0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6841    1.4212    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2378   -0.7237    0.6317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8750   -0.8665    1.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4902   -1.9927   -0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7272   -0.5003   -1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4811   -1.1437    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4255   -1.1595   -1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992    1.2256    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8610    1.4082   -1.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7362    2.0078   -0.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6038    0.4697    0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    0.6730   -2.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815   -1.1818   -2.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5679   -1.2103    0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266   -2.5720   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7438   -2.0357   -1.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426   -1.9712    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6222    0.4451    0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6053    0.4822   -1.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8106    1.6761    0.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8394    1.7274   -1.1865 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751    1.9799   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9240    0.3313   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6506    0.9285    1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5924   -0.7281    1.1383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9852    1.1991    1.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6622   -0.2202    2.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8616   -1.6789    0.2626 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3537   -0.6934    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2961    1.6206   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END


  Mrv1652309062220422D          

 21 20  0  0  0  0            999 V2000
    0.6632    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    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  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  2  0  0  0  0
 12 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
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235938

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C/CCCC(=O)CCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-9-11-14-17(19)15-12-10-13-16-18(20)21/h7-8H,2-6,9-16H2,1H3,(H,20,21)/b8-7-

> <INCHI_KEY>
VWEWTQPRFPEQEU-FPLPWBNLSA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.451

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
36.613561439647036

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11Z)-7-oxooctadec-11-enoic acid

> <JCHEM_LOGP>
5.604580725666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5504497928884655

> <JCHEM_PKA_STRONGEST_BASIC>
-7.347179458809675

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
88.04359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(11Z)-7-oxooctadec-11-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       1.238  13.035   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.572  12.265   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.572  10.725   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.905   9.955   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.905   8.415   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.239   7.645   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.239   6.105   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.907   3.795   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      19.909   3.795   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   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Value	Source
7-Keto-11-octadecenoate	Generator

Chemical Formula

C₁₈H₃₂O₃

Average Mass

296.4510 Da

Monoisotopic Mass

296.23514 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C/CCCC(=O)CCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-4-5-6-7-8-9-11-14-17(19)15-12-10-13-16-18(20)21/h7-8H,2-6,9-16H2,1H3,(H,20,21)/b8-7-

InChI Key

VWEWTQPRFPEQEU-FPLPWBNLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Gardenia resinifera	LOTUS Database	35616633

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
Ketone
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

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

113368298

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14861231

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (11z)-7-oxooctadec-11-enoic acid (NP0235938)

MOL for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

3D MOL for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

3D SDF for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

3D-SDF for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

PDB for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

3D PDB for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

SMILES for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

INCHI for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

Structure for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)

3D Structure for NP0235938 ((11z)-7-oxooctadec-11-enoic acid)