NP-MRD: Showing NP-Card for A-12(13)-EpODE (NP0136750)

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Record Information

Version

2.0

Created at

2022-05-12 15:22:34 UTC

Updated at

2022-05-12 15:22:34 UTC

NP-MRD ID

NP0136750

Secondary Accession Numbers

None

Natural Product Identification

Common Name

A-12(13)-EpODE

Description

A-12(13)-EpODE, also known as α-12(13)-epode, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, a-12(13)-epode is considered to be an octadecanoid lipid molecule. A-12(13)-EpODE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 51  0  0  0  0  0  0  0  0999 V2000
    7.6023    0.2195   -0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3296    1.0816    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512    0.9360    1.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1701    0.1087    1.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9411   -0.9598    0.5708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6201   -0.5904   -0.1360 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1551   -1.4458   -1.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542   -1.5258    0.0759 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1022   -0.7970    0.1718 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358   -0.0580   -1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969   -0.2759   -1.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903   -1.2910   -1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5493   -0.5114   -1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462    0.4515   -0.2455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3788    1.4225    0.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7416    1.0211    0.5145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5678    0.4006   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9498    0.0196   -0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9683   -0.9669    1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9218   -1.4873    1.4559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1765   -1.3325    1.5955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9176    0.3455   -1.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8720   -0.8327   -0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6061    0.5871   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4956    2.1764    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2216    0.9253    1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0660    1.6803    2.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798    0.2470    2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6984   -1.9141    1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6683   -1.1759   -0.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4593    0.4897   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5926   -2.4335    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3082   -0.0206    0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3459   -1.4348    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5587    0.7364   -1.3295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700    0.3165   -2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232   -1.8638   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4004   -1.9387   -2.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -0.0715   -2.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698   -1.3352   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3397    0.9754   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0560   -0.1200    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9619    1.9952    1.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4148    2.2516   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6268    0.3704    1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3218    1.9297    0.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7920    1.2573   -1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1495   -0.3731   -1.1656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4669   -0.4499   -0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5663    0.9258    0.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9306   -0.6458    1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 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
  8  6  1  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
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  6
  8 32  1  1
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END


  Mrv1652304202019362D          

 21 21  0  0  0  0            999 V2000
   20.4702  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7557  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7557  -12.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9295  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2151  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6440  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5006  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3585  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7861  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0413  -11.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0729  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0717  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3268  -12.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0729  -12.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3573  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6124  -11.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7874  -11.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6428  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6428  -14.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9283  -13.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1999  -11.1141    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 10  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136750

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h3,8,10-11,16-17H,2,4-7,9,12-15H2,1H3,(H,19,20)/b10-3-,11-8-

> <INCHI_KEY>
BKKGUKSHPCTUGE-OOHFSOINSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.429

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.092547584542004

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

> <ALOGPS_LOGP>
5.78

> <JCHEM_LOGP>
5.121958232666666

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167284180836

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2070915337320205

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
88.0397

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.82e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      38.211 -25.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.877 -24.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      36.877 -22.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.002 -25.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.668 -24.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.335 -24.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.334 -25.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.669 -25.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.001 -24.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.544 -22.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.003 -24.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.667 -25.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.210 -22.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.003 -22.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.334 -24.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.876 -22.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.336 -22.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.000 -25.160   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      18.000 -26.700   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.666 -24.390   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      32.106 -20.746   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   10                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   11                                                       
CONECT    9    7   12                                                       
CONECT   10    3   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   17   21                                                  
CONECT   17   14   16   21                                                  
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
(Z)-11-[3-[(Z)-Pent-2-enyl]oxiran-2-yl]undec-9-enoate	HMDB
(Z)-11-[3-[(Z)-Pent-2-enyl]oxiran-2-yl]undec-9-enoic acid	HMDB
12(13)-Epoxy-9Z,15Z-octadecadienoate	HMDB
12(13)-Epoxy-9Z,15Z-octadecadienoic acid	HMDB
alpha-12(13)-EpODE	HMDB
Α-12(13)-epode	HMDB
a-12(13)-Epode	Generator

Chemical Formula

C₁₈H₃₀O₃

Average Mass

294.4290 Da

Monoisotopic Mass

294.21949 Da

IUPAC Name

(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

Traditional Name

(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h3,8,10-11,16-17H,2,4-7,9,12-15H2,1H3,(H,19,20)/b10-3-,11-8-

InChI Key

BKKGUKSHPCTUGE-OOHFSOINSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Epoxy fatty acid
Heterocyclic fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000040 )

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	5.78	ALOGPS
logP	5.12	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	88.04 m³·mol⁻¹	ChemAxon
Polarizability	36.09 Å³	ChemAxon
Number of Rings	1	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

HMDB0010200

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027355

KNApSAcK ID

Not Available

Chemspider ID

17220744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16061061

PDB ID

Not Available

ChEBI ID

88462

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for A-12(13)-EpODE (NP0136750)

MOL for NP0136750 (A-12(13)-EpODE)

3D MOL for NP0136750 (A-12(13)-EpODE)

3D SDF for NP0136750 (A-12(13)-EpODE)

3D-SDF for NP0136750 (A-12(13)-EpODE)

PDB for NP0136750 (A-12(13)-EpODE)

3D PDB for NP0136750 (A-12(13)-EpODE)

SMILES for NP0136750 (A-12(13)-EpODE)

INCHI for NP0136750 (A-12(13)-EpODE)

Structure for NP0136750 (A-12(13)-EpODE)

3D Structure for NP0136750 (A-12(13)-EpODE)