NP-MRD: Showing NP-Card for vernolic acids (NP0199739)

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Record Information

Version

2.0

Created at

2022-09-04 18:26:21 UTC

Updated at

2022-09-04 18:26:21 UTC

NP-MRD ID

NP0199739

Secondary Accession Numbers

None

Natural Product Identification

Common Name

vernolic acids

Description

12,13-EpOME, also known as vernolsaeure or vernolic acids, 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, 12,13-epome is considered to be an octadecanoid lipid molecule. 12,13-EpOME is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. vernolic acids is found in Apis cerana. vernolic acids was first documented in 1998 (PMID: 9930408). A monounsaturated epoxy fatty acid composed of cis-9-octadecenoic acid having a 12,13-epoxy group (PMID: 20078841).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 53  0  0  0  0  0  0  0  0999 V2000
    8.1736    0.4886   -0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4787    1.7970   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8664    1.8792    0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8361    0.7974    1.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7524    0.9522    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588   -0.0753    0.2929 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9366   -0.1479    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2780    0.5237    0.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1762   -0.1987   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0686    0.5226   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1001   -0.0255    0.5594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1267   -1.4255    1.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2607   -2.1212    0.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6050   -1.4972    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6206   -2.2962   -0.2772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0203   -1.7641   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1498   -0.3258   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5806    0.1204   -0.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6950    1.5302   -0.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8007    2.1427   -0.6270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6212    2.2227   -1.2183 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109    0.2237    0.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4951   -0.3164   -1.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9329    0.6431   -1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2696    2.5900   -0.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7510    2.0715   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2898    2.8509    0.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6069    1.9452    1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4522    0.9600    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2923   -0.2150    1.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709    1.9897    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1916    0.8118   -0.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7502   -1.0202   -0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568    1.5976    0.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1905   -1.2662   -0.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4245   -0.0245   -1.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799    1.5946   -0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0325    0.5421    0.7585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3244   -1.4905    2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445   -2.0252    0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2918   -3.1578    0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0826   -2.1399   -0.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6741   -0.4606    0.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8577   -1.5446    1.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3651   -2.3199   -1.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359   -3.3538    0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6795   -2.3916   -0.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2620   -1.8931    0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5234    0.3566    0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9207   -0.1996   -1.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8595    0.0620    0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2463   -0.5207   -0.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2129    3.0015   -0.7515 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  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
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  6
  8 34  1  1
  9 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 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


  Mrv1652304202019532D          

 21 21  0  0  0  0            999 V2000
   18.4908  -13.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0769  -20.1171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3624  -18.8796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9033  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0783  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6178  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3638  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3323  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0468  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6494  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7613  -13.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9348  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9348  -15.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2203  -15.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2203  -16.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059  -16.8170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5059  -17.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4757  -14.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7914  -18.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7914  -18.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0769  -19.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2 21  1  0  0  0  0
  3 21  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 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 18  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 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0199739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1OC1C\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-

> <INCHI_KEY>
CCPPLLJZDQAOHD-FLIBITNWSA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.4449

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.19561108321673

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
5.483879889333333

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.9881672841822855

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204825765268619

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
86.92309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.78e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vernolic 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  O   UNK     0      34.516 -24.668   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      24.410 -37.552   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      23.076 -35.242   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      35.286 -26.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.746 -26.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      36.620 -26.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.412 -26.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.954 -26.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      39.287 -26.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.079 -26.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      40.621 -26.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.745 -26.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.745 -28.312   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.411 -29.082   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.411 -30.622   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.078 -31.392   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.078 -32.932   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.955 -26.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.744 -33.702   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.744 -35.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      24.410 -36.012   0.000  0.00  0.00           C+0
CONECT    1    4    5                                                       
CONECT    2   21                                                            
CONECT    3   21                                                            
CONECT    4    1    5    6                                                  
CONECT    5    1    4    7                                                  
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6    9                                                       
CONECT    9    8   11                                                       
CONECT   10    7   12                                                       
CONECT   11    9   18                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   19                                                       
CONECT   18   11                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21    2    3   20                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

View in JSmol

Synonyms

Value	Source
(9Z)-11-(3-Pentyloxiran-2-yl)undec-9-enoic acids	ChEBI
(9Z)-12,13-Epoxyoctadecenoic acid	ChEBI
12(13)-EpOME	ChEBI
12,13-cis-Epoxyoctadecenoic acid	ChEBI
12,13-Epoxy-9(Z)-octadecenoic acid	ChEBI
12,13-Epoxy-cis-9-octadecenoic acid	ChEBI
12,13-Monoepoxy-cis-9-octadecenoic acid	ChEBI
Acide vernolique	ChEBI
cis-12,13-Ep, 9C-18:1	ChEBI
cis-12,13-Epoxy-9-octadecenoic acid	ChEBI
Vernolic acids	ChEBI
Vernolsaeure	ChEBI
Vernolsaeuren	ChEBI
(9Z)-12,13-Epoxyoctadecenoate	Generator
12,13-cis-Epoxyoctadecenoate	Generator
12,13-Epoxy-9(Z)-octadecenoate	Generator
12,13-Epoxy-cis-9-octadecenoate	Generator
12,13-Monoepoxy-cis-9-octadecenoate	Generator
cis-12,13-Epoxy-9-octadecenoate	Generator
(+/-)-12(13)-epoxy-9Z-octadecenoate	HMDB
(+/-)-12(13)-epoxy-9Z-octadecenoic acid	HMDB
(9Z)-11-(3-Pentyloxiran-2-yl)undec-9-enoate	HMDB
(9Z)-11-(3-Pentyloxiran-2-yl)undec-9-enoic acid	HMDB
12,13-Epoxyoctadec-9(Z)-enoate	HMDB
12,13-Epoxyoctadec-9(Z)-enoic acid	HMDB
Vernolic acid	HMDB
cis-12-Epoxyoctadeca-cis-9-enoate	HMDB
cis-12-Epoxyoctadeca-cis-9-enoic acid	HMDB
Vernoleate	HMDB
12,13-EOA	HMDB
12,13-Epoxy-9-octadecenoic acid	HMDB
Vernolate	HMDB

Chemical Formula

C₁₈H₃₂O₃

Average Mass

296.4449 Da

Monoisotopic Mass

296.23514 Da

IUPAC Name

(9Z)-11-(3-pentyloxiran-2-yl)undec-9-enoic acid

Traditional Name

vernolic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1OC1C\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-

InChI Key

CCPPLLJZDQAOHD-FLIBITNWSA-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
Apis cerana	LOTUS Database	35616633

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

long-chain fatty acid (CHEBI:38299 )
monounsaturated fatty acid (CHEBI:38299 )
epoxy fatty acid (CHEBI:38299 )
epoxyoctadecenoic acid (CHEBI:38299 )
Other Octadecanoids (LMFA02000038 )

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	5.48	ChemAxon
logS	-5.8	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	14	ChemAxon
Refractivity	86.92 m³·mol⁻¹	ChemAxon
Polarizability	37.2 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

HMDB0004702

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023414

KNApSAcK ID

Not Available

Chemspider ID

4512106

KEGG Compound ID

C14826

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5356421

PDB ID

Not Available

ChEBI ID

38299

Good Scents ID

Not Available

References

General References

Li R, Yu K, Hatanaka T, Hildebrand DF: Vernonia DGATs increase accumulation of epoxy fatty acids in oil. Plant Biotechnol J. 2010 Feb;8(2):184-95. doi: 10.1111/j.1467-7652.2009.00476.x. [PubMed:20078841 ]
Liu L, Hammond EG, Nikolau BJ: In vivo studies of the biosynthesis of vernolic acid in the seed of Vernonia galamensis. Lipids. 1998 Dec;33(12):1217-21. doi: 10.1007/s11745-998-0326-3. [PubMed:9930408 ]
LOTUS database [Link]

Showing NP-Card for vernolic acids (NP0199739)

MOL for NP0199739 (vernolic acids)

3D MOL for NP0199739 (vernolic acids)

3D SDF for NP0199739 (vernolic acids)

3D-SDF for NP0199739 (vernolic acids)

PDB for NP0199739 (vernolic acids)

3D PDB for NP0199739 (vernolic acids)

SMILES for NP0199739 (vernolic acids)

INCHI for NP0199739 (vernolic acids)

Structure for NP0199739 (vernolic acids)

3D Structure for NP0199739 (vernolic acids)