NP-MRD: Showing NP-Card for (-)-vernolic acid (NP0250803)

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Record Information

Version

2.0

Created at

2022-09-07 13:46:15 UTC

Updated at

2022-09-07 13:46:15 UTC

NP-MRD ID

NP0250803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-vernolic acid

Description

(-)-Vernolic acid, also known as 12,13-epoxylinoleate or vernolate, belongs to the class of organic compounds known as long-chain fatty acids. (-)-vernolic acid is found in Abelmoschus esculentus, Amaranthus paniculatus, Centrapalus pauciflorus, Plectranthus mollis, Euphorbia lagascae, Mucuna pruriens, Pithecellobium dulce, Syzygium cumini and Turnera ulmifolia. (-)-vernolic acid was first documented in 1993 (PMID: 8267615). These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (-)-vernolic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 53 53  0  0  0  0  0  0  0  0999 V2000
    4.6263    3.0741    0.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6548    1.7516    0.0481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8878    1.9617   -1.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385    0.7352   -2.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1518   -0.3894   -1.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581   -1.6353   -2.1233 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8275   -2.0334   -2.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -2.8726   -1.6604 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7265   -3.1341   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170   -1.9956    0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2004   -1.6240    0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0124   -2.2995    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780   -1.3734   -0.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3169   -0.1329    0.2297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1149   -0.5004    1.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557    0.6015    2.2329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6693    1.5296    1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4973    2.3741    0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7165    3.2741    0.4742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6188    3.1969    1.3199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7978    4.1672   -0.5655 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6016    3.3065    1.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3200    2.9916    1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    3.8577    0.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6790    1.4624   -0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1217    1.0145    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2916    2.8083   -1.8219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597    2.2872   -0.9240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505    0.3621   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2529    0.9111   -3.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1805   -0.0343   -0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8906   -0.5987   -0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8527   -1.7040   -2.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -3.8121   -2.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3743   -3.8624    0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8628   -3.7481   -0.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465   -1.3850    0.9170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1066   -0.7269    1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639   -3.2686   -0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5830   -2.6267    1.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2884   -1.0237   -1.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7328   -1.9341   -0.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694    0.3590    0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7415    0.6087   -0.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3993   -1.1219    2.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8673   -1.2627    1.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    1.2138    2.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0062    0.1327    3.2271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6569    0.9580    1.6418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9588    2.2386    2.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6319    3.0186    0.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5911    1.6893   -0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5127    4.1274   -1.2985 H   0  0  0  0  0  0  0  0  0  0  0  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
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  6  8  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
 10 37  1  0
  9 35  1  0
  9 36  1  0
  8 34  1  6
  6 33  1  6
  5 31  1  0
  5 32  1  0
  4 29  1  0
  4 30  1  0
  3 27  1  0
  3 28  1  0
  2 25  1  0
  2 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END


  Mrv0541 05041411392D          

 25 25  0  0  1  0            999 V2000
   14.2164    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9789    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7414    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7895   -1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7456    1.4084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4009    1.2094    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 11  8  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  6  0  0  0
 17 14  1  6  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22  8  1  0  0  0  0
 23 11  1  0  0  0  0
 16 24  1  1  0  0  0
 17 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0250803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCCCCCC(O)=O)=C(/[H])C[C@@]1([H])O[C@@]1([H])CCCCC

> <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-/t16-,17+/m0/s1

> <INCHI_KEY>
CCPPLLJZDQAOHD-BEBBCNLGSA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.4449

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.52517800361224

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-11-[(2R,3S)-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                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+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   22                                                  
CONECT    9    7   12                                                       
CONECT   10    3   13                                                       
CONECT   11    8   14   23                                                  
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   17   21   24                                             
CONECT   17   14   16   21   25                                             
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   17                                                       
CONECT   22    8                                                            
CONECT   23   11                                                            
CONECT   24   16                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
(-)-12(R),13(S)-Vernolic acid	ChEBI
(-)-Leukotoxin b	ChEBI
(-)-Vernolsaeure	ChEBI
(12R,13S)-(9Z)-12,13-Epoxyoctadecenoic acid	ChEBI
(9Z)-(12R,13S)-12,13-Epoxyoctadecenoic acid	ChEBI
12,13-Epoxylinoleic acid	ChEBI
cis-12,13-Epoxy-cis-9-octadecenoic acid	ChEBI
cis-12S,13R,-Ep, 9C-18:1	ChEBI
Vernolic acid	ChEBI
(-)-12(R),13(S)-Vernolate	Generator
(12R,13S)-(9Z)-12,13-Epoxyoctadecenoate	Generator
(9Z)-(12R,13S)-12,13-Epoxyoctadecenoate	Generator
12,13-Epoxylinoleate	Generator
cis-12,13-Epoxy-cis-9-octadecenoate	Generator
Vernolate	Generator
(-)-Vernolate	Generator
cis-12-Epoxyoctadeca-cis-9-enoic acid	MeSH
cis-12-Epoxyoctadeca-cis-9-enoate	MeSH
Vernoleate	MeSH
13-HPLA	MeSH
13-Hydroperoxylinoleic acid	MeSH

Chemical Formula

C₁₈H₃₂O₃

Average Mass

296.4449 Da

Monoisotopic Mass

296.23514 Da

IUPAC Name

(9Z)-11-[(2R,3S)-3-pentyloxiran-2-yl]undec-9-enoic acid

Traditional Name

(-)-vernolic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC(O)=O)=C(/[H])C[C@@]1([H])O[C@@]1([H])CCCCC

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-/t16-,17+/m0/s1

InChI Key

CCPPLLJZDQAOHD-BEBBCNLGSA-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
Abelmoschus esculentus	LOTUS Database	35616633
Amaranthus paniculatus	LOTUS Database	35616633
Centrapalus pauciflorus	LOTUS Database	35616633
Equilabium molle	LOTUS Database	35616633
Euphorbia lagascae	LOTUS Database	35616633
Mucuna pruriens	LOTUS Database	35616633
Pithecellobium dulce	LOTUS Database	35616633
Syzygium cumini	LOTUS Database	35616633
Turnera ulmifolia	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

vernolic acid (CHEBI:38300 )
Other Octadecanoids (C14826 )

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	36.53 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001241

Chemspider ID

Not Available

KEGG Compound ID

C14826

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281128

PDB ID

Not Available

ChEBI ID

38300

Good Scents ID

Not Available

References

General References

Blee E, Stahl U, Schuber F, Stymne S: Regio- and stereoselectivity of cytochrome P-450 and peroxygenase-dependent formation of cis-12,13-epoxy-9(Z)-octadecenoic acid (vernolic acid) in Euphorbia lagascae. Biochem Biophys Res Commun. 1993 Dec 15;197(2):778-84. doi: 10.1006/bbrc.1993.2546. [PubMed:8267615 ]
LOTUS database [Link]

Showing NP-Card for (-)-vernolic acid (NP0250803)

MOL for NP0250803 ((-)-vernolic acid)

3D MOL for NP0250803 ((-)-vernolic acid)

3D SDF for NP0250803 ((-)-vernolic acid)

3D-SDF for NP0250803 ((-)-vernolic acid)

PDB for NP0250803 ((-)-vernolic acid)

3D PDB for NP0250803 ((-)-vernolic acid)

SMILES for NP0250803 ((-)-vernolic acid)

INCHI for NP0250803 ((-)-vernolic acid)

Structure for NP0250803 ((-)-vernolic acid)

3D Structure for NP0250803 ((-)-vernolic acid)