NP-MRD: Showing NP-Card for (3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate (NP0311086)

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Record Information

Version

2.0

Created at

2022-09-11 06:51:00 UTC

Updated at

2022-09-11 06:51:00 UTC

NP-MRD ID

NP0311086

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate

Description

Elemanolide belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate is found in Ageratina palmeri, Centaurea stoebe and Onopordum acaulon. (3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate was first documented in 2017 (PMID: 29062416). Based on a literature review a small amount of articles have been published on Elemanolide (PMID: 33360528) (PMID: 32870011) (PMID: 30496812) (PMID: 28675942).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -2.3694   -3.0213    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416   -2.5564    0.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7652   -1.5617   -0.2799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0831   -2.2758   -1.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6978   -1.3107   -0.3268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1186    0.0711    0.1520 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4980    0.2691   -0.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3833    0.3166    1.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8507    0.5287    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8928    0.1716    2.1903 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2606    1.1829   -0.2774 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8033    2.1979   -1.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9796    2.6894   -1.4296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    2.6499   -1.9162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5056    3.6742   -2.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526    1.7592   -1.6253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8310    0.6160   -1.1851 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6254   -0.3276   -0.3314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0256    0.2545    0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243   -0.1226    2.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9311    1.4662    0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1730   -2.6638    0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6183   -3.7500    1.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3717   -2.9412    1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1284   -2.1265   -1.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9074   -3.3651   -1.5243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4383   -1.8855   -2.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -2.0542    0.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1349   -1.5524   -1.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.0155    1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2898   -0.3103    0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970    1.4970    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340    0.5794    1.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2109    1.7507    0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1125    3.4553   -2.1761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8589    2.3618   -0.9015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375    0.1116   -2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5855   -0.5395   -0.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1371    0.4627    3.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1083   -0.9388    2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2459    1.7053   -0.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273    1.2090    1.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4059    2.3387    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  1  1
  2  1  2  3
  3 18  1  0
 18 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 14 12  1  0
 12 13  2  3
 12 11  1  0
 18 19  1  0
 19 21  1  0
 19 20  2  3
 11  6  1  0
 11 17  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
  6 30  1  1
  5 28  1  0
  5 29  1  0
  4 25  1  0
  4 26  1  0
  4 27  1  0
  2 24  1  0
  1 22  1  0
  1 23  1  0
 18 38  1  6
 17 37  1  6
 13 35  1  0
 13 36  1  0
 11 34  1  1
 21 41  1  0
 21 42  1  0
 21 43  1  0
 20 39  1  0
 20 40  1  0
M  END


  Mrv1652309112208512D          

 21 22  0  0  1  0            999 V2000
    4.4469    2.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6345    2.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1648    1.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6378   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 17 16  1  6  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0311086

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@@](C)(C=C)[C@H]([C@H]2OC(=O)C(=C)[C@H]12)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H22O4/c1-7-17(6)8-12(20-11(5)18)13-10(4)16(19)21-15(13)14(17)9(2)3/h7,12-15H,1-2,4,8H2,3,5-6H3/t12-,13-,14+,15+,17-/m1/s1

> <INCHI_KEY>
OTDCMOJEHBGCAO-LFYQSXPISA-N

> <FORMULA>
C17H22O4

> <MOLECULAR_WEIGHT>
290.359

> <EXACT_MASS>
290.151809188

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
30.87764097294485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4R,6S,7R,7aR)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-octahydro-1-benzofuran-4-yl acetate

> <JCHEM_LOGP>
2.691630578666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.632144824655241

> <JCHEM_POLAR_SURFACE_AREA>
52.60000000000001

> <JCHEM_REFRACTIVITY>
78.6889

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4R,6S,7R,7aR)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3aH-1-benzofuran-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       8.301   5.327   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.784   5.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.774   3.345   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.924  -0.237   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.258  -1.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258  -2.547   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.591  -0.237   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.320   2.843   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590   6.693   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   18                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17    3   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₂O₄

Average Mass

290.3590 Da

Monoisotopic Mass

290.15181 Da

IUPAC Name

(3aR,4R,6S,7R,7aR)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-octahydro-1-benzofuran-4-yl acetate

Traditional Name

(3aR,4R,6S,7R,7aR)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3aH-1-benzofuran-4-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@@](C)(C=C)[C@H]([C@H]2OC(=O)C(=C)[C@H]12)C(C)=C

InChI Identifier

InChI=1S/C17H22O4/c1-7-17(6)8-12(20-11(5)18)13-10(4)16(19)21-15(13)14(17)9(2)3/h7,12-15H,1-2,4,8H2,3,5-6H3/t12-,13-,14+,15+,17-/m1/s1

InChI Key

OTDCMOJEHBGCAO-LFYQSXPISA-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
Ageratina palmeri	LOTUS Database	35616633
Centaurea stoebe	LOTUS Database	35616633
Onopordum acaulon	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Elemanolide-skeleton
Benzofuran
Gamma butyrolactone
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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
logP	2.69	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	78.69 m³·mol⁻¹	ChemAxon
Polarizability	30.88 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00012037

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

112500441

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sirignano C, Hammami S, El Mokni R, Blagborough AM, Luciano P, Rigano D, Scafati OT: Polyoxygenated germacranes from Daucus carota and their antimalarial transmission blocking activity. Phytochemistry. 2021 Mar;183:112632. doi: 10.1016/j.phytochem.2020.112632. Epub 2020 Dec 23. [PubMed:33360528 ]
Reyes-Perez VI, Granados-Soto V, Rangel-Grimaldo M, Deciga-Campos M, Mata R: Pharmacological Analysis of the Anti-inflammatory and Antiallodynic Effects of Zinagrandinolide E from Zinnia grandiflora in Mice. J Nat Prod. 2021 Mar 26;84(3):713-723. doi: 10.1021/acs.jnatprod.0c00793. Epub 2020 Sep 1. [PubMed:32870011 ]
Yang P, Zhu W, Xu J, Liu W, Dong Z, Kikuchi T, Yamada T, Xie N, Feng F, Zhang J: Sesquiterpenoids and triterpenoids from Secamone lanceolata blume with inhibitory effects on nitric oxide production. Fitoterapia. 2019 Mar;133:5-11. doi: 10.1016/j.fitote.2018.11.016. Epub 2018 Nov 27. [PubMed:30496812 ]
Barquera-Lozada JE, Cuevas G: Are boat transition states likely to occur in Cope rearrangements? A DFT study of the biogenesis of germacranes. Beilstein J Org Chem. 2017 Sep 19;13:1969-1976. doi: 10.3762/bjoc.13.192. eCollection 2017. [PubMed:29062416 ]
Turak A, Aisa HA: Three new elemanolides from the seeds of Vernonia anthelmintica. J Asian Nat Prod Res. 2018 Apr;20(4):313-320. doi: 10.1080/10286020.2017.1343304. Epub 2017 Jul 4. [PubMed:28675942 ]
LOTUS database [Link]

Showing NP-Card for (3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate (NP0311086)

MOL for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

3D MOL for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

3D SDF for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

3D-SDF for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

PDB for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

3D PDB for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

SMILES for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

INCHI for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

Structure for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)

3D Structure for NP0311086 ((3ar,4r,6s,7r,7ar)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-4-yl acetate)