NP-MRD: Showing NP-Card for Inuviscolide (NP0064017)

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Record Information

Version

2.0

Created at

2022-04-28 08:18:37 UTC

Updated at

2024-09-03 04:20:10 UTC

NP-MRD ID

NP0064017

Natural Product DOI

https://doi.org/10.57994/2009

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Inuviscolide

Description

Inuviscolide belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Inuviscolide is found in Apalochlamys spectabilis, Bedfordia arborescens, Dittrichia graveolens, Inula viscosa , Haeckeria punctulata, Helichrysum dasyanthum, Inula anatolica viscosa, Inula caspica, Inula hupehensis, Inula japonica, Pentanema divaricatum, Pulicaria incisa, Stevia ovata and Vicoa pentanema. Inuviscolide was first documented in 2016 (PMID: 28901108). Based on a literature review a small amount of articles have been published on inuviscolide (PMID: 35164160) (PMID: 29430966) (PMID: 34356677) (PMID: 33855081).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -0.8316    3.1369    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    2.0312    0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9589    2.1958   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9112    1.0927   -0.0046 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1978    1.4468   -0.5172 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9086    0.2298   -0.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1623    0.1099   -0.4685 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -0.8480   -0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086   -2.1353   -0.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6229   -0.1767   -0.7921 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5232   -0.9858   -0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541   -0.1878   -0.2780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8504    0.7190    0.9139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3105    0.8222    1.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8145   -0.5649    0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9875   -1.0152   -0.2750 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7541   -2.4912   -0.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7947   -0.7590   -1.4050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3989    4.0806    0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7056    3.0142    1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7134    2.1611   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4409    3.1648   -0.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0109    0.8694    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2186   -2.5030   -0.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203   -2.8610   -0.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511    0.1213   -1.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691   -1.9476   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291   -1.1637    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7001    0.3723   -1.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2944    0.2443    1.7627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8553    1.5893    0.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4016    0.9441    2.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6835   -1.2617    1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8934   -0.5459    0.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4725   -2.8746   -1.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0585   -2.8019    0.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7347   -2.9763    0.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -0.2460   -2.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  1  6
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  3
 12 16  1  0
  8 10  1  0
  2 13  1  0
 17 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 15 33  1  0
 15 34  1  0
 14 31  1  0
 14 32  1  0
 13 30  1  1
 12 29  1  6
 11 27  1  0
 11 28  1  0
 10 26  1  6
  4 23  1  1
  3 21  1  0
  3 22  1  0
  1 19  1  0
  1 20  1  0
  9 24  1  0
  9 25  1  0
M  END


  Mrv1652304282210182D          

 18 20  0  0  1  0            999 V2000
    3.4890    2.3296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3054    1.5253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5621    1.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8188    1.5253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6352    2.3296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1496    2.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746    2.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326    3.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136    2.4036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    1.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3150    1.4614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1106    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366    0.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136    1.1022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6349    1.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107    2.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747    0.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    0.4226    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  6  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
  1  7  1  0  0  0  0
  7  8  2  0  0  0  0
  5  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  6  0  0  0
 12 13  2  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  1  0  0  0
 14 17  1  6  0  0  0
 14 18  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0064017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]1(O)CC[C@H]2[C@H]1C[C@H]1[C@H](CC2=C)OC(=O)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13+,15-/m1/s1

> <INCHI_KEY>
GTYUWNQOOLJZBM-XLFUENPSSA-N

> <FORMULA>
C15H20O3

> <MOLECULAR_WEIGHT>
248.322

> <EXACT_MASS>
248.141244504

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.437469363162386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidene-dodecahydroazuleno[6,5-b]furan-2-one

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
2.0297400733333326

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.779748254274267

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7081378111498523

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
67.953

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidene-octahydroazuleno[6,5-b]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.513   4.349   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.170   2.847   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.783   2.179   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.395   2.847   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.052   4.349   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.013   5.553   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.553   5.553   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.221   6.940   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.519   4.487   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.913   3.071   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.588   2.728   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.073   2.057   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.935   0.524   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.492   2.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.652   3.071   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.047   4.487   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.859   0.653   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.365   0.789   0.000  0.00  0.00           O+0
CONECT    1    2    7   16                                                  
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4   13                                                  
CONECT   13   12                                                            
CONECT   14    2   15   17   18                                             
CONECT   15   14   16                                                       
CONECT   16   15    1                                                       
CONECT   17   14                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₃

Average Mass

248.3220 Da

Monoisotopic Mass

248.14124 Da

IUPAC Name

(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidene-dodecahydroazuleno[6,5-b]furan-2-one

Traditional Name

(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidene-octahydroazuleno[6,5-b]furan-2-one

CAS Registry Number

Not Available

SMILES

C[C@@]1(O)CC[C@H]2[C@H]1C[C@H]1[C@H](CC2=C)OC(=O)C1=C

InChI Identifier

InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h10-13,17H,1-2,4-7H2,3H3/t10-,11-,12-,13+,15-/m1/s1

InChI Key

GTYUWNQOOLJZBM-XLFUENPSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 601 MHz, CDCl3, experimental)	[email protected]	Addis Ababa University	Kibrom Bedane	2024-03-29	View Spectrum

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

Species Name	Source	Reference
Apalochlamys spectabilis	LOTUS Database	35616633
Bedfordia arborescens	LOTUS Database	35616633
Dittrichia graveolens	LOTUS Database	35616633
Dittrichia viscosa	Plant	KNApSAcK
Haeckeria punctulata	LOTUS Database	35616633
Helichrysum dasyanthum	LOTUS Database	35616633
Inula anatolica viscosa	Plant	KNApSAcK
Inula caspica	LOTUS Database	35616633
Inula confertiflora		Not Available
Inula hupehensis	LOTUS Database	35616633
Inula japonica	Plant	KNApSAcK
Pentanema divaricatum	LOTUS Database	35616633
Pulicaria incisa	LOTUS Database	35616633
Stevia ovata	LOTUS Database	35616633
Vicoa pentanema	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Guaiane sesquiterpenoid
Sesquiterpenoid
Gamma butyrolactone
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

tertiary alcohol (CHEBI:69345 )
organic heterotricyclic compound (CHEBI:69345 )
gamma-lactone (CHEBI:69345 )
sesquiterpene lactone (CHEBI:69345 )

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	1.97	ALOGPS
logP	2.03	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	19.78	ChemAxon
pKa (Strongest Basic)	-0.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	67.95 m³·mol⁻¹	ChemAxon
Polarizability	27.44 Å³	ChemAxon
Number of Rings	3	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

C00020921

Chemspider ID

153715

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

176489

PDB ID

Not Available

ChEBI ID

69345

Good Scents ID

Not Available

References

General References

Yang YX: [Studies on sesquiterpene lactones from Carpesium faberi]. Zhongguo Zhong Yao Za Zhi. 2016 Jun;41(11):2105-2111. doi: 10.4268/cjcmm20161121. [PubMed:28901108 ]
Ponticelli M, Lela L, Russo D, Faraone I, Sinisgalli C, Mustapha MB, Esposito G, Jannet HB, Costantino V, Milella L: Dittrichia graveolens (L.) Greuter, a Rapidly Spreading Invasive Plant: Chemistry and Bioactivity. Molecules. 2022 Jan 28;27(3). pii: molecules27030895. doi: 10.3390/molecules27030895. [PubMed:35164160 ]
Stojakowska A, Galanty A, Malarz J, Michalik M: Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro. Nat Prod Res. 2019 Jun;33(12):1804-1808. doi: 10.1080/14786419.2018.1437431. Epub 2018 Feb 12. [PubMed:29430966 ]
Kebbi S, Ciavatta ML, Mahmoud AM, Carbone M, Ligresti A, Seghiri R, Gavagnin M: Sesquiterpene Lactones with the 12,8-Guaianolide Skeleton from Algerian Centaurea omphalotricha. Biomolecules. 2021 Jul 18;11(7). pii: biom11071053. doi: 10.3390/biom11071053. [PubMed:34356677 ]
El Yaagoubi OM, Lahmadi A, Bouyahya A, Filali H, Samaki H, El Antri S, Aboudkhil S: Antitumor Effect of Inula viscosa Extracts on DMBA-Induced Skin Carcinoma Are Mediated by Proteasome Inhibition. Biomed Res Int. 2021 Mar 27;2021:6687589. doi: 10.1155/2021/6687589. eCollection 2021. [PubMed:33855081 ]
DOI: 10.1002/cbdv.202400265
PMID: 38470349

Showing NP-Card for Inuviscolide (NP0064017)

MOL for NP0064017 (Inuviscolide)

3D MOL for NP0064017 (Inuviscolide)

3D SDF for NP0064017 (Inuviscolide)

3D-SDF for NP0064017 (Inuviscolide)

PDB for NP0064017 (Inuviscolide)

3D PDB for NP0064017 (Inuviscolide)

SMILES for NP0064017 (Inuviscolide)

INCHI for NP0064017 (Inuviscolide)

Structure for NP0064017 (Inuviscolide)

3D Structure for NP0064017 (Inuviscolide)