NP-MRD: Showing NP-Card for (3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate (NP0288048)

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Record Information

Version

2.0

Created at

2022-09-09 17:34:59 UTC

Updated at

2022-09-09 17:34:59 UTC

NP-MRD ID

NP0288048

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate

Description

Salograviolide A 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. (3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate is found in Centaurea eryngioides and Centaurea salonitana. (3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate was first documented in 2008 (PMID: 18360711). Based on a literature review a small amount of articles have been published on Salograviolide A (PMID: 22976170) (PMID: 22776414) (PMID: 19775456).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
   -0.1300   -2.1892    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7398   -1.4890   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058   -1.7051   -0.2846 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5903   -2.7835    0.5132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9733   -0.4950    0.2160 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2192   -0.5517   -0.3896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2775    0.7664   -0.1868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0114    2.0042    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2818    2.3030   -0.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265    2.9668    0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1024    4.2310    0.5591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0251    2.2079    1.1901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    0.9077    0.6793 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1513    0.7628   -0.2660 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4515    0.5877    0.4019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7255    0.8486    1.6477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3360    0.0644   -0.6440 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5144   -0.4679   -0.0778 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7283   -0.0039   -0.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -0.4982   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7427    0.8649   -1.4871 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763   -0.9922   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0637   -0.5762   -1.0063 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9363   -2.0884    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6618   -2.8981    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4954   -1.8938   -1.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2580   -3.3483    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875   -0.4868    1.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7918   -1.1320    0.1666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254    0.7662   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6721    3.2772    0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9783    1.5936   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0152    0.1556    1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    1.6250   -0.9393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6923    0.7127    2.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533    1.2408    2.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5547    0.8131   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034    0.3660    0.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8289   -1.1880    0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6748   -0.9218   -0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6746   -1.0238   -2.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7402   -1.9976   -0.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4630   -0.3350   -1.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 21  2  0
 19 18  1  0
 18 17  1  0
 17 22  1  0
 22 23  1  0
 23 14  1  0
 14 13  1  0
 13 12  1  0
 12 10  1  0
 10 11  2  0
 10  8  1  0
  8  9  2  3
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  3  1  0
  3  4  1  0
  3  2  1  0
  2  1  2  3
 14 15  1  0
 15 16  2  3
 15 17  1  0
  2 23  1  0
  7 13  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 17 37  1  6
 22 41  1  0
 22 42  1  0
 23 43  1  6
 14 34  1  6
 13 33  1  1
  9 31  1  0
  9 32  1  0
  7 30  1  6
  5 28  1  1
  6 29  1  0
  3 26  1  6
  4 27  1  0
  1 24  1  0
  1 25  1  0
 16 35  1  0
 16 36  1  0
M  END


  Mrv1652309092219352D          

 23 25  0  0  1  0            999 V2000
    1.8651    1.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101    1.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2534    1.6333    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2534    2.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967    1.2753    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6417    1.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    0.4710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9527    0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412    0.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157   -0.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5607   -1.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1204   -0.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6659   -0.1740    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8409   -0.1740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3864   -0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912   -0.6430    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9461   -1.1574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1782   -0.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4668   -1.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0552   -0.0402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5541    0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3265    0.4710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  6  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  1  0  0  0
  2 23  1  0  0  0  0
 14 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0288048

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C[C@@H]2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3[C@@H](O)[C@H](O)C2=C)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O6/c1-6-10-5-11(22-9(4)18)7(2)12(10)16-13(15(20)14(6)19)8(3)17(21)23-16/h10-16,19-20H,1-3,5H2,4H3/t10-,11-,12-,13+,14+,15+,16+/m0/s1

> <INCHI_KEY>
CFCUACRLPCNJDU-WYVHVMBXSA-N

> <FORMULA>
C17H20O6

> <MOLECULAR_WEIGHT>
320.341

> <EXACT_MASS>
320.125988364

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.05064694739346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4R,5R,6aR,8S,9aR,9bR)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-8-yl acetate

> <JCHEM_LOGP>
0.021411613666667453

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.792593545940349

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.35966198492898

> <JCHEM_PKA_STRONGEST_BASIC>
-3.35801143259469

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
79.41659999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4R,5R,6aR,8S,9aR,9bR)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       3.482   3.341   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.686   2.381   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.073   3.049   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.073   4.589   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.461   2.381   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.665   3.341   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.803   0.879   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.245   0.338   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.530   1.186   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.176  -1.200   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.380  -2.161   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       7.691  -1.610   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.843  -0.325   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.303  -0.325   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.455  -1.610   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.996  -3.052   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.970  -1.200   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.766  -2.161   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.333  -1.598   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.871  -2.558   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.103  -0.075   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.901   0.338   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.343   0.879   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23                                                       
CONECT   23   22    2   14                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₀O₆

Average Mass

320.3410 Da

Monoisotopic Mass

320.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C[C@@H]2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3[C@@H](O)[C@H](O)C2=C)C1=C

InChI Identifier

InChI=1S/C17H20O6/c1-6-10-5-11(22-9(4)18)7(2)12(10)16-13(15(20)14(6)19)8(3)17(21)23-16/h10-16,19-20H,1-3,5H2,4H3/t10-,11-,12-,13+,14+,15+,16+/m0/s1

InChI Key

CFCUACRLPCNJDU-WYVHVMBXSA-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
Centaurea eryngioides	LOTUS Database	35616633
Centaurea salonitana	LOTUS Database	35616633

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
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
1,2-diol
Carboxylic acid ester
Lactone
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00040198

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

101036703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Salla M, Fakhoury I, Saliba N, Darwiche N, Gali-Muhtasib H: Synergistic anticancer activities of the plant-derived sesquiterpene lactones salograviolide A and iso-seco-tanapartholide. J Nat Med. 2013 Jul;67(3):468-79. doi: 10.1007/s11418-012-0703-6. Epub 2012 Sep 14. [PubMed:22976170 ]
Saikali M, Ghantous A, Halawi R, Talhouk SN, Saliba NA, Darwiche N: Sesquiterpene lactones isolated from indigenous Middle Eastern plants inhibit tumor promoter-induced transformation of JB6 cells. BMC Complement Altern Med. 2012 Jul 9;12:89. doi: 10.1186/1472-6882-12-89. [PubMed:22776414 ]
Al-Saghir J, Al-Ashi R, Salloum R, Saliba NA, Talhouk RS, Homaidan FR: Anti-inflammatory properties of Salograviolide A purified from Lebanese plant Centaurea ainetensis. BMC Complement Altern Med. 2009 Sep 23;9:36. doi: 10.1186/1472-6882-9-36. [PubMed:19775456 ]
Ghantous A, Tayyoun AA, Lteif GA, Saliba NA, Gali-Muhtasib H, El-Sabban M, Darwiche N: Purified salograviolide A isolated from centaurea ainetensis causes growth inhibition and apoptosis in neoplastic epidermal cells. Int J Oncol. 2008 Apr;32(4):841-9. [PubMed:18360711 ]
LOTUS database [Link]

Showing NP-Card for (3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate (NP0288048)

MOL for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

3D MOL for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

3D SDF for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

3D-SDF for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

PDB for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

3D PDB for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

SMILES for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

INCHI for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

Structure for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)

3D Structure for NP0288048 ((3ar,4r,5r,6ar,8s,9ar,9br)-4,5-dihydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl acetate)