NP-MRD: Showing NP-Card for (3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate (NP0289822)

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Record Information

Version

2.0

Created at

2022-09-09 20:12:03 UTC

Updated at

2022-09-09 20:12:04 UTC

NP-MRD ID

NP0289822

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate

Description

Thapsigargicin belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. (3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate is found in Thapsia garganica and Thapsia gymnesica. (3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate was first documented in 2009 (PMID: 20017396). Based on a literature review very few articles have been published on thapsigargicin (PMID: 19914344).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092222122D          

 44 46  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309092222122D          

 44 46  0  0  1  0            999 V2000
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   -2.7302    2.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1718    1.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9564    1.7458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002    0.6839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6133    0.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4203    0.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7559    1.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8328   -0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2808   -1.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5271   -0.6886    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8126   -1.1011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0982   -0.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0982    0.1364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3837   -1.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6692   -0.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -1.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7597   -0.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4742   -1.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4159   -1.8380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1846   -2.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5924   -1.7887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1379   -2.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3144   -2.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5069   -3.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1365   -2.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8999   -1.9269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5130   -2.4789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3414   -3.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9545   -3.8379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5568   -3.5408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3853   -4.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6007   -4.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1312   -1.1350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7189   -1.7140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6563   -0.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512    0.1997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9319   -0.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6065    0.4080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9196   -0.8918    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7376   -0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2517   -1.6470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 22 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 11 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0289822

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(=O)O[C@H]1C(OC(=O)C(\C)=C\C)C(C)=C2C3OC(=O)[C@](C)(O)[C@]3(O)[C@H](C[C@](C)(OC(C)=O)C12)OC(=O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O12/c1-9-12-13-15-22(35)41-26-24-23(18(5)25(26)42-28(36)17(4)11-3)27-32(39,31(8,38)29(37)43-27)20(40-21(34)14-10-2)16-30(24,7)44-19(6)33/h11,20,24-27,38-39H,9-10,12-16H2,1-8H3/b17-11+/t20-,24?,25?,26+,27?,30-,31-,32-/m0/s1

> <INCHI_KEY>
LXWLOFYIORKNSA-VPFCRTNDSA-N

> <FORMULA>
C32H46O12

> <MOLECULAR_WEIGHT>
622.708

> <EXACT_MASS>
622.298926921

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
65.18432365083619

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,3aS,4S,6S,7R)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl hexanoate

> <JCHEM_LOGP>
3.4953881656666645

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.498704796841494

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.135565750741481

> <JCHEM_PKA_STRONGEST_BASIC>
-4.307623186172571

> <JCHEM_POLAR_SURFACE_AREA>
171.96

> <JCHEM_REFRACTIVITY>
154.61380000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,3aS,4S,6S,7R)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2E)-2-methylbut-2-enoyl]oxy}-2-oxo-4H,5H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl hexanoate

> <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      -2.167   4.368   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.312   3.338   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.776   3.813   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.096   5.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.921   2.783   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -7.385   3.259   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -5.600   1.277   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -6.745   0.246   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.251   0.566   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.878   1.973   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.021  -0.767   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.991  -1.912   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.584  -1.285   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.250  -2.055   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.917  -1.285   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.917   0.255   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.583  -2.055   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.249  -1.285   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.084  -2.055   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.418  -1.285   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.752  -2.055   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.243  -3.431   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -7.811  -4.909   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.706  -3.339   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -5.857  -4.624   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.320  -4.532   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.546  -6.001   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -9.588  -4.181   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -11.013  -3.597   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -12.158  -4.627   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -11.837  -6.134   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -12.982  -7.164   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0     -10.373  -6.610   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -10.053  -8.116   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.588  -8.592   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -11.445  -2.119   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -12.542  -3.199   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -10.558  -0.859   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -11.482   0.373   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -12.940  -0.125   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -14.199   0.762   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -12.917  -1.665   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -14.443  -1.865   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -13.537  -3.074   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   38                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   12   23   24   28                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   22   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   29   37   38   42                                             
CONECT   37   36                                                            
CONECT   38   36   11   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   36   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₆O₁₂

Average Mass

622.7080 Da

Monoisotopic Mass

622.29893 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)O[C@H]1C(OC(=O)C(\C)=C\C)C(C)=C2C3OC(=O)[C@](C)(O)[C@]3(O)[C@H](C[C@](C)(OC(C)=O)C12)OC(=O)CCC

InChI Identifier

InChI=1S/C32H46O12/c1-9-12-13-15-22(35)41-26-24-23(18(5)25(26)42-28(36)17(4)11-3)27-32(39,31(8,38)29(37)43-27)20(40-21(34)14-10-2)16-30(24,7)44-19(6)33/h11,20,24-27,38-39H,9-10,12-16H2,1-8H3/b17-11+/t20-,24?,25?,26+,27?,30-,31-,32-/m0/s1

InChI Key

LXWLOFYIORKNSA-VPFCRTNDSA-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
Thapsia garganica	LOTUS Database	35616633
Thapsia gymnesica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Gamma butyrolactone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
1,2-diol
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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

C00020715

Chemspider ID

4572760

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5458877

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Oztetik E: [Effects of thapsigargicin on Ca2+ movements in L1210 cells permeabilized with digitonin]. Biomed Khim. 2009 Sep-Oct;55(5):651-62. [PubMed:20017396 ]
Khairy H, Adjei G, Allen-Redpath K, Scott RH: Actions of ethanolamine on cultured sensory neurones from neonatal rats. Neurosci Lett. 2010 Jan 14;468(3):326-9. doi: 10.1016/j.neulet.2009.11.025. Epub 2009 Nov 13. [PubMed:19914344 ]
LOTUS database [Link]

Showing NP-Card for (3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate (NP0289822)

MOL for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

3D MOL for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

3D SDF for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

3D-SDF for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

PDB for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

3D PDB for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

SMILES for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

INCHI for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

Structure for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)

3D Structure for NP0289822 ((3r,3as,4s,6s,7r)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2e)-2-methylbut-2-enoyl]oxy}-2-oxo-4h,5h,6ah,7h,8h,9bh-azuleno[4,5-b]furan-7-yl hexanoate)