NP-MRD: Showing NP-Card for (3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione (NP0193651)

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Record Information

Version

2.0

Created at

2022-09-04 11:09:50 UTC

Updated at

2022-09-04 11:09:50 UTC

NP-MRD ID

NP0193651

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

Description

Psilostachyin belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). (3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione is found in Ambrosia artemisiifolia, Ambrosia confertiflora, Ambrosia tenuifolia and Ambrosia monogyra. (3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione was first documented in 2016 (PMID: 26939119). Based on a literature review a small amount of articles have been published on Psilostachyin (PMID: 29148613) (PMID: 33762569) (PMID: 33069124) (PMID: 31492830).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    4.3517    0.7080    0.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3147   -0.0773    0.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629   -1.5013    0.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9700   -2.2402    0.9292 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597   -1.9061   -0.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2808   -0.8059   -0.8947 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9679    0.3758   -0.3652 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3134    1.1199    0.7417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3711    2.0783    0.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781    1.4541   -0.6195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0050    2.2633   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0757    0.0328   -0.3203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4300   -0.2479   -0.9475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2551   -0.9581    0.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4914   -0.7886    1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023   -1.3366    2.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339    0.0239    1.0728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1376   -1.0211   -0.6411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2630   -2.0902    0.4671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286   -1.7500   -1.7635 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2582    0.2850    0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2707    1.7626    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5205   -0.8379   -2.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2306    1.1263   -1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1061    1.7734    1.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109    0.5143    1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1034    2.8531    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9699    2.6499   -0.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7051    1.5486   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7454    3.1914    0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6717    1.6946    0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659    2.6377   -1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3589   -0.9143   -1.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9626    0.6440   -1.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786   -2.0170   -0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2437   -0.4650    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5366   -2.8477    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1917   -1.6606    1.4642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2257   -2.6642    0.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1490   -2.6070   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  6 18  1  0
 18 19  1  0
 18 20  1  6
 18 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 12 10  1  0
 12 17  1  1
  2  7  1  0
 11 30  1  0
 11 31  1  0
 11 32  1  0
 10 29  1  6
  9 27  1  0
  9 28  1  0
  8 25  1  0
  8 26  1  0
  7 24  1  6
  6 23  1  6
  1 21  1  0
  1 22  1  0
 19 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
M  END


  Mrv1652309042213092D          

 20 22  0  0  1  0            999 V2000
    6.3768   -0.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7857   -0.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9040    0.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340    1.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1640    1.1041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5884    0.5131    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9727   -0.2170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6415   -0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813   -0.6937    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4512   -1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1518    0.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4397   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235    0.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1547    1.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7380    1.7303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756    0.9367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7781    0.6678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2271    1.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9510    1.4745    0.0000 O   0  0  0  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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0193651

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CC[C@@H]2[C@@H](OC(=O)C2=C)[C@](C)(O)C11CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5/c1-8-4-5-10-9(2)13(17)19-12(10)14(3,18)15(8)7-6-11(16)20-15/h8,10,12,18H,2,4-7H2,1,3H3/t8-,10-,12+,14-,15?/m0/s1

> <INCHI_KEY>
IRPFOXRBPHCCTG-QBJVOLRZSA-N

> <FORMULA>
C15H20O5

> <MOLECULAR_WEIGHT>
280.32

> <EXACT_MASS>
280.131073744

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.533535315934287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,6S,8S,8aR)-8-hydroxy-6,8-dimethyl-3-methylidene-octahydrospiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

> <JCHEM_LOGP>
1.6513133303333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.886564644435737

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7232166245238085

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
69.2694

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aS,6S,8S,8aR)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3aH-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      11.903  -1.218   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.800  -0.144   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.021   1.380   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.384   2.097   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       9.639   2.061   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.565   0.958   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.282  -0.405   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.664  -1.815   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.176  -2.212   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.938  -1.295   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.576  -2.012   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.883   0.244   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.554  -0.534   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.404   0.490   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.022   1.901   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.244   3.230   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.555   1.749   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.052   1.247   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.024   2.393   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.375   2.752   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   18                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17   18                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   12                                                       
CONECT   18   12    6   19   20                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Value	Source
Psilostachyin a	MeSH

Chemical Formula

C₁₅H₂₀O₅

Average Mass

280.3200 Da

Monoisotopic Mass

280.13107 Da

IUPAC Name

(3aS,6S,8S,8aR)-8-hydroxy-6,8-dimethyl-3-methylidene-octahydrospiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

Traditional Name

(3aS,6S,8S,8aR)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3aH-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione

CAS Registry Number

Not Available

SMILES

C[C@H]1CC[C@@H]2[C@@H](OC(=O)C2=C)[C@](C)(O)C11CCC(=O)O1

InChI Identifier

InChI=1S/C15H20O5/c1-8-4-5-10-9(2)13(17)19-12(10)14(3,18)15(8)7-6-11(16)20-15/h8,10,12,18H,2,4-7H2,1,3H3/t8-,10-,12+,14-,15?/m0/s1

InChI Key

IRPFOXRBPHCCTG-QBJVOLRZSA-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
Ambrosia artemisiifolia	LOTUS Database	35616633
Ambrosia confertiflora	LOTUS Database	35616633
Ambrosia tenuifolia	LOTUS Database	35616633
Hymenoclea monogyra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Ambrosanolides and secoambrosanolides

Alternative Parents

Substituents

Secoambrosanolide
Sesquiterpenoid
Gamma butyrolactone
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
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
logP	1.65	ChemAxon
pKa (Strongest Acidic)	12.89	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.27 m³·mol⁻¹	ChemAxon
Polarizability	28.53 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

C00021194

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Psilostachyin

METLIN ID

Not Available

PubChem Compound

71586746

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ding W, Huang R, Zhou Z, He H, Li Y: Ambrosia artemisiifolia as a potential resource for management of golden apple snails, Pomacea canaliculata (Lamarck). Pest Manag Sci. 2018 Apr;74(4):944-949. doi: 10.1002/ps.4792. Epub 2018 Jan 16. [PubMed:29148613 ]
Liu J, Liu Y, Liu Y, Huang L, Wang G, Wang J, Xu X, Shi C, Huang J: Retracted: Anticancer Action of Psilostachyin-A in 5-Fluorouracil-Resistant Human Liver Carcinoma are Mediated Through Autophagy Induction, G2/M Phase Cell Cycle Arrest and Inhibiting Extracellular-Signal-Regulated Kinase/Mitogen Activated Protein Kinase (ERK/MAPK) Signaling Pathway. Med Sci Monit. 2021 Mar 25;27:e932375. doi: 10.12659/MSM.932375. [PubMed:33762569 ]
Salah M, Belghiti ME, Aitouna AO, Zeroual A, Jorio S, El Alaoui Abdellaoui H, El Hadki H, Marakchi K, Komiha N: MEDT study of the 1,3-DC reaction of diazomethane with Psilostachyin and investigation about the interactions of some pyrazoline derivatives with protease (M(pro)) of nCoV-2. J Mol Graph Model. 2021 Jan;102:107763. doi: 10.1016/j.jmgm.2020.107763. Epub 2020 Sep 24. [PubMed:33069124 ]
Liu J, Liu Y, Liu Y, Huang L, Wang G, Wang J, Xu X, Shi C, Huang J: Anticancer Action of Psilostachyin-A in 5-Fluorouracil-Resistant Human Liver Carcinoma are Mediated Through Autophagy Induction, G2/M Phase Cell Cycle Arrest and Inhibiting Extracellular-Signal-Regulated Kinase/Mitogen Activated Protein Kinase (ERK/MAPK) Signaling Pathway. Med Sci Monit. 2019 Sep 7;25:6711-6718. doi: 10.12659/MSM.916635. [PubMed:31492830 ]
Sulsen VP, Puente V, Papademetrio D, Batlle A, Martino VS, Frank FM, Lombardo ME: Mode of Action of the Sesquiterpene Lactones Psilostachyin and Psilostachyin C on Trypanosoma cruzi. PLoS One. 2016 Mar 3;11(3):e0150526. doi: 10.1371/journal.pone.0150526. eCollection 2016. [PubMed:26939119 ]
LOTUS database [Link]

Showing NP-Card for (3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione (NP0193651)

MOL for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

3D MOL for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

3D SDF for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

3D-SDF for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

PDB for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

3D PDB for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

SMILES for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

INCHI for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

Structure for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)

3D Structure for NP0193651 ((3as,6s,8s,8ar)-8-hydroxy-6,8-dimethyl-3-methylidene-tetrahydro-3ah-spiro[cyclohepta[b]furan-7,2'-oxolane]-2,5'-dione)