NP-MRD: Showing NP-Card for 4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one (NP0313785)

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Record Information

Version

2.0

Created at

2022-09-11 11:32:42 UTC

Updated at

2022-09-11 11:32:42 UTC

NP-MRD ID

NP0313785

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

Description

Unguinol belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Thus, unguinol is considered to be an aromatic polyketide. 4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one is found in Aspergillus unguis. 4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one was first documented in 2018 (PMID: 29634062). Based on a literature review a small amount of articles have been published on Unguinol (PMID: 30177651) (PMID: 34208698) (PMID: 33443509) (PMID: 31788435).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.5938   -3.6906   -0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9565   -2.3148   -0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5441   -1.3245    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8602   -1.6691    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484    0.0245    0.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9020    0.9961    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368    2.2977    0.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3919    3.2343    1.4525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2654    2.6860    0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448    4.0720    0.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3668    1.7857    0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930    0.4506   -0.1856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0208   -0.5381   -0.7224 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4119   -0.6653   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8591   -1.9640   -0.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2164   -2.2263   -0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6809   -3.5396   -0.2114 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0947   -1.1750   -0.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7005    0.1684   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6336    1.2824   -0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3555    0.3680   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0280    1.7972   -0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9685    2.4763   -1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8418    2.4027   -0.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -4.2825   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6355   -3.5872   -1.0015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337   -4.1855    0.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385   -2.1580   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9009   -1.2074    1.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8837   -2.7591    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7038   -1.2683    0.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9007    0.6732    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053    4.1930    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1965    4.2760    0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5008    4.7162    0.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875    4.3946    1.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1545   -2.7871   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466   -4.0861   -1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1642   -1.3408   -0.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4999    2.0282    0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0543    1.6481   -1.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5908    0.7980    0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 12  5  1  0
 21 14  1  0
 24 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
M  END

  Mrv1652309112213322D          

 24 26  0  0  0  0            999 V2000
    2.9304   -0.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139    0.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    0.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5071   -0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0859    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8742    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461    2.4305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6366    3.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7378    1.3430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    1.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6014    1.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    0.8219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178    2.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    2.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8390    3.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109    2.5053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3253    3.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9673    3.8936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503    3.1503    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 11 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0313785

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C1=CC(O)=C(C)C2=C1OC1=CC(O)=CC(C)=C1C(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O5/c1-5-9(2)13-8-14(21)11(4)17-18(13)23-15-7-12(20)6-10(3)16(15)19(22)24-17/h5-8,20-21H,1-4H3/b9-5+

> <INCHI_KEY>
ZPPIKBUIYSSQEH-WEVVVXLNSA-N

> <FORMULA>
C19H18O5

> <MOLECULAR_WEIGHT>
326.348

> <EXACT_MASS>
326.11542368

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.1360830424686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2E)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

> <JCHEM_LOGP>
4.804166398666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.627750177669919

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.213145015126162

> <JCHEM_PKA_STRONGEST_BASIC>
-3.787602542312546

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
91.72969999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2E)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

> <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       5.470  -1.329   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.813   0.172   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.284   0.626   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.413  -0.421   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.627   2.128   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.099   2.582   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.441   4.083   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.913   4.537   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.312   5.130   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.655   6.632   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.841   4.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.498   3.175   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.111   2.507   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.723   3.175   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.594   2.128   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.123   2.582   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.006   1.534   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.780   4.083   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.909   5.130   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.566   6.632   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.380   4.677   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.341   5.881   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.672   7.268   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.881   5.881   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   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   24                                                  
CONECT   12   11    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   11                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈O₅

Average Mass

326.3480 Da

Monoisotopic Mass

326.11542 Da

IUPAC Name

4-[(2E)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

Traditional Name

4-[(2E)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C1=CC(O)=C(C)C2=C1OC1=CC(O)=CC(C)=C1C(=O)O2

InChI Identifier

InChI=1S/C19H18O5/c1-5-9(2)13-8-14(21)11(4)17-18(13)23-15-7-12(20)6-10(3)16(15)19(22)24-17/h5-8,20-21H,1-4H3/b9-5+

InChI Key

ZPPIKBUIYSSQEH-WEVVVXLNSA-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
Aspergillus unguis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
Diaryl ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Phenol
Benzenoid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.8	ChemAxon
pKa (Strongest Acidic)	8.21	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.73 m³·mol⁻¹	ChemAxon
Polarizability	34.14 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

Not Available

Chemspider ID

10394065

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14131420

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Morshed MT, Vuong D, Crombie A, Lacey AE, Karuso P, Lacey E, Piggott AM: Expanding antibiotic chemical space around the nidulin pharmacophore. Org Biomol Chem. 2018 Apr 25;16(16):3038-3051. doi: 10.1039/c8ob00545a. [PubMed:29634062 ]
Yang WC, Bao HY, Liu YY, Nie YY, Yang JM, Hong PZ, Zhang Y: Depsidone Derivatives and a Cyclopeptide Produced by Marine Fungus Aspergillus unguis under Chemical Induction and by Its Plasma Induced Mutant. Molecules. 2018 Sep 3;23(9):2245. doi: 10.3390/molecules23092245. [PubMed:30177651 ]
Nguyen HT, Morshed MT, Vuong D, Crombie A, Lacey E, Garg S, Pi H, Woolford L, Venter H, Page SW, Piggott AM, Trott DJ, Ogunniyi AD: Evaluation of Benzguinols as Next-Generation Antibiotics for the Treatment of Multidrug-Resistant Bacterial Infections. Antibiotics (Basel). 2021 Jun 16;10(6):727. doi: 10.3390/antibiotics10060727. [PubMed:34208698 ]
Morshed MT, Nguyen HT, Vuong D, Crombie A, Lacey E, Ogunniyi AD, Page SW, Trott DJ, Piggott AM: Semisynthesis and biological evaluation of a focused library of unguinol derivatives as next-generation antibiotics. Org Biomol Chem. 2021 Feb 7;19(5):1022-1036. doi: 10.1039/d0ob02460k. Epub 2021 Jan 14. [PubMed:33443509 ]
Zwartsen A, Chottanapund S, Kittakoop P, Navasumrit P, Ruchirawat M, Van Duursen MBM, Van den Berg M: Evaluation of anti-tumour properties of two depsidones - Unguinol and Aspergillusidone D - in triple-negative MDA-MB-231 breast tumour cells. Toxicol Rep. 2019 Oct 20;6:1216-1222. doi: 10.1016/j.toxrep.2019.10.012. eCollection 2019. [PubMed:31788435 ]
LOTUS database [Link]

Showing NP-Card for 4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one (NP0313785)

MOL for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D MOL for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D SDF for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D-SDF for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

PDB for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D PDB for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

SMILES for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

INCHI for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

Structure for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D Structure for NP0313785 (4-[(2e)-but-2-en-2-yl]-6,14-dihydroxy-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)