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Showing NP-Card for Eupeniacetal A (NP0331477)

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Record Information
Version2.0
Created at2023-01-30 20:00:54 UTC
Updated at2024-09-03 04:15:51 UTC
NP-MRD IDNP0331477
Natural Product DOIhttps://doi.org/10.57994/0428
Secondary Accession NumbersNone
Natural Product Identification
Common NameEupeniacetal A
DescriptionEupeniacetal A belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Eupeniacetal A was first documented in 2023 (PMID: 36526742). Based on a literature review very few articles have been published on Eupeniacetal A.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0331477 (Eupeniacetal A)


  Mrv1652301302321002D          

 38 42  0  0  1  0            999 V2000
    4.5217    0.8030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572    1.2919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5860    1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5539    2.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    1.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9251    1.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7223    1.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9371    0.9251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3546    0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311   -0.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0071   -0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3048    2.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5574    0.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441   -0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    0.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4927   -0.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268    0.2073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6094   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871   -0.4876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -1.2586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.0182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006    0.7445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6217    1.2133    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962    0.3150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9406   -0.1858    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8721    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8523    1.5350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0435    1.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5018    1.9914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2200    0.5905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516    2.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567    1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075    2.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4527    1.5554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4899    2.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2310    1.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  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  1  0  0  0  0
  7 12  2  0  0  0  0
  5 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  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
 18 22  1  1  0  0  0
 18 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 28 33  1  1  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
 23 36  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END
Download

3D MOL for NP0331477 (Eupeniacetal A)

Download
3D SDF for NP0331477 (Eupeniacetal A)

  Mrv1652301302321002D          

 38 42  0  0  1  0            999 V2000
    4.5217    0.8030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572    1.2919    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5860    1.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5539    2.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3426    1.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9251    1.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7223    1.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9371    0.9251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3546    0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311   -0.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0071   -0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3048    2.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5574    0.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0685   -0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2441   -0.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7050    0.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4927   -0.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268    0.2073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6094   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7871   -0.4876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -1.2586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.0182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006    0.7445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6217    1.2133    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5962    0.3150    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9406   -0.1858    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8721    0.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8523    1.5350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0435    1.3723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5018    1.9914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106    1.8287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2200    0.5905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516    2.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5567    1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075    2.7880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4527    1.5554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4899    2.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2310    1.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  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  1  0  0  0  0
  7 12  2  0  0  0  0
  5 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  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
 18 22  1  1  0  0  0
 18 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  2  0  0  0  0
 28 33  1  1  0  0  0
 28 34  1  0  0  0  0
 34 35  2  0  0  0  0
 23 36  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331477

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12OC(=O)[C@]3([H])[C@@]1([H])[C@@](C)(C[C@@]1([H])C(C)=C4CC(=O)OC(C)(C)C4=CC[C@]31C)C(=O)[C@](C)(O2)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O8/c1-12-13-10-16(27)33-23(2,3)14(13)8-9-24(4)15(12)11-25(5)18-17(24)19(28)32-20(18)34-26(6,21(25)29)22(30)31-7/h8,15,17-18,20H,9-11H2,1-7H3/t15-,17-,18+,20+,24-,25+,26-/m0/s1

> <INCHI_KEY>
ZZHZJRNCLIOQGM-MYPKQCFASA-N

> <FORMULA>
C26H32O8

> <MOLECULAR_WEIGHT>
472.534

> <EXACT_MASS>
472.20971799

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
48.65467026200824

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,2S,12R,14R,16S,18S,21S)-2,6,6,11,14,16-hexamethyl-8,15,20-trioxo-7,17,19-trioxapentacyclo[12.6.1.0^{2,12}.0^{5,10}.0^{18,21}]henicosa-4,10-diene-16-carboxylate

> <JCHEM_LOGP>
2.9856494683333317

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.48640353155052

> <JCHEM_POLAR_SURFACE_AREA>
105.19999999999999

> <JCHEM_REFRACTIVITY>
120.04389999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,12R,14R,16S,18S,21S)-2,6,6,11,14,16-hexamethyl-8,15,20-trioxo-7,17,19-trioxapentacyclo[12.6.1.0^{2,12}.0^{5,10}.0^{18,21}]henicosa-4,10-diene-16-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0331477 (Eupeniacetal A)
Download
PDB for NP0331477 (Eupeniacetal A)
HEADER    PROTEIN                                 30-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JAN-23         0                                  
HETATM    1  H   UNK     0       8.441   1.499   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       7.200   2.411   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.560   3.133   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.501   4.672   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.973   2.519   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.060   3.610   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.548   3.214   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.949   1.727   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      11.862   0.636   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.125  -0.245   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.213  -0.760   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      13.636   4.304   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.374   1.033   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.461  -0.208   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.922  -0.268   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.916   0.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.520  -0.590   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.463   0.387   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.871  -1.034   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.336  -0.910   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.673  -2.349   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       5.747   1.901   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       4.294   1.390   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       3.027   2.265   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       2.980   0.588   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       1.756  -0.347   0.000  0.00  0.00           H+0
HETATM   27  O   UNK     0       1.628   1.326   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.591   2.865   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.081   2.562   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.937   3.717   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.446   3.414   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.411   1.102   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.030   4.299   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.906   3.667   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.814   5.204   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.578   2.903   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.648   4.442   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.031   3.414   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16   38                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11   13                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7                                                            
CONECT   13    5    9   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    2   15   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19   22   23                                             
CONECT   19   18   20   21                                                  
CONECT   20   19   25                                                       
CONECT   21   19                                                            
CONECT   22   18                                                            
CONECT   23   18   24   25   36                                             
CONECT   24   23                                                            
CONECT   25   23   20   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   33   34                                             
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29                                                            
CONECT   33   28                                                            
CONECT   34   28   35   36                                                  
CONECT   35   34                                                            
CONECT   36   23   34   37   38                                             
CONECT   37   36                                                            
CONECT   38   36    2                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

Download
3D PDB for NP0331477 (Eupeniacetal A)
Download
SMILES for NP0331477 (Eupeniacetal A)
[H][C@]12OC(=O)[C@]3([H])[C@@]1([H])[C@@](C)(C[C@@]1([H])C(C)=C4CC(=O)OC(C)(C)C4=CC[C@]31C)C(=O)[C@](C)(O2)C(=O)OC
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INCHI for NP0331477 (Eupeniacetal A)
InChI=1S/C26H32O8/c1-12-13-10-16(27)33-23(2,3)14(13)8-9-24(4)15(12)11-25(5)18-17(24)19(28)32-20(18)34-26(6,21(25)29)22(30)31-7/h8,15,17-18,20H,9-11H2,1-7H3/t15-,17-,18+,20+,24-,25+,26-/m0/s1
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SynonymsNot Available
Chemical FormulaC26H32O8
Average Mass472.5340 Da
Monoisotopic Mass472.20972 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
[H][C@]12OC(=O)[C@]3([H])[C@@]1([H])[C@@](C)(C[C@@]1([H])C(C)=C4CC(=O)OC(C)(C)C4=CC[C@]31C)C(=O)[C@](C)(O2)C(=O)OC
InChI Identifier
InChI=1S/C26H32O8/c1-12-13-10-16(27)33-23(2,3)14(13)8-9-24(4)15(12)11-25(5)18-17(24)19(28)32-20(18)34-26(6,21(25)29)22(30)31-7/h8,15,17-18,20H,9-11H2,1-7H3/t15-,17-,18+,20+,24-,25+,26-/m0/s1
InChI KeyZZHZJRNCLIOQGM-MYPKQCFASA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCL3, experimental)hyeriku@gmail.comNot AvailableNot Available2024-05-11View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
sp. SSW03M2 GY
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassFuropyrans  
Sub ClassNot Available
Direct ParentFuropyrans  
Alternative Parents
Substituents
  • Tricarboxylic acid or derivatives
    • 

  • Furopyran
    • 

  • Delta_valerolactone
    • 

  • Delta valerolactone
    • 

  • Pyran
    • 

  • Oxane
    • 

  • Gamma butyrolactone
    • 

  • Methyl ester
    • 

  • Tetrahydrofuran
    • 

  • Furan
    • 

  • Lactone
    • 

  • Ketone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Acetal
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID64808906  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound145990227  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Ku H, Lee Y, Lee S, Lee JW, Kang HS, Joo HS, Shim SH: New meroterpenoids from a soil-derived fungus Penicillium sp. SSW03M2 GY and their anti-virulence activity. J Antibiot (Tokyo). 2023 Feb;76(2):57-64. doi: 10.1038/s41429-022-00587-7. Epub  2022 Dec 16. [PubMed:36526742  ]