NP-MRD: Showing NP-Card for Berkeleypenostatin F (NP0353719)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2026-02-24 22:00:02 UTC

Updated at

2026-02-25 00:02:13 UTC

NP-MRD ID

NP0353719

Natural Product DOI

https://doi.org/10.57994/8258

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Berkeleypenostatin F

Description

Berkeleypenostatin F was first documented in 2021 (PMID: 33957049).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03252319122D          

 39 42  0  0  1  0            999 V2000
   -6.4302    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6018    1.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4222    1.1693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7578    1.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    0.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6597    0.4548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0722   -0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8972   -0.2596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3097   -0.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8972   -1.6886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3097    0.4548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1347    0.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8972    1.1693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3097    1.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0722    1.1693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6597    1.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 26 25  1  0  0  0  0
 26  2  1  0  0  0  0
 26 10  1  0  0  0  0
 26 27  1  6  0  0  0
  4 28  1  6  0  0  0
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 34 31  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 29  1  0  0  0  0
 38 39  1  1  0  0  0
M  END


  Mrv2104 03252319122D          

 39 42  0  0  1  0            999 V2000
   -6.4302    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6018    1.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4222    1.1693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7578    1.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8347    0.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6597    0.4548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0722   -0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8972   -0.2596    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3097   -0.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8972   -1.6886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3097    0.4548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1347    0.4548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8972    1.1693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3097    1.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0722    1.1693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6597    1.8838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 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
 21 22  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 26 25  1  0  0  0  0
 26  2  1  0  0  0  0
 26 10  1  0  0  0  0
 26 27  1  6  0  0  0
  4 28  1  6  0  0  0
 29 28  1  6  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 34 31  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 29  1  0  0  0  0
 38 39  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0353719

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@@H](CC1=CC(=O)[C@]1(O)O[C@@H](\C=C\CCCCCCC)C(C)=C[C@@]21[H])O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O9/c1-3-4-5-6-7-8-9-10-21-16(2)11-20-19-14-18(12-17(19)13-23(30)28(20,34)37-21)35-27-26(33)25(32)24(31)22(15-29)36-27/h9-11,13,18-22,24-27,29,31-34H,3-8,12,14-15H2,1-2H3/b10-9+/t18-,19-,20+,21+,22-,24-,25+,26-,27-,28-/m1/s1

> <INCHI_KEY>
HVSCBXKUDRKNQZ-IAQOVXSQSA-N

> <FORMULA>
C28H42O9

> <MOLECULAR_WEIGHT>
522.635

> <EXACT_MASS>
522.282882932

$$$$

HEADER    PROTEIN                                 25-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAR-23         0                                  
HETATM    1  H   UNK     0     -12.003   5.390   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0     -12.003   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.323   2.344   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.855   2.183   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.481   3.590   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.337   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -13.337   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.003   6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -12.003   8.470   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -10.669   6.160   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -10.669   7.700   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -9.336   6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -8.002   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.336   3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669   4.620   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0     -10.669   3.080   0.000  0.00  0.00           H+0
HETATM   28  O   UNK     0     -14.625   0.849   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -16.165   0.849   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -16.935  -0.485   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -18.475  -0.485   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.245  -1.818   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -18.475  -3.152   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -19.245   0.849   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -20.785   0.849   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0     -18.475   2.183   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -19.245   3.516   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -16.935   2.183   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -16.165   3.516   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6   26                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   26                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   13   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    2   10   27                                             
CONECT   27   26                                                            
CONECT   28    4   29                                                       
CONECT   29   28   30   38                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   29   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₂O₉

Average Mass

522.6350 Da

Monoisotopic Mass

522.28288 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@@H](CC1=CC(=O)[C@]1(O)O[C@@H](\C=C\CCCCCCC)C(C)=C[C@@]21[H])O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C28H42O9/c1-3-4-5-6-7-8-9-10-21-16(2)11-20-19-14-18(12-17(19)13-23(30)28(20,34)37-21)35-27-26(33)25(32)24(31)22(15-29)36-27/h9-11,13,18-22,24-27,29,31-34H,3-8,12,14-15H2,1-2H3/b10-9+/t18-,19-,20+,21+,22-,24-,25+,26-,27-,28-/m1/s1

InChI Key

HVSCBXKUDRKNQZ-IAQOVXSQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400.0, Methanol-d4, simulated)	[email protected]	Not Available	Not Available	2026-02-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.0, Methanol-d4, simulated)	[email protected]	Not Available	Not Available	2026-02-24	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Co-culture 'Penicillium fuscum' & 'Penicillium camembertii/clavigerum'		Not Available

Chemical Taxonomy

Classification

Not classified

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

Not Available

References

General References

Showing NP-Card for Berkeleypenostatin F (NP0353719)

MOL for NP0353719 (Berkeleypenostatin F)

3D MOL for NP0353719 (Berkeleypenostatin F)

3D SDF for NP0353719 (Berkeleypenostatin F)

3D-SDF for NP0353719 (Berkeleypenostatin F)

PDB for NP0353719 (Berkeleypenostatin F)

3D PDB for NP0353719 (Berkeleypenostatin F)

SMILES for NP0353719 (Berkeleypenostatin F)

INCHI for NP0353719 (Berkeleypenostatin F)

Structure for NP0353719 (Berkeleypenostatin F)

3D Structure for NP0353719 (Berkeleypenostatin F)