NP-MRD: Showing NP-Card for verrucosin C (NP0351021)

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Record Information

Version

2.0

Created at

2025-05-16 00:47:13 UTC

Updated at

2025-07-31 00:37:04 UTC

NP-MRD ID

NP0351021

Natural Product DOI

https://doi.org/10.57994/4008

Secondary Accession Numbers

None

Natural Product Identification

Common Name

verrucosin C

Description

Based on a literature review a small amount of articles have been published on verrucosin C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02262303122D          

 37 40  0  0  1  0            999 V2000
    4.1127   -0.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867    0.6104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7879    1.0452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5150    0.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5409   -0.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2680   -0.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2940   -1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9692   -0.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8398   -0.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7619    1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0348    2.2596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3337    1.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    1.0002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0088    3.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    3.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    4.2986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9569    4.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286    4.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8275    4.2536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1004    4.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535    3.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524    2.9942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4253    3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783    2.1696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3811    2.3818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9054    1.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    2.2146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    3.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314    0.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585    0.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7423   -0.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092   -0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2508    0.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415    1.4597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6007   -1.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -0.7763    0.0000 O   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  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  3 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
  2 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 32 36  2  0  0  0  0
 31 37  1  0  0  0  0
M  END


  Mrv2104 02262303122D          

 37 40  0  0  1  0            999 V2000
    4.1127   -0.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0867    0.6104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7879    1.0452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5150    0.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5409   -0.1692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2680   -0.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2940   -1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9692   -0.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8398   -0.6040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7619    1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0348    2.2596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3337    1.8248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    1.0002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0088    3.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2817    3.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    4.2986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9569    4.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5286    4.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8275    4.2536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1004    4.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535    3.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524    2.9942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4253    3.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783    2.1696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3811    2.3818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9054    1.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    2.2146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5806    3.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9314    0.9552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585    0.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7423   -0.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092   -0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2508    0.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415    1.4597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6007   -1.3439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -0.7763    0.0000 O   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  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  3 10  1  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  1  0  0  0
 13 12  1  1  0  0  0
  2 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 30  1  0  0  0  0
 13 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 34 35  1  0  0  0  0
 24 35  1  0  0  0  0
 32 36  2  0  0  0  0
 31 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351021

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CSC1=C2C3=CC(=O)C(O)=C2[C@H]2O[C@H](C[C@H](OC(=O)C(C)C)[C@@H]2C)CC[C@H](C)C[C@H](C)C[C@H](C)[C@]1(O)O3

> <INCHI_IDENTIFIER>
InChI=1S/C29H42O7S/c1-14(2)28(32)35-21-12-19-9-8-15(3)10-16(4)11-17(5)29(33)27(37-7)23-22(36-29)13-20(30)25(31)24(23)26(34-19)18(21)6/h13-19,21,26,31,33H,8-12H2,1-7H3/t15-,16-,17-,18-,19-,21-,26-,29-/m0/s1

> <INCHI_KEY>
QVEPGCNQPTVWQG-IRXVKBIASA-N

> <FORMULA>
C29H42O7S

> <MOLECULAR_WEIGHT>
534.71

> <EXACT_MASS>
534.265124866

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
58.294880985536714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,9S,10S,12S,14S,17S,19S,20S)-3,9-dihydroxy-10,12,14,20-tetramethyl-8-(methylsulfanyl)-4-oxo-21,22-dioxatetracyclo[15.3.1.1^{6,9}.0^{2,7}]docosa-2,5,7-trien-19-yl 2-methylpropanoate

> <JCHEM_LOGP>
4.731320461333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.219102282398202

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.623935717241102

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9550801744331854

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
147.1776

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,10S,12S,14S,17S,19S,20S)-3,9-dihydroxy-10,12,14,20-tetramethyl-8-(methylsulfanyl)-4-oxo-21,22-dioxatetracyclo[15.3.1.1^{6,9}.0^{2,7}]docosa-2,5,7-trien-19-yl 2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-FEB-23         0                                  
HETATM    1  C   UNK     0       7.677  -0.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.629   1.139   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.937   1.951   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.295   1.223   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.343  -0.316   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.700  -1.043   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.749  -2.583   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.009  -0.232   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.034  -1.127   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.889   3.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.532   4.218   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.223   3.406   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.271   1.867   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.483   5.757   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.126   6.485   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.077   8.024   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.386   8.836   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.720   8.752   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.411   7.940   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.054   8.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.460   6.401   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.151   5.589   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.794   6.317   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.200   4.050   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.711   4.446   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.557   3.322   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0       4.866   4.134   0.000  0.00  0.00           S+0
HETATM   28  C   UNK     0       4.817   5.673   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.605   1.783   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.963   1.055   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.698  -0.462   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.252  -0.991   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.070  -0.004   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.335   1.513   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       1.384   2.725   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.988  -2.509   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       5.880  -1.449   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    2   30                                                  
CONECT   14   11   15                                                       
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   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   35                                             
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   34                                                  
CONECT   30   29   13   31                                                  
CONECT   31   30   32   37                                                  
CONECT   32   31   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29   35                                                  
CONECT   35   34   24                                                       
CONECT   36   32                                                            
CONECT   37   31                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₂O₇S

Average Mass

534.7100 Da

Monoisotopic Mass

534.26512 Da

IUPAC Name

(1S,9S,10S,12S,14S,17S,19S,20S)-3,9-dihydroxy-10,12,14,20-tetramethyl-8-(methylsulfanyl)-4-oxo-21,22-dioxatetracyclo[15.3.1.1^{6,9}.0^{2,7}]docosa-2,5,7-trien-19-yl 2-methylpropanoate

Traditional Name

(1S,9S,10S,12S,14S,17S,19S,20S)-3,9-dihydroxy-10,12,14,20-tetramethyl-8-(methylsulfanyl)-4-oxo-21,22-dioxatetracyclo[15.3.1.1^{6,9}.0^{2,7}]docosa-2,5,7-trien-19-yl 2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CSC1=C2C3=CC(=O)C(O)=C2[C@H]2O[C@H](C[C@H](OC(=O)C(C)C)[C@@H]2C)CC[C@H](C)C[C@H](C)C[C@H](C)[C@]1(O)O3

InChI Identifier

InChI=1S/C29H42O7S/c1-14(2)28(32)35-21-12-19-9-8-15(3)10-16(4)11-17(5)29(33)27(37-7)23-22(36-29)13-20(30)25(31)24(23)26(34-19)18(21)6/h13-19,21,26,31,33H,8-12H2,1-7H3/t15-,16-,17-,18-,19-,21-,26-,29-/m0/s1

InChI Key

QVEPGCNQPTVWQG-IRXVKBIASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	darren.holland@uwa.edu.au	Not Available	Darren Holland	2025-05-16	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	darren.holland@uwa.edu.au	Not Available	Darren Holland	2025-05-16	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	darren.holland@uwa.edu.au	Not Available	Darren Holland	2025-05-16	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	darren.holland@uwa.edu.au	Not Available	Darren Holland	2025-05-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	darren.holland@uwa.edu.au	Not Available	Darren Holland	2025-05-16	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	darren.holland@uwa.edu.au	Not Available	Darren Holland	2025-05-16	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Verrucosispora sp		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
logP	4.73	ChemAxon
pKa (Strongest Acidic)	8.62	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	147.18 m³·mol⁻¹	ChemAxon
Polarizability	58.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for verrucosin C (NP0351021)

MOL for NP0351021 (verrucosin C)

3D MOL for NP0351021 (verrucosin C)

3D SDF for NP0351021 (verrucosin C)

3D-SDF for NP0351021 (verrucosin C)

PDB for NP0351021 (verrucosin C)

3D PDB for NP0351021 (verrucosin C)

SMILES for NP0351021 (verrucosin C)

INCHI for NP0351021 (verrucosin C)

Structure for NP0351021 (verrucosin C)

3D Structure for NP0351021 (verrucosin C)