NP-MRD: Showing NP-Card for verrucosin E (NP0351023)

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Record Information

Version

2.0

Created at

2025-05-16 00:49:07 UTC

Updated at

2025-07-31 00:37:11 UTC

NP-MRD ID

NP0351023

Natural Product DOI

https://doi.org/10.57994/4010

Secondary Accession Numbers

None

Natural Product Identification

Common Name

verrucosin E

Description

Based on a literature review very few articles have been published on verrucosin E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02262303142D          

 33 36  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
    6.2161    1.0902    0.0000 C   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
  3  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  1  0  0  0
  2  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 20 31  1  0  0  0  0
 28 32  2  0  0  0  0
 27 33  1  0  0  0  0
M  END


  Mrv2104 02262303142D          

 33 36  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
    6.2161    1.0902    0.0000 C   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
  3  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  9  8  1  1  0  0  0
  2  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 20 31  1  0  0  0  0
 28 32  2  0  0  0  0
 27 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@@H]2CC[C@H](C)C[C@H](C)C[C@H](C)[C@]3(O)OC4=CC(=O)C(O)=C([C@@H](O2)[C@H]1C)C4=C3SC

> <INCHI_IDENTIFIER>
InChI=1S/C26H38O6S/c1-13-7-8-17-11-19(30-5)16(4)24(31-17)22-21-20(12-18(27)23(22)28)32-26(29,25(21)33-6)15(3)10-14(2)9-13/h12-17,19,24,28-29H,7-11H2,1-6H3/t13-,14-,15-,16-,17-,19-,24-,26-/m0/s1

> <INCHI_KEY>
BISJSORRKHAAPE-REYZPYFSSA-N

> <FORMULA>
C26H38O6S

> <MOLECULAR_WEIGHT>
478.64

> <EXACT_MASS>
478.238910118

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
52.370232606184494

> <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-19-methoxy-10,12,14,20-tetramethyl-8-(methylsulfanyl)-21,22-dioxatetracyclo[15.3.1.1^{6,9}.0^{2,7}]docosa-2,5,7-trien-4-one

> <JCHEM_LOGP>
3.689799429333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.219294491437735

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.656674678990663

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8331824982261034

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
133.5759

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

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

> <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      11.603   2.035   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.889   3.490   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.532   4.218   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.223   3.406   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.271   1.867   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.483   5.757   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.126   6.485   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.077   8.024   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.386   8.836   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.720   8.752   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.411   7.940   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.054   8.668   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.460   6.401   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.151   5.589   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.794   6.317   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.200   4.050   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.711   4.446   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.557   3.322   0.000  0.00  0.00           C+0
HETATM   23  S   UNK     0       4.866   4.134   0.000  0.00  0.00           S+0
HETATM   24  C   UNK     0       4.817   5.673   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.605   1.783   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.963   1.055   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.698  -0.462   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.252  -0.991   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.070  -0.004   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.335   1.513   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.384   2.725   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       2.988  -2.509   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.880  -1.449   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    2   26                                                  
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   31                                             
CONECT   21   20                                                            
CONECT   22   20   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   30                                                  
CONECT   26   25    9   27                                                  
CONECT   27   26   28   33                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   25   31                                                  
CONECT   31   30   20                                                       
CONECT   32   28                                                            
CONECT   33   27                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₈O₆S

Average Mass

478.6400 Da

Monoisotopic Mass

478.23891 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@@H]2CC[C@H](C)C[C@H](C)C[C@H](C)[C@]3(O)OC4=CC(=O)C(O)=C([C@@H](O2)[C@H]1C)C4=C3SC

InChI Identifier

InChI=1S/C26H38O6S/c1-13-7-8-17-11-19(30-5)16(4)24(31-17)22-21-20(12-18(27)23(22)28)32-26(29,25(21)33-6)15(3)10-14(2)9-13/h12-17,19,24,28-29H,7-11H2,1-6H3/t13-,14-,15-,16-,17-,19-,24-,26-/m0/s1

InChI Key

BISJSORRKHAAPE-REYZPYFSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 126 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
1D NMR	¹H NMR Spectrum (1D, 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
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	3.69	ChemAxon
pKa (Strongest Acidic)	8.66	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	133.58 m³·mol⁻¹	ChemAxon
Polarizability	52.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 E (NP0351023)

MOL for NP0351023 (verrucosin E)

3D MOL for NP0351023 (verrucosin E)

3D SDF for NP0351023 (verrucosin E)

3D-SDF for NP0351023 (verrucosin E)

PDB for NP0351023 (verrucosin E)

3D PDB for NP0351023 (verrucosin E)

SMILES for NP0351023 (verrucosin E)

INCHI for NP0351023 (verrucosin E)

Structure for NP0351023 (verrucosin E)

3D Structure for NP0351023 (verrucosin E)