NP-MRD: Showing NP-Card for Dryinone B (NP0351194)

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Record Information

Version

2.0

Created at

2025-06-28 09:48:39 UTC

Updated at

2025-12-20 00:38:07 UTC

NP-MRD ID

NP0351194

Natural Product DOI

https://doi.org/10.57994/4184

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dryinone B

Description

Based on a literature review very few articles have been published on Dryinone B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01022302582D          

 34 37  0  0  0  0            999 V2000
    3.4165    2.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703    1.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    0.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823    0.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    0.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5313    1.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801    1.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    2.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022    2.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    2.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    2.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612    3.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    3.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834    3.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296    3.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886    2.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5457    1.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674    1.1911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8428    0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    0.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398   -0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9614   -0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4369   -0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906   -1.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2690   -1.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7936   -0.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -0.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720   -0.9063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750   -0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1995    0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -0.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  3 18  1  0  0  0  0
  2 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 19 32  2  0  0  0  0
 32 33  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END


  Mrv2104 01022302582D          

 34 37  0  0  0  0            999 V2000
    3.4165    2.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0703    1.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2487    1.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025    0.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1823    0.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3729    0.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    1.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5313    1.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801    1.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3712    2.5396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4022    2.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    2.0507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    2.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612    3.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643    3.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4834    3.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8296    3.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0886    2.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5457    1.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674    1.1911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8428    0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    0.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1398   -0.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9614   -0.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4369   -0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906   -1.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2690   -1.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7936   -0.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -0.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9720   -0.9063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750   -0.3066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1995    0.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3779    0.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -0.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  3 18  1  0  0  0  0
  2 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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 19 32  2  0  0  0  0
 32 33  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0351194

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C1=C\C(O)C(O)C2=CC(OC2=O)C2=C(C1)C(=O)C(NC(CC1=CC=CC=C1)C(O)=O)=CC2=O

> <INCHI_IDENTIFIER>
InChI=1/C25H23NO8/c1-12-7-14-21(20-10-15(25(33)34-20)23(30)19(28)8-12)18(27)11-16(22(14)29)26-17(24(31)32)9-13-5-3-2-4-6-13/h2-6,8,10-11,17,19-20,23,26,28,30H,7,9H2,1H3,(H,31,32)/b12-8-

> <INCHI_KEY>
ULZHMBRIIBJDTM-WQLSENKSNA-N

> <FORMULA>
C25H23NO8

> <MOLECULAR_WEIGHT>
465.458

> <EXACT_MASS>
465.142366705

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.192649593385894

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[(9Z)-11,12-dihydroxy-9-methyl-3,6,14-trioxo-15-oxatricyclo[11.2.1.0^{2,7}]hexadeca-2(7),4,9,13(16)-tetraen-5-yl]amino}-3-phenylpropanoic acid

> <JCHEM_LOGP>
1.626382063

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.793492868753124

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9880835774037426

> <JCHEM_PKA_STRONGEST_BASIC>
-3.349299332384579

> <JCHEM_POLAR_SURFACE_AREA>
150.23000000000002

> <JCHEM_REFRACTIVITY>
122.25049999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(9Z)-11,12-dihydroxy-9-methyl-3,6,14-trioxo-15-oxatricyclo[11.2.1.0^{2,7}]hexadeca-2(7),4,9,13(16)-tetraen-5-yl]amino}-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-JAN-23         0                                  
HETATM    1  O   UNK     0       6.378   4.740   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.731   3.343   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.198   3.203   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.551   1.806   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.207   1.055   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.696   0.756   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.055   2.100   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.992   3.230   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.390   2.584   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.693   4.741   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.751   3.795   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.290   3.828   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.105   5.192   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.234   6.239   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.240   5.943   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.769   5.761   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.415   7.159   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.899   4.714   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.619   2.084   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       8.152   2.223   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       9.040   0.965   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.574   1.104   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.461  -0.155   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.995  -0.015   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.882  -1.274   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.236  -2.672   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.702  -2.811   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.815  -1.552   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.394  -0.433   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.281  -1.692   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.860  -0.572   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.972   0.686   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.439   0.547   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.793  -0.851   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   33                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    3                                                       
CONECT   19    2   20   32                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   21   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   19   33                                                       
CONECT   33   32    4   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₃NO₈

Average Mass

465.4580 Da

Monoisotopic Mass

465.14237 Da

IUPAC Name

2-{[(9Z)-11,12-dihydroxy-9-methyl-3,6,14-trioxo-15-oxatricyclo[11.2.1.0^{2,7}]hexadeca-2(7),4,9,13(16)-tetraen-5-yl]amino}-3-phenylpropanoic acid

Traditional Name

2-{[(9Z)-11,12-dihydroxy-9-methyl-3,6,14-trioxo-15-oxatricyclo[11.2.1.0^{2,7}]hexadeca-2(7),4,9,13(16)-tetraen-5-yl]amino}-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

C\C1=C\C(O)C(O)C2=CC(OC2=O)C2=C(C1)C(=O)C(NC(CC1=CC=CC=C1)C(O)=O)=CC2=O

InChI Identifier

InChI=1/C25H23NO8/c1-12-7-14-21(20-10-15(25(33)34-20)23(30)19(28)8-12)18(27)11-16(22(14)29)26-17(24(31)32)9-13-5-3-2-4-6-13/h2-6,8,10-11,17,19-20,23,26,28,30H,7,9H2,1H3,(H,31,32)/b12-8-

InChI Key

ULZHMBRIIBJDTM-WQLSENKSNA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
HMBC NMR	[¹H, ¹⁵N] NMR Spectrum (2D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, CD3OD, experimental)	Not Available	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 176.1, CD₃OD, simulated)	[email protected]	Justus Liebig University Giessen	Niklas Broel	2025-06-28	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Pleurotus dryinus		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	1.63	ChemAxon
pKa (Strongest Acidic)	3.99	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.25 m³·mol⁻¹	ChemAxon
Polarizability	46.19 Å³	ChemAxon
Number of Rings	4	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

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 Dryinone B (NP0351194)

MOL for NP0351194 (Dryinone B)

3D MOL for NP0351194 (Dryinone B)

3D SDF for NP0351194 (Dryinone B)

3D-SDF for NP0351194 (Dryinone B)

PDB for NP0351194 (Dryinone B)

3D PDB for NP0351194 (Dryinone B)

SMILES for NP0351194 (Dryinone B)

INCHI for NP0351194 (Dryinone B)

Structure for NP0351194 (Dryinone B)

3D Structure for NP0351194 (Dryinone B)