NP-MRD: Showing NP-Card for Discorhabdophenone B (NP0351382)

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Record Information

Version

2.0

Created at

2025-07-31 02:12:43 UTC

Updated at

2026-01-03 23:35:19 UTC

NP-MRD ID

NP0351382

Natural Product DOI

https://doi.org/10.57994/4423

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Discorhabdophenone B

Description

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

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02032319232D          

 35 42  0  0  1  0            999 V2000
    4.8021    2.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    2.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569    1.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1918    1.6176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5436    0.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542    0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6265   -0.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4371   -0.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7094   -1.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1712   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4435   -2.4081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3606   -1.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0882   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8924    1.3322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2270    0.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    0.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893   -0.4969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1201   -0.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    1.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    0.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    0.5400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6799    1.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    1.8040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1174    2.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7468    1.1148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375   -0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7121   -1.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5555   -1.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.8397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8349   -1.6155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -0.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    0.1230    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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  6 14  2  0  0  0  0
  5 15  2  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 28  1  0  0  0  0
 27 29  2  0  0  0  0
 30 29  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 18  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END


  Mrv2104 02032319232D          

 35 42  0  0  1  0            999 V2000
    4.8021    2.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816    2.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569    1.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1918    1.6176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5436    0.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542    0.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6265   -0.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4371   -0.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7094   -1.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1712   -1.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4435   -2.4081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3606   -1.4758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0882   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8924    1.3322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2270    0.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    0.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893   -0.4969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1201   -0.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668   -0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8856    1.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8030    0.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    0.5400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6799    1.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    1.8040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1174    2.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1690    0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7468    1.1148    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0375   -0.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7121   -1.1046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5555   -1.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.8397    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8349   -1.6155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -0.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599    0.1230    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  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
  6 14  2  0  0  0  0
  5 15  2  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 23 22  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 28  1  0  0  0  0
 27 29  2  0  0  0  0
 30 29  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 18  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 23 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0351382

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12[C@H](O)C=C3S[C@H]4C[C@]3(C1=O)C1=C(N4)C(=O)C3=NC(C(=O)C4=CC=C(O)C=C4)=C4C=CN2C1=C34

> <INCHI_IDENTIFIER>
InChI=1S/C25H15N3O5S/c29-10-3-1-9(2-4-10)22(31)17-11-5-6-28-20-12(30)7-13-25(24(20)33)8-14(34-13)26-19-16(25)21(28)15(11)18(27-17)23(19)32/h1-7,12,14,20,26,29-30H,8H2/t12-,14+,20-,25-/m1/s1

> <INCHI_KEY>
GMYDXADPJAELLN-GHFCLUBYSA-N

> <FORMULA>
C25H15N3O5S

> <MOLECULAR_WEIGHT>
469.47

> <EXACT_MASS>
469.073241769

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
47.93958775983013

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5R,6R,10S)-6-hydroxy-16-(4-hydroxybenzoyl)-9-thia-11,15,20-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(21),2(12),7,14,16,18-hexaene-4,13-dione

> <JCHEM_LOGP>
1.5825847739999994

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.81822697724177

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.297792847919881

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7301686372539917

> <JCHEM_POLAR_SURFACE_AREA>
121.52000000000001

> <JCHEM_REFRACTIVITY>
125.07159999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5R,6R,10S)-6-hydroxy-16-(4-hydroxybenzoyl)-9-thia-11,15,20-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(21),2(12),7,14,16,18-hexaene-4,13-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-FEB-23         0                                  
HETATM    1  O   UNK     0       8.964   5.320   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.739   3.796   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.000   2.861   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      11.558   3.020   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      12.215   1.606   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.728   1.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.236  -0.134   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.749  -0.421   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.258  -1.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.253  -3.041   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      15.761  -4.495   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.740  -2.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.231  -1.301   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      14.732   2.487   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.077   0.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.757   1.332   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.367   0.685   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.193  -0.928   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       9.558  -1.741   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.951  -1.040   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.253   3.263   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.099   1.663   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.612   1.008   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.002   2.297   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.324   3.367   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.819   4.091   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.049   0.588   0.000  0.00  0.00           C+0
HETATM   28  S   UNK     0       3.261   2.081   0.000  0.00  0.00           S+0
HETATM   29  C   UNK     0       3.803  -1.030   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.063  -2.062   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.770  -3.574   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.635  -1.567   0.000  0.00  0.00           C+0
HETATM   33  H   UNK     0       7.159  -3.016   0.000  0.00  0.00           H+0
HETATM   34  C   UNK     0       6.147  -0.339   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       7.578   0.230   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    7                                                       
CONECT   14    6                                                            
CONECT   15    5   16   20                                                  
CONECT   16   15    3   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   32                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21    2   22   26                                                  
CONECT   22   21   17   23                                                  
CONECT   23   22   24   27   34                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   21                                                       
CONECT   27   23   28   29                                                  
CONECT   28   27   25                                                       
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   18   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   23   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₁₅N₃O₅S

Average Mass

469.4700 Da

Monoisotopic Mass

469.07324 Da

IUPAC Name

(3R,5R,6R,10S)-6-hydroxy-16-(4-hydroxybenzoyl)-9-thia-11,15,20-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(21),2(12),7,14,16,18-hexaene-4,13-dione

Traditional Name

(3R,5R,6R,10S)-6-hydroxy-16-(4-hydroxybenzoyl)-9-thia-11,15,20-triazaheptacyclo[12.6.1.1^{3,10}.0^{2,12}.0^{3,8}.0^{5,20}.0^{17,21}]docosa-1(21),2(12),7,14,16,18-hexaene-4,13-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12[C@H](O)C=C3S[C@H]4C[C@]3(C1=O)C1=C(N4)C(=O)C3=NC(C(=O)C4=CC=C(O)C=C4)=C4C=CN2C1=C34

InChI Identifier

InChI=1S/C25H15N3O5S/c29-10-3-1-9(2-4-10)22(31)17-11-5-6-28-20-12(30)7-13-25(24(20)33)8-14(34-13)26-19-16(25)21(28)15(11)18(27-17)23(19)32/h1-7,12,14,20,26,29-30H,8H2/t12-,14+,20-,25-/m1/s1

InChI Key

GMYDXADPJAELLN-GHFCLUBYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
MLEV NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	Not Available	University of South Florida	Sam Afoullouss	2025-07-31	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Latrunculia 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	1.58	ChemAxon
pKa (Strongest Acidic)	7.3	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.07 m³·mol⁻¹	ChemAxon
Polarizability	47.94 Å³	ChemAxon
Number of Rings	8	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 Discorhabdophenone B (NP0351382)

MOL for NP0351382 (Discorhabdophenone B)

3D MOL for NP0351382 (Discorhabdophenone B)

3D SDF for NP0351382 (Discorhabdophenone B)

3D-SDF for NP0351382 (Discorhabdophenone B)

PDB for NP0351382 (Discorhabdophenone B)

3D PDB for NP0351382 (Discorhabdophenone B)

SMILES for NP0351382 (Discorhabdophenone B)

INCHI for NP0351382 (Discorhabdophenone B)

Structure for NP0351382 (Discorhabdophenone B)

3D Structure for NP0351382 (Discorhabdophenone B)