NP-MRD: Showing NP-Card for [(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid (NP0224587)

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Record Information

Version

2.0

Created at

2022-09-06 03:03:29 UTC

Updated at

2022-09-06 03:03:29 UTC

NP-MRD ID

NP0224587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid

Description

Actinorhodin belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton. [(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid is found in Streptomyces albidoflavus and Streptomyces coelicolor. [(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid was first documented in 2022 (PMID: 35487928). Based on a literature review a small amount of articles have been published on Actinorhodin (PMID: 35898901) (PMID: 35625182) (PMID: 35557750) (PMID: 35467418).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062205032D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309062205032D          

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   -5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8592   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 27 29  1  0  0  0  0
 22 29  2  0  0  0  0
 29 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 35 40  1  0  0  0  0
 25 40  1  0  0  0  0
 17 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 14 44  1  0  0  0  0
 44 45  2  0  0  0  0
 10 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@H](CC(O)=O)CC2=C1C(O)=C1C(O)=C(C=C(O)C1=C2O)C1=CC(=O)C2=C(C1=O)C(=O)C1=C(C[C@@H](CC(O)=O)O[C@@H]1C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33,39,41,43H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1

> <INCHI_KEY>
MGFJRQUGYNFFDQ-WYUUTHIRSA-N

> <FORMULA>
C32H26O14

> <MOLECULAR_WEIGHT>
634.546

> <EXACT_MASS>
634.132255517

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
63.67951279089497

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1H,3H,4H,5H,6H,9H,10H-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetic acid

> <JCHEM_LOGP>
1.7565296933333325

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.985885364044444

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.356011780308338

> <JCHEM_PKA_STRONGEST_BASIC>
-6.890153101361256

> <JCHEM_POLAR_SURFACE_AREA>
242.25999999999993

> <JCHEM_REFRACTIVITY>
156.5563

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1H,3H,4H-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -13.337  -9.240   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -8.002 -12.320   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -12.003 -14.630   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -14.670 -14.630   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -16.004 -13.860   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -17.338 -14.630   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -16.004 -12.320   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   45                                                  
CONECT   11   10    2   12                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   44                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   41                                                  
CONECT   18   17   19   30                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   40                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   22   30                                                  
CONECT   30   29   18   31                                                  
CONECT   31   30                                                            
CONECT   32   26   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   35   25                                                       
CONECT   41   17   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   14   45                                                  
CONECT   45   44   10   46                                                  
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

View in JSmol

Synonyms

Value	Source
Actinorhodine	MeSH

Chemical Formula

C₃₂H₂₆O₁₄

Average Mass

634.5460 Da

Monoisotopic Mass

634.13226 Da

IUPAC Name

2-[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1H,3H,4H,5H,6H,9H,10H-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetic acid

Traditional Name

[(1R,3S)-8-[(1R,3S)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1H,3H,4H-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1H,3H,4H-naphtho[2,3-c]pyran-3-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@H](CC(O)=O)CC2=C1C(O)=C1C(O)=C(C=C(O)C1=C2O)C1=CC(=O)C2=C(C1=O)C(=O)C1=C(C[C@@H](CC(O)=O)O[C@@H]1C)C2=O

InChI Identifier

InChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33,39,41,43H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1

InChI Key

MGFJRQUGYNFFDQ-WYUUTHIRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces albidoflavus	LOTUS Database	35616633
Streptomyces coelicolor	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isochromanequinones. These are polycyclic compounds containing an isochromanequinone, which is structurally characterized by a quinone fused to an isochromane, and forming a naphtho[2,3-c]pyran-6,9-dione skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isochromanequinones

Sub Class

Not Available

Direct Parent

Isochromanequinones

Alternative Parents

Substituents

Isochromanequinone
Naphthopyranone
Naphthopyran
1-naphthol
2-benzopyran
Naphthalene
Isochromane
Benzopyran
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Dicarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	1.76	ChemAxon
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	242.26 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	156.56 m³·mol⁻¹	ChemAxon
Polarizability	63.68 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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

107562494

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Actinorhodin

METLIN ID

Not Available

PubChem Compound

441143

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Nishiyama T, Enomoto N, Nagayasu R, Ueda K: Organocatalytic activity of granaticin and its involvement in bactericidal function. Sci Rep. 2022 Apr 29;12(1):7046. doi: 10.1038/s41598-022-10877-7. [PubMed:35487928 ]
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LOTUS database [Link]

Showing NP-Card for [(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid (NP0224587)

MOL for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

3D MOL for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

3D SDF for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

3D-SDF for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

PDB for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

3D PDB for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

SMILES for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

INCHI for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

Structure for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)

3D Structure for NP0224587 ([(1r,3s)-8-[(1r,3s)-3-(carboxymethyl)-1-methyl-5,6,9,10-tetraoxo-1h,3h,4h-naphtho[2,3-c]pyran-8-yl]-5,6,9,10-tetrahydroxy-1-methyl-1h,3h,4h-naphtho[2,3-c]pyran-3-yl]acetic acid)