NP-MRD: Showing NP-Card for (1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate (NP0196539)

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Record Information

Version

2.0

Created at

2022-09-04 14:38:47 UTC

Updated at

2022-09-04 14:38:47 UTC

NP-MRD ID

NP0196539

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate

Description

Julichrome Q6 belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings. Julichrome Q6 is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate was first documented in 2007 (PMID: 17887721). Based on a literature review a small amount of articles have been published on julichrome Q6 (PMID: 31135188) (PMID: 30452176).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042216382D          

 25 27  0  0  1  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
    3.5724   -3.7125    0.0000 O   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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6044   -1.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9918   -0.9504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  6  0  0  0
  7  8  1  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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  8 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
  7 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    5.3008   -0.2288    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020   -0.8445    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6189   -1.9622    1.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1707   -0.1310    0.0746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9120   -0.5804   -0.3722 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7774   -0.6900   -1.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8933    0.3215    0.2895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4897   -0.1088    0.0815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8236   -1.3529   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1540   -1.6847   -0.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5192   -2.9499   -1.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8428   -3.2832   -1.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8304   -2.3770   -0.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5056   -1.1222   -0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4965   -0.1808   -0.1374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805   -0.8061   -0.2713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8429    0.4532    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8576    1.3241    0.4599 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5037    0.7806    0.3600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1250    2.0887    0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8491    2.6316    1.7360 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0954    2.7237    0.3028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1487    1.7540   -0.0966 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4628    2.2158    0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3550    1.8905   -1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1668    0.8551    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -0.7287    2.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0573   -0.3262    0.4884 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -1.5865    0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9560   -1.7411   -2.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367   -0.4472   -2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4228   -0.0136   -2.4255 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0979    0.2524    1.3838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740   -2.1180   -0.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7174   -3.6600   -1.2330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1052   -4.2857   -1.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8871   -2.6327   -1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4690   -0.4341   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7506    2.2372    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4488    3.4180    1.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1788    3.4116   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3772    3.2980    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724    1.6663    1.4819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2999    2.1889   -0.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8418    2.7649   -1.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  7  1  0
  7  8  1  0
  8 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  6
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 14  1  0
 14 15  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
 23  7  1  0
 10 16  1  0
  9  8  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  1
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 33  1  1
 22 40  1  0
 22 41  1  0
 24 42  1  0
 24 43  1  0
 24 44  1  0
 25 45  1  0
 18 39  1  0
 15 38  1  0
 13 37  1  0
 12 36  1  0
 11 35  1  0
  9 34  1  0
M  END


  Mrv1652309042216382D          

 25 27  0  0  1  0            999 V2000
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    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
    3.5724   -3.7125    0.0000 O   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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   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 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6044   -1.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9918   -0.9504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  6  0  0  0
  7  8  1  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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  8 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
  7 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0196539

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](OC(C)=O)[C@@H]1C2=C(C(=O)C[C@]1(C)O)C(O)=C1C(O)=CC=CC1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O6/c1-9(25-10(2)20)17-12-7-11-5-4-6-13(21)15(11)18(23)16(12)14(22)8-19(17,3)24/h4-7,9,17,21,23-24H,8H2,1-3H3/t9-,17-,19+/m1/s1

> <INCHI_KEY>
ITWYRVHXDMFLBT-BJBLRFPOSA-N

> <FORMULA>
C19H20O6

> <MOLECULAR_WEIGHT>
344.363

> <EXACT_MASS>
344.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.38468011639962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1-[(1S,2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-1-yl]ethyl acetate

> <JCHEM_LOGP>
2.190787754666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.361893134297883

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.835772191754919

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0851075350923063

> <JCHEM_POLAR_SURFACE_AREA>
104.06000000000002

> <JCHEM_REFRACTIVITY>
90.7642

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1-[(1S,2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.128  -3.026   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.851  -1.774   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   23                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    8   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22    7   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₆

Average Mass

344.3630 Da

Monoisotopic Mass

344.12599 Da

IUPAC Name

(1R)-1-[(1S,2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,2,3,4-tetrahydroanthracen-1-yl]ethyl acetate

Traditional Name

(1R)-1-[(1S,2S)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H](OC(C)=O)[C@@H]1C2=C(C(=O)C[C@]1(C)O)C(O)=C1C(O)=CC=CC1=C2

InChI Identifier

InChI=1S/C19H20O6/c1-9(25-10(2)20)17-12-7-11-5-4-6-13(21)15(11)18(23)16(12)14(22)8-19(17,3)24/h4-7,9,17,21,23-24H,8H2,1-3H3/t9-,17-,19+/m1/s1

InChI Key

ITWYRVHXDMFLBT-BJBLRFPOSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenes. These are organic compounds containing a system of three linearly fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Not Available

Direct Parent

Anthracenes

Alternative Parents

Substituents

Anthracene
1-naphthol
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Tertiary alcohol
Ketone
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	2.19	ChemAxon
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.76 m³·mol⁻¹	ChemAxon
Polarizability	35.38 Å³	ChemAxon
Number of Rings	3	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

C00039501

Chemspider ID

88294170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145944413

PDB ID

Not Available

ChEBI ID

145986

Good Scents ID

Not Available

References

General References

Shaaban KA, Shaaban M, Grun-Wollny I, Maier A, Fiebig HH, Laatsch H: Julichrome Q6 glucuronide, a monomeric subunit of the julimycin B-I complex from a terrestrial Streptomyces sp. J Nat Prod. 2007 Oct;70(10):1545-50. doi: 10.1021/np070196h. Epub 2007 Sep 22. [PubMed:17887721 ]
Shen T, Li LM, Xu ZY, Wang YD, Xie WD: Julichrome derivatives and gliotoxin from a soil derived Streptomyces sp. Nat Prod Res. 2021 Jan;35(1):34-40. doi: 10.1080/14786419.2019.1611814. Epub 2019 May 28. [PubMed:31135188 ]
Hoshino S, Okada M, Onaka H, Abe I: Effective Production of Aromatic Polyketides in Streptomyces using a Combined-Culture Method. Nat Prod Commun. 2016 Jul;11(7):979-981. [PubMed:30452176 ]
LOTUS database [Link]

Showing NP-Card for (1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate (NP0196539)

MOL for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

3D MOL for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

3D SDF for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

3D-SDF for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

PDB for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

3D PDB for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

SMILES for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

INCHI for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

Structure for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)

3D Structure for NP0196539 ((1r)-1-[(1s,2s)-2,5,10-trihydroxy-2-methyl-4-oxo-1,3-dihydroanthracen-1-yl]ethyl acetate)