NP-MRD: Showing NP-Card for (5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate (NP0200091)

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Record Information

Version

2.0

Created at

2022-09-04 18:51:43 UTC

Updated at

2022-09-04 18:51:43 UTC

NP-MRD ID

NP0200091

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate

Description

CHEMBL2392435 belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. (5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate is found in Stemphylium globuliferum. Based on a literature review very few articles have been published on CHEMBL2392435.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042220512D          

 36 38  0  0  1  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
    4.2868   -2.4750    0.0000 O   0  0  0  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
    2.8579    0.8250    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    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
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8125    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822    1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  7  9  2  0  0  0  0
  5 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  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
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  6  0  0  0
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 21 23  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  1  0  0  0
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 15 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END

     RDKit          3D

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    2.3079   -0.4434   -0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916   -0.6309    1.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3039   -0.7471    2.0796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -0.6979    1.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610   -0.8666    3.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193   -0.5748    0.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1776   -0.3965   -0.3655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1332   -0.3227   -0.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2732   -0.1561   -2.1653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4395   -0.2850   -1.1381 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2641   -0.2256   -2.5061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7226   -1.1695   -3.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081   -1.0613   -4.8765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439   -2.1441   -2.8973 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2321    0.8409   -0.5450 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4519    0.9560   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8325    2.0992   -1.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1356    2.1787   -2.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0364    3.0736   -1.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4603    0.5820    0.9253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0151    1.7563    1.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    0.3526    1.0924 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7332   -0.6100    2.8437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2667   -1.6288    3.6260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -1.5519    5.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7809   -2.6232    3.0377 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6631   -1.3503    4.0604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689   -1.7345    3.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4291    0.0137    4.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6810   -0.4365   -0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6282    2.2332   -4.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1818    0.5455   -4.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9017    1.8740   -4.2869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600   -0.8924    3.1437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152   -1.2311   -0.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -0.5072   -5.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3734   -0.6221   -5.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3620   -2.0809   -5.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8755    1.4791   -2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 37  1  0
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 35 58  1  0
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 30 53  1  0
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 31 56  1  0
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 22 46  1  0
 22 47  1  0
 22 48  1  0
 12 44  1  0
M  END


  Mrv1652309042220512D          

 36 38  0  0  1  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   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
    4.2868   -2.4750    0.0000 O   0  0  0  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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2822    1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 29 30  1  6  0  0  0
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 15 32  1  0  0  0  0
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 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0200091

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC(C)=O)=C2C(=O)C3=C([C@@H](OC(C)=O)[C@](C)(O)[C@H](OC(C)=O)[C@H]3OC(C)=O)C(=O)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O12/c1-9(25)33-15-8-13(32-6)7-14-16(15)20(30)17-18(19(14)29)22(35-11(3)27)24(5,31)23(36-12(4)28)21(17)34-10(2)26/h7-8,21-23,31H,1-6H3/t21-,22+,23+,24-/m0/s1

> <INCHI_KEY>
BBNIRZPZESGMEK-KEZOAJOQSA-N

> <FORMULA>
C24H24O12

> <MOLECULAR_WEIGHT>
504.444

> <EXACT_MASS>
504.126776213

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.93012757397504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,6S,7R,8S)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-5,6,7,8,9,10-hexahydroanthracen-1-yl acetate

> <JCHEM_LOGP>
-0.5352414633333338

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.871650994292263

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7297398550965637

> <JCHEM_POLAR_SURFACE_AREA>
168.79999999999998

> <JCHEM_REFRACTIVITY>
117.43150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6S,7R,8S)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5H-anthracen-1-yl 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       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.517   1.273   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.527   2.987   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.000   6.160   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5   11   17                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11    3                                                       
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   32                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   10   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   15   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₄O₁₂

Average Mass

504.4440 Da

Monoisotopic Mass

504.12678 Da

IUPAC Name

(5R,6S,7R,8S)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-5,6,7,8,9,10-hexahydroanthracen-1-yl acetate

Traditional Name

(5R,6S,7R,8S)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5H-anthracen-1-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC(OC(C)=O)=C2C(=O)C3=C([C@@H](OC(C)=O)[C@](C)(O)[C@H](OC(C)=O)[C@H]3OC(C)=O)C(=O)C2=C1

InChI Identifier

InChI=1S/C24H24O12/c1-9(25)33-15-8-13(32-6)7-14-16(15)20(30)17-18(19(14)29)22(35-11(3)27)24(5,31)23(36-12(4)28)21(17)34-10(2)26/h7-8,21-23,31H,1-6H3/t21-,22+,23+,24-/m0/s1

InChI Key

BBNIRZPZESGMEK-KEZOAJOQSA-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
Stemphylium globuliferum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Tetracarboxylic acid or derivatives
Anisole
Aryl ketone
Quinone
Alkyl aryl ether
Cyclitol or derivatives
Tertiary alcohol
Ketone
Carboxylic acid ester
Ether
Carboxylic acid derivative
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
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	-0.54	ChemAxon
pKa (Strongest Acidic)	12.87	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	168.8 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	117.43 m³·mol⁻¹	ChemAxon
Polarizability	48.93 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

30825663

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73356552

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate (NP0200091)

MOL for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

3D MOL for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

3D SDF for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

3D-SDF for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

PDB for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

3D PDB for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

SMILES for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

INCHI for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

Structure for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)

3D Structure for NP0200091 ((5r,6s,7r,8s)-5,7,8-tris(acetyloxy)-6-hydroxy-3-methoxy-6-methyl-9,10-dioxo-7,8-dihydro-5h-anthracen-1-yl acetate)