NP-MRD: Showing NP-Card for 1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione (NP0248097)

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Record Information

Version

2.0

Created at

2022-09-07 10:13:01 UTC

Updated at

2022-09-07 10:13:01 UTC

NP-MRD ID

NP0248097

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione

Description

Altertoxin-1 belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds. These effects are thought to be at least partially due to its ability to bind to the DNA minor groove with high affinity, which inhibits the activity of DNA-acting enzymes such as topoisomerase. Altertoxin-1 is an extremely weak basic (essentially neutral) compound (based on its pKa). Altertoxin-1 is a potentially toxic compound. Altertoxin-1 is an altertoxin, which is a mycotoxin of Alternaria fungi. Altertoxins are important contaminants in cereals, vegetables, and fruits, as well as in the ground, on wood or walls. It has demonstrated DNA-damaging activities such as single-strand and double-strand DNA breaks, DNA-intercalating, and DNA cross-linking, as well as induction of DNA repair synthesis and inhibition of DNA replication. 1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione is found in Alternaria cassiae and Sonneratia alba. Altertoxin-1 has been shown to have genotoxic and mutagenic properties.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241212382D          

 26 30  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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   -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
    3.5724   -0.4125    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
    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
    2.1434    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
    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
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    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  1  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
  7  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
  4 14  1  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  2  0  0  0  0
 10 24  1  0  0  0  0
  5 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    4.4590   -1.2206    0.8672 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3760   -1.1241    0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6489   -2.3319   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2618   -1.8763   -0.7417 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5737   -3.0009   -1.0507 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -0.9695    0.3070 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3989    0.3224    0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821    1.5358   -0.0747 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5693    2.6617   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9613    2.5639   -0.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521    1.3324   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    1.1730   -0.0251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7823    0.2017    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6882    1.5991   -0.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052    2.7972   -0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6961    2.8047   -0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385    1.6587   -0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8237    1.6808   -0.2461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656    0.4738    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3896    0.4295    0.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7464   -0.8502    0.4647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9920   -0.9407    1.8934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5190   -2.0402   -0.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9416   -2.0369    0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5921   -0.7217    0.2642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8498   -0.7086    0.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208   -3.0321    0.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2283   -2.8011   -1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5113   -1.2444   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1142   -3.7936   -1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1182   -1.3687    1.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1241    3.6268   -0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5325    3.4571   -0.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089    1.9998   -0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8010    3.7321   -0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128    3.7370   -0.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2656    2.5707   -0.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5133   -0.1440    2.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5977   -2.1270   -1.1263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0533   -2.9283    0.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5240   -2.8177   -0.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9480   -2.2797    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 13  1  0
 13 11  2  0
 11 12  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 19  1  0
 19 17  1  0
 17 18  1  0
 17 16  2  0
 16 15  1  0
 15 14  2  0
 14 20  1  0
  6  4  1  0
 20 21  1  0
  7 13  1  0
 20 19  2  0
 14  8  1  0
  5 30  1  0
  4 29  1  6
  3 27  1  0
  3 28  1  0
 12 34  1  0
 10 33  1  0
  9 32  1  0
  6 31  1  1
 22 38  1  0
 23 39  1  0
 23 40  1  0
 24 41  1  0
 24 42  1  0
 18 37  1  0
 16 36  1  0
 15 35  1  0
M  END


  Mrv0541 02241212382D          

 26 30  0  0  0  0            999 V2000
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    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   -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
    3.5724   -0.4125    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
    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
    2.1434    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
    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
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    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  1  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
  7  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
  4 14  1  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  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
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  2  0  0  0  0
 10 24  1  0  0  0  0
  5 25  1  0  0  0  0
  3 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248097

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC(=O)C2=C(O)C=CC3=C2C1C1(O)CCC(=O)C2=C(O)C=CC3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2

> <INCHI_KEY>
GJIALGLHOBXNAT-UHFFFAOYSA-N

> <FORMULA>
C20H16O6

> <MOLECULAR_WEIGHT>
352.3374

> <EXACT_MASS>
352.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.22222536241434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,4,9,12a-tetrahydroxy-1,2,3,10,11,12,12a,12b-octahydroperylene-3,10-dione

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.8796728243333336

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.118538263356914

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.43977445977863

> <JCHEM_PKA_STRONGEST_BASIC>
-3.030320477220763

> <JCHEM_POLAR_SURFACE_AREA>
115.06

> <JCHEM_REFRACTIVITY>
92.65419999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1H-perylene-3,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.003  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  -3.080   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       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.336   3.850   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002   3.080   0.000  0.00  0.00           O+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   16   26                                             
CONECT    4    3    5   14                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    4    9                                                  
CONECT   15   13   16   20                                                  
CONECT   16   15    3   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22   17    1   23                                                  
CONECT   23   22                                                            
CONECT   24   10                                                            
CONECT   25    5                                                            
CONECT   26    3                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆O₆

Average Mass

352.3374 Da

Monoisotopic Mass

352.09469 Da

IUPAC Name

1,4,9,12a-tetrahydroxy-1,2,3,10,11,12,12a,12b-octahydroperylene-3,10-dione

Traditional Name

1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1H-perylene-3,10-dione

CAS Registry Number

Not Available

SMILES

OC1CC(=O)C2=C(O)C=CC3=C2C1C1(O)CCC(=O)C2=C(O)C=CC3=C12

InChI Identifier

InChI=1S/C20H16O6/c21-10-3-1-8-9-2-4-11(22)17-12(23)5-6-20(26,18(9)17)19-14(25)7-13(24)16(10)15(8)19/h1-4,14,19,21-22,25-26H,5-7H2

InChI Key

GJIALGLHOBXNAT-UHFFFAOYSA-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
Alternaria cassiae	LOTUS Database	35616633
Sonneratia alba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Perylenequinones

Sub Class

Not Available

Direct Parent

Perylenequinones

Alternative Parents

Substituents

Perylenequinone
Phenanthrene
Naphthalene
Tetralin
Aryl alkyl ketone
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
Tertiary alcohol
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
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	1.55	ALOGPS
logP	1.88	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.44	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	115.06 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	92.65 m³·mol⁻¹	ChemAxon
Polarizability	35.22 Å³	ChemAxon
Number of Rings	5	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

14767801

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione (NP0248097)

MOL for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

3D MOL for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

3D SDF for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

3D-SDF for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

PDB for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

3D PDB for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

SMILES for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

INCHI for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

Structure for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)

3D Structure for NP0248097 (1,4,9,12a-tetrahydroxy-2,11,12,12b-tetrahydro-1h-perylene-3,10-dione)