NP-MRD: Showing NP-Card for 2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione (NP0324859)

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Record Information

Version

2.0

Created at

2022-09-12 05:11:16 UTC

Updated at

2022-09-12 05:11:16 UTC

NP-MRD ID

NP0324859

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione

Description

2-Geranylemodin 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. 2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione is found in Psorospermum tenuifolium. 2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione was first documented in 2005 (PMID: 15729629). Based on a literature review a small amount of articles have been published on 2-geranylemodin (PMID: 23472469) (PMID: 23409075) (PMID: 18239315).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122207112D          

 31 33  0  0  0  0            999 V2000
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    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
    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 O   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
    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 O   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
    2.8579    0.8250    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
    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
    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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  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
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  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
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 16 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
    7.3027   -1.0891    1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4879    0.0700    1.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7131    0.9282    1.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4458    0.3578   -0.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6588    1.4915   -0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5991    1.0727   -1.7368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5756    0.1605   -1.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8729   -1.1919   -0.7412 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2991    0.5778   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2229   -0.2186   -0.7154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5022   -1.3663   -0.2737 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1648    0.1850   -0.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6170    1.4061   -1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2439    2.3553   -1.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    1.7195   -1.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9198    0.8485   -0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589   -0.3780   -0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1334   -0.7236   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6567   -1.9147    0.2613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4853   -1.2739    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634   -2.3907    0.8151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9101   -0.9155    0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8517   -1.7974    0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4024   -3.0173    1.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1956   -1.5113    1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5962   -0.2814    0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0208    0.1004    0.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6837    0.6183    0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3247    0.3023   -0.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3433    1.2197   -0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7162    2.3396   -0.9504 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8664   -2.0477    1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3950   -1.0253    2.5968 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3548   -1.0020    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6529    0.8843    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1220    1.9502    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8681    0.5765    3.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0100   -0.2482   -0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3639    2.1832   -1.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1919    2.0469    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1212    0.6034   -2.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437    2.0004   -2.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9674   -1.4388   -0.8886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7182   -1.2940    0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3614   -1.9869   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    1.5782   -1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1243    3.2309   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2992    2.6917   -1.4395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446   -2.6976    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0537   -3.6829    1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9182   -2.2361    1.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2060    0.9823   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7025   -0.7302    0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2812    0.3942    1.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9666    1.5840   -0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  2  0
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 12 13  2  0
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 30 31  2  0
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 23 24  1  0
 23 22  2  0
 22 20  1  0
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 17 18  2  0
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 18 12  1  0
 17 16  1  0
 22 29  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
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  6 42  1  0
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 28 55  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
 25 51  1  0
 24 50  1  0
 19 49  1  0
M  END


  Mrv1652309122207112D          

 31 33  0  0  0  0            999 V2000
   10.0026    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    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
    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 O   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
    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 O   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
    2.8579    0.8250    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
    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
    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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 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  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  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
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  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
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 16 30  1  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0324859

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\C(=O)C1=C(O)C=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O6/c1-12(2)6-5-7-13(3)9-18(27)22-19(28)11-16-21(25(22)31)24(30)20-15(23(16)29)8-14(4)10-17(20)26/h6,8-11,26,28,31H,5,7H2,1-4H3/b13-9+

> <INCHI_KEY>
APRYNFBPJVXDLB-UKTHLTGXSA-N

> <FORMULA>
C25H24O6

> <MOLECULAR_WEIGHT>
420.461

> <EXACT_MASS>
420.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.53589703483944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2E)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione

> <JCHEM_LOGP>
7.725082565999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.665114278823062

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.211991500695348

> <JCHEM_PKA_STRONGEST_BASIC>
-6.048110117250467

> <JCHEM_POLAR_SURFACE_AREA>
111.9

> <JCHEM_REFRACTIVITY>
120.94349999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      18.672   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668   2.310   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       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.001   3.850   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   30                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   12   19                                                  
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   29                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   22   30                                                  
CONECT   30   29   16   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₄O₆

Average Mass

420.4610 Da

Monoisotopic Mass

420.15729 Da

IUPAC Name

2-[(2E)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

2-[(2E)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\C(=O)C1=C(O)C=C2C(=O)C3=CC(C)=CC(O)=C3C(=O)C2=C1O

InChI Identifier

InChI=1S/C25H24O6/c1-12(2)6-5-7-13(3)9-18(27)22-19(28)11-16-21(25(22)31)24(30)20-15(23(16)29)8-14(4)10-17(20)26/h6,8-11,26,28,31H,5,7H2,1-4H3/b13-9+

InChI Key

APRYNFBPJVXDLB-UKTHLTGXSA-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
Psorospermum tenuifolium	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
Monoterpenoid
Aromatic monoterpenoid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	7.73	ChemAxon
pKa (Strongest Acidic)	5.21	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.94 m³·mol⁻¹	ChemAxon
Polarizability	45.54 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00029457

Chemspider ID

67166841

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129716111

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tiani GM, Ahmed I, Krohn K, Green IR, Nkengfack AE: Kenganthranol F, a new anthranol from Psorospermum aurantiacum. Nat Prod Commun. 2013 Jan;8(1):103-4. [PubMed:23472469 ]
Tamokou Jde D, Chouna JR, Fischer-Fodor E, Chereches G, Barbos O, Damian G, Benedec D, Duma M, Efouet AP, Wabo HK, Kuiate JR, Mot A, Silaghi-Dumitrescu R: Anticancer and antimicrobial activities of some antioxidant-rich cameroonian medicinal plants. PLoS One. 2013;8(2):e55880. doi: 10.1371/journal.pone.0055880. Epub 2013 Feb 11. [PubMed:23409075 ]
Ndjakou Lenta B, Devkota KP, Ngouela S, Fekam Boyom F, Naz Q, Choudhary MI, Tsamo E, Rosenthal PJ, Sewald N: Anti-plasmodial and cholinesterase inhibiting activities of some constituents of Psorospermum glaberrimum. Chem Pharm Bull (Tokyo). 2008 Feb;56(2):222-6. doi: 10.1248/cpb.56.222. [PubMed:18239315 ]
Pattanaprateeb P, Ruangrungsi N, Cordell GA: Cytotoxic constituents from Cratoxylum arborescens. Planta Med. 2005 Feb;71(2):181-3. doi: 10.1055/s-2005-837788. [PubMed:15729629 ]
LOTUS database [Link]

Showing NP-Card for 2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione (NP0324859)

MOL for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

3D MOL for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

3D SDF for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

3D-SDF for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

PDB for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

3D PDB for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

SMILES for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

INCHI for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

Structure for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)

3D Structure for NP0324859 (2-[(2e)-3,7-dimethylocta-2,6-dienoyl]-1,3,8-trihydroxy-6-methylanthracene-9,10-dione)