NP-MRD: Showing NP-Card for Aspetritone A (NP0017197)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 01:58:38 UTC

Updated at

2021-07-15 17:24:50 UTC

NP-MRD ID

NP0017197

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspetritone A

Provided By

NPAtlas

Description

Aspetritone A belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Aspetritone A is found in Aspergillus and Aspergillus tritici. Aspetritone A was first documented in 2017 (PMID: 29112138). Based on a literature review very few articles have been published on Aspetritone A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104213D          

 42 44  0  0  0  0            999 V2000
    0.3969   -2.2823   -5.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164   -1.0271   -4.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.6540   -3.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -0.3015   -3.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -0.3017   -4.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9951    0.9550   -4.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.1043   -1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960    0.4365   -1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.1102   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -0.2567   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870   -0.2347   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740    0.1467    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    0.5113    1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825    0.4936    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.8477    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342    0.9140    2.8796 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4724   -0.0125    3.7928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0530    0.1604    5.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098    0.3249    3.5812 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6761   -0.4989    4.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.1515    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2982    1.1508    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.6575   -2.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -0.9913   -2.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.4627   -6.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.0979   -4.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -2.1447   -5.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950    1.5923   -4.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    0.8228   -5.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941    1.4733   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5974   -0.5293   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    1.1423    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.7997    3.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.9678    3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863   -1.0457    3.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1611   -0.8525    5.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495    0.5968    5.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    0.7381    5.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.3820    3.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -0.4905    4.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129   -0.8174    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    1.8366    1.2399 H   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
  4  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
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23  3  1  0  0  0  0
 14  9  1  0  0  0  0
 21 12  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
 11 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  1  0  0  0
 20 40  1  0  0  0  0
 21 41  1  1  0  0  0
 22 42  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    0.3969   -2.2823   -5.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164   -1.0271   -4.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.6540   -3.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -0.3015   -3.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -0.3017   -4.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9951    0.9550   -4.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.1043   -1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960    0.4365   -1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.1102   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -0.2567   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870   -0.2347   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740    0.1467    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    0.5113    1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825    0.4936    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.8477    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342    0.9140    2.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4724   -0.0125    3.7928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0530    0.1604    5.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098    0.3249    3.5812 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6761   -0.4989    4.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.1515    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2982    1.1508    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.6575   -2.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -0.9913   -2.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.4627   -6.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.0979   -4.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -2.1447   -5.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950    1.5923   -4.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    0.8228   -5.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941    1.4733   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5974   -0.5293   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    1.1423    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.7997    3.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.9678    3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863   -1.0457    3.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1611   -0.8525    5.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495    0.5968    5.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    0.7381    5.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.3820    3.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -0.4905    4.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129   -0.8174    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    1.8366    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  1  0
 23 24  2  0
 23  3  1  0
 14  9  1  0
 21 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  6
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  1
 20 40  1  0
 21 41  1  1
 22 42  1  0
M  END


  Mrv1652306242104213D          

 42 44  0  0  0  0            999 V2000
    0.3969   -2.2823   -5.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164   -1.0271   -4.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.6540   -3.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -0.3015   -3.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -0.3017   -4.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9951    0.9550   -4.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.1043   -1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960    0.4365   -1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.1102   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -0.2567   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870   -0.2347   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740    0.1467    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    0.5113    1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825    0.4936    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.8477    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342    0.9140    2.8796 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4724   -0.0125    3.7928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0530    0.1604    5.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098    0.3249    3.5812 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6761   -0.4989    4.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.1515    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2982    1.1508    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.6575   -2.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -0.9913   -2.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.4627   -6.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.0979   -4.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -2.1447   -5.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950    1.5923   -4.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    0.8228   -5.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941    1.4733   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5974   -0.5293   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    1.1423    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.7997    3.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.9678    3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863   -1.0457    3.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1611   -0.8525    5.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495    0.5968    5.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    0.7381    5.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.3820    3.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -0.4905    4.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129   -0.8174    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    1.8366    1.2399 H   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
  4  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
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23  3  1  0  0  0  0
 14  9  1  0  0  0  0
 21 12  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  6 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
 11 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  1  0  0  0
 20 40  1  0  0  0  0
 21 41  1  1  0  0  0
 22 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017197

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=C([H])C3=C1C(=O)C(OC([H])([H])[H])=C(OC([H])([H])[H])C3=O)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(C([H])([H])[H])C2([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O7/c1-6-4-7-8(13(20)11(6)18)5-9-10(12(7)19)15(22)17(24-3)16(23-2)14(9)21/h5-6,11,13,18-20H,4H2,1-3H3/t6-,11+,13+/m1/s1

> <INCHI_KEY>
JQLBWAXAMKBOIM-RWAWWYONSA-N

> <FORMULA>
C17H18O7

> <MOLECULAR_WEIGHT>
334.324

> <EXACT_MASS>
334.10525292

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
33.731952847828914

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6S,7R)-5,6,9-trihydroxy-2,3-dimethoxy-7-methyl-1,4,5,6,7,8-hexahydroanthracene-1,4-dione

> <ALOGPS_LOGP>
1.39

> <JCHEM_LOGP>
0.5406044033333327

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.229993697625872

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.124677674990723

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3223844855903533

> <JCHEM_POLAR_SURFACE_AREA>
113.29

> <JCHEM_REFRACTIVITY>
86.43209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6S,7R)-5,6,9-trihydroxy-2,3-dimethoxy-7-methyl-5,6,7,8-tetrahydroanthracene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    0.3969   -2.2823   -5.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164   -1.0271   -4.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.6540   -3.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -0.3015   -3.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -0.3017   -4.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9951    0.9550   -4.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.1043   -1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960    0.4365   -1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.1102   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -0.2567   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870   -0.2347   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740    0.1467    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    0.5113    1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825    0.4936    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.8477    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342    0.9140    2.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4724   -0.0125    3.7928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0530    0.1604    5.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098    0.3249    3.5812 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6761   -0.4989    4.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.1515    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2982    1.1508    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.6575   -2.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -0.9913   -2.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.4627   -6.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.0979   -4.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -2.1447   -5.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950    1.5923   -4.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    0.8228   -5.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941    1.4733   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5974   -0.5293   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    1.1423    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.7997    3.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.9678    3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863   -1.0457    3.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1611   -0.8525    5.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495    0.5968    5.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    0.7381    5.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.3820    3.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -0.4905    4.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129   -0.8174    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    1.8366    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  1  0
 23 24  2  0
 23  3  1  0
 14  9  1  0
 21 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  6
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  1
 20 40  1  0
 21 41  1  1
 22 42  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       0.397  -2.282  -5.242  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.116  -1.027  -4.770  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.140  -0.654  -3.458  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.380  -0.302  -3.138  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.397  -0.302  -4.075  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.995   0.955  -4.416  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.734   0.104  -1.780  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.896   0.437  -1.472  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.670   0.110  -0.776  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.627  -0.257  -1.103  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.587  -0.235  -0.128  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.274   0.147   1.167  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.012   0.511   1.496  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.983   0.494   0.528  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.307   0.848   0.777  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.334   0.914   2.880  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.472  -0.013   3.793  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.053   0.160   5.210  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.910   0.325   3.581  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.676  -0.499   4.423  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.358   0.152   2.176  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.298   1.151   1.838  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.930  -0.658  -2.487  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.082  -0.991  -2.810  0.00  0.00           O+0
HETATM   25  H   UNK     0       0.131  -2.463  -6.283  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.190  -3.098  -4.544  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.518  -2.145  -5.226  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.195   1.592  -4.821  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.812   0.823  -5.145  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.394   1.473  -3.520  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.597  -0.529  -0.420  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.695   1.142   1.635  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.388   0.800   3.135  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.000   1.968   3.076  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.286  -1.046   3.440  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.161  -0.853   5.642  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.850   0.597   5.842  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.887   0.738   5.306  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.095   1.382   3.887  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.602  -0.491   4.030  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.913  -0.817   2.059  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.887   1.837   1.240  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5   28   29   30                                             
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   31                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15    9                                                  
CONECT   15   14   32                                                       
CONECT   16   13   17   33   34                                             
CONECT   17   16   18   19   35                                             
CONECT   18   17   36   37   38                                             
CONECT   19   17   20   21   39                                             
CONECT   20   19   40                                                       
CONECT   21   19   22   12   41                                             
CONECT   22   21   42                                                       
CONECT   23   10   24    3                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    6                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31   11                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
    0.3969   -2.2823   -5.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164   -1.0271   -4.7698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401   -0.6540   -3.4580 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -0.3015   -3.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   -0.3017   -4.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9951    0.9550   -4.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7339    0.1043   -1.7797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960    0.4365   -1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.1102   -0.7755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6268   -0.2567   -1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5870   -0.2347   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2740    0.1467    1.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0120    0.5113    1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825    0.4936    0.5280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3066    0.8477    0.7765 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3342    0.9140    2.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4724   -0.0125    3.7928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0530    0.1604    5.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9098    0.3249    3.5812 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6761   -0.4989    4.4231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583    0.1515    2.1761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2982    1.1508    1.8376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9297   -0.6575   -2.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -0.9913   -2.8103 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1307   -2.4627   -6.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1900   -3.0979   -4.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177   -2.1447   -5.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1950    1.5923   -4.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8117    0.8228   -5.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3941    1.4733   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5974   -0.5293   -0.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6949    1.1423    1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.7997    3.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    1.9678    3.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2863   -1.0457    3.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1611   -0.8525    5.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495    0.5968    5.8416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    0.7381    5.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    1.3820    3.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6024   -0.4905    4.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129   -0.8174    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8871    1.8366    1.2399 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 10 23  1  0
 23 24  2  0
 23  3  1  0
 14  9  1  0
 21 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  6 28  1  0
  6 29  1  0
  6 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  6
 18 36  1  0
 18 37  1  0
 18 38  1  0
 19 39  1  1
 20 40  1  0
 21 41  1  1
 22 42  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₁₈O₇

Average Mass

334.3240 Da

Monoisotopic Mass

334.10525 Da

IUPAC Name

(5S,6S,7R)-5,6,9-trihydroxy-2,3-dimethoxy-7-methyl-1,4,5,6,7,8-hexahydroanthracene-1,4-dione

Traditional Name

(5S,6S,7R)-5,6,9-trihydroxy-2,3-dimethoxy-7-methyl-5,6,7,8-tetrahydroanthracene-1,4-dione

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C(=O)C2=C(O)C3=C(C=C2C1=O)[C@H](O)[C@@H](O)[C@H](C)C3

InChI Identifier

InChI=1S/C17H18O7/c1-6-4-7-8(13(20)11(6)18)5-9-10(12(7)19)15(22)17(24-3)16(23-2)14(9)21/h5-6,11,13,18-20H,4H2,1-3H3/t6-,11+,13+/m1/s1

InChI Key

JQLBWAXAMKBOIM-RWAWWYONSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aspergillus	NPAtlas	29112138
Aspergillus tritici	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

1,4-anthraquinone
Anthraquinone
Tetralin
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
Vinylogous ester
Vinylogous acid
Secondary alcohol
Ketone
1,2-diol
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	1.39	ALOGPS
logP	0.54	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.12	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	86.43 m³·mol⁻¹	ChemAxon
Polarizability	33.73 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

NPAtlas ID

NPA023260

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62816293

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139590544

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang W, Liao Y, Tang C, Huang X, Luo Z, Chen J, Cai P: Cytotoxic and Antibacterial Compounds from the Coral-Derived Fungus Aspergillus tritici SP2-8-1. Mar Drugs. 2017 Nov 7;15(11). pii: md15110348. doi: 10.3390/md15110348. [PubMed:29112138 ]

Showing NP-Card for Aspetritone A (NP0017197)

MOL for NP0017197 (Aspetritone A)

3D MOL for NP0017197 (Aspetritone A)

3D SDF for NP0017197 (Aspetritone A)

3D-SDF for NP0017197 (Aspetritone A)

PDB for NP0017197 (Aspetritone A)

3D PDB for NP0017197 (Aspetritone A)

SMILES for NP0017197 (Aspetritone A)

INCHI for NP0017197 (Aspetritone A)

Structure for NP0017197 (Aspetritone A)

3D Structure for NP0017197 (Aspetritone A)