NP-MRD: Showing NP-Card for X-14881 E (NP0022066)

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Record Information

Version

1.0

Created at

2021-01-06 07:17:20 UTC

Updated at

2021-07-15 17:38:02 UTC

NP-MRD ID

NP0022066

Secondary Accession Numbers

None

Natural Product Identification

Common Name

X-14881 E

Provided By

NPAtlas

Description

8-O-methyltetrangulol belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone. 8-O-methyltetrangulol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. X-14881 E is found in Actinomyces and Streptomyces capitiformicae. It was first documented in 1982 (PMID: 7166527). Based on a literature review very few articles have been published on 8-O-methyltetrangulol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105203D          

 38 41  0  0  0  0            999 V2000
   -5.8700   -1.0101    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.9198    0.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.2367    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    1.4584    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    2.6333    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    2.5583    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.3360    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    0.1862    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -1.1050    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459   -2.1537    0.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -1.1845   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2860   -2.4197   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -2.5259   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -1.3874   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7717   -1.5394   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693   -0.4268   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -0.5406   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.8261   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.0033   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922    2.2772   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -0.0985   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.0108   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2662    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    2.3341    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1704   -1.0489    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808   -0.1456    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -1.9429    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5448    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1053    3.5956    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    3.4622    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -3.2832   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -3.4742   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -2.5409   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5380   -0.7139    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3846   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -1.4192   -1.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    1.7231   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    3.0648   -0.0038 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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8  3  1  0  0  0  0
 22 11  1  0  0  0  0
 23  7  1  0  0  0  0
 21 14  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
  4 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -5.8700   -1.0101    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.9198    0.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.2367    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    1.4584    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    2.6333    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    2.5583    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.3360    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    0.1862    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -1.1050    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459   -2.1537    0.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -1.1845   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2860   -2.4197   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -2.5259   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -1.3874   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7717   -1.5394   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693   -0.4268   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -0.5406   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.8261   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.0033   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922    2.2772   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -0.0985   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.0108   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2662    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    2.3341    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1704   -1.0489    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808   -0.1456    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -1.9429    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5448    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1053    3.5956    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    3.4622    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -3.2832   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -3.4742   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -2.5409   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5380   -0.7139    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3846   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -1.4192   -1.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    1.7231   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    3.0648   -0.0038 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  8  3  1  0
 22 11  1  0
 23  7  1  0
 21 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
M  END


  Mrv1652306242105203D          

 38 41  0  0  0  0            999 V2000
   -5.8700   -1.0101    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.9198    0.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.2367    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    1.4584    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    2.6333    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    2.5583    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.3360    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    0.1862    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -1.1050    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459   -2.1537    0.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -1.1845   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2860   -2.4197   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -2.5259   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -1.3874   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7717   -1.5394   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693   -0.4268   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -0.5406   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.8261   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.0033   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922    2.2772   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -0.0985   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.0108   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2662    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    2.3341    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1704   -1.0489    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808   -0.1456    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -1.9429    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5448    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1053    3.5956    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    3.4622    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -3.2832   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -3.4742   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -2.5409   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5380   -0.7139    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3846   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -1.4192   -1.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    1.7231   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    3.0648   -0.0038 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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8  3  1  0  0  0  0
 22 11  1  0  0  0  0
 23  7  1  0  0  0  0
 21 14  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
  4 28  1  0  0  0  0
  5 29  1  0  0  0  0
  6 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 15 33  1  0  0  0  0
 17 34  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022066

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C2=C([H])C([H])=C3C(=O)C4=C(C([H])=C([H])C([H])=C4OC([H])([H])[H])C(=O)C3=C12)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O4/c1-10-8-11-6-7-13-18(16(11)14(21)9-10)20(23)12-4-3-5-15(24-2)17(12)19(13)22/h3-9,21H,1-2H3

> <INCHI_KEY>
YCYXQISGHUDFRO-UHFFFAOYSA-N

> <FORMULA>
C20H14O4

> <MOLECULAR_WEIGHT>
318.328

> <EXACT_MASS>
318.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
34.44589170515107

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-hydroxy-8-methoxy-3-methyl-7,12-dihydrotetraphene-7,12-dione

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
3.960367633333333

> <ALOGPS_LOGS>
-4.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.826226106026091

> <JCHEM_PKA_STRONGEST_BASIC>
-4.880817924842768

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
91.08649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-O-methyltetrangulol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
   -5.8700   -1.0101    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.9198    0.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.2367    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    1.4584    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    2.6333    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    2.5583    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.3360    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    0.1862    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -1.1050    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459   -2.1537    0.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -1.1845   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2860   -2.4197   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -2.5259   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -1.3874   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7717   -1.5394   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693   -0.4268   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -0.5406   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.8261   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.0033   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922    2.2772   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -0.0985   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.0108   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2662    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    2.3341    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1704   -1.0489    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808   -0.1456    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -1.9429    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5448    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1053    3.5956    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    3.4622    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -3.2832   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -3.4742   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -2.5409   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5380   -0.7139    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3846   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -1.4192   -1.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    1.7231   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    3.0648   -0.0038 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
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  8  9  1  0
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 13 32  1  0
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 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  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      -5.870  -1.010   0.615  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.490  -0.920   0.467  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.759   0.237   0.488  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.364   1.458   0.664  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.626   2.633   0.686  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.232   2.558   0.522  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.636   1.336   0.347  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.386   0.186   0.329  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.751  -1.105   0.143  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.446  -2.154   0.128  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.309  -1.185  -0.026  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.286  -2.420  -0.202  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.630  -2.526  -0.363  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.406  -1.387  -0.349  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.772  -1.539  -0.516  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.569  -0.427  -0.507  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.023  -0.541  -0.681  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.034   0.826  -0.336  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.647   1.003  -0.164  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.192   2.277  -0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.849  -0.099  -0.172  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.468  -0.011  -0.009  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.170   1.266   0.176  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.397   2.334   0.207  0.00  0.00           O+0
HETATM   25  H   UNK     0      -6.170  -1.049   1.681  0.00  0.00           H+0
HETATM   26  H   UNK     0      -6.381  -0.146   0.143  0.00  0.00           H+0
HETATM   27  H   UNK     0      -6.203  -1.943   0.094  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.431   1.545   0.792  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.105   3.596   0.825  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.638   3.462   0.536  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.356  -3.283  -0.207  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.093  -3.474  -0.499  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.199  -2.541  -0.653  0.00  0.00           H+0
HETATM   34  H   UNK     0       6.538  -0.714   0.288  0.00  0.00           H+0
HETATM   35  H   UNK     0       6.472   0.385  -1.120  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.269  -1.419  -1.336  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.631   1.723  -0.324  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.845   3.065  -0.004  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   28                                                  
CONECT    5    4    6   29                                                  
CONECT    6    5    7   30                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9    3                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   22                                                  
CONECT   12   11   13   31                                                  
CONECT   13   12   14   32                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   33                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   34   35   36                                             
CONECT   18   16   19   37                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   38                                                       
CONECT   21   19   22   14                                                  
CONECT   22   21   23   11                                                  
CONECT   23   22   24    7                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31   12                                                            
CONECT   32   13                                                            
CONECT   33   15                                                            
CONECT   34   17                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

RDKit          3D

38 41  0  0  0  0  0  0  0  0999 V2000
   -5.8700   -1.0101    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.9198    0.4674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7593    0.2367    0.4879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3636    1.4584    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6263    2.6333    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2320    2.5583    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6359    1.3360    0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3857    0.1862    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510   -1.1050    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4459   -2.1537    0.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3089   -1.1845   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2860   -2.4197   -0.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304   -2.5259   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -1.3874   -0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7717   -1.5394   -0.5162 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5693   -0.4268   -0.5072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0231   -0.5406   -0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340    0.8261   -0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474    1.0033   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1922    2.2772   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8491   -0.0985   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4677   -0.0108   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    1.2662    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3972    2.3341    0.2066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1704   -1.0489    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808   -0.1456    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -1.9429    0.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4305    1.5448    0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1053    3.5956    0.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384    3.4622    0.5355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -3.2832   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0926   -3.4742   -0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -2.5409   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5380   -0.7139    0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4721    0.3846   -1.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2695   -1.4192   -1.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308    1.7231   -0.3235 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    3.0648   -0.0038 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  2  0
  6  7  1  0
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  8  3  1  0
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 20 38  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1-Hydroxy-8-methoxy-3-methylbenzo[a]anthracene-7,12-dione	ChEBI

Chemical Formula

C₂₀H₁₄O₄

Average Mass

318.3280 Da

Monoisotopic Mass

318.08921 Da

IUPAC Name

1-hydroxy-8-methoxy-3-methyl-7,12-dihydrotetraphene-7,12-dione

Traditional Name

8-O-methyltetrangulol

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C(=O)C1=C(C2=O)C2=C(O)C=C(C)C=C2C=C1

InChI Identifier

InChI=1S/C20H14O4/c1-10-8-11-6-7-13-18(16(11)14(21)9-10)20(23)12-4-3-5-15(24-2)17(12)19(13)22/h3-9,21H,1-2H3

InChI Key

YCYXQISGHUDFRO-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, 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
Actinomyces	NPAtlas	7166527
Streptomyces capitiformicae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angucyclines. These are polyketides with a structure based on then benz[a]anthracene skeleton, with the particularity that the central ring of the anthracene moiety is a para-quinone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Angucyclines

Sub Class

Not Available

Direct Parent

Angucyclines

Alternative Parents

Substituents

Angucycline core
9,10-anthraquinone
Anthraquinone
Phenanthrol
Anthracene
Phenanthrene
1-naphthol
Anisole
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

tetraphenes (CHEBI:31145 )

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	3.87	ALOGPS
logP	3.96	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.83	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.09 m³·mol⁻¹	ChemAxon
Polarizability	34.45 Å³	ChemAxon
Number of Rings	4	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

NPA014085

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

391904

KEGG Compound ID

C12398

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443807

PDB ID

Not Available

ChEBI ID

31145

Good Scents ID

Not Available

References

General References

Maehr H, Liu CM, Liu M, Perrotta A, Smallheer JM, Williams TH, Blount JF: Microbial products. VI Five novel metabolites related to benz[a]anthracene from an unidentified actinomycete designated X-14881. J Antibiot (Tokyo). 1982 Dec;35(12):1627-31. doi: 10.7164/antibiotics.35.1627. [PubMed:7166527 ]

Showing NP-Card for X-14881 E (NP0022066)

MOL for NP0022066 (X-14881 E)

3D MOL for NP0022066 (X-14881 E)

3D SDF for NP0022066 (X-14881 E)

3D-SDF for NP0022066 (X-14881 E)

PDB for NP0022066 (X-14881 E)

3D PDB for NP0022066 (X-14881 E)

SMILES for NP0022066 (X-14881 E)

INCHI for NP0022066 (X-14881 E)

Structure for NP0022066 (X-14881 E)

3D Structure for NP0022066 (X-14881 E)