NP-MRD: Showing NP-Card for 11-deoxylandomycinone (NP0009515)

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Record Information

Version

2.0

Created at

2021-01-05 00:16:21 UTC

Updated at

2021-07-15 17:03:28 UTC

NP-MRD ID

NP0009515

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-deoxylandomycinone

Provided By

NPAtlas

Description

1,6,8-Trihydroxy-3-methyl-5,6,7,12-tetrahydrotetraphene-7,12-dione 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. 11-deoxylandomycinone is found in Streptomyces and Streptomyces cyanogenus. 11-deoxylandomycinone was first documented in 2011 (PMID: 20978514). Based on a literature review very few articles have been published on 1,6,8-trihydroxy-3-methyl-5,6,7,12-tetrahydrotetraphene-7,12-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106363D          

 38 41  0  0  0  0            999 V2000
    5.5512    0.8018   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.6314   -0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822    1.7382   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823    1.5804   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    2.7178   -0.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    0.3320    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.7892    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -0.6222    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.1586    0.2512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2306   -2.3268    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2356   -3.1996    1.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.1147    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    0.1403    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    1.2630    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    2.4292   -0.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.0085    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    2.0825    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077    1.8688    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1848    0.5774    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3469   -0.5175    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -1.8304    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807   -0.2656    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -1.3741    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5245   -2.5417    0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    1.7607    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.7728   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -0.0498    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469    2.7445   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5778    3.6488   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.4994    0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887   -2.7870   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -2.5330    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -2.8568   -0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216   -3.9492    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    3.1007   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3512    2.7324    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2614    0.4267    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -1.9424    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  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
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8  2  1  0  0  0  0
 23 12  1  0  0  0  0
 13  6  1  0  0  0  0
 22 16  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
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 33  1  6  0  0  0
 11 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 21 38  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
    5.5512    0.8018   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.6314   -0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822    1.7382   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823    1.5804   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    2.7178   -0.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    0.3320    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.7892    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -0.6222    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.1586    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306   -2.3268    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2356   -3.1996    1.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.1147    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    0.1403    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    1.2630    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    2.4292   -0.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.0085    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    2.0825    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077    1.8688    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1848    0.5774    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3469   -0.5175    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -1.8304    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807   -0.2656    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -1.3741    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5245   -2.5417    0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    1.7607    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.7728   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -0.0498    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469    2.7445   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5778    3.6488   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.4994    0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887   -2.7870   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -2.5330    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -2.8568   -0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216   -3.9492    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    3.1007   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3512    2.7324    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2614    0.4267    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -1.9424    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  8  2  1  0
 23 12  1  0
 13  6  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  6
 11 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
M  END


  Mrv1652306242106363D          

 38 41  0  0  0  0            999 V2000
    5.5512    0.8018   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.6314   -0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822    1.7382   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823    1.5804   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    2.7178   -0.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    0.3320    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.7892    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -0.6222    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.1586    0.2512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2306   -2.3268    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2356   -3.1996    1.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.1147    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    0.1403    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    1.2630    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    2.4292   -0.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.0085    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    2.0825    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077    1.8688    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1848    0.5774    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3469   -0.5175    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -1.8304    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807   -0.2656    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -1.3741    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5245   -2.5417    0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    1.7607    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.7728   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -0.0498    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469    2.7445   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5778    3.6488   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.4994    0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887   -2.7870   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -2.5330    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -2.8568   -0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216   -3.9492    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    3.1007   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3512    2.7324    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2614    0.4267    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -1.9424    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  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
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
  8  2  1  0  0  0  0
 23 12  1  0  0  0  0
 13  6  1  0  0  0  0
 22 16  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
  3 28  1  0  0  0  0
  5 29  1  0  0  0  0
  8 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 33  1  6  0  0  0
 11 34  1  0  0  0  0
 17 35  1  0  0  0  0
 18 36  1  0  0  0  0
 19 37  1  0  0  0  0
 21 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009515

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=O)C3=C(C(=O)C2=C([H])C([H])=C1[H])C1=C(O[H])C([H])=C(C([H])=C1C([H])([H])[C@@]3([H])O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O5/c1-8-5-9-7-13(22)16-17(14(9)12(21)6-8)18(23)10-3-2-4-11(20)15(10)19(16)24/h2-6,13,20-22H,7H2,1H3/t13-/m1/s1

> <INCHI_KEY>
GXZRNSVPVOEPLF-UHFFFAOYSA-N

> <FORMULA>
C19H14O5

> <MOLECULAR_WEIGHT>
322.316

> <EXACT_MASS>
322.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
33.65827242068982

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R)-1,6,8-trihydroxy-3-methyl-5,6,7,12-tetrahydrotetraphene-7,12-dione

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
2.933131401

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.64344238670827

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.008317229860722

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1605700313218836

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
88.74989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-1,6,8-trihydroxy-3-methyl-5,6-dihydrotetraphene-7,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
    5.5512    0.8018   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.6314   -0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822    1.7382   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823    1.5804   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    2.7178   -0.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    0.3320    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.7892    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -0.6222    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.1586    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306   -2.3268    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2356   -3.1996    1.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.1147    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    0.1403    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    1.2630    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    2.4292   -0.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.0085    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    2.0825    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077    1.8688    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1848    0.5774    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3469   -0.5175    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -1.8304    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807   -0.2656    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -1.3741    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5245   -2.5417    0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    1.7607    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.7728   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -0.0498    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469    2.7445   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5778    3.6488   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.4994    0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887   -2.7870   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -2.5330    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -2.8568   -0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216   -3.9492    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    3.1007   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3512    2.7324    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2614    0.4267    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -1.9424    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  8  2  1  0
 23 12  1  0
 13  6  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  6
 11 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 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       5.551   0.802  -0.175  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.079   0.631  -0.112  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.282   1.738  -0.184  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.882   1.580  -0.125  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.133   2.718  -0.202  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.340   0.332   0.002  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.183  -0.789   0.075  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.541  -0.622   0.016  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.674  -2.159   0.251  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.231  -2.327   0.063  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.236  -3.200   1.078  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.597  -1.115   0.085  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.124   0.140   0.014  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.027   1.263   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.694   2.429  -0.063  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.489   1.008   0.068  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.334   2.083   0.054  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.708   1.869   0.118  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.185   0.577   0.193  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.347  -0.518   0.208  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.805  -1.830   0.283  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.981  -0.266   0.143  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.049  -1.374   0.154  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.525  -2.542   0.224  0.00  0.00           O+0
HETATM   25  H   UNK     0       5.832   1.761   0.286  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.826   0.773  -1.259  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.045  -0.050   0.304  0.00  0.00           H+0
HETATM   28  H   UNK     0       3.647   2.744  -0.284  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.578   3.649  -0.300  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.207  -1.499   0.072  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.189  -2.787  -0.546  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.985  -2.533   1.262  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.026  -2.857  -0.902  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.722  -3.949   0.695  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.941   3.101  -0.006  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.351   2.732   0.105  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.261   0.427   0.242  0.00  0.00           H+0
HETATM   38  H   UNK     0      -5.805  -1.942   0.327  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   29                                                       
CONECT    6    4    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2   30                                                  
CONECT    9    7   10   31   32                                             
CONECT   10    9   11   12   33                                             
CONECT   11   10   34                                                       
CONECT   12   10   13   23                                                  
CONECT   13   12   14    6                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   22                                                  
CONECT   17   16   18   35                                                  
CONECT   18   17   19   36                                                  
CONECT   19   18   20   37                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   38                                                       
CONECT   22   20   23   16                                                  
CONECT   23   22   24   12                                                  
CONECT   24   23                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    5                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   11                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   21                                                            
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
    5.5512    0.8018   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.6314   -0.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2822    1.7382   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8823    1.5804   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1330    2.7178   -0.2024 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3401    0.3320    0.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1825   -0.7892    0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414   -0.6222    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.1586    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2306   -2.3268    0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2356   -3.1996    1.0782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -1.1147    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244    0.1403    0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0268    1.2630    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6941    2.4292   -0.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4885    1.0085    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    2.0825    0.0544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7077    1.8688    0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1848    0.5774    0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3469   -0.5175    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8053   -1.8304    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9807   -0.2656    0.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0485   -1.3741    0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5245   -2.5417    0.2243 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    1.7607    0.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.7728   -1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0445   -0.0498    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6469    2.7445   -0.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5778    3.6488   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -1.4994    0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887   -2.7870   -0.5463 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -2.5330    1.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0260   -2.8568   -0.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216   -3.9492    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9410    3.1007   -0.0056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3512    2.7324    0.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2614    0.4267    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8047   -1.9424    0.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
  8  2  1  0
 23 12  1  0
 13  6  1  0
 22 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  5 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  6
 11 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₉H₁₄O₅

Average Mass

322.3160 Da

Monoisotopic Mass

322.08412 Da

IUPAC Name

(6R)-1,6,8-trihydroxy-3-methyl-5,6,7,12-tetrahydrotetraphene-7,12-dione

Traditional Name

(6R)-1,6,8-trihydroxy-3-methyl-5,6-dihydrotetraphene-7,12-dione

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C2C(CC(O)C3=C2C(=O)C2=C(C(O)=CC=C2)C3=O)=C1

InChI Identifier

InChI=1S/C19H14O5/c1-8-5-9-7-13(22)16-17(14(9)12(21)6-8)18(23)10-3-2-4-11(20)15(10)19(16)24/h2-6,13,20-22H,7H2,1H3

InChI Key

GXZRNSVPVOEPLF-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Streptomyces	NPAtlas	20978514
Streptomyces cyanogenus	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

9,10-anthraquinone
Anthraquinone
Phenanthrene
1-naphthol
Naphthalene
Aryl ketone
Quinone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Ketone
Secondary alcohol
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.17	ALOGPS
logP	2.93	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.01	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.75 m³·mol⁻¹	ChemAxon
Polarizability	33.66 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

NPA019470

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

75600526

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shaaban KA, Stamatkin C, Damodaran C, Rohr J: 11-Deoxylandomycinone and landomycins X-Z, new cytotoxic angucyclin(on)es from a Streptomyces cyanogenus K62 mutant strain. J Antibiot (Tokyo). 2011 Jan;64(1):141-50. doi: 10.1038/ja.2010.121. Epub 2010 Oct 27. [PubMed:20978514 ]

Showing NP-Card for 11-deoxylandomycinone (NP0009515)

MOL for NP0009515 (11-deoxylandomycinone)

3D MOL for NP0009515 (11-deoxylandomycinone)

3D SDF for NP0009515 (11-deoxylandomycinone)

3D-SDF for NP0009515 (11-deoxylandomycinone)

PDB for NP0009515 (11-deoxylandomycinone)

3D PDB for NP0009515 (11-deoxylandomycinone)

SMILES for NP0009515 (11-deoxylandomycinone)

INCHI for NP0009515 (11-deoxylandomycinone)

Structure for NP0009515 (11-deoxylandomycinone)

3D Structure for NP0009515 (11-deoxylandomycinone)