NP-MRD: Showing NP-Card for Tetrangomycin (NP0014696)

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Record Information

Version

2.0

Created at

2021-01-05 23:47:59 UTC

Updated at

2021-07-15 17:17:58 UTC

NP-MRD ID

NP0014696

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetrangomycin

Provided By

NPAtlas

Description

Tetrangomycin is found in Apis cerana, Streptomyces cyanogenus, Streptomyces globisporus, Streptomyces globosus, Streptomyces sp. CB01913 and Streptomyces ederensis. Tetrangomycin was first documented in 1965 (PMID: 5883506). Based on a literature review a small amount of articles have been published on Tetrangomycin (PMID: 5919937) (PMID: 11671566) (PMID: 8990300).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120053D          

 38 41  0  0  0  0            999 V2000
    4.9957   -1.0697    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.4377    0.2268 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7944    0.8218    0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -1.2717    1.0651 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3821   -1.4797    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -2.5041    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8503   -0.3563   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195    0.3047   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    1.2944   -1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078    1.6427   -1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    1.0035   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0174   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -0.6905    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -1.5801    1.4969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.2878    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.9588    1.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.6234    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    0.3604    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6293    1.0485    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    2.0237   -0.6958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852    0.7116   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3714   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.2873   -1.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.1457   -1.1655 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9134   -2.1533   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -0.9808    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -0.5990   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160    1.2031    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312   -2.2424    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -0.7421    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    1.8208   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    2.4312   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -1.7430    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -1.1385    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.6542    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8571    2.6226   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989    0.5416   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1852   -1.1211   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 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
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
  8 24  1  0  0  0  0
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 21 15  1  0  0  0  0
 22 11  1  0  0  0  0
  1 25  1  0  0  0  0
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  3 28  1  0  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  9 31  1  0  0  0  0
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 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 20 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
M  END

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
    4.9957   -1.0697    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.4377    0.2268 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7944    0.8218    0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -1.2717    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -1.4797    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -2.5041    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8503   -0.3563   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195    0.3047   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    1.2944   -1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078    1.6427   -1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    1.0035   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0174   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -0.6905    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -1.5801    1.4969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.2878    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.9588    1.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.6234    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    0.3604    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6293    1.0485    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    2.0237   -0.6958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852    0.7116   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3714   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.2873   -1.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.1457   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9134   -2.1533   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -0.9808    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -0.5990   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160    1.2031    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312   -2.2424    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -0.7421    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    1.8208   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    2.4312   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -1.7430    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -1.1385    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.6542    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8571    2.6226   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989    0.5416   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1852   -1.1211   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
  8 24  1  0
 24  2  1  0
 12  7  1  0
 21 15  1  0
 22 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  9 31  1  0
 10 32  1  0
 16 33  1  0
 17 34  1  0
 18 35  1  0
 20 36  1  0
 24 37  1  0
 24 38  1  0
M  END


  Mrv1652306242120053D          

 38 41  0  0  0  0            999 V2000
    4.9957   -1.0697    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.4377    0.2268 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7944    0.8218    0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -1.2717    1.0651 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3821   -1.4797    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -2.5041    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8503   -0.3563   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195    0.3047   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    1.2944   -1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078    1.6427   -1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    1.0035   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0174   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -0.6905    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -1.5801    1.4969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.2878    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.9588    1.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.6234    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    0.3604    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6293    1.0485    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    2.0237   -0.6958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852    0.7116   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3714   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.2873   -1.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.1457   -1.1655 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9134   -2.1533   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -0.9808    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -0.5990   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160    1.2031    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312   -2.2424    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -0.7421    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    1.8208   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    2.4312   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -1.7430    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -1.1385    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.6542    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8571    2.6226   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989    0.5416   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1852   -1.1211   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 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
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 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
  8 24  1  0  0  0  0
 24  2  1  0  0  0  0
 12  7  1  0  0  0  0
 21 15  1  0  0  0  0
 22 11  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
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 34  1  0  0  0  0
 18 35  1  0  0  0  0
 20 36  1  0  0  0  0
 24 37  1  0  0  0  0
 24 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014696

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O5/c1-19(24)7-9-5-6-11-16(14(9)13(21)8-19)18(23)10-3-2-4-12(20)15(10)17(11)22/h2-6,20,24H,7-8H2,1H3/t19-/m1/s1

> <INCHI_KEY>
UGEKKXLEYACFTD-LJQANCHMSA-N

> <FORMULA>
C19H14O5

> <MOLECULAR_WEIGHT>
322.316

> <EXACT_MASS>
322.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.917528583990254

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3,8-dihydroxy-3-methyl-1,2,3,4,7,12-hexahydrotetraphene-1,7,12-trione

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.622785206666666

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.099774547839736

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.823049018814681

> <JCHEM_PKA_STRONGEST_BASIC>
-2.940500446129125

> <JCHEM_POLAR_SURFACE_AREA>
91.66999999999999

> <JCHEM_REFRACTIVITY>
87.5543

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3,8-dihydroxy-3-methyl-2,4-dihydrotetraphene-1,7,12-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 41  0  0  0  0  0  0  0  0999 V2000
    4.9957   -1.0697    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.4377    0.2268 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7944    0.8218    0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -1.2717    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3821   -1.4797    0.4788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6776   -2.5041    0.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8503   -0.3563   -0.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195    0.3047   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    1.2944   -1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078    1.6427   -1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544    1.0035   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4843   -0.0174   -0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -0.6905    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -1.5801    1.4969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.2878    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.9588    1.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.6234    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4517    0.3604    0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6293    1.0485    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    2.0237   -0.6958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852    0.7116   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3714   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.2873   -1.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.1457   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9134   -2.1533   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -0.9808    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -0.5990   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160    1.2031    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312   -2.2424    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -0.7421    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    1.8208   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    2.4312   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -1.7430    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 24 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       4.996  -1.070   0.191  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.621  -0.438   0.227  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.794   0.822   0.833  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.726  -1.272   1.065  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.382  -1.480   0.479  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.678  -2.504   0.567  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.850  -0.356  -0.281  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.720   0.305  -1.181  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.244   1.294  -1.981  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.108   1.643  -1.897  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.954   1.004  -1.022  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.484  -0.017  -0.188  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.357  -0.691   0.741  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.977  -1.580   1.497  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.769  -0.288   0.793  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.572  -0.959   1.689  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.919  -0.623   1.781  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.452   0.360   0.994  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.629   1.048   0.076  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.184   2.024  -0.696  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.285   0.712  -0.013  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.376   1.371  -0.934  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.785   2.287  -1.690  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.123  -0.146  -1.165  0.00  0.00           C+0
HETATM   25  H   UNK     0       4.913  -2.153  -0.090  0.00  0.00           H+0
HETATM   26  H   UNK     0       5.442  -0.981   1.195  0.00  0.00           H+0
HETATM   27  H   UNK     0       5.661  -0.599  -0.565  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.616   1.203   0.427  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.231  -2.242   1.284  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.582  -0.742   2.056  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.870   1.821  -2.677  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.509   2.431  -2.530  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.160  -1.743   2.320  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.569  -1.139   2.479  0.00  0.00           H+0
HETATM   35  H   UNK     0      -6.484   0.654   1.029  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.857   2.623  -1.376  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.799   0.542  -1.711  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.185  -1.121  -1.727  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3    4   24                                             
CONECT    3    2   28                                                       
CONECT    4    2    5   29   30                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   31                                                  
CONECT   10    9   11   32                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   21                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   18   34                                                  
CONECT   18   17   19   35                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   36                                                       
CONECT   21   19   22   15                                                  
CONECT   22   21   23   11                                                  
CONECT   23   22                                                            
CONECT   24    8    2   37   38                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   16                                                            
CONECT   34   17                                                            
CONECT   35   18                                                            
CONECT   36   20                                                            
CONECT   37   24                                                            
CONECT   38   24                                                            
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
    4.9957   -1.0697    0.1908 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210   -0.4377    0.2268 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.7195    0.3047   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2445    1.2944   -1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1078    1.6427   -1.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3573   -0.6905    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -1.5801    1.4969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7695   -0.2878    0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5720   -0.9588    1.6893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.6234    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6293    1.0485    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    2.0237   -0.6958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2852    0.7116   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3762    1.3714   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7845    2.2873   -1.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.1457   -1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9134   -2.1533   -0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -0.9808    1.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6606   -0.5990   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6160    1.2031    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312   -2.2424    1.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -0.7421    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8696    1.8208   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5093    2.4312   -2.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1603   -1.7430    2.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5685   -1.1385    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4839    0.6542    1.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8571    2.6226   -1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989    0.5416   -1.7114 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1852   -1.1211   -1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  2  0
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M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(-)-Tetrangomycin	ChEBI
(+)-3,4-Dihydro-3,8-dihydroxy-3-methylbenz(a)anthracene- 1,7,12(2H)-trione	ChEBI

Chemical Formula

C₁₉H₁₄O₅

Average Mass

322.3160 Da

Monoisotopic Mass

322.08412 Da

IUPAC Name

(3R)-3,8-dihydroxy-3-methyl-1,2,3,4,7,12-hexahydrotetraphene-1,7,12-trione

Traditional Name

(3R)-3,8-dihydroxy-3-methyl-2,4-dihydrotetraphene-1,7,12-trione

CAS Registry Number

Not Available

SMILES

C[C@]1(O)CC(=O)C2=C(C1)C=CC1=C2C(=O)C2=C(C(O)=CC=C2)C1=O

InChI Identifier

InChI=1S/C19H14O5/c1-19(24)7-9-5-6-11-16(14(9)13(21)8-19)18(23)10-3-2-4-12(20)15(10)17(11)22/h2-6,20,24H,7-8H2,1H3/t19-/m1/s1

InChI Key

UGEKKXLEYACFTD-LJQANCHMSA-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
Apis cerana	LOTUS Database	35616633
Streptomyces cyanogenus	LOTUS Database	35616633
Streptomyces globisporus	LOTUS Database	35616633
Streptomyces globosus	LOTUS Database	35616633
Streptomyces sp. CB01913	NPAtlas	26335269
Streptomyces umbrinus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces tsusimaensis MI310-38F7	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	2.75	ALOGPS
logP	2.62	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.55 m³·mol⁻¹	ChemAxon
Polarizability	32.92 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

NPA012713

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017674

Chemspider ID

9913481

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11738774

PDB ID

Not Available

ChEBI ID

32211

Good Scents ID

Not Available

References

General References

Kuntsmann MP, Mitscher LA: The structural characterization of tetrangomycin and tetrangulol. J Org Chem. 1966 Sep;31(9):2920-5. doi: 10.1021/jo01347a043. [PubMed:5919937 ]
Krohn K, Boker N, Florke U, Freund C: Synthesis of Angucyclines. 8. Biomimetic-Type Synthesis of Rabelomycin, Tetrangomycin, and Related Ring B Aromatic Angucyclinones. J Org Chem. 1997 Apr 18;62(8):2350-2356. doi: 10.1021/jo9622587. [PubMed:11671566 ]
Dann M, Lefemine DV, Barbatschi F, Shu P, Kunstmann MP, Mitscher LA, Bohonos N: Tetrangomycin, a new quinone antibiotic. Antimicrob Agents Chemother (Bethesda). 1965;5:832-5. [PubMed:5883506 ]
Hong ST, Carney JR, Gould SJ: Cloning and heterologous expression of the entire gene clusters for PD 116740 from Streptomyces strain WP 4669 and tetrangulol and tetrangomycin from Streptomyces rimosus NRRL 3016. J Bacteriol. 1997 Jan;179(2):470-6. doi: 10.1128/jb.179.2.470-476.1997. [PubMed:8990300 ]

Showing NP-Card for Tetrangomycin (NP0014696)

MOL for NP0014696 (Tetrangomycin)

3D MOL for NP0014696 (Tetrangomycin)

3D SDF for NP0014696 (Tetrangomycin)

3D-SDF for NP0014696 (Tetrangomycin)

PDB for NP0014696 (Tetrangomycin)

3D PDB for NP0014696 (Tetrangomycin)

SMILES for NP0014696 (Tetrangomycin)

INCHI for NP0014696 (Tetrangomycin)

Structure for NP0014696 (Tetrangomycin)

3D Structure for NP0014696 (Tetrangomycin)