NP-MRD: Showing NP-Card for angumycinone B (NP0042875)

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Record Information

Version

1.0

Created at

2021-06-21 00:25:53 UTC

Updated at

2021-06-30 00:18:14 UTC

NP-MRD ID

NP0042875

Secondary Accession Numbers

None

Natural Product Identification

Common Name

angumycinone B

Provided By

JEOL Database JEOL Logo

Description

(1R,2R,7S,9R,10S)-7,9,13-trihydroxy-5-methyl-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]Nonadeca-4,12(17),13,15-tetraene-3,11,18-trione belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. angumycinone B is found in Streptomyces sp. KMC004. It was first documented in 2014 (Park, H. B., et al.). Based on a literature review very few articles have been published on (1R,2R,7S,9R,10S)-7,9,13-trihydroxy-5-methyl-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]Nonadeca-4,12(17),13,15-tetraene-3,11,18-trione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102253D          

 42 46  0  0  0  0            999 V2000
   -4.5369   -1.5030    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1463   -1.1279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -1.9458    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049   -1.5992   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3997   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972   -0.3011    0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4568    0.7786    0.5696 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8527    1.7651    1.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.1982    1.3742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9359    1.4306   -0.7433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8128    2.2191   -1.4163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6304    3.4228   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.4712   -1.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3592    0.1631   -2.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.2134   -0.6358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1126   -0.2200   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -1.0976    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    0.4505   -1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -0.0871   -0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    0.5170   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160    1.6647   -2.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385    2.2048   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    3.3389   -3.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    1.6011   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1925   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    3.2832   -2.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -0.7781    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8270   -2.4929    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.5187    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514   -2.9078   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624   -0.5638    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175    2.6454    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    0.0810    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    0.9320    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    2.1226   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.6685   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    2.5114   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    4.0152   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6795   -0.9830   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034    0.0943   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621    2.1423   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    3.6563   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0  0  0  0
  6  7  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  2  0  0  0  0
 20 21  2  0  0  0  0
 18 16  1  0  0  0  0
 24 25  1  0  0  0  0
 25 13  1  0  0  0  0
  6  4  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 15 16  1  0  0  0  0
  4  5  2  0  0  0  0
 15 13  1  0  0  0  0
 22 23  1  0  0  0  0
 18 19  2  0  0  0  0
 25 26  2  0  0  0  0
 19 20  1  0  0  0  0
 16 17  2  0  0  0  0
 18 24  1  0  0  0  0
  2  1  1  0  0  0  0
  7  8  1  1  0  0  0
 15  6  1  0  0  0  0
  6 31  1  1  0  0  0
 13 11  1  0  0  0  0
 15 14  1  6  0  0  0
 13 14  1  6  0  0  0
 11 10  1  0  0  0  0
 11 12  1  0  0  0  0
 20 40  1  0  0  0  0
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 19 39  1  0  0  0  0
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 10 35  1  0  0  0  0
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  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  3 30  1  0  0  0  0
 23 42  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  8 32  1  0  0  0  0
 12 38  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -4.5369   -1.5030    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1463   -1.1279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -1.9458    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049   -1.5992   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3997   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972   -0.3011    0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4568    0.7786    0.5696 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8527    1.7651    1.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.1982    1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359    1.4306   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8128    2.2191   -1.4163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6304    3.4228   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.4712   -1.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3592    0.1631   -2.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.2134   -0.6358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1126   -0.2200   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -1.0976    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    0.4505   -1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -0.0871   -0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    0.5170   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160    1.6647   -2.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385    2.2048   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    3.3389   -3.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    1.6011   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1925   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    3.2832   -2.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -0.7781    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8270   -2.4929    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.5187    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514   -2.9078   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624   -0.5638    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175    2.6454    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    0.0810    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    0.9320    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    2.1226   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.6685   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    2.5114   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    4.0152   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6795   -0.9830   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034    0.0943   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621    2.1423   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    3.6563   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0
  6  7  1  0
 21 22  1  0
 22 24  2  0
 20 21  2  0
 18 16  1  0
 24 25  1  0
 25 13  1  0
  6  4  1  0
  7  9  1  0
  9  2  1  0
  2  3  2  0
  3  4  1  0
 15 16  1  0
  4  5  2  0
 15 13  1  0
 22 23  1  0
 18 19  2  0
 25 26  2  0
 19 20  1  0
 16 17  2  0
 18 24  1  0
  2  1  1  0
  7  8  1  1
 15  6  1  0
  6 31  1  1
 13 11  1  0
 15 14  1  6
 13 14  1  6
 11 10  1  0
 11 12  1  0
 20 40  1  0
 21 41  1  0
 19 39  1  0
 11 37  1  6
 10 35  1  0
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  9 33  1  0
  9 34  1  0
  3 30  1  0
 23 42  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  8 32  1  0
 12 38  1  0
M  END


  Mrv1652306212102253D          

 42 46  0  0  0  0            999 V2000
   -4.5369   -1.5030    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1463   -1.1279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -1.9458    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049   -1.5992   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3997   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972   -0.3011    0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4568    0.7786    0.5696 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8527    1.7651    1.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.1982    1.3742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9359    1.4306   -0.7433 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8128    2.2191   -1.4163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6304    3.4228   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.4712   -1.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3592    0.1631   -2.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.2134   -0.6358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1126   -0.2200   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -1.0976    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    0.4505   -1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -0.0871   -0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    0.5170   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160    1.6647   -2.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385    2.2048   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    3.3389   -3.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    1.6011   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1925   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    3.2832   -2.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -0.7781    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8270   -2.4929    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.5187    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514   -2.9078   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624   -0.5638    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175    2.6454    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    0.0810    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    0.9320    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    2.1226   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.6685   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    2.5114   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    4.0152   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6795   -0.9830   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034    0.0943   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621    2.1423   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    3.6563   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0  0  0  0
  6  7  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  2  0  0  0  0
 20 21  2  0  0  0  0
 18 16  1  0  0  0  0
 24 25  1  0  0  0  0
 25 13  1  0  0  0  0
  6  4  1  0  0  0  0
  7  9  1  0  0  0  0
  9  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
 15 16  1  0  0  0  0
  4  5  2  0  0  0  0
 15 13  1  0  0  0  0
 22 23  1  0  0  0  0
 18 19  2  0  0  0  0
 25 26  2  0  0  0  0
 19 20  1  0  0  0  0
 16 17  2  0  0  0  0
 18 24  1  0  0  0  0
  2  1  1  0  0  0  0
  7  8  1  1  0  0  0
 15  6  1  0  0  0  0
  6 31  1  1  0  0  0
 13 11  1  0  0  0  0
 15 14  1  6  0  0  0
 13 14  1  6  0  0  0
 11 10  1  0  0  0  0
 11 12  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  0  0  0  0
 19 39  1  0  0  0  0
 11 37  1  6  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  3 30  1  0  0  0  0
 23 42  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  8 32  1  0  0  0  0
 12 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C2C(=C([H])C([H])=C1[H])C(=O)[C@]13O[C@@]1(C2=O)[C@]([H])(O[H])C([H])([H])[C@@]1(O[H])C([H])([H])C(=C([H])C(=O)[C@@]31[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O7/c1-8-5-11(21)14-17(25,6-8)7-12(22)18-16(24)13-9(3-2-4-10(13)20)15(23)19(14,18)26-18/h2-5,12,14,20,22,25H,6-7H2,1H3/t12-,14-,17+,18-,19+/m1/s1

> <INCHI_KEY>
QRBDVWBEAGUKAA-MMSQRJJHSA-N

> <FORMULA>
C19H16O7

> <MOLECULAR_WEIGHT>
356.33

> <EXACT_MASS>
356.089602855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.27034598022368

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,7S,9R,10S)-7,9,13-trihydroxy-5-methyl-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-4,12(17),13,15-tetraene-3,11,18-trione

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
0.8277152233333331

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.98168851843409

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.027430436970187

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2035655327991863

> <JCHEM_POLAR_SURFACE_AREA>
124.42999999999999

> <JCHEM_REFRACTIVITY>
88.16439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,7S,9R,10S)-7,9,13-trihydroxy-5-methyl-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-4,12(17),13,15-tetraene-3,11,18-trione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -4.5369   -1.5030    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1463   -1.1279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -1.9458    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049   -1.5992   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3997   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972   -0.3011    0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4568    0.7786    0.5696 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8527    1.7651    1.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.1982    1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359    1.4306   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8128    2.2191   -1.4163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6304    3.4228   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.4712   -1.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3592    0.1631   -2.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.2134   -0.6358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1126   -0.2200   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -1.0976    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    0.4505   -1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -0.0871   -0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    0.5170   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160    1.6647   -2.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385    2.2048   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    3.3389   -3.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    1.6011   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1925   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    3.2832   -2.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -0.7781    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8270   -2.4929    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.5187    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514   -2.9078   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624   -0.5638    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175    2.6454    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    0.0810    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    0.9320    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    2.1226   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.6685   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    2.5114   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    4.0152   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6795   -0.9830   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034    0.0943   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621    2.1423   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    3.6563   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0
  6  7  1  0
 21 22  1  0
 22 24  2  0
 20 21  2  0
 18 16  1  0
 24 25  1  0
 25 13  1  0
  6  4  1  0
  7  9  1  0
  9  2  1  0
  2  3  2  0
  3  4  1  0
 15 16  1  0
  4  5  2  0
 15 13  1  0
 22 23  1  0
 18 19  2  0
 25 26  2  0
 19 20  1  0
 16 17  2  0
 18 24  1  0
  2  1  1  0
  7  8  1  1
 15  6  1  0
  6 31  1  1
 13 11  1  0
 15 14  1  6
 13 14  1  6
 11 10  1  0
 11 12  1  0
 20 40  1  0
 21 41  1  0
 19 39  1  0
 11 37  1  6
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
  3 30  1  0
 23 42  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  8 32  1  0
 12 38  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.537  -1.503   1.305  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.146  -1.128   0.881  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.397  -1.946   0.128  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.005  -1.599  -0.245  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.385  -2.400  -0.943  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.397  -0.301   0.283  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.457   0.779   0.570  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.853   1.765   1.430  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.639   0.198   1.374  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.936   1.431  -0.743  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.813   2.219  -1.416  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.630   3.423  -0.657  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.497   1.471  -1.482  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.359   0.163  -2.041  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.713   0.213  -0.636  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.113  -0.220  -0.365  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.347  -1.098   0.457  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.227   0.451  -1.072  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.518  -0.087  -0.932  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.607   0.517  -1.560  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.416   1.665  -2.324  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.138   2.205  -2.460  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.052   3.339  -3.224  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.032   1.601  -1.841  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.688   2.192  -2.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.555   3.283  -2.551  0.00  0.00           O+0
HETATM   27  H   UNK     0      -5.260  -0.778   0.919  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.827  -2.493   0.937  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.609  -1.519   2.397  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.751  -2.908  -0.228  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.062  -0.564   1.247  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.918   2.645   1.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.350   0.081   2.428  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.456   0.932   1.380  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.760   2.123  -0.527  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.321   0.669  -1.431  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.137   2.511  -2.422  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.088   4.015  -1.219  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.680  -0.983  -0.333  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.603   0.094  -1.450  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.262   2.142  -2.813  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.122   3.656  -3.217  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    9    3    1                                                  
CONECT    3    2    4   30                                                  
CONECT    4    6    3    5                                                  
CONECT    5    4                                                            
CONECT    6    7    4   15   31                                             
CONECT    7   10    6    9    8                                             
CONECT    8    7   32                                                       
CONECT    9    7    2   33   34                                             
CONECT   10    7   11   35   36                                             
CONECT   11   13   10   12   37                                             
CONECT   12   11   38                                                       
CONECT   13   25   15   11   14                                             
CONECT   14   15   13                                                       
CONECT   15   16   13    6   14                                             
CONECT   16   18   15   17                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20   39                                                  
CONECT   20   21   19   40                                                  
CONECT   21   22   20   41                                                  
CONECT   22   21   24   23                                                  
CONECT   23   22   42                                                       
CONECT   24   22   25   18                                                  
CONECT   25   24   13   26                                                  
CONECT   26   25                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    6                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   23                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

RDKit          3D

42 46  0  0  0  0  0  0  0  0999 V2000
   -4.5369   -1.5030    1.3052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1463   -1.1279    0.8807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3974   -1.9458    0.1280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049   -1.5992   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3850   -2.3997   -0.9434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3972   -0.3011    0.2832 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4568    0.7786    0.5696 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8527    1.7651    1.4302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6392    0.1982    1.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9359    1.4306   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8128    2.2191   -1.4163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6304    3.4228   -0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.4712   -1.4815 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3592    0.1631   -2.0414 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126    0.2134   -0.6358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1126   -0.2200   -0.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3466   -1.0976    0.4569 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    0.4505   -1.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5179   -0.0871   -0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6071    0.5170   -1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4160    1.6647   -2.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1385    2.2048   -2.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0516    3.3389   -3.2239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0320    1.6011   -1.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884    2.1925   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5546    3.2832   -2.5507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -0.7781    0.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8270   -2.4929    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.5187    2.3975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7514   -2.9078   -0.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0624   -0.5638    1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9175    2.6454    0.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3499    0.0810    2.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4561    0.9320    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7601    2.1226   -0.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3208    0.6685   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365    2.5114   -2.4223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    4.0152   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6795   -0.9830   -0.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6034    0.0943   -1.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2621    2.1423   -2.8128 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1220    3.6563   -3.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  7  1  0
  6  7  1  0
 21 22  1  0
 22 24  2  0
 20 21  2  0
 18 16  1  0
 24 25  1  0
 25 13  1  0
  6  4  1  0
  7  9  1  0
  9  2  1  0
  2  3  2  0
  3  4  1  0
 15 16  1  0
  4  5  2  0
 15 13  1  0
 22 23  1  0
 18 19  2  0
 25 26  2  0
 19 20  1  0
 16 17  2  0
 18 24  1  0
  2  1  1  0
  7  8  1  1
 15  6  1  0
  6 31  1  1
 13 11  1  0
 15 14  1  6
 13 14  1  6
 11 10  1  0
 11 12  1  0
 20 40  1  0
 21 41  1  0
 19 39  1  0
 11 37  1  6
 10 35  1  0
 10 36  1  0
  9 33  1  0
  9 34  1  0
  3 30  1  0
 23 42  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  8 32  1  0
 12 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₆O₇

Average Mass

356.3300 Da

Monoisotopic Mass

356.08960 Da

IUPAC Name

(1R,2R,7S,9R,10S)-7,9,13-trihydroxy-5-methyl-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-4,12(17),13,15-tetraene-3,11,18-trione

Traditional Name

(1R,2R,7S,9R,10S)-7,9,13-trihydroxy-5-methyl-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-4,12(17),13,15-tetraene-3,11,18-trione

CAS Registry Number

Not Available

SMILES

[H]OC1=C2C(=C([H])C([H])=C1[H])C(=O)[C@]13O[C@@]1(C2=O)[C@]([H])(O[H])C([H])([H])[C@@]1(O[H])C([H])([H])C(=C([H])C(=O)[C@@]31[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H16O7/c1-8-5-11(21)14-17(25,6-8)7-12(22)18-16(24)13-9(3-2-4-10(13)20)15(23)19(14,18)26-18/h2-5,12,14,20,22,25H,6-7H2,1H3/t12-,14-,17+,18-,19+/m1/s1

InChI Key

QRBDVWBEAGUKAA-MMSQRJJHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp. KMC004	JEOL database	Park, H. B., et al. J. Tetrahedron Lett. 55, 63 (2014)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Naphthalene
Tetralin
Quinone
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Oxepane
Cyclic alcohol
Vinylogous acid
Tertiary alcohol
Ketone
Secondary alcohol
Polyol
Oxacycle
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.06	ALOGPS
logP	0.83	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	8.03	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	124.43 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.16 m³·mol⁻¹	ChemAxon
Polarizability	34.27 Å³	ChemAxon
Number of Rings	5	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73670470

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Park, H. B., et al. (2014). Park, H. B., et al. J. Tetrahedron Lett. 55, 63 (2014). J. Tetrahedron Lett..

Showing NP-Card for angumycinone B (NP0042875)

MOL for NP0042875 (angumycinone B)

3D MOL for NP0042875 (angumycinone B)

3D SDF for NP0042875 (angumycinone B)

3D-SDF for NP0042875 (angumycinone B)

PDB for NP0042875 (angumycinone B)

3D PDB for NP0042875 (angumycinone B)

SMILES for NP0042875 (angumycinone B)

INCHI for NP0042875 (angumycinone B)

Structure for NP0042875 (angumycinone B)

3D Structure for NP0042875 (angumycinone B)