NP-MRD: Showing NP-Card for Rubiginone I (NP0003320)

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Record Information

Version

2.0

Created at

2020-12-09 00:33:05 UTC

Updated at

2021-07-15 16:46:07 UTC

NP-MRD ID

NP0003320

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rubiginone I

Provided By

NPAtlas

Description

(4S,5R,6R)-4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]Nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. Rubiginone I is found in Streptomyces sp. and Streptomyces sp. Go N1/5. Rubiginone I was first documented in 2000 (PMID: 10866213). Based on a literature review very few articles have been published on (4S,5R,6R)-4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0¹,¹⁰.0²,⁷.0¹²,¹⁷]Nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117463D          

 50 54  0  0  0  0            999 V2000
    6.2448   -0.0214    0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -0.1683    0.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -0.9994    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -1.7590    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.6048    1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -2.6947    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -1.9385    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -1.1141   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -0.3612   -1.5524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0601   -1.2187   -2.6040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    0.1578   -1.6895 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1418    1.6003   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    2.0824   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2047   -0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -0.0949   -0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912   -0.9273   -0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -2.0269   -0.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -0.4005   -0.9371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4915   -0.7078    0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4515    1.0971   -1.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7884    1.7550   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214    1.7083   -0.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6084    1.1186    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197    1.8588    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028    1.1354    3.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463    3.1047    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -0.6987   -1.4517 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6303   -0.4471   -2.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511   -1.9757   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -3.0656   -0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450    0.6404    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929    0.3365    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -1.0412    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.6921    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -3.1819    2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506   -3.3356    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    0.5116   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3342   -1.8715   -2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.2790   -1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    3.1780   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -0.8853   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3246   -1.0360   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0507    1.2053   -2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4532    1.1171   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    1.7868   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    2.7742   -0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622    2.7996   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.2882    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    1.7894    4.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.7387    3.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
  8  3  1  0  0  0  0
 27 11  1  0  0  0  0
 29  7  1  0  0  0  0
 11 28  1  6  0  0  0
 22 14  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
  9 37  1  1  0  0  0
 10 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 40  1  0  0  0  0
 18 41  1  6  0  0  0
 19 42  1  0  0  0  0
 20 43  1  6  0  0  0
 21 44  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  1  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
    6.2448   -0.0214    0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -0.1683    0.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -0.9994    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -1.7590    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.6048    1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -2.6947    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -1.9385    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -1.1141   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -0.3612   -1.5524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0601   -1.2187   -2.6040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    0.1578   -1.6895 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1418    1.6003   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    2.0824   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2047   -0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -0.0949   -0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912   -0.9273   -0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -2.0269   -0.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -0.4005   -0.9371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4915   -0.7078    0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4515    1.0971   -1.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7884    1.7550   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214    1.7083   -0.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6084    1.1186    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197    1.8588    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028    1.1354    3.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463    3.1047    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -0.6987   -1.4517 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6303   -0.4471   -2.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511   -1.9757   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -3.0656   -0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450    0.6404    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929    0.3365    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -1.0412    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.6921    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -3.1819    2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506   -3.3356    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    0.5116   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3342   -1.8715   -2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.2790   -1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    3.1780   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -0.8853   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3246   -1.0360   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0507    1.2053   -2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4532    1.1171   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    1.7868   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    2.7742   -0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622    2.7996   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.2882    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    1.7894    4.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.7387    3.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
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 13 14  1  0
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 16 17  2  0
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 23 24  1  0
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 15 27  1  0
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 27 29  1  0
 29 30  2  0
  8  3  1  0
 27 11  1  0
 29  7  1  0
 11 28  1  6
 22 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 10 38  1  0
 12 39  1  0
 13 40  1  0
 18 41  1  6
 19 42  1  0
 20 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  1  0
M  END


  Mrv1652306242117463D          

 50 54  0  0  0  0            999 V2000
    6.2448   -0.0214    0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -0.1683    0.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -0.9994    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -1.7590    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.6048    1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -2.6947    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -1.9385    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -1.1141   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -0.3612   -1.5524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0601   -1.2187   -2.6040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    0.1578   -1.6895 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1418    1.6003   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    2.0824   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2047   -0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -0.0949   -0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912   -0.9273   -0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -2.0269   -0.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -0.4005   -0.9371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4915   -0.7078    0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4515    1.0971   -1.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7884    1.7550   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214    1.7083   -0.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6084    1.1186    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197    1.8588    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028    1.1354    3.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463    3.1047    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -0.6987   -1.4517 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6303   -0.4471   -2.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511   -1.9757   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -3.0656   -0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450    0.6404    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929    0.3365    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -1.0412    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.6921    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -3.1819    2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506   -3.3356    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    0.5116   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3342   -1.8715   -2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.2790   -1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    3.1780   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -0.8853   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3246   -1.0360   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0507    1.2053   -2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4532    1.1171   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    1.7868   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    2.7742   -0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622    2.7996   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.2882    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    1.7894    4.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.7387    3.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 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
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 15 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
  8  3  1  0  0  0  0
 27 11  1  0  0  0  0
 29  7  1  0  0  0  0
 11 28  1  6  0  0  0
 22 14  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  4 34  1  0  0  0  0
  5 35  1  0  0  0  0
  6 36  1  0  0  0  0
  9 37  1  1  0  0  0
 10 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 40  1  0  0  0  0
 18 41  1  6  0  0  0
 19 42  1  0  0  0  0
 20 43  1  6  0  0  0
 21 44  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  1  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003320

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C(=O)C2=C(C([H])=C([H])[C@]34O[C@]23C(=O)C2=C(C(OC([H])([H])[H])=C([H])C([H])=C2[H])[C@@]4([H])O[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H20O8/c1-9-16(24)17(25)15-12(18(9)29-10(2)23)7-8-21-20(27)14-11(5-4-6-13(14)28-3)19(26)22(15,21)30-21/h4-9,16,18,20,24,27H,1-3H3/t9-,16+,18-,20-,21-,22+/m1/s1

> <INCHI_KEY>
NONBUEJWSJNYAK-GHCOXSAKSA-N

> <FORMULA>
C22H20O8

> <MOLECULAR_WEIGHT>
412.394

> <EXACT_MASS>
412.115817604

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.498975969222656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,5R,6R,10R,11R)-4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
0.29345293400000083

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.209619116304271

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.537597134194012

> <JCHEM_PKA_STRONGEST_BASIC>
-3.65161134612646

> <JCHEM_POLAR_SURFACE_AREA>
122.66

> <JCHEM_REFRACTIVITY>
103.05249999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5R,6R,10R,11R)-4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
    6.2448   -0.0214    0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -0.1683    0.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -0.9994    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -1.7590    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.6048    1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -2.6947    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -1.9385    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -1.1141   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -0.3612   -1.5524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0601   -1.2187   -2.6040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    0.1578   -1.6895 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1418    1.6003   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    2.0824   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2047   -0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -0.0949   -0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912   -0.9273   -0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -2.0269   -0.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -0.4005   -0.9371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4915   -0.7078    0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4515    1.0971   -1.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7884    1.7550   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214    1.7083   -0.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6084    1.1186    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197    1.8588    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028    1.1354    3.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463    3.1047    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -0.6987   -1.4517 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6303   -0.4471   -2.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511   -1.9757   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -3.0656   -0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450    0.6404    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929    0.3365    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -1.0412    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.6921    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -3.1819    2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506   -3.3356    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    0.5116   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3342   -1.8715   -2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.2790   -1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    3.1780   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -0.8853   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3246   -1.0360   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0507    1.2053   -2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4532    1.1171   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    1.7868   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    2.7742   -0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622    2.7996   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.2882    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    1.7894    4.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.7387    3.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 15 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  2  0
  8  3  1  0
 27 11  1  0
 29  7  1  0
 11 28  1  6
 22 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 10 38  1  0
 12 39  1  0
 13 40  1  0
 18 41  1  6
 19 42  1  0
 20 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  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       6.245  -0.021   0.805  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.066  -0.168   0.078  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.018  -0.999   0.445  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.083  -1.759   1.595  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.038  -2.605   1.985  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.902  -2.695   1.210  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.823  -1.938   0.055  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.868  -1.114  -0.306  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.725  -0.361  -1.552  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.060  -1.219  -2.604  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.301   0.158  -1.690  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.142   1.600  -1.482  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.001   2.082  -1.047  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.098   1.205  -0.772  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.008  -0.095  -0.941  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.191  -0.927  -0.600  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.058  -2.027  -0.050  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.521  -0.401  -0.937  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.492  -0.708   0.020  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.451   1.097  -1.202  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.788   1.755  -1.112  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.421   1.708  -0.274  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.608   1.119   1.001  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.820   1.859   2.147  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.003   1.135   3.426  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.846   3.105   2.050  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.224  -0.699  -1.452  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.630  -0.447  -2.756  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.651  -1.976  -0.816  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.076  -3.066  -0.978  0.00  0.00           O+0
HETATM   31  H   UNK     0       6.145   0.640   1.700  0.00  0.00           H+0
HETATM   32  H   UNK     0       7.093   0.337   0.151  0.00  0.00           H+0
HETATM   33  H   UNK     0       6.577  -1.041   1.130  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.981  -1.692   2.215  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.109  -3.182   2.876  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.051  -3.336   1.446  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.394   0.512  -1.601  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.334  -1.871  -2.725  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.998   2.279  -1.696  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.091   3.178  -0.899  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.861  -0.885  -1.899  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.325  -1.036  -0.403  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.051   1.205  -2.244  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.453   1.117  -0.502  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.228   1.787  -2.135  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.673   2.774  -0.722  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.462   2.800  -0.250  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.680   0.288   3.321  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.397   1.789   4.229  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.009   0.739   3.761  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   34                                                  
CONECT    5    4    6   35                                                  
CONECT    6    5    7   36                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9    3                                                  
CONECT    9    8   10   11   37                                             
CONECT   10    9   38                                                       
CONECT   11    9   12   27   28                                             
CONECT   12   11   13   39                                                  
CONECT   13   12   14   40                                                  
CONECT   14   13   15   22                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   41                                             
CONECT   19   18   42                                                       
CONECT   20   18   21   22   43                                             
CONECT   21   20   44   45   46                                             
CONECT   22   20   23   14   47                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   48   49   50                                             
CONECT   26   24                                                            
CONECT   27   15   28   29   11                                             
CONECT   28   27   11                                                       
CONECT   29   27   30    7                                                  
CONECT   30   29                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    4                                                            
CONECT   35    5                                                            
CONECT   36    6                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   12                                                            
CONECT   40   13                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   21                                                            
CONECT   46   21                                                            
CONECT   47   22                                                            
CONECT   48   25                                                            
CONECT   49   25                                                            
CONECT   50   25                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  108    0
END

RDKit          3D

50 54  0  0  0  0  0  0  0  0999 V2000
    6.2448   -0.0214    0.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -0.1683    0.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -0.9994    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0834   -1.7590    1.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0376   -2.6048    1.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9015   -2.6947    1.2102 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8229   -1.9385    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8678   -1.1141   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7247   -0.3612   -1.5524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0601   -1.2187   -2.6040 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3014    0.1578   -1.6895 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1418    1.6003   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    2.0824   -1.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0981    1.2047   -0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0080   -0.0949   -0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1912   -0.9273   -0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0581   -2.0269   -0.0502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5206   -0.4005   -0.9371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4915   -0.7078    0.0198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4515    1.0971   -1.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7884    1.7550   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4214    1.7083   -0.2741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6084    1.1186    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197    1.8588    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0028    1.1354    3.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8463    3.1047    2.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -0.6987   -1.4517 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6303   -0.4471   -2.7556 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511   -1.9757   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0764   -3.0656   -0.9784 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450    0.6404    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929    0.3365    0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -1.0412    1.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9809   -1.6921    2.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -3.1819    2.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0506   -3.3356    1.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3940    0.5116   -1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3342   -1.8715   -2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9975    2.2790   -1.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914    3.1780   -0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605   -0.8853   -1.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3246   -1.0360   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0507    1.2053   -2.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4532    1.1171   -0.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2283    1.7868   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6733    2.7742   -0.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4622    2.7996   -0.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796    0.2882    3.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3965    1.7894    4.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.7387    3.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 15 27  1  0
 27 28  1  6
 27 29  1  0
 29 30  2  0
  8  3  1  0
 27 11  1  0
 29  7  1  0
 11 28  1  6
 22 14  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  6 36  1  0
  9 37  1  1
 10 38  1  0
 12 39  1  0
 13 40  1  0
 18 41  1  6
 19 42  1  0
 20 43  1  6
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  1
 25 48  1  0
 25 49  1  0
 25 50  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(4S,5R,6R)-4,11-Dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0,.0,.0,]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₀O₈

Average Mass

412.3940 Da

Monoisotopic Mass

412.11582 Da

IUPAC Name

(1R,4S,5R,6R,10R,11R)-4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

Traditional Name

(1R,4S,5R,6R,10R,11R)-4,11-dihydroxy-13-methoxy-5-methyl-3,18-dioxo-19-oxapentacyclo[8.8.1.0^{1,10}.0^{2,7}.0^{12,17}]nonadeca-2(7),8,12(17),13,15-pentaen-6-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C(O)C13OC1(C2=O)C1=C(C=C3)[C@H](OC(C)=O)[C@H](C)[C@H](O)C1=O

InChI Identifier

InChI=1S/C22H20O8/c1-9-16(24)17(25)15-12(18(9)29-10(2)23)7-8-21-20(27)14-11(5-4-6-13(14)28-3)19(26)22(15,21)30-21/h4-9,16,18,20,24,27H,1-3H3/t9-,16+,18-,20?,21?,22?/m1/s1

InChI Key

NONBUEJWSJNYAK-GHCOXSAKSA-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
Streptomyces sp.	NPAtlas	10866213
Streptomyces sp. Go N1/5	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Cyclohexenone
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Carbonyl group
Alcohol
Organooxygen compound
Hydrocarbon derivative
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	1.3	ALOGPS
logP	0.29	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	122.66 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	103.05 m³·mol⁻¹	ChemAxon
Polarizability	40.5 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

NPAtlas ID

NPA019432

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8494925

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10319461

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Puder C, Zeeck A, Beil W: New biologically active rubiginones from Streptomyces sp. J Antibiot (Tokyo). 2000 Apr;53(4):329-36. doi: 10.7164/antibiotics.53.329. [PubMed:10866213 ]

Showing NP-Card for Rubiginone I (NP0003320)

MOL for NP0003320 (Rubiginone I)

3D MOL for NP0003320 (Rubiginone I)

3D SDF for NP0003320 (Rubiginone I)

3D-SDF for NP0003320 (Rubiginone I)

PDB for NP0003320 (Rubiginone I)

3D PDB for NP0003320 (Rubiginone I)

SMILES for NP0003320 (Rubiginone I)

INCHI for NP0003320 (Rubiginone I)

Structure for NP0003320 (Rubiginone I)

3D Structure for NP0003320 (Rubiginone I)