NP-MRD: Showing NP-Card for aureothin (NP0025058)

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Record Information

Version

2.0

Created at

2021-06-19 17:16:33 UTC

Updated at

2021-06-29 23:49:46 UTC

NP-MRD ID

NP0025058

Secondary Accession Numbers

None

Natural Product Identification

Common Name

aureothin

Provided By

JEOL Database JEOL Logo

Description

Aureothin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. aureothin is found in Streptomyces sp. MM23 and Streptomyces thioluteus. aureothin was first documented in 1954 (PMID: 13174453). Based on a literature review a small amount of articles have been published on Aureothin (PMID: 15612710) (PMID: 14700630) (PMID: 15038705).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119163D          

 52 54  0  0  0  0            999 V2000
   -0.2995    3.3049    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261    3.1872    2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    1.8741    3.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628    0.8524    2.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.4736    2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -1.4515    1.9303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9363   -0.9839    1.3548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5428   -0.4030    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948    0.4685   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456    1.0790   -1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0082    2.5843   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    0.3164   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135    0.8193   -4.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2097    0.6633   -5.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788    1.1285   -6.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    1.7487   -6.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880    2.2403   -8.2221 N   0  3  0  0  0  4  0  0  0  0  0  0
    0.8126    2.7925   -8.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.0754   -9.1323 O   0  5  0  0  0  1  0  0  0  0  0  0
    0.2667    1.9030   -5.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.4345   -4.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733   -0.9020   -0.2954 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2367   -1.7406    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420   -0.8368    3.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420   -2.2343    4.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.2406    4.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.0255    5.7606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    1.6441    4.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022    2.6952    5.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    2.9080    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    4.3681    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    2.8052    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7788   -2.3925    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -1.8538    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4704   -0.2884    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    0.7820   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601    3.0136   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.9981   -1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    2.9354   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216   -0.7692   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734    0.1830   -5.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5919    1.0003   -7.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    2.3791   -5.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.5506   -3.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5462   -0.0823   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.5134   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5899   -2.4619    5.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7257    3.7082    4.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
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 28  3  2  0  0  0  0
 13 14  2  0  0  0  0
 28 26  1  0  0  0  0
 14 15  1  0  0  0  0
  3  4  1  0  0  0  0
 15 16  2  0  0  0  0
  4  5  1  0  0  0  0
 16 20  1  0  0  0  0
 23 22  1  0  0  0  0
 20 21  2  0  0  0  0
 21 13  1  0  0  0  0
 16 17  1  0  0  0  0
 22  8  1  0  0  0  0
 26 27  2  0  0  0  0
  8  7  1  0  0  0  0
 28 29  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 24 26  1  0  0  0  0
  9 10  1  0  0  0  0
  6 23  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 17 19  1  0  0  0  0
 17 18  2  0  0  0  0
  6 33  1  1  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  9 36  1  0  0  0  0
 12 40  1  0  0  0  0
 14 41  1  0  0  0  0
 15 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 29 50  1  0  0  0  0
 29 51  1  0  0  0  0
 29 52  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
M  CHG  2  17   1  19  -1
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -0.2995    3.3049    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261    3.1872    2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    1.8741    3.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628    0.8524    2.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.4736    2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -1.4515    1.9303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9363   -0.9839    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -0.4030    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948    0.4685   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456    1.0790   -1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0082    2.5843   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    0.3164   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135    0.8193   -4.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2097    0.6633   -5.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788    1.1285   -6.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    1.7487   -6.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880    2.2403   -8.2221 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.8126    2.7925   -8.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.0754   -9.1323 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2667    1.9030   -5.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.4345   -4.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733   -0.9020   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -1.7406    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420   -0.8368    3.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420   -2.2343    4.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.2406    4.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.0255    5.7606 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5919    1.0003   -7.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    2.3791   -5.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.5506   -3.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5462   -0.0823   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.5134   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7257    3.7082    4.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9863    2.5430    5.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
 28  3  2  0
 13 14  2  0
 28 26  1  0
 14 15  1  0
  3  4  1  0
 15 16  2  0
  4  5  1  0
 16 20  1  0
 23 22  1  0
 20 21  2  0
 21 13  1  0
 16 17  1  0
 22  8  1  0
 26 27  2  0
  8  7  1  0
 28 29  1  0
  7  6  1  0
  3  2  1  0
  6  5  1  0
  2  1  1  0
  5 24  2  0
 24 25  1  0
  8  9  2  0
 10 11  1  0
 24 26  1  0
  9 10  1  0
  6 23  1  0
 10 12  2  0
 12 13  1  0
 17 19  1  0
 17 18  2  0
  6 33  1  1
 22 45  1  0
 22 46  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 12 40  1  0
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 21 44  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
M  CHG  2  17   1  19  -1
M  END


  Mrv1652306192119163D          

 52 54  0  0  0  0            999 V2000
   -0.2995    3.3049    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261    3.1872    2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6000   -1.4515    1.9303 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.5428   -0.4030    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948    0.4685   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3574    4.3681    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    2.8052    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4704   -0.2884    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    0.7820   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601    3.0136   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.9981   -1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    2.9354   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216   -0.7692   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734    0.1830   -5.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5919    1.0003   -7.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    2.3791   -5.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.5506   -3.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5462   -0.0823   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.5134   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -2.3529    4.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8881   -2.9914    3.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5899   -2.4619    5.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7257    3.7082    4.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    2.6538    6.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863    2.5430    5.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
 28  3  2  0  0  0  0
 13 14  2  0  0  0  0
 28 26  1  0  0  0  0
 14 15  1  0  0  0  0
  3  4  1  0  0  0  0
 15 16  2  0  0  0  0
  4  5  1  0  0  0  0
 16 20  1  0  0  0  0
 23 22  1  0  0  0  0
 20 21  2  0  0  0  0
 21 13  1  0  0  0  0
 16 17  1  0  0  0  0
 22  8  1  0  0  0  0
 26 27  2  0  0  0  0
  8  7  1  0  0  0  0
 28 29  1  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  1  0  0  0  0
  5 24  2  0  0  0  0
 24 25  1  0  0  0  0
  8  9  2  0  0  0  0
 10 11  1  0  0  0  0
 24 26  1  0  0  0  0
  9 10  1  0  0  0  0
  6 23  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 17 19  1  0  0  0  0
 17 18  2  0  0  0  0
  6 33  1  1  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  9 36  1  0  0  0  0
 12 40  1  0  0  0  0
 14 41  1  0  0  0  0
 15 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 44  1  0  0  0  0
 29 50  1  0  0  0  0
 29 51  1  0  0  0  0
 29 52  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
M  CHG  2  17   1  19  -1
M  END
> <DATABASE_ID>
NP0025058

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(\C(=C(/[H])C1=C([H])C([H])=C(C([H])=C1[H])[N+]([O-])=O)\C([H])([H])[H])=C1\C([H])([H])O[C@@]([H])(C2=C(C(=O)C(=C(OC([H])([H])[H])O2)C([H])([H])[H])C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H23NO6/c1-13(9-16-5-7-18(8-6-16)23(25)26)10-17-11-19(28-12-17)21-14(2)20(24)15(3)22(27-4)29-21/h5-10,19H,11-12H2,1-4H3/b13-9+,17-10-/t19-/m1/s1

> <INCHI_KEY>
GQKXCBCSVYJUMI-WACKOAQBSA-N

> <FORMULA>
C22H23NO6

> <MOLECULAR_WEIGHT>
397.427

> <EXACT_MASS>
397.152537465

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.043071351193454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({4-[(1E)-2-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)oxolan-3-ylidene]methyl}prop-1-en-1-yl]phenyl}nitro)-lambda1-oxidanyl

> <ALOGPS_LOGP>
3.57

> <JCHEM_LOGP>
4.303924123333333

> <ALOGPS_LOGS>
-4.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.143230967775394

> <JCHEM_POLAR_SURFACE_AREA>
87.9

> <JCHEM_REFRACTIVITY>
120.86629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{4-[(1E)-2-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)oxolan-3-ylidene]methyl}prop-1-en-1-yl]phenylnitro}-lambda1-oxidanyl

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -0.2995    3.3049    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261    3.1872    2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    1.8741    3.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628    0.8524    2.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.4736    2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -1.4515    1.9303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9363   -0.9839    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -0.4030    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948    0.4685   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456    1.0790   -1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0082    2.5843   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    0.3164   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135    0.8193   -4.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2097    0.6633   -5.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788    1.1285   -6.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    1.7487   -6.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880    2.2403   -8.2221 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.8126    2.7925   -8.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.0754   -9.1323 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2667    1.9030   -5.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.4345   -4.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733   -0.9020   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -1.7406    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420   -0.8368    3.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420   -2.2343    4.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.2406    4.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.0255    5.7606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    1.6441    4.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022    2.6952    5.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    2.9080    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    4.3681    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    2.8052    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7788   -2.3925    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -1.8538    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4704   -0.2884    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    0.7820   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601    3.0136   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.9981   -1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    2.9354   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216   -0.7692   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734    0.1830   -5.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5919    1.0003   -7.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    2.3791   -5.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.5506   -3.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5462   -0.0823   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.5134   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -2.3529    4.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8881   -2.9914    3.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5899   -2.4619    5.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7257    3.7082    4.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    2.6538    6.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863    2.5430    5.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
 28  3  2  0
 13 14  2  0
 28 26  1  0
 14 15  1  0
  3  4  1  0
 15 16  2  0
  4  5  1  0
 16 20  1  0
 23 22  1  0
 20 21  2  0
 21 13  1  0
 16 17  1  0
 22  8  1  0
 26 27  2  0
  8  7  1  0
 28 29  1  0
  7  6  1  0
  3  2  1  0
  6  5  1  0
  2  1  1  0
  5 24  2  0
 24 25  1  0
  8  9  2  0
 10 11  1  0
 24 26  1  0
  9 10  1  0
  6 23  1  0
 10 12  2  0
 12 13  1  0
 17 19  1  0
 17 18  2  0
  6 33  1  1
 22 45  1  0
 22 46  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
M  CHG  2  17   1  19  -1
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.300   3.305   1.535  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.326   3.187   2.808  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.518   1.874   3.217  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.063   0.852   2.485  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.116  -0.474   2.845  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.600  -1.452   1.930  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.936  -0.984   1.355  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.543  -0.403   0.036  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.295   0.469  -0.656  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.946   1.079  -1.931  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.008   2.584  -1.933  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.673   0.316  -3.008  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.313   0.819  -4.335  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.210   0.663  -5.400  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.879   1.129  -6.676  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.640   1.749  -6.884  0.00  0.00           C+0
HETATM   17  N   UNK     0      -0.288   2.240  -8.222  0.00  0.00           N+1
HETATM   18  O   UNK     0       0.813   2.793  -8.363  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.113   2.075  -9.132  0.00  0.00           O-1
HETATM   20  C   UNK     0       0.267   1.903  -5.827  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.074   1.435  -4.555  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.173  -0.902  -0.295  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.237  -1.741   0.798  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.842  -0.837   3.920  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.142  -2.234   4.372  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.449   0.241   4.747  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.089  -0.026   5.761  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.252   1.644   4.316  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.902   2.695   5.160  0.00  0.00           C+0
HETATM   30  H   UNK     0      -1.320   2.908   1.563  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.357   4.368   1.284  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.292   2.805   0.760  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.779  -2.393   2.460  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.579  -1.854   1.172  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.470  -0.288   2.009  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.253   0.782  -0.243  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.960   3.014  -2.938  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.176   2.998  -1.355  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.946   2.935  -1.488  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.722  -0.769  -2.943  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.173   0.183  -5.240  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.592   1.000  -7.487  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.234   2.379  -5.975  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.634   1.551  -3.736  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.546  -0.082  -0.387  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.157  -1.513  -1.201  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.212  -2.353   4.575  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.888  -2.991   3.627  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.590  -2.462   5.290  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.726   3.708   4.786  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.517   2.654   6.185  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.986   2.543   5.191  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3    1                                                       
CONECT    3   28    4    2                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    7    5   23   33                                             
CONECT    7    8    6   34   35                                             
CONECT    8   22    7    9                                                  
CONECT    9    8   10   36                                                  
CONECT   10   11    9   12                                                  
CONECT   11   10   37   38   39                                             
CONECT   12   10   13   40                                                  
CONECT   13   14   21   12                                                  
CONECT   14   13   15   41                                                  
CONECT   15   14   16   42                                                  
CONECT   16   15   20   17                                                  
CONECT   17   16   19   18                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21   43                                                  
CONECT   21   20   13   44                                                  
CONECT   22   23    8   45   46                                             
CONECT   23   22    6                                                       
CONECT   24    5   25   26                                                  
CONECT   25   24   47   48   49                                             
CONECT   26   28   27   24                                                  
CONECT   27   26                                                            
CONECT   28    3   26   29                                                  
CONECT   29   28   50   51   52                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    7                                                            
CONECT   36    9                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   22                                                            
CONECT   46   22                                                            
CONECT   47   25                                                            
CONECT   48   25                                                            
CONECT   49   25                                                            
CONECT   50   29                                                            
CONECT   51   29                                                            
CONECT   52   29                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  108    0
END

RDKit          3D

52 54  0  0  0  0  0  0  0  0999 V2000
   -0.2995    3.3049    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261    3.1872    2.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5176    1.8741    3.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628    0.8524    2.4852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1160   -0.4736    2.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -1.4515    1.9303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9363   -0.9839    1.3548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -0.4030    0.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948    0.4685   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9456    1.0790   -1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0082    2.5843   -1.9331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6731    0.3164   -3.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3135    0.8193   -4.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2097    0.6633   -5.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8788    1.1285   -6.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398    1.7487   -6.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880    2.2403   -8.2221 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.8126    2.7925   -8.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.0754   -9.1323 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2667    1.9030   -5.8270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    1.4345   -4.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1733   -0.9020   -0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -1.7406    0.7981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8420   -0.8368    3.9198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420   -2.2343    4.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4490    0.2406    4.7470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0889   -0.0255    5.7606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520    1.6441    4.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022    2.6952    5.1602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    2.9080    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    4.3681    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2918    2.8052    0.7604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7788   -2.3925    2.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5790   -1.8538    1.1724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4704   -0.2884    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2534    0.7820   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9601    3.0136   -2.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762    2.9981   -1.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    2.9354   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216   -0.7692   -2.9426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734    0.1830   -5.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5919    1.0003   -7.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    2.3791   -5.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.5506   -3.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5462   -0.0823   -0.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -1.5134   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2124   -2.3529    4.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8881   -2.9914    3.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5899   -2.4619    5.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7257    3.7082    4.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5171    2.6538    6.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863    2.5430    5.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
 28  3  2  0
 13 14  2  0
 28 26  1  0
 14 15  1  0
  3  4  1  0
 15 16  2  0
  4  5  1  0
 16 20  1  0
 23 22  1  0
 20 21  2  0
 21 13  1  0
 16 17  1  0
 22  8  1  0
 26 27  2  0
  8  7  1  0
 28 29  1  0
  7  6  1  0
  3  2  1  0
  6  5  1  0
  2  1  1  0
  5 24  2  0
 24 25  1  0
  8  9  2  0
 10 11  1  0
 24 26  1  0
  9 10  1  0
  6 23  1  0
 10 12  2  0
 12 13  1  0
 17 19  1  0
 17 18  2  0
  6 33  1  1
 22 45  1  0
 22 46  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 20 43  1  0
 21 44  1  0
 29 50  1  0
 29 51  1  0
 29 52  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 11 37  1  0
 11 38  1  0
 11 39  1  0
M  CHG  2  17   1  19  -1
M  END

View in JSmol

Synonyms

Value	Source
(+)-Aureothin	ChEBI
2-Methoxy-3,5-dimethyl-6-[(2R,5Z)-5-[(e)-2-methyl-3-(4-nitrophenyl)prop-2-enylidene]oxolan-2-yl]pyran-4-one	ChEBI
2-Methoxy-3,5-dimethyl-6-[(2R,4Z)-4-[(2E)-2-methyl-3-(4-nitrophenyl)prop-2-en-1-ylidene]oxolan-2-yl]-4H-pyran-4-one	Kegg
Mycolutein	MeSH
Alloaureothin	MeSH

Chemical Formula

C₂₂H₂₃NO₆

Average Mass

397.4270 Da

Monoisotopic Mass

397.15254 Da

IUPAC Name

({4-[(1E)-2-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-yl)oxolan-3-ylidene]methyl}prop-1-en-1-yl]phenyl}nitro)-lambda1-oxidanyl

Traditional Name

{4-[(1E)-2-{[(3Z,5R)-5-(6-methoxy-3,5-dimethyl-4-oxopyran-2-yl)oxolan-3-ylidene]methyl}prop-1-en-1-yl]phenylnitro}-lambda1-oxidanyl

CAS Registry Number

Not Available

SMILES

[H]\C(\C(=C(/[H])C1=C([H])C([H])=C(C([H])=C1[H])[N+]([O-])=O)\C([H])([H])[H])=C1\C([H])([H])O[C@@]([H])(C2=C(C(=O)C(=C(OC([H])([H])[H])O2)C([H])([H])[H])C([H])([H])[H])C1([H])[H]

InChI Identifier

InChI=1S/C22H23NO6/c1-13(9-16-5-7-18(8-6-16)23(25)26)10-17-11-19(28-12-17)21-14(2)20(24)15(3)22(27-4)29-21/h5-10,19H,11-12H2,1-4H3/b13-9+,17-10-/t19-/m1/s1

InChI Key

GQKXCBCSVYJUMI-WACKOAQBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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. MM23	JEOL database	Ueda, J., et al, J. Antibiot. 60, 321 (2007)
Streptomyces thioluteus	LOTUS Database	35616633

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	3.57	ALOGPS
logP	4.3	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	87.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	120.87 m³·mol⁻¹	ChemAxon
Polarizability	42.04 Å³	ChemAxon
Number of Rings	3	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

5029106

KEGG Compound ID

C15689

BioCyc ID

CPD-13144

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

80024

Good Scents ID

Not Available

References

General References

He J, Muller M, Hertweck C: Formation of the aureothin tetrahydrofuran ring by a bifunctional cytochrome p450 monooxygenase. J Am Chem Soc. 2004 Dec 29;126(51):16742-3. doi: 10.1021/ja046104h. [PubMed:15612710 ]
WASHIZU F, UMEZAWA H, SUGIYAMA N: Chemical studies on a toxic product of Streptomyces thioluteus, aureothin. J Antibiot (Tokyo). 1954 Mar;7(2):60. [PubMed:13174453 ]
He J, Hertweck C: Iteration as programmed event during polyketide assembly; molecular analysis of the aureothin biosynthesis gene cluster. Chem Biol. 2003 Dec;10(12):1225-32. doi: 10.1016/j.chembiol.2003.11.009. [PubMed:14700630 ]
He J, Hertweck C: Biosynthetic origin of the rare nitroaryl moiety of the polyketide antibiotic aureothin: involvement of an unprecedented N-oxygenase. J Am Chem Soc. 2004 Mar 31;126(12):3694-5. doi: 10.1021/ja039328t. [PubMed:15038705 ]
Ueda, J., et al. (2007). Ueda, J., et al, J. Antibiot. 60, 321 (2007). J. Antibiotics.

Showing NP-Card for aureothin (NP0025058)

MOL for NP0025058 (aureothin)

3D MOL for NP0025058 (aureothin)

3D SDF for NP0025058 (aureothin)

3D-SDF for NP0025058 (aureothin)

PDB for NP0025058 (aureothin)

3D PDB for NP0025058 (aureothin)

SMILES for NP0025058 (aureothin)

INCHI for NP0025058 (aureothin)

Structure for NP0025058 (aureothin)

3D Structure for NP0025058 (aureothin)