NP-MRD: Showing NP-Card for Actiketal (NP0008985)

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Record Information

Version

2.0

Created at

2020-12-09 06:27:34 UTC

Updated at

2021-07-15 17:01:59 UTC

NP-MRD ID

NP0008985

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Actiketal

Provided By

NPAtlas

Description

Actiketal belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Actiketal is found in Streptomyces and Streptomyces pulveraceus. Actiketal was first documented in 1991 (PMID: 2010356). Based on a literature review very few articles have been published on Actiketal (PMID: 16495645).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106313D          

 36 38  0  0  0  0            999 V2000
   -5.0427   -0.1834    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7223    0.0181    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6227    0.7334   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107    0.9319   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490    1.7025   -2.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    0.4173   -0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246   -0.2916    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.4790    1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -0.7105    1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0656    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -0.5842   -0.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6862   -1.7568   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -0.1861    0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9876   -0.0022   -1.2256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1424    0.8524   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    1.7645   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8021    0.5927    0.3467 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616   -0.5329    1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -0.9635    2.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -1.1729    0.8792 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0987    0.4566   -0.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -1.2669    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028    0.0188    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7916    0.4248    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5407    1.1254   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    2.7908   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    1.6142   -2.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974    1.3311   -2.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.0424    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.3214   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    0.7781    0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.0051   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    0.3998   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    1.1921    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677   -1.5314    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994   -2.0488    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 21  1  0  0  0  0
  8  2  1  0  0  0  0
 20 13  1  0  0  0  0
 21  6  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  8 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  1  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 17 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
M  END

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -5.0427   -0.1834    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7223    0.0181    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6227    0.7334   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107    0.9319   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490    1.7025   -2.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    0.4173   -0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246   -0.2916    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.4790    1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -0.7105    1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0656    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -0.5842   -0.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6862   -1.7568   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -0.1861    0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9876   -0.0022   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424    0.8524   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    1.7645   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8021    0.5927    0.3467 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616   -0.5329    1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -0.9635    2.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -1.1729    0.8792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987    0.4566   -0.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -1.2669    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028    0.0188    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7916    0.4248    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5407    1.1254   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    2.7908   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    1.6142   -2.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974    1.3311   -2.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.0424    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.3214   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    0.7781    0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.0051   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    0.3998   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    1.1921    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677   -1.5314    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994   -2.0488    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
  8  2  1  0
 20 13  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  8 29  1  0
 12 30  1  0
 13 31  1  1
 14 32  1  0
 14 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
M  END


  Mrv1652306242106313D          

 36 38  0  0  0  0            999 V2000
   -5.0427   -0.1834    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7223    0.0181    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6227    0.7334   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107    0.9319   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490    1.7025   -2.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    0.4173   -0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246   -0.2916    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.4790    1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -0.7105    1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0656    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -0.5842   -0.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6862   -1.7568   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -0.1861    0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9876   -0.0022   -1.2256 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1424    0.8524   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    1.7645   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8021    0.5927    0.3467 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616   -0.5329    1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -0.9635    2.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -1.1729    0.8792 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0987    0.4566   -0.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -1.2669    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028    0.0188    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7916    0.4248    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5407    1.1254   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    2.7908   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    1.6142   -2.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974    1.3311   -2.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.0424    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.3214   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    0.7781    0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.0051   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    0.3998   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    1.1921    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677   -1.5314    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994   -2.0488    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 11 21  1  0  0  0  0
  8  2  1  0  0  0  0
 20 13  1  0  0  0  0
 21  6  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  3 25  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  8 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  1  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 17 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008985

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(OC2=C(C([H])=C(C([H])=C2C1=O)C([H])([H])[H])C([H])([H])[H])C1([H])C([H])([H])C(=O)N([H])C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H15NO5/c1-7-3-8(2)13-10(4-7)14(19)15(20,21-13)9-5-11(17)16-12(18)6-9/h3-4,9,20H,5-6H2,1-2H3,(H,16,17,18)/t15-/m0/s1

> <INCHI_KEY>
JGRHJZLSKWAAPV-HNNXBMFYSA-N

> <FORMULA>
C15H15NO5

> <MOLECULAR_WEIGHT>
289.287

> <EXACT_MASS>
289.095022587

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
29.35738775752245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2S)-2-hydroxy-5,7-dimethyl-3-oxo-2,3-dihydro-1-benzofuran-2-yl]piperidine-2,6-dione

> <ALOGPS_LOGP>
0.54

> <JCHEM_LOGP>
1.0594729833333327

> <ALOGPS_LOGS>
-2.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.803823541144459

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.838576478967054

> <JCHEM_PKA_STRONGEST_BASIC>
-5.054300816064928

> <JCHEM_POLAR_SURFACE_AREA>
92.7

> <JCHEM_REFRACTIVITY>
72.8116

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2S)-2-hydroxy-5,7-dimethyl-3-oxo-1-benzofuran-2-yl]piperidine-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 36 38  0  0  0  0  0  0  0  0999 V2000
   -5.0427   -0.1834    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7223    0.0181    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6227    0.7334   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107    0.9319   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490    1.7025   -2.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    0.4173   -0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246   -0.2916    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.4790    1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -0.7105    1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0656    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -0.5842   -0.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6862   -1.7568   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -0.1861    0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9876   -0.0022   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424    0.8524   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    1.7645   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8021    0.5927    0.3467 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616   -0.5329    1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -0.9635    2.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -1.1729    0.8792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987    0.4566   -0.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -1.2669    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028    0.0188    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7916    0.4248    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5407    1.1254   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    2.7908   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    1.6142   -2.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974    1.3311   -2.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.0424    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.3214   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    0.7781    0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.0051   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    0.3998   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    1.1921    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677   -1.5314    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994   -2.0488    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
  8  2  1  0
 20 13  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  8 29  1  0
 12 30  1  0
 13 31  1  1
 14 32  1  0
 14 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.043  -0.183   1.508  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.722   0.018   0.851  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.623   0.733  -0.339  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.411   0.932  -0.964  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.349   1.702  -2.235  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.243   0.417  -0.416  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.325  -0.292   0.760  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.548  -0.479   1.369  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.060  -0.711   1.098  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.372  -1.066   2.250  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.800  -0.584  -0.167  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.686  -1.757  -0.908  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.206  -0.186   0.088  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.988  -0.002  -1.226  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.142   0.852  -0.877  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.510   1.765  -1.644  0.00  0.00           O+0
HETATM   17  N   UNK     0       4.802   0.593   0.347  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.362  -0.533   1.136  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.121  -0.964   2.040  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.021  -1.173   0.879  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.099   0.457  -0.813  0.00  0.00           O+0
HETATM   22  H   UNK     0      -5.299  -1.267   1.344  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.003   0.019   2.587  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.792   0.425   0.967  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.541   1.125  -0.750  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.573   2.791  -2.042  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.334   1.614  -2.668  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.097   1.331  -2.951  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.591  -1.042   2.298  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.026  -2.321  -0.512  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.226   0.778   0.629  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.410  -1.005  -1.511  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.357   0.400  -2.017  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.592   1.192   0.687  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.568  -1.531   1.799  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.199  -2.049   0.188  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    3    8                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   26   27   28                                             
CONECT    6    4    7   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    2   29                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   21                                             
CONECT   12   11   30                                                       
CONECT   13   11   14   20   31                                             
CONECT   14   13   15   32   33                                             
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   34                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   13   35   36                                             
CONECT   21   11    6                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    5                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    8                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   17                                                            
CONECT   35   20                                                            
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

RDKit          3D

36 38  0  0  0  0  0  0  0  0999 V2000
   -5.0427   -0.1834    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7223    0.0181    0.8512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6227    0.7334   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4107    0.9319   -0.9639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3490    1.7025   -2.2350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434    0.4173   -0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3246   -0.2916    0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5480   -0.4790    1.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0597   -0.7105    1.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3723   -1.0656    2.2502 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8000   -0.5842   -0.1671 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6862   -1.7568   -0.9083 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057   -0.1861    0.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9876   -0.0022   -1.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424    0.8524   -0.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5097    1.7645   -1.6444 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8021    0.5927    0.3467 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3616   -0.5329    1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -0.9635    2.0397 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -1.1729    0.8792 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0987    0.4566   -0.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994   -1.2669    1.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028    0.0188    2.5870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7916    0.4248    0.9670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5407    1.1254   -0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5727    2.7908   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344    1.6142   -2.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0974    1.3311   -2.9515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5907   -1.0424    2.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264   -2.3214   -0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    0.7781    0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.0051   -1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3565    0.3998   -2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    1.1921    0.6866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5677   -1.5314    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994   -2.0488    0.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 11 21  1  0
  8  2  1  0
 20 13  1  0
 21  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  8 29  1  0
 12 30  1  0
 13 31  1  1
 14 32  1  0
 14 33  1  0
 17 34  1  0
 20 35  1  0
 20 36  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₁₅NO₅

Average Mass

289.2870 Da

Monoisotopic Mass

289.09502 Da

IUPAC Name

4-[(2S)-2-hydroxy-5,7-dimethyl-3-oxo-2,3-dihydro-1-benzofuran-2-yl]piperidine-2,6-dione

Traditional Name

4-[(2S)-2-hydroxy-5,7-dimethyl-3-oxo-1-benzofuran-2-yl]piperidine-2,6-dione

CAS Registry Number

Not Available

SMILES

CC1=CC(C)=C2O[C@@](O)(C3CC(=O)NC(=O)C3)C(=O)C2=C1

InChI Identifier

InChI=1S/C15H15NO5/c1-7-3-8(2)13-10(4-7)14(19)15(20,21-13)9-5-11(17)16-12(18)6-9/h3-4,9,20H,5-6H2,1-2H3,(H,16,17,18)/t15-/m0/s1

InChI Key

JGRHJZLSKWAAPV-HNNXBMFYSA-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	NPAtlas	2010356
Streptomyces pulveraceus	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Streptomyces pulveraceus subsp. epiderstagenes	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Coumaran
Aryl ketone
Aryl alkyl ketone
Tetrahydropyridine
Acyloin
Hydropyridine
Benzenoid
Lactim
N-acylimine
Hemiacetal
Ketone
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxide
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	0.54	ALOGPS
logP	1.06	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.84	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	92.7 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.81 m³·mol⁻¹	ChemAxon
Polarizability	29.36 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

NPAtlas ID

NPA020679

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017071

Chemspider ID

78442927

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588921

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sonoda T, Osada H, Uzawa J, Isono K: Actiketal, a new member of the glutarimide antibiotics. J Antibiot (Tokyo). 1991 Feb;44(2):160-3. doi: 10.7164/antibiotics.44.160. [PubMed:2010356 ]
Kiyota H: Synthesis of naturally derived bioactive compounds of agricultural interest. Biosci Biotechnol Biochem. 2006 Feb;70(2):317-24. doi: 10.1271/bbb.70.317. [PubMed:16495645 ]

Showing NP-Card for Actiketal (NP0008985)

MOL for NP0008985 (Actiketal)

3D MOL for NP0008985 (Actiketal)

3D SDF for NP0008985 (Actiketal)

3D-SDF for NP0008985 (Actiketal)

PDB for NP0008985 (Actiketal)

3D PDB for NP0008985 (Actiketal)

SMILES for NP0008985 (Actiketal)

INCHI for NP0008985 (Actiketal)

Structure for NP0008985 (Actiketal)

3D Structure for NP0008985 (Actiketal)