NP-MRD: Showing NP-Card for 5-isoprenylindole-3-carboxylate beta-D-glycosyl ester (NP0014150)

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Record Information

Version

2.0

Created at

2021-01-05 23:23:51 UTC

Updated at

2021-07-15 17:16:31 UTC

NP-MRD ID

NP0014150

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-isoprenylindole-3-carboxylate beta-D-glycosyl ester

Provided By

NPAtlas

Description

(4S)-4alpha,5beta-Dihydroxy-6alpha-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylic acid belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. 5-isoprenylindole-3-carboxylate beta-D-glycosyl ester is found in Streptomyces sp. RM-5-8. Based on a literature review very few articles have been published on (4S)-4alpha,5beta-Dihydroxy-6alpha-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119533D          

 49 51  0  0  0  0            999 V2000
    6.9627   -0.4853    1.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.6950    1.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8582   -0.8218    3.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176   -0.7786    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.6722   -0.1388 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3013    0.4748   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.7330   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    2.8054   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5942   -0.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    3.3948   -1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    2.6724   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.3694   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265    0.2479   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.8952   -0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    0.4666   -0.5859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -0.5147   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2898   -0.7505   -1.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5929   -1.1930   -1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.3561   -2.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6871   -1.0939   -3.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5838   -1.7981   -2.8867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2233   -1.4719   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.3051    0.8279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4059   -0.9825    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -0.2594    0.8106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6969   -0.3938    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    1.3394   -0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.3087   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8215   -0.8696    1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9593   -0.8972    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    0.6248    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7538   -1.4815    3.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.1502    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3764    3.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6470   -0.9372    1.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851   -1.5990   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282   -0.6121   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    1.8546   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235    3.7762   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    4.3964   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    3.0540   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0092   -1.4702   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8749   -2.6789   -2.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2435   -1.8150   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -2.2976    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0216   -0.2530    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9061    0.7561    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.4024    2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -0.6669   -0.2147 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
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 18 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28  6  1  0  0  0  0
 27  9  1  0  0  0  0
 25 16  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  7 38  1  0  0  0  0
  8 39  1  0  0  0  0
 10 40  1  0  0  0  0
 11 41  1  0  0  0  0
 16 42  1  1  0  0  0
 21 43  1  0  0  0  0
 22 44  1  0  0  0  0
 23 45  1  1  0  0  0
 24 46  1  0  0  0  0
 25 47  1  6  0  0  0
 26 48  1  0  0  0  0
 28 49  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    6.9627   -0.4853    1.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.6950    1.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8582   -0.8218    3.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176   -0.7786    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.6722   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013    0.4748   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.7330   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    2.8054   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5942   -0.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    3.3948   -1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    2.6724   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.3694   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265    0.2479   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.8952   -0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    0.4666   -0.5859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -0.5147   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2898   -0.7505   -1.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5929   -1.1930   -1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.3561   -2.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6871   -1.0939   -3.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5838   -1.7981   -2.8867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2233   -1.4719   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.3051    0.8279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4059   -0.9825    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -0.2594    0.8106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6969   -0.3938    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    1.3394   -0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.3087   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8215   -0.8696    1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9593   -0.8972    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    0.6248    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7538   -1.4815    3.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.1502    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3764    3.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6470   -0.9372    1.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851   -1.5990   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282   -0.6121   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    1.8546   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235    3.7762   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    4.3964   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    3.0540   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0092   -1.4702   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8749   -2.6789   -2.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2435   -1.8150   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -2.2976    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0216   -0.2530    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9061    0.7561    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.4024    2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -0.6669   -0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
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 25 16  1  0
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  4 35  1  0
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 16 42  1  1
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 25 47  1  6
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 28 49  1  0
M  END


  Mrv1652306242119533D          

 49 51  0  0  0  0            999 V2000
    6.9627   -0.4853    1.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.6950    1.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8582   -0.8218    3.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176   -0.7786    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.6722   -0.1388 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3013    0.4748   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.7330   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    2.8054   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5942   -0.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    3.3948   -1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    2.6724   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.3694   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265    0.2479   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.8952   -0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    0.4666   -0.5859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -0.5147   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2898   -0.7505   -1.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5929   -1.1930   -1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.3561   -2.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6871   -1.0939   -3.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5838   -1.7981   -2.8867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2233   -1.4719   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.3051    0.8279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4059   -0.9825    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -0.2594    0.8106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6969   -0.3938    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9322    0.3087   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.7538   -1.4815    3.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.1502    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3764    3.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6470   -0.9372    1.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851   -1.5990   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8781    1.8546   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235    3.7762   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    4.3964   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    3.0540   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0092   -1.4702   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8749   -2.6789   -2.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2435   -1.8150   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -2.2976    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0216   -0.2530    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9061    0.7561    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.4024    2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -0.6669   -0.2147 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28  6  1  0  0  0  0
 27  9  1  0  0  0  0
 25 16  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  7 38  1  0  0  0  0
  8 39  1  0  0  0  0
 10 40  1  0  0  0  0
 11 41  1  0  0  0  0
 16 42  1  1  0  0  0
 21 43  1  0  0  0  0
 22 44  1  0  0  0  0
 23 45  1  1  0  0  0
 24 46  1  0  0  0  0
 25 47  1  6  0  0  0
 26 48  1  0  0  0  0
 28 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0014150

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(OC(=O)C2=C([H])N([H])C3=C([H])C([H])=C(C([H])=C23)C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H21NO7/c1-10(2)3-4-11-5-6-14-12(7-11)13(9-21-14)19(26)28-20-17(23)15(22)8-16(27-20)18(24)25/h3,5-9,15,17,20-23H,4H2,1-2H3,(H,24,25)/t15-,17+,20-/m0/s1

> <INCHI_KEY>
JJJUEYWTLJWAQN-VPWXQRGCSA-N

> <FORMULA>
C20H21NO7

> <MOLECULAR_WEIGHT>
387.388

> <EXACT_MASS>
387.13180202

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.23257254310399

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S)-3,4-dihydroxy-2-[5-(3-methylbut-2-en-1-yl)-1H-indole-3-carbonyloxy]-3,4-dihydro-2H-pyran-6-carboxylic acid

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.449292922666667

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.893609975051303

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3145902153957363

> <JCHEM_PKA_STRONGEST_BASIC>
-3.454903055179691

> <JCHEM_POLAR_SURFACE_AREA>
129.08

> <JCHEM_REFRACTIVITY>
101.30309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,6S)-4,5-dihydroxy-6-[5-(3-methylbut-2-en-1-yl)-1H-indole-3-carbonyloxy]-5,6-dihydro-4H-pyran-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
    6.9627   -0.4853    1.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.6950    1.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8582   -0.8218    3.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176   -0.7786    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.6722   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013    0.4748   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.7330   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    2.8054   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5942   -0.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    3.3948   -1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    2.6724   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.3694   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265    0.2479   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.8952   -0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    0.4666   -0.5859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -0.5147   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2898   -0.7505   -1.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5929   -1.1930   -1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.3561   -2.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6871   -1.0939   -3.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5838   -1.7981   -2.8867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2233   -1.4719   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.3051    0.8279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4059   -0.9825    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -0.2594    0.8106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6969   -0.3938    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    1.3394   -0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.3087   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8215   -0.8696    1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9593   -0.8972    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    0.6248    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7538   -1.4815    3.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.1502    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3764    3.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6470   -0.9372    1.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851   -1.5990   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282   -0.6121   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    1.8546   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235    3.7762   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    4.3964   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    3.0540   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0092   -1.4702   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8749   -2.6789   -2.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2435   -1.8150   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -2.2976    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0216   -0.2530    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9061    0.7561    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.4024    2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -0.6669   -0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  2  0
 28  6  1  0
 27  9  1  0
 25 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
  8 39  1  0
 10 40  1  0
 11 41  1  0
 16 42  1  1
 21 43  1  0
 22 44  1  0
 23 45  1  1
 24 46  1  0
 25 47  1  6
 26 48  1  0
 28 49  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       6.963  -0.485   1.077  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.731  -0.695   1.837  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.858  -0.822   3.332  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.518  -0.779   1.306  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.225  -0.672  -0.139  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.301   0.475  -0.427  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.794   1.733  -0.702  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.941   2.805  -0.971  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.568   2.594  -0.960  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.496   3.395  -1.173  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.647   2.672  -1.038  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.320   1.369  -0.731  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.226   0.248  -0.499  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.822  -0.895  -0.227  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.591   0.467  -0.586  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.561  -0.515  -0.388  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.290  -0.751  -1.557  0.00  0.00           O+0
HETATM   18  C   UNK     0      -5.593  -1.193  -1.585  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.280  -1.356  -2.847  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.687  -1.094  -3.916  0.00  0.00           O+0
HETATM   21  O   UNK     0      -7.584  -1.798  -2.887  0.00  0.00           O+0
HETATM   22  C   UNK     0      -6.223  -1.472  -0.447  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.523  -1.305   0.828  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.406  -0.983   1.865  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.449  -0.259   0.811  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.697  -0.394   1.976  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.063   1.339  -0.687  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.932   0.309  -0.427  0.00  0.00           C+0
HETATM   29  H   UNK     0       7.822  -0.870   1.648  0.00  0.00           H+0
HETATM   30  H   UNK     0       6.959  -0.897   0.049  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.136   0.625   0.983  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.754  -1.482   3.502  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.959   0.150   3.826  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.999  -1.376   3.757  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.647  -0.937   1.949  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.685  -1.599  -0.494  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.128  -0.612  -0.778  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.878   1.855  -0.700  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.324   3.776  -1.182  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.600   4.396  -1.399  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.643   3.054  -1.153  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.009  -1.470  -0.154  0.00  0.00           H+0
HETATM   43  H   UNK     0      -7.875  -2.679  -2.441  0.00  0.00           H+0
HETATM   44  H   UNK     0      -7.244  -1.815  -0.527  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.062  -2.298   1.085  0.00  0.00           H+0
HETATM   46  H   UNK     0      -7.022  -0.253   1.612  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.906   0.756   0.755  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.135   0.402   2.135  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.515  -0.667  -0.215  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   32   33   34                                             
CONECT    4    2    5   35                                                  
CONECT    5    4    6   36   37                                             
CONECT    6    5    7   28                                                  
CONECT    7    6    8   38                                                  
CONECT    8    7    9   39                                                  
CONECT    9    8   10   27                                                  
CONECT   10    9   11   40                                                  
CONECT   11   10   12   41                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   25   42                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   43                                                       
CONECT   22   18   23   44                                                  
CONECT   23   22   24   25   45                                             
CONECT   24   23   46                                                       
CONECT   25   23   26   16   47                                             
CONECT   26   25   48                                                       
CONECT   27   12   28    9                                                  
CONECT   28   27    6   49                                                  
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    7                                                            
CONECT   39    8                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   16                                                            
CONECT   43   21                                                            
CONECT   44   22                                                            
CONECT   45   23                                                            
CONECT   46   24                                                            
CONECT   47   25                                                            
CONECT   48   26                                                            
CONECT   49   28                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  102    0
END

RDKit          3D

49 51  0  0  0  0  0  0  0  0999 V2000
    6.9627   -0.4853    1.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307   -0.6950    1.8375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8582   -0.8218    3.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176   -0.7786    1.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2248   -0.6722   -0.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013    0.4748   -0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.7330   -0.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9405    2.8054   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.5942   -0.9599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    3.3948   -1.1725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6469    2.6724   -1.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204    1.3694   -0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2265    0.2479   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8221   -0.8952   -0.2267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    0.4666   -0.5859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -0.5147   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2898   -0.7505   -1.5567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5929   -1.1930   -1.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.3561   -2.8471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6871   -1.0939   -3.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5838   -1.7981   -2.8867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2233   -1.4719   -0.4466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5233   -1.3051    0.8279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4059   -0.9825    1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4490   -0.2594    0.8106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6969   -0.3938    1.9762 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627    1.3394   -0.6865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9322    0.3087   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8215   -0.8696    1.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9593   -0.8972    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359    0.6248    0.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7538   -1.4815    3.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9593    0.1502    3.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9994   -1.3764    3.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6470   -0.9372    1.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851   -1.5990   -0.4941 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282   -0.6121   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8781    1.8546   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3235    3.7762   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6003    4.3964   -1.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    3.0540   -1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0092   -1.4702   -0.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8749   -2.6789   -2.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2435   -1.8150   -0.5273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -2.2976    1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0216   -0.2530    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9061    0.7561    0.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1345    0.4024    2.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5148   -0.6669   -0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 12 27  1  0
 27 28  2  0
 28  6  1  0
 27  9  1  0
 25 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  7 38  1  0
  8 39  1  0
 10 40  1  0
 11 41  1  0
 16 42  1  1
 21 43  1  0
 22 44  1  0
 23 45  1  1
 24 46  1  0
 25 47  1  6
 26 48  1  0
 28 49  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(4S)-4a,5b-Dihydroxy-6a-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylate	Generator
(4S)-4a,5b-Dihydroxy-6a-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylic acid	Generator
(4S)-4alpha,5beta-Dihydroxy-6alpha-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylate	Generator
(4S)-4Α,5β-dihydroxy-6α-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylate	Generator
(4S)-4Α,5β-dihydroxy-6α-(5-prenyl-1H-indole-3-ylcarbonyloxy)-5,6-dihydro-4H-pyran-2-carboxylic acid	Generator
(2S,3R,4S)-3,4-Dihydroxy-2-[5-(3-methylbut-2-en-1-yl)-1H-indole-3-carbonyloxy]-3,4-dihydro-2H-pyran-6-carboxylate	Generator

Chemical Formula

C₂₀H₂₁NO₇

Average Mass

387.3880 Da

Monoisotopic Mass

387.13180 Da

IUPAC Name

(2S,3R,4S)-3,4-dihydroxy-2-[5-(3-methylbut-2-en-1-yl)-1H-indole-3-carbonyloxy]-3,4-dihydro-2H-pyran-6-carboxylic acid

Traditional Name

(4S,5R,6S)-4,5-dihydroxy-6-[5-(3-methylbut-2-en-1-yl)-1H-indole-3-carbonyloxy]-5,6-dihydro-4H-pyran-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=CC2=C(NC=C2C(=O)O[C@@H]2OC(=C[C@H](O)[C@H]2O)C(O)=O)C=C1

InChI Identifier

InChI=1S/C20H21NO7/c1-10(2)3-4-11-5-6-14-12(7-11)13(9-21-14)19(26)28-20-17(23)15(22)8-16(27-20)18(24)25/h3,5-9,15,17,20-23H,4H2,1-2H3,(H,24,25)/t15-,17+,20-/m0/s1

InChI Key

JJJUEYWTLJWAQN-VPWXQRGCSA-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. RM-5-8	NPAtlas	25961722

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids and derivatives

Alternative Parents

Substituents

Indolecarboxylic acid derivative
Indole
Pyrrole-3-carboxylic acid or derivatives
Benzenoid
Substituted pyrrole
Dicarboxylic acid or derivatives
Heteroaromatic compound
Vinylogous amide
Pyrrole
Secondary alcohol
Carboxylic acid ester
1,2-diol
Oxacycle
Azacycle
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	2.54	ALOGPS
logP	2.45	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.08 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.3 m³·mol⁻¹	ChemAxon
Polarizability	39.23 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	Yes	ChemAxon

External Links

NPAtlas ID

NPA002910

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34980560

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122364646

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 5-isoprenylindole-3-carboxylate beta-D-glycosyl ester (NP0014150)

MOL for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

3D MOL for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

3D SDF for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

3D-SDF for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

PDB for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

3D PDB for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

SMILES for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

INCHI for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

Structure for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)

3D Structure for NP0014150 (5-isoprenylindole-3-carboxylate beta-D-glycosyl ester)