NP-MRD: Showing NP-Card for 1-deoxy-2,3-dehydronagilactone A (NP0040763)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 22:50:14 UTC

Updated at

2021-06-30 00:14:51 UTC

NP-MRD ID

NP0040763

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-deoxy-2,3-dehydronagilactone A

Provided By

JEOL Database JEOL Logo

Description

1-deoxy-2,3-dehydronagilactone A is found in Podocarpus nagi. 1-deoxy-2,3-dehydronagilactone A was first documented in 1993 (Ying, B.-P., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100503D          

 46 49  0  0  0  0            999 V2000
    2.3132   -4.1720   -2.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232   -3.5410   -2.3956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1575   -3.8742   -3.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662   -2.0355   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -1.4097   -3.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0758   -3.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    0.4827   -4.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    0.6941   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    0.1260   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3213   -1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758   -1.9534    0.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4753   -2.5020    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -1.0394    1.0431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1025   -1.0883    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520    0.1277    3.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564    0.3510    4.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    1.0918    1.9925 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4709    1.0616    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    2.5211    2.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    3.1569    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432    2.4660   -0.0561 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8968    0.9232    0.1500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1150    0.7217    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830    0.4314    0.6853 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5456   -3.8317   -3.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -5.2634   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647   -3.9261   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -4.0143   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -4.9587   -3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -3.4810   -4.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0887   -3.4526   -2.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    1.7490   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -2.8039   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -2.4523    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -1.4187    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    1.6266    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.5010    3.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.0423    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    3.0611    3.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    4.2034    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0526    2.6898   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120    2.9082   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3226    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275    1.1154    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.2421    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    0.6107   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
 19 17  1  0  0  0  0
 22 23  1  1  0  0  0
 22  9  1  0  0  0  0
  4  2  1  0  0  0  0
 24 13  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 10  1  0  0  0  0
  6  7  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 17 24  1  0  0  0  0
 17 15  1  0  0  0  0
 22 21  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 22 24  1  0  0  0  0
 17 18  1  6  0  0  0
 15 16  2  0  0  0  0
 20 19  2  0  0  0  0
 24 46  1  6  0  0  0
 20 40  1  0  0  0  0
 19 39  1  0  0  0  0
 21 41  1  0  0  0  0
 21 42  1  0  0  0  0
 13 35  1  1  0  0  0
 11 33  1  6  0  0  0
  8 32  1  0  0  0  0
 23 43  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
  2 28  1  1  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
 12 34  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    2.3132   -4.1720   -2.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232   -3.5410   -2.3956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1575   -3.8742   -3.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662   -2.0355   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -1.4097   -3.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0758   -3.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    0.4827   -4.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    0.6941   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    0.1260   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3213   -1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758   -1.9534    0.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4753   -2.5020    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -1.0394    1.0431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1025   -1.0883    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520    0.1277    3.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564    0.3510    4.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    1.0918    1.9925 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4709    1.0616    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    2.5211    2.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    3.1569    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432    2.4660   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.9232    0.1500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1150    0.7217    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830    0.4314    0.6853 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5456   -3.8317   -3.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -5.2634   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647   -3.9261   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -4.0143   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -4.9587   -3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -3.4810   -4.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0887   -3.4526   -2.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    1.7490   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -2.8039   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -2.4523    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -1.4187    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    1.6266    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.5010    3.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.0423    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    3.0611    3.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    4.2034    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0526    2.6898   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120    2.9082   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3226    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275    1.1154    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.2421    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    0.6107   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
  9  8  2  0
 10  4  2  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
 19 17  1  0
 22 23  1  1
 22  9  1  0
  4  2  1  0
 24 13  1  0
  2  1  1  0
 13 11  1  0
  2  3  1  0
 11 10  1  0
  6  7  2  0
  9 10  1  0
 11 12  1  0
 17 24  1  0
 17 15  1  0
 22 21  1  0
 13 14  1  0
 15 14  1  0
 22 24  1  0
 17 18  1  6
 15 16  2  0
 20 19  2  0
 24 46  1  6
 20 40  1  0
 19 39  1  0
 21 41  1  0
 21 42  1  0
 13 35  1  1
 11 33  1  6
  8 32  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
  2 28  1  1
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
 12 34  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END


  Mrv1652306212100503D          

 46 49  0  0  0  0            999 V2000
    2.3132   -4.1720   -2.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232   -3.5410   -2.3956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1575   -3.8742   -3.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662   -2.0355   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -1.4097   -3.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0758   -3.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    0.4827   -4.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    0.6941   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    0.1260   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3213   -1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758   -1.9534    0.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4753   -2.5020    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -1.0394    1.0431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1025   -1.0883    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520    0.1277    3.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564    0.3510    4.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    1.0918    1.9925 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4709    1.0616    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    2.5211    2.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    3.1569    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432    2.4660   -0.0561 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8968    0.9232    0.1500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1150    0.7217    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830    0.4314    0.6853 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5456   -3.8317   -3.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -5.2634   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647   -3.9261   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -4.0143   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -4.9587   -3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -3.4810   -4.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0887   -3.4526   -2.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    1.7490   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -2.8039   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -2.4523    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -1.4187    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    1.6266    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.5010    3.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.0423    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    3.0611    3.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    4.2034    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0526    2.6898   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120    2.9082   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3226    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275    1.1154    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.2421    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    0.6107   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
 19 17  1  0  0  0  0
 22 23  1  1  0  0  0
 22  9  1  0  0  0  0
  4  2  1  0  0  0  0
 24 13  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  2  3  1  0  0  0  0
 11 10  1  0  0  0  0
  6  7  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 17 24  1  0  0  0  0
 17 15  1  0  0  0  0
 22 21  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 22 24  1  0  0  0  0
 17 18  1  6  0  0  0
 15 16  2  0  0  0  0
 20 19  2  0  0  0  0
 24 46  1  6  0  0  0
 20 40  1  0  0  0  0
 19 39  1  0  0  0  0
 21 41  1  0  0  0  0
 21 42  1  0  0  0  0
 13 35  1  1  0  0  0
 11 33  1  6  0  0  0
  8 32  1  0  0  0  0
 23 43  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
  2 28  1  1  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  3 29  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
 12 34  1  0  0  0  0
 18 36  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040763

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C2=C(OC(=O)C([H])=C2[C@@]2(C([H])([H])[H])C([H])([H])C([H])=C([H])[C@@]3(C(=O)O[C@@]1([H])[C@]23[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O5/c1-9(2)14-12-10(8-11(20)23-14)18(3)6-5-7-19(4)16(18)15(13(12)21)24-17(19)22/h5,7-9,13,15-16,21H,6H2,1-4H3/t13-,15-,16-,18-,19+/m1/s1

> <INCHI_KEY>
AJFRXGRWUZYILU-DZLVSBGCSA-N

> <FORMULA>
C19H22O5

> <MOLECULAR_WEIGHT>
330.38

> <EXACT_MASS>
330.146723808

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.56398063305424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,8R,9S,12S,16R)-8-hydroxy-1,12-dimethyl-6-(propan-2-yl)-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-2,6,13-triene-4,11-dione

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
1.9007684866666672

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.407757329720262

> <JCHEM_PKA_STRONGEST_BASIC>
-3.495246943980357

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
89.01140000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,8R,9S,12S,16R)-8-hydroxy-6-isopropyl-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-2,6,13-triene-4,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    2.3132   -4.1720   -2.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232   -3.5410   -2.3956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1575   -3.8742   -3.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662   -2.0355   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -1.4097   -3.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0758   -3.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    0.4827   -4.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    0.6941   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    0.1260   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3213   -1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758   -1.9534    0.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4753   -2.5020    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -1.0394    1.0431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1025   -1.0883    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520    0.1277    3.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564    0.3510    4.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    1.0918    1.9925 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4709    1.0616    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    2.5211    2.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    3.1569    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432    2.4660   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.9232    0.1500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1150    0.7217    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830    0.4314    0.6853 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5456   -3.8317   -3.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -5.2634   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647   -3.9261   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -4.0143   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -4.9587   -3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -3.4810   -4.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0887   -3.4526   -2.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    1.7490   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -2.8039   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -2.4523    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -1.4187    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    1.6266    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.5010    3.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.0423    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    3.0611    3.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    4.2034    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0526    2.6898   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120    2.9082   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3226    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275    1.1154    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.2421    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    0.6107   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
  9  8  2  0
 10  4  2  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
 19 17  1  0
 22 23  1  1
 22  9  1  0
  4  2  1  0
 24 13  1  0
  2  1  1  0
 13 11  1  0
  2  3  1  0
 11 10  1  0
  6  7  2  0
  9 10  1  0
 11 12  1  0
 17 24  1  0
 17 15  1  0
 22 21  1  0
 13 14  1  0
 15 14  1  0
 22 24  1  0
 17 18  1  6
 15 16  2  0
 20 19  2  0
 24 46  1  6
 20 40  1  0
 19 39  1  0
 21 41  1  0
 21 42  1  0
 13 35  1  1
 11 33  1  6
  8 32  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
  2 28  1  1
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
 12 34  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       2.313  -4.172  -2.930  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.023  -3.541  -2.396  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.158  -3.874  -3.309  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.166  -2.035  -2.238  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.633  -1.410  -3.426  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.881  -0.076  -3.488  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.280   0.483  -4.503  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.632   0.694  -2.263  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.175   0.126  -1.135  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.918  -1.321  -1.117  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.376  -1.953   0.156  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.475  -2.502   0.884  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.497  -1.039   1.043  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.103  -1.088   2.425  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.352   0.128   3.018  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.156   0.351   4.201  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.940   1.092   1.992  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.471   1.062   2.147  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.474   2.521   2.127  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.238   3.157   1.183  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.743   2.466  -0.056  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.897   0.923   0.150  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.115   0.722   1.095  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.483   0.431   0.685  0.00  0.00           C+0
HETATM   25  H   UNK     0       2.546  -3.832  -3.945  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.222  -5.263  -2.960  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.165  -3.926  -2.286  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.834  -4.014  -1.427  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.290  -4.959  -3.388  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.011  -3.481  -4.321  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.089  -3.453  -2.914  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.856   1.749  -2.356  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.265  -2.804  -0.104  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.244  -2.452   1.832  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.526  -1.419   0.994  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.962   1.627   1.346  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.780   1.501   3.104  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.872   0.042   2.131  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.764   3.061   3.028  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.503   4.203   1.318  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.053   2.690  -0.879  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.712   2.908  -0.322  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.319  -0.323   1.329  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.027   1.115   0.628  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.005   1.242   2.050  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.227   0.611  -0.107  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    4    1    3   28                                             
CONECT    3    2   29   30   31                                             
CONECT    4   10    5    2                                                  
CONECT    5    4    6                                                       
CONECT    6    5    8    7                                                  
CONECT    7    6                                                            
CONECT    8    9    6   32                                                  
CONECT    9    8   22   10                                                  
CONECT   10    4   11    9                                                  
CONECT   11   13   10   12   33                                             
CONECT   12   11   34                                                       
CONECT   13   24   11   14   35                                             
CONECT   14   13   15                                                       
CONECT   15   17   14   16                                                  
CONECT   16   15                                                            
CONECT   17   19   24   15   18                                             
CONECT   18   17   36   37   38                                             
CONECT   19   17   20   39                                                  
CONECT   20   21   19   40                                                  
CONECT   21   20   22   41   42                                             
CONECT   22   23    9   21   24                                             
CONECT   23   22   43   44   45                                             
CONECT   24   13   17   22   46                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    2                                                            
CONECT   29    3                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    8                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   18                                                            
CONECT   37   18                                                            
CONECT   38   18                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   21                                                            
CONECT   43   23                                                            
CONECT   44   23                                                            
CONECT   45   23                                                            
CONECT   46   24                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   98    0
END

RDKit          3D

46 49  0  0  0  0  0  0  0  0999 V2000
    2.3132   -4.1720   -2.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0232   -3.5410   -2.3956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1575   -3.8742   -3.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1662   -2.0355   -2.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6334   -1.4097   -3.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8809   -0.0758   -3.4884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2800    0.4827   -4.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6318    0.6941   -2.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750    0.1260   -1.1348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9177   -1.3213   -1.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3758   -1.9534    0.1555 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4753   -2.5020    0.8839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4966   -1.0394    1.0431 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1025   -1.0883    2.4254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520    0.1277    3.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1564    0.3510    4.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9401    1.0918    1.9925 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4709    1.0616    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4735    2.5211    2.1270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2378    3.1569    1.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7432    2.4660   -0.0561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.9232    0.1500 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1150    0.7217    1.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4830    0.4314    0.6853 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5456   -3.8317   -3.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2221   -5.2634   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1647   -3.9261   -2.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8344   -4.0143   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -4.9587   -3.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -3.4810   -4.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0887   -3.4526   -2.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8557    1.7490   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2648   -2.8039   -0.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444   -2.4523    1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -1.4187    0.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9616    1.6266    1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797    1.5010    3.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    0.0423    2.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7636    3.0611    3.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031    4.2034    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0526    2.6898   -0.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7120    2.9082   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3191   -0.3226    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0275    1.1154    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049    1.2421    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    0.6107   -0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
  9  8  2  0
 10  4  2  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
 19 17  1  0
 22 23  1  1
 22  9  1  0
  4  2  1  0
 24 13  1  0
  2  1  1  0
 13 11  1  0
  2  3  1  0
 11 10  1  0
  6  7  2  0
  9 10  1  0
 11 12  1  0
 17 24  1  0
 17 15  1  0
 22 21  1  0
 13 14  1  0
 15 14  1  0
 22 24  1  0
 17 18  1  6
 15 16  2  0
 20 19  2  0
 24 46  1  6
 20 40  1  0
 19 39  1  0
 21 41  1  0
 21 42  1  0
 13 35  1  1
 11 33  1  6
  8 32  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
  2 28  1  1
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
 12 34  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₅

Average Mass

330.3800 Da

Monoisotopic Mass

330.14672 Da

IUPAC Name

(1S,8R,9S,12S,16R)-8-hydroxy-1,12-dimethyl-6-(propan-2-yl)-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-2,6,13-triene-4,11-dione

Traditional Name

(1S,8R,9S,12S,16R)-8-hydroxy-6-isopropyl-1,12-dimethyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-2,6,13-triene-4,11-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C2=C(OC(=O)C([H])=C2[C@@]2(C([H])([H])[H])C([H])([H])C([H])=C([H])[C@@]3(C(=O)O[C@@]1([H])[C@]23[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C19H22O5/c1-9(2)14-12-10(8-11(20)23-14)18(3)6-5-7-19(4)16(18)15(13(12)21)24-17(19)22/h5,7-9,13,15-16,21H,6H2,1-4H3/t13-,15-,16-,18-,19+/m1/s1

InChI Key

AJFRXGRWUZYILU-DZLVSBGCSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Nageia nagi	JEOL database	Ying, B.-P., et al, Phytochem. 34, 1107 (1993)

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	3.01	ALOGPS
logP	1.9	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.41	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	89.01 m³·mol⁻¹	ChemAxon
Polarizability	34.56 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Ying, B.-P., et al. (1993). Ying, B.-P., et al, Phytochem. 34, 1107 (1993). Phytochem..

Showing NP-Card for 1-deoxy-2,3-dehydronagilactone A (NP0040763)

MOL for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

3D MOL for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

3D SDF for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

3D-SDF for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

PDB for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

3D PDB for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

SMILES for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

INCHI for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

Structure for NP0040763 (1-deoxy-2,3-dehydronagilactone A)

3D Structure for NP0040763 (1-deoxy-2,3-dehydronagilactone A)