NP-MRD: Showing NP-Card for methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate (NP0327663)

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Record Information

Version

2.0

Created at

2022-09-12 10:27:10 UTC

Updated at

2022-09-12 10:27:11 UTC

NP-MRD ID

NP0327663

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

Description

Methyl 2-[(1R,2S)-2-[(1R,5R,6S,7R,7aS)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate is found in Turraea heterophylla. Based on a literature review very few articles have been published on methyl 2-[(1R,2S)-2-[(1R,5R,6S,7R,7aS)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122212272D          

 36 39  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    3.1994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0862    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    0.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3915   -1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218   -2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -2.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397   -3.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -3.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  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
  7 11  2  0  0  0  0
  6 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  6  0  0  0
 22 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 72 75  0  0  0  0  0  0  0  0999 V2000
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    0.4163    1.4604    1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4411    0.8192   -0.3690 C   0  0  1  0  0  0  0  0  0  0  0  0
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    6.5349   -0.9549   -0.8534 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660   -0.2754   -0.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    0.3232    0.7502 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4035   -0.0659    1.9507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -0.7422    0.3189 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2404   -1.9919    0.1793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3518   -0.8589    1.1171 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7366   -1.1537    2.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5278   -2.3446    3.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9561   -2.5839    4.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0489   -3.2709    2.4810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4581    0.3573    1.1232 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3000    0.7140   -0.0790 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.3586   -2.1760   -1.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222   -1.4834   -2.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3342   -0.3152   -0.4004 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.6965    0.6056   -0.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9228    0.7225    0.1427 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0093    1.4192   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6764    3.1386    2.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    2.2654    2.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1955    3.6599    0.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035    2.2000    0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1333    2.8648   -0.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7400    1.0075   -1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.3911   -2.8521 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4538   -1.6358   -2.8918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9666   -0.0165    0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9615   -0.9852    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1140    0.7475    2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7323   -0.1288    2.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3564   -0.4694   -0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8732   -2.4980   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1228   -1.7939    0.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9477   -2.1007    4.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0740   -3.6447    4.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1938   -2.1674    5.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2020    0.2333    1.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6670    2.3983   -0.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3339   -1.7608   -1.8289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817   -2.7153   -2.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663   -2.7818   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4424   -2.5226   -2.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9922   -0.9652   -3.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4156   -1.6318   -1.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9604   -1.1990    0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6287    0.2391    1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1085   -1.1710    0.3460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0474    1.4334   -1.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0824    2.4759   -0.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9382    0.9207    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
 36 35  1  0
 35 33  1  0
 33 34  2  0
 33 32  1  0
 32 31  1  0
 31 28  1  0
 28 29  1  0
 28 30  1  0
 28 26  1  0
 26 27  2  0
 26 25  1  0
 25 24  2  0
 24 22  1  0
 22 23  1  1
 22 21  1  0
 21 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  1  1
 12  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  3
  6  7  1  0
  7 11  2  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
 22 31  1  0
  2 21  1  0
  8  7  1  0
  3 12  1  0
 36 70  1  0
 36 71  1  0
 36 72  1  0
 32 68  1  0
 32 69  1  0
 31 67  1  1
 29 61  1  0
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 29 63  1  0
 30 64  1  0
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 30 66  1  0
 25 60  1  0
 24 59  1  0
 23 56  1  0
 23 57  1  0
 23 58  1  0
 21 55  1  1
 16 51  1  6
 19 52  1  0
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 14 49  1  6
 15 50  1  0
 13 46  1  0
 13 47  1  0
 13 48  1  0
  6 42  1  6
  5 40  1  0
  5 41  1  0
  4 39  1  0
  1 37  1  0
  1 38  1  0
 11 45  1  0
  9 44  1  0
  8 43  1  0
M  END


  Mrv1652309122212272D          

 36 39  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8242    2.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396    3.1994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546    2.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0862    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6131   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256    0.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683   -0.1260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    0.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -0.9012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2986   -1.0445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4862   -1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737   -1.0445    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3915   -1.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9218   -2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7343   -2.3085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6397   -3.2270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -3.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  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
  7 11  2  0  0  0  0
  6 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 16 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  6  0  0  0
 22 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@H](OC(C)=O)[C@H](O)[C@@]2(C)[C@@H](CC=C2C1=C)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O7/c1-16-19-8-9-20(18-11-13-35-15-18)29(19,6)26(33)25(36-17(2)30)24(16)28(5)12-10-22(31)27(3,4)21(28)14-23(32)34-7/h8,10-13,15,20-21,24-26,33H,1,9,14H2,2-7H3/t20-,21-,24+,25-,26-,28-,29+/m0/s1

> <INCHI_KEY>
PAJYNYNKHIEEHT-VEPPZMBWSA-N

> <FORMULA>
C29H36O7

> <MOLECULAR_WEIGHT>
496.6

> <EXACT_MASS>
496.246103499

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
52.312697079571436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 2-[(1R,2S)-2-[(1R,5R,6S,7R,7aS)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

> <JCHEM_LOGP>
3.494047391666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.622448530882636

> <JCHEM_PKA_STRONGEST_BASIC>
-2.804762929666002

> <JCHEM_POLAR_SURFACE_AREA>
103.04

> <JCHEM_REFRACTIVITY>
134.8301

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl [(1R,2S)-2-[(1R,5R,6S,7R,7aS)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.465   2.016   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.941   3.481   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.405   3.956   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.405   5.496   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.941   5.972   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.035   4.726   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.161   3.072   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.011  -1.950   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.528   0.677   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.044   0.945   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.034  -0.235   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.551   0.032   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.508  -1.682   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.024  -1.950   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.508  -3.222   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.991  -1.950   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.464  -3.397   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.454  -4.577   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.971  -4.309   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.927  -6.024   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.917  -7.203   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7                                                       
CONECT   12    6    3   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16    2   22                                                  
CONECT   22   21   23   24   31                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   22   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[(1R,2S)-2-[(1R,5R,6S,7R,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,4,5,6,7,7a-hexahydro-1H-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetic acid	Generator

Chemical Formula

C₂₉H₃₆O₇

Average Mass

496.6000 Da

Monoisotopic Mass

496.24610 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C[C@H]1C(C)(C)C(=O)C=C[C@]1(C)[C@H]1[C@H](OC(C)=O)[C@H](O)[C@@]2(C)[C@@H](CC=C2C1=C)C1=COC=C1

InChI Identifier

InChI=1S/C29H36O7/c1-16-19-8-9-20(18-11-13-35-15-18)29(19,6)26(33)25(36-17(2)30)24(16)28(5)12-10-22(31)27(3,4)21(28)14-23(32)34-7/h8,10-13,15,20-21,24-26,33H,1,9,14H2,2-7H3/t20-,21-,24+,25-,26-,28-,29+/m0/s1

InChI Key

PAJYNYNKHIEEHT-VEPPZMBWSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Turraea heterophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Methyl ester
Furan
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162871442

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate (NP0327663)

MOL for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D MOL for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D SDF for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D-SDF for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

PDB for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D PDB for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

SMILES for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

INCHI for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

Structure for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)

3D Structure for NP0327663 (methyl 2-[(1r,2s)-2-[(1s,5r,6s,7r,7as)-6-(acetyloxy)-1-(furan-3-yl)-7-hydroxy-7a-methyl-4-methylidene-2,5,6,7-tetrahydro-1h-inden-5-yl]-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]acetate)