NP-MRD: Showing NP-Card for 7beta-hydroxycucurbitacin B (NP0034362)

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Record Information

Version

1.0

Created at

2021-06-20 18:06:49 UTC

Updated at

2021-06-30 00:04:42 UTC

NP-MRD ID

NP0034362

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7beta-hydroxycucurbitacin B

Provided By

JEOL Database JEOL Logo

Description

7Beta-hydroxycucurbitacin B belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. 7beta-hydroxycucurbitacin B is found in Cucumis melo. It was first documented in 2009 (Chen, C., et al.). Based on a literature review very few articles have been published on 7beta-hydroxycucurbitacin B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120063D          

 87 90  0  0  0  0            999 V2000
    5.0802    2.1479    2.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9079    2.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1492    0.8300    2.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.0824    3.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.3994    3.4687 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9816   -1.3223    4.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2896   -2.2432    4.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   -1.9992    2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -2.3717    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -2.8279    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475   -3.4011   -0.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8020   -2.5953   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6925   -3.5223   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1372   -3.0377   -2.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3968   -1.0906   -0.8633 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5169   -0.2002   -1.4849 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.8380    1.0576   -2.0709 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.5519    2.6865   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 87 90  0  0  0  0  0  0  0  0999 V2000
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    4.2386    0.9079    2.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9077    1.0296   -3.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    2.6865   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    1.1972    0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.5242    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    1.2271   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153    3.4013   -2.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227    4.5030   -4.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7949    5.0357   -1.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825    1.7545   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6163    2.8841   -2.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8367    1.3747   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8856    2.5827    0.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6908    4.0989   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016    4.7206    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554    4.1519    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    3.0671    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3802    6.2002    0.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9664    6.6775    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7165    6.4628   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341    2.3856   -4.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559    0.9503   -3.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    0.7670   -4.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -1.9290   -1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2628   -0.5463    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -0.8466   -3.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272   -1.0625   -3.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -2.3058   -3.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  0
 22 21  1  0
 30 31  2  0
 35 21  1  0
 32 33  1  1
 32 25  1  0
 32 34  1  0
 26 27  1  0
 19 20  1  1
 26 25  1  0
 26 69  1  1
 15 16  1  0
 35 37  1  0
 21 19  1  0
 40 39  1  0
 39 37  1  0
 40 19  1  0
 15 12  1  0
 16 17  1  0
  9 10  1  0
 10 12  1  0
 28 30  1  0
 12 13  1  0
 28 27  1  0
  9  8  2  0
 30 32  1  0
  8  5  1  0
 19 18  1  0
  5  6  1  0
 18 16  1  0
  5  4  1  6
 15 40  1  0
 12 14  1  6
 26 35  1  0
 10 11  2  0
 37 38  2  0
  5  7  1  0
 25 24  2  0
  4  2  1  0
 40 41  1  6
  2  1  1  0
 24 22  1  0
  2  3  2  0
 35 36  1  6
 22 23  1  0
 29 73  1  0
 28 72  1  1
 27 70  1  0
 27 71  1  0
 24 68  1  0
 22 66  1  6
 21 65  1  6
 39 83  1  0
 39 84  1  0
 18 60  1  0
 18 61  1  0
 41 85  1  0
 41 86  1  0
 41 87  1  0
 36 80  1  0
 36 81  1  0
 36 82  1  0
 33 74  1  0
 33 75  1  0
 33 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 15 57  1  1
 16 58  1  6
 17 59  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
  8 51  1  0
  6 45  1  0
  6 46  1  0
  6 47  1  0
 14 56  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
 23 67  1  0
M  END


  Mrv1652306202120063D          

 87 90  0  0  0  0            999 V2000
    5.0802    2.1479    2.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9079    2.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1492    0.8300    2.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.0824    3.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.3994    3.4687 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9816   -1.3223    4.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2896   -2.2432    4.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   -1.9992    2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -2.3717    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -2.8279    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475   -3.4011   -0.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8020   -2.5953   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6925   -3.5223   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1372   -3.0377   -2.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3968   -1.0906   -0.8633 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5169   -0.2002   -1.4849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5004    0.1600   -0.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380    1.0576   -2.0709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3588    0.9697   -1.6259 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3048    1.6211   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629    1.6481   -2.5956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4509    3.1654   -2.7866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8409    3.5333   -4.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2444    3.6502   -1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8351    2.2397   -1.1944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3690    2.3632   -1.3599 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0185    3.1120   -0.2087 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4192    3.2026   -0.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3999    4.4997   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    5.4885    0.0179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8650    4.5720    0.0096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4432    4.0982    1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550    6.0577   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3524   -0.1591   -1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453   -0.7318   -1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255   -0.8584   -0.9951 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1310   -0.5928   -1.6421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1002   -1.2257   -3.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623    2.9435    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2389    2.4764    3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352    1.9532    2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720   -0.8248    5.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752   -2.3189    4.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1989   -0.7381    3.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4740   -1.8085    5.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.2750    4.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2626   -2.2665    3.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0388   -2.2682    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0846   -3.6674   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2612   -0.8142    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -0.7151   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    0.5231    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    1.9817   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9077    1.0296   -3.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    2.6865   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    1.1972    0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.5242    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6153    3.4013   -2.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227    4.5030   -4.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6163    2.8841   -2.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8856    2.5827    0.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3554    4.1519    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    3.0671    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9664    6.6775    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7165    6.4628   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341    2.3856   -4.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559    0.9503   -3.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    0.7670   -4.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -1.9290   -1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2628   -0.5463    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -0.8466   -3.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272   -1.0625   -3.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -2.3058   -3.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  0  0  0  0
 22 21  1  0  0  0  0
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  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 28 30  1  0  0  0  0
 12 13  1  0  0  0  0
 28 27  1  0  0  0  0
  9  8  2  0  0  0  0
 30 32  1  0  0  0  0
  8  5  1  0  0  0  0
 19 18  1  0  0  0  0
  5  6  1  0  0  0  0
 18 16  1  0  0  0  0
  5  4  1  6  0  0  0
 15 40  1  0  0  0  0
 12 14  1  6  0  0  0
 26 35  1  0  0  0  0
 10 11  2  0  0  0  0
 37 38  2  0  0  0  0
  5  7  1  0  0  0  0
 25 24  2  0  0  0  0
  4  2  1  0  0  0  0
 40 41  1  6  0  0  0
  2  1  1  0  0  0  0
 24 22  1  0  0  0  0
  2  3  2  0  0  0  0
 35 36  1  6  0  0  0
 22 23  1  0  0  0  0
 29 73  1  0  0  0  0
 28 72  1  1  0  0  0
 27 70  1  0  0  0  0
 27 71  1  0  0  0  0
 24 68  1  0  0  0  0
 22 66  1  6  0  0  0
 21 65  1  6  0  0  0
 39 83  1  0  0  0  0
 39 84  1  0  0  0  0
 18 60  1  0  0  0  0
 18 61  1  0  0  0  0
 41 85  1  0  0  0  0
 41 86  1  0  0  0  0
 41 87  1  0  0  0  0
 36 80  1  0  0  0  0
 36 81  1  0  0  0  0
 36 82  1  0  0  0  0
 33 74  1  0  0  0  0
 33 75  1  0  0  0  0
 33 76  1  0  0  0  0
 34 77  1  0  0  0  0
 34 78  1  0  0  0  0
 34 79  1  0  0  0  0
 20 62  1  0  0  0  0
 20 63  1  0  0  0  0
 20 64  1  0  0  0  0
 15 57  1  1  0  0  0
 16 58  1  6  0  0  0
 17 59  1  0  0  0  0
  9 52  1  0  0  0  0
 13 53  1  0  0  0  0
 13 54  1  0  0  0  0
 13 55  1  0  0  0  0
  8 51  1  0  0  0  0
  6 45  1  0  0  0  0
  6 46  1  0  0  0  0
  6 47  1  0  0  0  0
 14 56  1  0  0  0  0
  7 48  1  0  0  0  0
  7 49  1  0  0  0  0
  7 50  1  0  0  0  0
  1 42  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
 23 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]3([H])[C@@]([H])(O[H])C([H])=C4[C@@]([H])(C([H])([H])[C@]([H])(O[H])C(=O)C4(C([H])([H])[H])C([H])([H])[H])[C@@]3(C(=O)C([H])([H])[C@]2(C([H])([H])[H])[C@@]1([H])[C@@](O[H])(C(=O)C(\[H])=C(/[H])C(OC(=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O9/c1-16(33)41-27(2,3)11-10-22(37)32(9,40)25-21(36)14-29(6)24-19(34)12-17-18(13-20(35)26(39)28(17,4)5)31(24,8)23(38)15-30(25,29)7/h10-12,18-21,24-25,34-36,40H,13-15H2,1-9H3/b11-10+/t18-,19+,20+,21-,24+,25+,29+,30-,31-,32+/m1/s1

> <INCHI_KEY>
JWTLSWGHJPRCIB-JLEYTYLISA-N

> <FORMULA>
C32H46O9

> <MOLECULAR_WEIGHT>
574.711

> <EXACT_MASS>
574.314183061

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.513973043489315

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(1S,2R,4S,9S,10S,11S,13R,14R,15R)-4,9,13-trihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]hept-3-en-2-yl acetate

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
1.9802276623333326

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.45931250322231

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.794390805330845

> <JCHEM_PKA_STRONGEST_BASIC>
-2.883925390146892

> <JCHEM_POLAR_SURFACE_AREA>
158.43

> <JCHEM_REFRACTIVITY>
152.48180000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(1S,2R,4S,9S,10S,11S,13R,14R,15R)-4,9,13-trihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]hept-3-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 87 90  0  0  0  0  0  0  0  0999 V2000
    5.0802    2.1479    2.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9079    2.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1492    0.8300    2.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.0824    3.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.3994    3.4687 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9816   -1.3223    4.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2896   -2.2432    4.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   -1.9992    2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -2.3717    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -2.8279    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475   -3.4011   -0.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8020   -2.5953   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6925   -3.5223   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1372   -3.0377   -2.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3968   -1.0906   -0.8633 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5169   -0.2002   -1.4849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5004    0.1600   -0.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380    1.0576   -2.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3588    0.9697   -1.6259 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3048    1.6211   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629    1.6481   -2.5956 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4509    3.1654   -2.7866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8409    3.5333   -4.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2062    4.0335   -1.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2444    3.6502   -1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8351    2.2397   -1.1944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3690    2.3632   -1.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0185    3.1120   -0.2087 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4192    3.2026   -0.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3999    4.4997   -0.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1331    5.4885    0.0179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8650    4.5720    0.0096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4432    4.0982    1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4550    6.0577   -0.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732    1.2951   -2.2841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9426    1.3605   -3.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -0.1591   -1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4453   -0.7318   -1.8183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255   -0.8584   -0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1310   -0.5928   -1.6421 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1002   -1.2257   -3.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5623    2.9435    2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2389    2.4764    3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0352    1.9532    2.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1720   -0.8248    5.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5752   -2.3189    4.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1989   -0.7381    3.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4740   -1.8085    5.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9464   -3.2750    4.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2626   -2.2665    3.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -2.0805    1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388   -2.2682    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -4.5233   -0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2299   -3.1511    0.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846   -3.6674   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0053   -3.4913   -2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612   -0.8142    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -0.7151   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    0.5231    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    1.9817   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9077    1.0296   -3.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    2.6865   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    1.1972    0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.5242    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    1.2271   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153    3.4013   -2.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227    4.5030   -4.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7949    5.0357   -1.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825    1.7545   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6163    2.8841   -2.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8367    1.3747   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8856    2.5827    0.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6908    4.0989   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016    4.7206    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3554    4.1519    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    3.0671    1.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3802    6.2002    0.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9664    6.6775    0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7165    6.4628   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0341    2.3856   -4.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559    0.9503   -3.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4381    0.7670   -4.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4526   -1.9290   -1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2628   -0.5463    0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7138   -0.8466   -3.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272   -1.0625   -3.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -2.3058   -3.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  0
 22 21  1  0
 30 31  2  0
 35 21  1  0
 32 33  1  1
 32 25  1  0
 32 34  1  0
 26 27  1  0
 19 20  1  1
 26 25  1  0
 26 69  1  1
 15 16  1  0
 35 37  1  0
 21 19  1  0
 40 39  1  0
 39 37  1  0
 40 19  1  0
 15 12  1  0
 16 17  1  0
  9 10  1  0
 10 12  1  0
 28 30  1  0
 12 13  1  0
 28 27  1  0
  9  8  2  0
 30 32  1  0
  8  5  1  0
 19 18  1  0
  5  6  1  0
 18 16  1  0
  5  4  1  6
 15 40  1  0
 12 14  1  6
 26 35  1  0
 10 11  2  0
 37 38  2  0
  5  7  1  0
 25 24  2  0
  4  2  1  0
 40 41  1  6
  2  1  1  0
 24 22  1  0
  2  3  2  0
 35 36  1  6
 22 23  1  0
 29 73  1  0
 28 72  1  1
 27 70  1  0
 27 71  1  0
 24 68  1  0
 22 66  1  6
 21 65  1  6
 39 83  1  0
 39 84  1  0
 18 60  1  0
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 41 86  1  0
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 36 80  1  0
 36 81  1  0
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 33 74  1  0
 33 75  1  0
 33 76  1  0
 34 77  1  0
 34 78  1  0
 34 79  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 15 57  1  1
 16 58  1  6
 17 59  1  0
  9 52  1  0
 13 53  1  0
 13 54  1  0
 13 55  1  0
  8 51  1  0
  6 45  1  0
  6 46  1  0
  6 47  1  0
 14 56  1  0
  7 48  1  0
  7 49  1  0
  7 50  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
 23 67  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       5.080   2.148   2.697  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.239   0.908   2.682  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.149   0.830   2.126  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.874  -0.082   3.364  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.272  -1.399   3.469  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.982  -1.322   4.303  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.290  -2.243   4.255  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.146  -1.999   2.085  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.011  -2.372   1.473  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.053  -2.828   0.053  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.048  -3.401  -0.399  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.802  -2.595  -0.841  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.693  -3.522  -0.341  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.137  -3.038  -2.164  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.397  -1.091  -0.863  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.517  -0.200  -1.485  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.500   0.160  -0.527  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.838   1.058  -2.071  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.359   0.970  -1.626  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.305   1.621  -0.210  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.663   1.648  -2.596  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.451   3.165  -2.787  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.841   3.533  -4.105  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.206   4.034  -1.836  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.244   3.650  -1.069  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.835   2.240  -1.194  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.369   2.363  -1.360  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.019   3.112  -0.209  0.00  0.00           C+0
HETATM   29  O   UNK     0      -6.419   3.203  -0.454  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.400   4.500  -0.085  0.00  0.00           C+0
HETATM   31  O   UNK     0      -5.133   5.489   0.018  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.865   4.572   0.010  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.443   4.098   1.414  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.455   6.058  -0.115  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.173   1.295  -2.284  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.943   1.361  -3.636  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.352  -0.159  -1.750  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.445  -0.732  -1.818  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.226  -0.858  -0.995  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.131  -0.593  -1.642  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.100  -1.226  -3.068  0.00  0.00           C+0
HETATM   42  H   UNK     0       4.562   2.943   2.153  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.239   2.476   3.727  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.035   1.953   2.202  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.172  -0.825   5.261  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.575  -2.319   4.508  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.199  -0.738   3.809  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.474  -1.809   5.245  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.946  -3.275   4.390  0.00  0.00           H+0
HETATM   50  H   UNK     0       6.263  -2.267   3.749  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.083  -2.080   1.530  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.039  -2.268   1.935  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.089  -4.523  -0.131  0.00  0.00           H+0
HETATM   54  H   UNK     0       0.230  -3.151   0.579  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.085  -3.667  -1.097  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.005  -3.491  -2.094  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.261  -0.814   0.188  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.046  -0.715  -2.294  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.072   0.523   0.274  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.328   1.982  -1.744  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.908   1.030  -3.165  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.552   2.687  -0.256  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.028   1.197   0.488  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.665   1.524   0.273  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.437   1.227  -3.585  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.615   3.401  -2.708  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.823   4.503  -4.168  0.00  0.00           H+0
HETATM   68  H   UNK     0      -0.795   5.036  -1.752  0.00  0.00           H+0
HETATM   69  H   UNK     0      -2.683   1.755  -0.222  0.00  0.00           H+0
HETATM   70  H   UNK     0      -4.616   2.884  -2.295  0.00  0.00           H+0
HETATM   71  H   UNK     0      -4.837   1.375  -1.429  0.00  0.00           H+0
HETATM   72  H   UNK     0      -4.886   2.583   0.740  0.00  0.00           H+0
HETATM   73  H   UNK     0      -6.691   4.099  -0.168  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.902   4.721   2.192  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.355   4.152   1.539  0.00  0.00           H+0
HETATM   76  H   UNK     0      -2.747   3.067   1.620  0.00  0.00           H+0
HETATM   77  H   UNK     0      -1.380   6.200   0.045  0.00  0.00           H+0
HETATM   78  H   UNK     0      -2.966   6.678   0.632  0.00  0.00           H+0
HETATM   79  H   UNK     0      -2.716   6.463  -1.100  0.00  0.00           H+0
HETATM   80  H   UNK     0      -3.034   2.386  -4.006  0.00  0.00           H+0
HETATM   81  H   UNK     0      -3.956   0.950  -3.568  0.00  0.00           H+0
HETATM   82  H   UNK     0      -2.438   0.767  -4.408  0.00  0.00           H+0
HETATM   83  H   UNK     0      -1.453  -1.929  -1.006  0.00  0.00           H+0
HETATM   84  H   UNK     0      -1.263  -0.546   0.053  0.00  0.00           H+0
HETATM   85  H   UNK     0      -0.714  -0.847  -3.691  0.00  0.00           H+0
HETATM   86  H   UNK     0       1.027  -1.063  -3.624  0.00  0.00           H+0
HETATM   87  H   UNK     0      -0.069  -2.306  -3.012  0.00  0.00           H+0
CONECT    1    2   42   43   44                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    8    6    4    7                                             
CONECT    6    5   45   46   47                                             
CONECT    7    5   48   49   50                                             
CONECT    8    9    5   51                                                  
CONECT    9   10    8   52                                                  
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   15   10   13   14                                             
CONECT   13   12   53   54   55                                             
CONECT   14   12   56                                                       
CONECT   15   16   12   40   57                                             
CONECT   16   15   17   18   58                                             
CONECT   17   16   59                                                       
CONECT   18   19   16   60   61                                             
CONECT   19   20   21   40   18                                             
CONECT   20   19   62   63   64                                             
CONECT   21   22   35   19   65                                             
CONECT   22   21   24   23   66                                             
CONECT   23   22   67                                                       
CONECT   24   25   22   68                                                  
CONECT   25   32   26   24                                                  
CONECT   26   27   25   69   35                                             
CONECT   27   26   28   70   71                                             
CONECT   28   29   30   27   72                                             
CONECT   29   28   73                                                       
CONECT   30   31   28   32                                                  
CONECT   31   30                                                            
CONECT   32   33   25   34   30                                             
CONECT   33   32   74   75   76                                             
CONECT   34   32   77   78   79                                             
CONECT   35   21   37   26   36                                             
CONECT   36   35   80   81   82                                             
CONECT   37   35   39   38                                                  
CONECT   38   37                                                            
CONECT   39   40   37   83   84                                             
CONECT   40   39   19   15   41                                             
CONECT   41   40   85   86   87                                             
CONECT   42    1                                                            
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    6                                                            
CONECT   46    6                                                            
CONECT   47    6                                                            
CONECT   48    7                                                            
CONECT   49    7                                                            
CONECT   50    7                                                            
CONECT   51    8                                                            
CONECT   52    9                                                            
CONECT   53   13                                                            
CONECT   54   13                                                            
CONECT   55   13                                                            
CONECT   56   14                                                            
CONECT   57   15                                                            
CONECT   58   16                                                            
CONECT   59   17                                                            
CONECT   60   18                                                            
CONECT   61   18                                                            
CONECT   62   20                                                            
CONECT   63   20                                                            
CONECT   64   20                                                            
CONECT   65   21                                                            
CONECT   66   22                                                            
CONECT   67   23                                                            
CONECT   68   24                                                            
CONECT   69   26                                                            
CONECT   70   27                                                            
CONECT   71   27                                                            
CONECT   72   28                                                            
CONECT   73   29                                                            
CONECT   74   33                                                            
CONECT   75   33                                                            
CONECT   76   33                                                            
CONECT   77   34                                                            
CONECT   78   34                                                            
CONECT   79   34                                                            
CONECT   80   36                                                            
CONECT   81   36                                                            
CONECT   82   36                                                            
CONECT   83   39                                                            
CONECT   84   39                                                            
CONECT   85   41                                                            
CONECT   86   41                                                            
CONECT   87   41                                                            
MASTER        0    0    0    0    0    0    0    0   87    0  180    0
END

RDKit          3D

87 90  0  0  0  0  0  0  0  0999 V2000
    5.0802    2.1479    2.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2386    0.9079    2.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1492    0.8300    2.1263 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8743   -0.0824    3.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2717   -1.3994    3.4687 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9816   -1.3223    4.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2896   -2.2432    4.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   -1.9992    2.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -2.3717    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0528   -2.8279    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0475   -3.4011   -0.3986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8020   -2.5953   -0.8411 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6925   -3.5223   -0.3414 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1372   -3.0377   -2.1639 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3968   -1.0906   -0.8633 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5169   -0.2002   -1.4849 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5004    0.1600   -0.5273 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380    1.0576   -2.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3588    0.9697   -1.6259 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3048    1.6211   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629    1.6481   -2.5956 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.3690    2.3632   -1.3599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0185    3.1120   -0.2087 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.9426    1.3605   -3.6365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -0.1591   -1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1002   -1.2257   -3.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0846   -3.6674   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0053   -3.4913   -2.0939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612   -0.8142    0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0457   -0.7151   -2.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    0.5231    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3275    1.9817   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9077    1.0296   -3.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5519    2.6865   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0278    1.1972    0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649    1.5242    0.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4374    1.2271   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6153    3.4013   -2.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8227    4.5030   -4.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6825    1.7545   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6163    2.8841   -2.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8367    1.3747   -1.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8856    2.5827    0.7397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6908    4.0989   -0.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9016    4.7206    2.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0272   -1.0625   -3.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0688   -2.3058   -3.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  1  0
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 23 67  1  0
M  END

View in JSmol

Synonyms

Value	Source
7b-Hydroxycucurbitacin b	Generator
7Β-hydroxycucurbitacin b	Generator

Chemical Formula

C₃₂H₄₆O₉

Average Mass

574.7110 Da

Monoisotopic Mass

574.31418 Da

IUPAC Name

(3E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(1S,2R,4S,9S,10S,11S,13R,14R,15R)-4,9,13-trihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]hept-3-en-2-yl acetate

Traditional Name

(3E,6R)-6-hydroxy-2-methyl-5-oxo-6-[(1S,2R,4S,9S,10S,11S,13R,14R,15R)-4,9,13-trihydroxy-1,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]hept-3-en-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]3([H])[C@@]([H])(O[H])C([H])=C4[C@@]([H])(C([H])([H])[C@]([H])(O[H])C(=O)C4(C([H])([H])[H])C([H])([H])[H])[C@@]3(C(=O)C([H])([H])[C@]2(C([H])([H])[H])[C@@]1([H])[C@@](O[H])(C(=O)C(\[H])=C(/[H])C(OC(=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C32H46O9/c1-16(33)41-27(2,3)11-10-22(37)32(9,40)25-21(36)14-29(6)24-19(34)12-17-18(13-20(35)26(39)28(17,4)5)31(24,8)23(38)15-30(25,29)7/h10-12,18-21,24-25,34-36,40H,13-15H2,1-9H3/b11-10+/t18-,19+,20+,21-,24+,25+,29+,30-,31-,32+/m1/s1

InChI Key

JWTLSWGHJPRCIB-JLEYTYLISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cucumis melo	JEOL database	Chen, C., et al, J. Nat. Prod. 72, 824 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacins. These are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cucurbitacins

Direct Parent

Cucurbitacins

Alternative Parents

Substituents

Cucurbitacin skeleton
Triterpenoid
22-oxosteroid
21-oxosteroid
20-hydroxysteroid
Steroid ester
3-oxo-delta-5-steroid
2-hydroxysteroid
Hydroxysteroid
11-oxosteroid
3-oxosteroid
14-alpha-methylsteroid
Oxosteroid
16-alpha-hydroxysteroid
7-hydroxysteroid
7-alpha-hydroxysteroid
16-hydroxysteroid
Delta-5-steroid
Acyloin
Alpha-hydroxy ketone
Alpha,beta-unsaturated ketone
Tertiary alcohol
Cyclic alcohol
Enone
Acryloyl-group
Cyclic ketone
Secondary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	2.55	ALOGPS
logP	1.98	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	12.79	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	152.48 m³·mol⁻¹	ChemAxon
Polarizability	61.51 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24612417

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44139608

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen, C., et al. (2009). Chen, C., et al, J. Nat. Prod. 72, 824 (2009). J. Nat. Prod..

Showing NP-Card for 7beta-hydroxycucurbitacin B (NP0034362)

MOL for NP0034362 (7beta-hydroxycucurbitacin B)

3D MOL for NP0034362 (7beta-hydroxycucurbitacin B)

3D SDF for NP0034362 (7beta-hydroxycucurbitacin B)

3D-SDF for NP0034362 (7beta-hydroxycucurbitacin B)

PDB for NP0034362 (7beta-hydroxycucurbitacin B)

3D PDB for NP0034362 (7beta-hydroxycucurbitacin B)

SMILES for NP0034362 (7beta-hydroxycucurbitacin B)

INCHI for NP0034362 (7beta-hydroxycucurbitacin B)

Structure for NP0034362 (7beta-hydroxycucurbitacin B)

3D Structure for NP0034362 (7beta-hydroxycucurbitacin B)