NP-MRD: Showing NP-Card for Roridin H (NP0021687)

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Record Information

Version

2.0

Created at

2021-01-06 06:57:46 UTC

Updated at

2021-07-15 17:37:00 UTC

NP-MRD ID

NP0021687

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Roridin H

Provided By

NPAtlas

Description

(2S,3'R,8'R,12'Z,19'Z,21'Z,25'R)-5',13',17',26'-tetramethyl-2',10',16',24',29'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.1¹⁵,¹⁸.0³,⁸.0⁸,²⁶]Nonacosane]-4',12',19',21'-tetraene-11',23'-dione belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. Roridin H is found in Cylindrocarpon. Based on a literature review very few articles have been published on (2S,3'R,8'R,12'Z,19'Z,21'Z,25'R)-5',13',17',26'-tetramethyl-2',10',16',24',29'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.1¹⁵,¹⁸.0³,⁸.0⁸,²⁶]Nonacosane]-4',12',19',21'-tetraene-11',23'-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105173D          

 73 78  0  0  0  0            999 V2000
   -5.9863    1.8167   -0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089    1.6057   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929    0.7387    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744    0.6219    1.2838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3458    2.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793   -1.6260    1.7678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0897   -1.9419    1.8342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5154   -1.6107    0.4798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0842   -2.6602   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -3.9086   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4451   -4.8906   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -4.2809    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616   -3.9434   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139   -2.8049   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981   -1.5881   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3826   -1.0643    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7270    0.0789    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2413    1.1055    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8118    2.3900    0.7880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3784    3.4534   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128    4.8311    0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    3.2237   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.9556   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8975    1.5707   -2.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645    1.0779   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    1.2219    0.5186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9052    0.4863    0.1530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4520    1.2476   -1.0407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4160    2.3619   -0.6103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6739   -0.9301   -0.2678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4805   -1.1304   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8420   -1.7431    0.2966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0528   -1.9900   -0.3575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1100   -2.9798   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330    0.8552    0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.5044    0.2038 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8092   -0.9550    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0083    2.8121   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    1.0467   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.9054    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0303    0.1321    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    1.5967    1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -2.3754    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383   -3.0377    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299   -1.3938    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -0.9200    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518   -4.8869    1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265   -4.6269   -0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277   -2.9491   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.9174   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -1.7782    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.9406   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    2.7660    1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618    2.2471    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    5.4804   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    4.7333    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    5.3132    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    4.0776   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    0.8265    1.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    2.2976    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    0.5872   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    1.7585   -1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    2.9678    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    2.9083   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -1.5894   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.8217   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -0.2100   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.6369   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9852   -2.1597    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.7668   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7816   -0.9652    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762   -1.9145    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9363   -0.1919    2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 18 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 29  2  1  0  0  0  0
 32 34  1  6  0  0  0
 27  4  1  0  0  0  0
 32  6  1  0  0  0  0
 30  8  1  0  0  0  0
 36 16  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  3 41  1  0  0  0  0
  4 42  1  1  0  0  0
  6 43  1  1  0  0  0
  7 44  1  0  0  0  0
  7 45  1  0  0  0  0
  8 46  1  1  0  0  0
 12 47  1  0  0  0  0
 13 48  1  0  0  0  0
 14 49  1  0  0  0  0
 15 50  1  0  0  0  0
 16 51  1  1  0  0  0
 18 52  1  6  0  0  0
 19 53  1  0  0  0  0
 19 54  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 22 58  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 28 61  1  0  0  0  0
 28 62  1  0  0  0  0
 29 63  1  0  0  0  0
 29 64  1  0  0  0  0
 31 65  1  0  0  0  0
 31 66  1  0  0  0  0
 31 67  1  0  0  0  0
 33 68  1  0  0  0  0
 33 69  1  0  0  0  0
 36 70  1  6  0  0  0
 37 71  1  0  0  0  0
 37 72  1  0  0  0  0
 37 73  1  0  0  0  0
M  END

     RDKit          3D

 73 78  0  0  0  0  0  0  0  0999 V2000
   -5.9863    1.8167   -0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089    1.6057   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929    0.7387    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744    0.6219    1.2838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3458    2.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793   -1.6260    1.7678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0897   -1.9419    1.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -1.6107    0.4798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0842   -2.6602   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -3.9086   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4451   -4.8906   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -4.2809    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616   -3.9434   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139   -2.8049   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981   -1.5881   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3826   -1.0643    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7270    0.0789    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2413    1.1055    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8118    2.3900    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3784    3.4534   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128    4.8311    0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    3.2237   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.9556   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8975    1.5707   -2.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645    1.0779   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    1.2219    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052    0.4863    0.1530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4520    1.2476   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    2.3619   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739   -0.9301   -0.2678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4805   -1.1304   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8420   -1.7431    0.2966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0528   -1.9900   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100   -2.9798   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330    0.8552    0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.5044    0.2038 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8092   -0.9550    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0083    2.8121   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    1.0467   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.9054    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0303    0.1321    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    1.5967    1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -2.3754    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383   -3.0377    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299   -1.3938    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -0.9200    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518   -4.8869    1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265   -4.6269   -0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277   -2.9491   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.9174   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -1.7782    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.9406   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    2.7660    1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618    2.2471    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    5.4804   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    4.7333    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    5.3132    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    4.0776   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    0.8265    1.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    2.2976    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    0.5872   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    1.7585   -1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    2.9678    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    2.9083   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -1.5894   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.8217   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -0.2100   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.6369   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9852   -2.1597    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.7668   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7816   -0.9652    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762   -1.9145    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9363   -0.1919    2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 27 26  1  1
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  1  0
 33 34  1  0
 18 35  1  0
 35 36  1  0
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 29  2  1  0
 32 34  1  6
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 36 16  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  3 41  1  0
  4 42  1  1
  6 43  1  1
  7 44  1  0
  7 45  1  0
  8 46  1  1
 12 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  1
 18 52  1  6
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 31 66  1  0
 31 67  1  0
 33 68  1  0
 33 69  1  0
 36 70  1  6
 37 71  1  0
 37 72  1  0
 37 73  1  0
M  END


  Mrv1652306242105173D          

 73 78  0  0  0  0            999 V2000
   -5.9863    1.8167   -0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089    1.6057   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929    0.7387    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744    0.6219    1.2838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3458    2.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793   -1.6260    1.7678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0897   -1.9419    1.8342 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5154   -1.6107    0.4798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0842   -2.6602   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -3.9086   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4451   -4.8906   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -4.2809    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616   -3.9434   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139   -2.8049   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981   -1.5881   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3826   -1.0643    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7270    0.0789    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2413    1.1055    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8118    2.3900    0.7880 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3784    3.4534   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9128    4.8311    0.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    3.2237   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.9556   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8975    1.5707   -2.5978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645    1.0779   -0.5318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    1.2219    0.5186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9052    0.4863    0.1530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4520    1.2476   -1.0407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4160    2.3619   -0.6103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6739   -0.9301   -0.2678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4805   -1.1304   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8420   -1.7431    0.2966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0528   -1.9900   -0.3575 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1100   -2.9798   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330    0.8552    0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.5044    0.2038 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8092   -0.9550    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0083    2.8121   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    1.0467   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3075   -0.9200    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518   -4.8869    1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265   -4.6269   -0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277   -2.9491   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.9174   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -1.7782    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.9406   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    2.7660    1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618    2.2471    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    5.4804   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    4.7333    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    5.3132    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    4.0776   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    0.8265    1.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    2.2976    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    0.5872   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0117    2.9678    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    2.9083   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -1.5894   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.8217   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -0.2100   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.6369   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9852   -2.1597    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.7668   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7816   -0.9652    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762   -1.9145    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9363   -0.1919    2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
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 33 34  1  0  0  0  0
 18 35  1  0  0  0  0
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 29  2  1  0  0  0  0
 32 34  1  6  0  0  0
 27  4  1  0  0  0  0
 32  6  1  0  0  0  0
 30  8  1  0  0  0  0
 36 16  1  0  0  0  0
  1 38  1  0  0  0  0
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  1 40  1  0  0  0  0
  3 41  1  0  0  0  0
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  6 43  1  1  0  0  0
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 31 66  1  0  0  0  0
 31 67  1  0  0  0  0
 33 68  1  0  0  0  0
 33 69  1  0  0  0  0
 36 70  1  6  0  0  0
 37 71  1  0  0  0  0
 37 72  1  0  0  0  0
 37 73  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021687

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]23C([H])([H])OC(=O)\C([H])=C(C([H])([H])[H])/C([H])([H])[C@]4([H])O[C@@]([H])(\C([H])=C(\[H])/C(/[H])=C([H])\C(=O)O[C@]5([H])C([H])([H])[C@@]([H])(O[C@]12[H])[C@]1(OC1([H])[H])[C@@]35C([H])([H])[H])[C@@]([H])(O4)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O8/c1-17-9-10-28-15-32-25(31)12-18(2)13-26-34-19(3)20(35-26)7-5-6-8-24(30)37-21-14-23(36-22(28)11-17)29(16-33-29)27(21,28)4/h5-8,11-12,19-23,26H,9-10,13-16H2,1-4H3/b7-5-,8-6-,18-12-/t19-,20-,21+,22+,23+,26-,27+,28+,29-/m0/s1

> <INCHI_KEY>
IWFOIUWPNYEUAI-VHMZOKBUSA-N

> <FORMULA>
C29H36O8

> <MOLECULAR_WEIGHT>
512.599

> <EXACT_MASS>
512.241018119

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
53.292685860774334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2S,3'R,8'R,12'Z,15'S,17'S,18'S,19'Z,21'Z,25'R,26'S)-5',13',17',26'-tetramethyl-2',10',16',24',29'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.1^{15,18}.0^{3,8}.0^{8,26}]nonacosane]-4',12',19',21'-tetraene-11',23'-dione

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
3.8342346126666644

> <ALOGPS_LOGS>
-4.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.858518594157726

> <JCHEM_PKA_STRONGEST_BASIC>
-3.689069770017411

> <JCHEM_POLAR_SURFACE_AREA>
92.82000000000001

> <JCHEM_REFRACTIVITY>
136.0514

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2S,3'R,8'R,12'Z,15'S,17'S,18'S,19'Z,21'Z,25'R,26'S)-5',13',17',26'-tetramethyl-2',10',16',24',29'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.1^{15,18}.0^{3,8}.0^{8,26}]nonacosane]-4',12',19',21'-tetraene-11',23'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 78  0  0  0  0  0  0  0  0999 V2000
   -5.9863    1.8167   -0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089    1.6057   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8744    0.6219    1.2838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3458    2.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793   -1.6260    1.7678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0897   -1.9419    1.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -1.6107    0.4798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0842   -2.6602   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -3.9086   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4451   -4.8906   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -4.2809    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616   -3.9434   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7981   -1.5881   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7270    0.0789    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2413    1.1055    0.1859 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.0528   -1.9900   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7606   -0.5044    0.2038 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8092   -0.9550    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9383   -3.0377    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6299   -1.3938    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3075   -0.9200    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518   -4.8869    1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265   -4.6269   -0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277   -2.9491   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.9174   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -1.7782    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.9406   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    2.7660    1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618    2.2471    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    5.4804   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    4.7333    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    5.3132    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    4.0776   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    0.8265    1.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    2.2976    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    0.5872   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    1.7585   -1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    2.9678    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    2.9083   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -1.5894   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.8217   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -0.2100   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.6369   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9852   -2.1597    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.7668   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7816   -0.9652    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762   -1.9145    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9363   -0.1919    2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 27 26  1  1
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  1  0
 33 34  1  0
 18 35  1  0
 35 36  1  0
 36 37  1  0
 29  2  1  0
 32 34  1  6
 27  4  1  0
 32  6  1  0
 30  8  1  0
 36 16  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  3 41  1  0
  4 42  1  1
  6 43  1  1
  7 44  1  0
  7 45  1  0
  8 46  1  1
 12 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  1
 18 52  1  6
 19 53  1  0
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 26 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 31 66  1  0
 31 67  1  0
 33 68  1  0
 33 69  1  0
 36 70  1  6
 37 71  1  0
 37 72  1  0
 37 73  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.986   1.817  -0.562  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.609   1.606  -0.070  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.293   0.739   0.880  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.874   0.622   1.284  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.716  -0.346   2.267  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.579  -1.626   1.768  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.090  -1.942   1.834  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.515  -1.611   0.480  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.084  -2.660  -0.293  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.388  -3.909  -0.102  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.445  -4.891  -0.359  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.744  -4.281   0.366  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.862  -3.943  -0.253  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.014  -2.805  -1.128  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.798  -1.588  -0.674  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.383  -1.064   0.587  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.727   0.079   1.026  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.241   1.105   0.186  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.812   2.390   0.788  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.378   3.453  -0.100  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.913   4.831   0.059  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.503   3.224  -1.060  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.881   1.956  -1.360  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.898   1.571  -2.598  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.265   1.078  -0.532  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.604   1.222   0.519  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.905   0.486   0.153  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.452   1.248  -1.041  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.416   2.362  -0.610  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.674  -0.930  -0.268  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.480  -1.130  -1.721  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.842  -1.743   0.297  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.053  -1.990  -0.358  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.110  -2.980  -0.233  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.633   0.855   0.295  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.761  -0.504   0.204  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.809  -0.955   1.196  0.00  0.00           C+0
HETATM   38  H   UNK     0      -6.008   2.812  -1.063  0.00  0.00           H+0
HETATM   39  H   UNK     0      -6.346   1.047  -1.245  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.715   1.905   0.296  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.030   0.132   1.352  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.616   1.597   1.800  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.161  -2.375   2.315  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.938  -3.038   2.023  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.630  -1.394   2.661  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.308  -0.920   0.645  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.752  -4.887   1.293  0.00  0.00           H+0
HETATM   48  H   UNK     0       3.727  -4.627  -0.082  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.328  -2.949  -2.193  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.169  -0.917  -1.251  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.424  -1.778   1.406  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.018   0.941  -0.865  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.710   2.766   1.368  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.062   2.247   1.628  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.644   5.480  -0.800  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.026   4.733   0.024  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.559   5.313   0.975  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.233   4.078  -1.678  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.304   0.827   1.489  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.854   2.298   0.630  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.063   0.587  -1.696  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.645   1.759  -1.587  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.012   2.968   0.197  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.669   2.908  -1.534  0.00  0.00           H+0
HETATM   65  H   UNK     0      -2.393  -1.589  -2.199  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.660  -1.822  -1.925  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.287  -0.210  -2.299  0.00  0.00           H+0
HETATM   68  H   UNK     0      -4.256  -1.637  -1.374  0.00  0.00           H+0
HETATM   69  H   UNK     0      -4.985  -2.160   0.231  0.00  0.00           H+0
HETATM   70  H   UNK     0       5.040  -0.767  -0.836  0.00  0.00           H+0
HETATM   71  H   UNK     0       6.782  -0.965   0.664  0.00  0.00           H+0
HETATM   72  H   UNK     0       5.576  -1.915   1.674  0.00  0.00           H+0
HETATM   73  H   UNK     0       5.936  -0.192   2.017  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3   29                                                  
CONECT    3    2    4   41                                                  
CONECT    4    3    5   27   42                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   32   43                                             
CONECT    7    6    8   44   45                                             
CONECT    8    7    9   30   46                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   47                                                  
CONECT   13   12   14   48                                                  
CONECT   14   13   15   49                                                  
CONECT   15   14   16   50                                                  
CONECT   16   15   17   36   51                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   35   52                                             
CONECT   19   18   20   53   54                                             
CONECT   20   19   21   22                                                  
CONECT   21   20   55   56   57                                             
CONECT   22   20   23   58                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   59   60                                             
CONECT   27   26   28   30    4                                             
CONECT   28   27   29   61   62                                             
CONECT   29   28    2   63   64                                             
CONECT   30   27   31   32    8                                             
CONECT   31   30   65   66   67                                             
CONECT   32   30   33   34    6                                             
CONECT   33   32   34   68   69                                             
CONECT   34   33   32                                                       
CONECT   35   18   36                                                       
CONECT   36   35   37   16   70                                             
CONECT   37   36   71   72   73                                             
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    3                                                            
CONECT   42    4                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47   12                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   19                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   28                                                            
CONECT   62   28                                                            
CONECT   63   29                                                            
CONECT   64   29                                                            
CONECT   65   31                                                            
CONECT   66   31                                                            
CONECT   67   31                                                            
CONECT   68   33                                                            
CONECT   69   33                                                            
CONECT   70   36                                                            
CONECT   71   37                                                            
CONECT   72   37                                                            
CONECT   73   37                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  156    0
END

RDKit          3D

73 78  0  0  0  0  0  0  0  0999 V2000
   -5.9863    1.8167   -0.5617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089    1.6057   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2929    0.7387    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8744    0.6219    1.2838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7162   -0.3458    2.2671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793   -1.6260    1.7678 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0897   -1.9419    1.8342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5154   -1.6107    0.4798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0842   -2.6602   -0.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3881   -3.9086   -0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4451   -4.8906   -0.3586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7445   -4.2809    0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8616   -3.9434   -0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139   -2.8049   -1.1284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7981   -1.5881   -0.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3826   -1.0643    0.5873 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7270    0.0789    1.0262 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8118    2.3900    0.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3784    3.4534   -0.0998 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5028    3.2237   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8808    1.9556   -1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6040    1.2219    0.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9052    0.4863    0.1530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4520    1.2476   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    2.3619   -0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6739   -0.9301   -0.2678 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4805   -1.1304   -1.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8420   -1.7431    0.2966 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0528   -1.9900   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1100   -2.9798   -0.2333 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330    0.8552    0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7606   -0.5044    0.2038 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8092   -0.9550    1.1960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0083    2.8121   -1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464    1.0467   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149    1.9054    0.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0303    0.1321    1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6163    1.5967    1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1608   -2.3754    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9383   -3.0377    2.0229 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3075   -0.9200    0.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7518   -4.8869    1.2927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265   -4.6269   -0.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277   -2.9491   -2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1688   -0.9174   -1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -1.7782    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0183    0.9406   -0.8649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103    2.7660    1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618    2.2471    1.6279 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    5.4804   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0264    4.7333    0.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5589    5.3132    0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327    4.0776   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    0.8265    1.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8535    2.2976    0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0635    0.5872   -1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    1.7585   -1.5868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0117    2.9678    0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    2.9083   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3927   -1.5894   -2.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596   -1.8217   -1.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2867   -0.2100   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2563   -1.6369   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9852   -2.1597    0.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0404   -0.7668   -0.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7816   -0.9652    0.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5762   -1.9145    1.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9363   -0.1919    2.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 27 26  1  1
 27 28  1  0
 28 29  1  0
 27 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  1  0
 33 34  1  0
 18 35  1  0
 35 36  1  0
 36 37  1  0
 29  2  1  0
 32 34  1  6
 27  4  1  0
 32  6  1  0
 30  8  1  0
 36 16  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  3 41  1  0
  4 42  1  1
  6 43  1  1
  7 44  1  0
  7 45  1  0
  8 46  1  1
 12 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  1
 18 52  1  6
 19 53  1  0
 19 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 22 58  1  0
 26 59  1  0
 26 60  1  0
 28 61  1  0
 28 62  1  0
 29 63  1  0
 29 64  1  0
 31 65  1  0
 31 66  1  0
 31 67  1  0
 33 68  1  0
 33 69  1  0
 36 70  1  6
 37 71  1  0
 37 72  1  0
 37 73  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Roridin H	MeSH

Chemical Formula

C₂₉H₃₆O₈

Average Mass

512.5990 Da

Monoisotopic Mass

512.24102 Da

IUPAC Name

(1'R,2S,3'R,8'R,12'Z,15'S,17'S,18'S,19'Z,21'Z,25'R,26'S)-5',13',17',26'-tetramethyl-2',10',16',24',29'-pentaoxaspiro[oxirane-2,27'-pentacyclo[23.2.1.1^{15,18}.0^{3,8}.0^{8,26}]nonacosane]-4',12',19',21'-tetraene-11',23'-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC2C\C(C)=C/C(=O)OC[C@]34CCC(C)=C[C@H]3OC3C[C@@H](OC(=O)\C=C/C=C\C1O2)C4(C)[C@]31CO1

InChI Identifier

InChI=1S/C29H36O8/c1-17-9-10-28-15-32-25(31)12-18(2)13-26-34-19(3)20(35-26)7-5-6-8-24(30)37-21-14-23(36-22(28)11-17)29(16-33-29)27(21,28)4/h5-8,11-12,19-23,26H,9-10,13-16H2,1-4H3/b7-5-,8-6-,18-12-/t19?,20?,21-,22-,23?,26?,27?,28-,29+/m1/s1

InChI Key

IWFOIUWPNYEUAI-VHMZOKBUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cylindrocarpon	NPAtlas	561773

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Macrolide
Oxepane
Dicarboxylic acid or derivatives
Oxane
Meta-dioxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.51	ALOGPS
logP	3.83	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	15.86	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	92.82 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	136.05 m³·mol⁻¹	ChemAxon
Polarizability	53.29 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021432

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4952876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6450261

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Roridin H (NP0021687)

MOL for NP0021687 (Roridin H)

3D MOL for NP0021687 (Roridin H)

3D SDF for NP0021687 (Roridin H)

3D-SDF for NP0021687 (Roridin H)

PDB for NP0021687 (Roridin H)

3D PDB for NP0021687 (Roridin H)

SMILES for NP0021687 (Roridin H)

INCHI for NP0021687 (Roridin H)

Structure for NP0021687 (Roridin H)

3D Structure for NP0021687 (Roridin H)