NP-MRD: Showing NP-Card for (1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate (NP0261788)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 04:20:27 UTC

Updated at

2022-09-08 04:20:27 UTC

NP-MRD ID

NP0261788

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate

Description

Violide N belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on Violide N.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082206202D          

 44 47  0  0  1  0            999 V2000
   -0.6439   -5.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1662   -5.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7063   -4.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -4.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565   -4.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666   -4.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367   -5.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468   -5.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169   -5.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4869   -4.5362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2970   -4.6921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7993   -4.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203   -3.2741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6225   -2.6162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039   -2.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3061   -2.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -3.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -3.1721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4412   -2.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2599   -2.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0785   -2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5762   -2.9680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3949   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2553   -3.7280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7059   -4.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0595   -3.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366   -3.8300    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1157   -4.5900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8628   -4.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5394   -4.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2865   -4.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5611   -5.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134   -5.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0854   -4.5713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4354   -5.3184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2150   -5.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6225   -6.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3825   -6.4428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9161   -6.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925   -6.0080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4738   -6.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -5.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1574   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -6.3142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  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  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  1  0  0  0
 27 24  1  6  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 40 39  1  1  0  0  0
 33 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END

     RDKit          3D

 90 93  0  0  0  0  0  0  0  0999 V2000
    9.2058   -0.3224   -0.7485 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4997   -1.3341   -1.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0020   -1.2938   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4419    0.0809   -1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9311   -0.0071   -1.5060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2523    1.2860   -1.7944 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7662    1.2921   -1.5823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989    1.0106   -0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845    0.8371    0.6687 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0992    0.9090    0.2682 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6573    0.6483    1.5415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0195   -0.6327    1.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412   -1.5972    0.8892 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3248   -2.5871    0.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4592   -3.8868    0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724   -4.7796    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3401   -4.3082    1.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6675   -1.2919   -0.0736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1800   -0.8938   -1.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2665   -2.6098   -0.4081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5042   -2.9808   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5701   -2.0291   -0.0014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5506   -2.7724    0.6924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9343   -1.1402    1.0441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8771   -0.3026    1.8172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4385   -2.0793    1.9968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7169   -0.4223    0.5013 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0490    0.8146   -0.2934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3839    0.8723   -0.7512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7541    1.0328   -2.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2016    1.0733   -2.3896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8510    1.1350   -2.9368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    2.0722    0.4744 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3380    2.2643    1.7302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5067    3.1977    0.7114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9251    3.5813    0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266    4.3436    0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6898    5.4791    1.1610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627    3.8220   -0.0486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2916    2.4717    0.4640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7449    2.6247    1.7807 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1378    1.8224    2.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447    2.0803    3.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    2.2630    3.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3567    0.5900   -1.3784 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6265   -0.0912    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1928   -0.7293   -0.4535 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8368   -2.3399   -1.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8077   -1.2441   -2.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8088   -1.5143   -0.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5622   -2.0924   -2.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9059    0.8038   -1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6561    0.2930   -2.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5803   -0.8051   -2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8415   -0.3681   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4997    1.6927   -2.8001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6693    2.0391   -1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.4543   -2.2254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3703    2.2630   -1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6857    0.5412    2.0724 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6800   -1.3056    2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7384   -0.3639    2.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1151   -2.3012    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3818   -4.1767   -0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1088   -5.1298   -0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6294   -5.6797    0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5566   -1.7284   -1.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    0.0156   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0841   -0.8909   -2.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5217   -3.3712   -0.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8432   -3.9998   -0.6677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0675   -1.5298   -0.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5993   -3.6892    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3879   -0.0285    2.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251   -0.9764    2.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893    0.5051    1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4085   -1.6789    2.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2464   -0.0045    1.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4307    0.9146   -1.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7215    0.1646   -1.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4028    1.2175   -3.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6360    1.9250   -1.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6222    2.7493    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0283    4.1866   -0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2220    4.2944    1.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7472    1.9918   -0.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0642    3.4677    2.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2264    3.0142    4.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4832    1.1997    4.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4571    1.9726    4.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  1
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 33  1  0
 33 34  1  1
 34 35  1  0
 35 36  1  6
 35 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  1  0
 42 11  1  0
 27 18  1  0
 35 33  1  0
 40 33  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  6 56  1  0
  6 57  1  0
  7 58  1  0
  7 59  1  0
 11 60  1  1
 12 61  1  0
 12 62  1  0
 13 63  1  1
 16 64  1  0
 16 65  1  0
 16 66  1  0
 19 67  1  0
 19 68  1  0
 19 69  1  0
 20 70  1  0
 21 71  1  0
 22 72  1  6
 23 73  1  0
 25 74  1  0
 25 75  1  0
 25 76  1  0
 26 77  1  0
 27 78  1  1
 28 79  1  6
 31 80  1  0
 31 81  1  0
 31 82  1  0
 36 83  1  0
 36 84  1  0
 36 85  1  0
 40 86  1  6
 41 87  1  0
 43 88  1  0
 43 89  1  0
 44 90  1  0
M  END


  Mrv1652309082206202D          

 44 47  0  0  1  0            999 V2000
   -0.6439   -5.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1662   -5.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7063   -4.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5164   -4.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0565   -4.0685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8666   -4.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1367   -5.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9468   -5.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2169   -5.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4869   -4.5362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2970   -4.6921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7993   -4.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203   -3.2741    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6225   -2.6162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8039   -2.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3061   -2.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -3.4783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9389   -3.1721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4412   -2.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2599   -2.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0785   -2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5762   -2.9680    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3949   -2.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2553   -3.7280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7059   -4.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0595   -3.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366   -3.8300    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1157   -4.5900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8628   -4.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5394   -4.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2865   -4.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5611   -5.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6134   -5.2480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0854   -4.5713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4354   -5.3184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2150   -5.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6225   -6.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3825   -6.4428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9161   -6.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925   -6.0080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4738   -6.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761   -5.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1574   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8365   -6.3142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  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  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  1  0  0  0
 27 24  1  6  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 40 39  1  1  0  0  0
 33 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 11 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261788

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC(=O)O[C@@H]1C[C@H](OC(C)=O)[C@@]2(C)C=C[C@@H](O)[C@@](C)(O)[C@@H]2[C@@H](OC(C)=O)[C@]23O[C@@]2(C)C(=O)O[C@H]3\C=C1\CO

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O12/c1-7-8-9-10-11-12-25(37)42-21-16-23(40-18(2)34)29(4)14-13-22(36)30(5,39)26(29)27(41-19(3)35)32-24(15-20(21)17-33)43-28(38)31(32,6)44-32/h13-15,21-24,26-27,33,36,39H,7-12,16-17H2,1-6H3/b20-15-/t21-,22-,23+,24+,26-,27-,29-,30-,31+,32+/m1/s1

> <INCHI_KEY>
UELWCMPLIPTDHA-KVBJCWGHSA-N

> <FORMULA>
C32H46O12

> <MOLECULAR_WEIGHT>
622.708

> <EXACT_MASS>
622.298926921

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
66.54211783878866

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3S,4S,5R,8S,9S,11R,12Z,14S,17R)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0^{1,17}.0^{3,8}]octadeca-6,12-dien-11-yl octanoate

> <JCHEM_LOGP>
1.5925705056666675

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.582542619457332

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.330351442602993

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7670181753172187

> <JCHEM_POLAR_SURFACE_AREA>
178.42

> <JCHEM_REFRACTIVITY>
154.6465

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,4S,5R,8S,9S,11R,12Z,14S,17R)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0^{1,17}.0^{3,8}]octadeca-6,12-dien-11-yl octanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.202  -9.341   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.310  -9.632   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.318  -8.468   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.831  -8.759   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.839  -7.594   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.351  -7.886   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.855  -9.341   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.367  -9.632   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.871 -11.087   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.376  -8.468   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.888  -8.759   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.959  -7.530   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.558  -6.112   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.629  -4.884   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.101  -5.074   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.171  -3.846   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.501  -6.493   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.086  -5.921   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.157  -4.693   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.685  -4.503   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.213  -4.312   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.142  -5.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.670  -5.350   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      13.543  -6.959   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.384  -8.249   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      15.044  -7.303   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.015  -7.149   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.416  -8.568   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.810  -7.915   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.074  -8.796   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.468  -8.142   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      14.114 -10.464   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.345  -9.796   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      13.226  -8.533   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.879  -9.928   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.335  -9.424   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.229 -11.428   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      15.647 -12.027   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.910 -12.223   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      11.746 -11.215   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      10.218 -11.405   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.289 -10.177   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.761 -10.368   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       7.161 -11.787   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   42                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19   20   27                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   18   28                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34   35   40                                             
CONECT   34   33   35                                                       
CONECT   35   34   33   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   33   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   11   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₆O₁₂

Average Mass

622.7080 Da

Monoisotopic Mass

622.29893 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCCCC(=O)O[C@@H]1C[C@H](OC(C)=O)[C@@]2(C)C=C[C@@H](O)[C@@](C)(O)[C@@H]2[C@@H](OC(C)=O)[C@]23O[C@@]2(C)C(=O)O[C@H]3\C=C1\CO

InChI Identifier

InChI=1S/C32H46O12/c1-7-8-9-10-11-12-25(37)42-21-16-23(40-18(2)34)29(4)14-13-22(36)30(5,39)26(29)27(41-19(3)35)32-24(15-20(21)17-33)43-28(38)31(32,6)44-32/h13-15,21-24,26-27,33,36,39H,7-12,16-17H2,1-6H3/b20-15-/t21-,22-,23+,24+,26-,27-,29-,30-,31+,32+/m1/s1

InChI Key

UELWCMPLIPTDHA-KVBJCWGHSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Briarane diterpenoid
Tetracarboxylic acid or derivatives
Fatty acid ester
Para-dioxane
Fatty acyl
Gamma butyrolactone
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Primary alcohol
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

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

8803069

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10627706

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate (NP0261788)

MOL for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

3D MOL for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

3D SDF for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

3D-SDF for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

PDB for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

3D PDB for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

SMILES for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

INCHI for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

Structure for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)

3D Structure for NP0261788 ((1s,2r,3s,4s,5r,8s,9s,11r,12z,14s,17r)-2,9-bis(acetyloxy)-4,5-dihydroxy-12-(hydroxymethyl)-4,8,17-trimethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]octadeca-6,12-dien-11-yl octanoate)