NP-MRD: Showing NP-Card for briaexcavatin M (NP0037493)

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Record Information

Version

2.0

Created at

2021-06-20 20:24:20 UTC

Updated at

2021-06-30 00:09:43 UTC

NP-MRD ID

NP0037493

Secondary Accession Numbers

None

Natural Product Identification

Common Name

briaexcavatin M

Provided By

JEOL Database JEOL Logo

Description

(1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]Octadeca-10,12-dien-2-yl acetate belongs to the class of organic compounds known as diterpene lactones. briaexcavatin M is found in Briareum excavatum (Briareidae. briaexcavatin M was first documented in 2008 (Sung, P.-J., et al.). These are diterpenoids containing a lactone moiety (1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0¹,¹⁷.0³,⁸]Octadeca-10,12-dien-2-yl acetate is a strongly basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122243D          

 70 73  0  0  0  0            999 V2000
   -2.4529   -1.2201    3.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589   -0.6131    3.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652   -0.0572    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234   -0.7604    2.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -0.2235    1.4060 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0245   -1.4115    1.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.6904    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0997   -2.6652    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -3.9686    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -2.4127    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.1724   -0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5623   -0.8720   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566    0.4383   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8389    0.9647    0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4693    1.1569   -0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3718    2.5868   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.7727    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.1171   -0.3910 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1590    0.4755   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5462   -0.7058   -1.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -1.0677   -3.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -2.2602   -3.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373   -0.5138   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527    1.3670   -0.5249 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6809    2.5676   -1.4839 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1436    2.2017   -2.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2210    3.5964   -0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5867    4.6264   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762    2.9574   -0.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1232    1.8500    0.7883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4137    2.4716    1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609    2.8608    2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    3.4392    4.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    2.7743    3.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    0.6989    0.1784 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1368   -0.1052   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -1.1353    4.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -2.2794    3.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2892   -0.6863    3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    0.3975    2.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -2.0303    0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595   -1.1198    2.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357   -4.4618    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606   -4.6624    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420   -3.8037    3.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -3.2172   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -1.4762   -1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1985    3.1622   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    2.6804   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4483    3.0592   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    1.0703   -2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -1.9988   -3.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228   -2.5766   -4.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -3.0855   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5635    1.8770    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    3.0977   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9299    2.0064   -2.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    1.3430   -3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    3.0392   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    4.0772    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    5.2853   -1.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0588    3.7384    0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    2.5831   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592    1.4092    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604    3.6102    4.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    4.3911    3.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    2.7378    4.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4504    0.4683   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.0227   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.4147   -0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0  0  0  0
 35 36  1  6  0  0  0
  6  7  2  0  0  0  0
  5  4  1  0  0  0  0
 27 25  1  0  0  0  0
 15 16  1  1  0  0  0
  7  8  1  0  0  0  0
 11 12  1  0  0  0  0
 25 24  1  0  0  0  0
 18 17  1  1  0  0  0
 15 17  1  0  0  0  0
  8 10  2  0  0  0  0
 24 55  1  1  0  0  0
 24 35  1  0  0  0  0
 30 31  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 35 30  1  0  0  0  0
  8  9  1  0  0  0  0
 24 19  1  0  0  0  0
 25 26  1  0  0  0  0
 19 18  1  0  0  0  0
  4  2  1  0  0  0  0
 11 18  1  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
 35  5  1  0  0  0  0
 31 32  1  0  0  0  0
 29 27  1  0  0  0  0
 32 34  2  0  0  0  0
 18 15  1  0  0  0  0
 32 33  1  0  0  0  0
 15 13  1  0  0  0  0
 19 20  1  0  0  0  0
 13 12  1  0  0  0  0
 20 21  1  0  0  0  0
  5  6  1  0  0  0  0
 21 22  1  0  0  0  0
 27 28  1  0  0  0  0
 21 23  2  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 27 60  1  1  0  0  0
 25 56  1  6  0  0  0
 30 64  1  1  0  0  0
  5 40  1  1  0  0  0
  6 41  1  0  0  0  0
  7 42  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  6  0  0  0
 19 51  1  6  0  0  0
 28 61  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 36 70  1  0  0  0  0
 16 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
 26 57  1  0  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
 33 65  1  0  0  0  0
 33 66  1  0  0  0  0
 33 67  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
   -2.4529   -1.2201    3.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589   -0.6131    3.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652   -0.0572    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234   -0.7604    2.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -0.2235    1.4060 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0245   -1.4115    1.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.6904    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0997   -2.6652    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -3.9686    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -2.4127    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.1724   -0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5623   -0.8720   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566    0.4383   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8389    0.9647    0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4693    1.1569   -0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3718    2.5868   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.7727    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.1171   -0.3910 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1590    0.4755   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5462   -0.7058   -1.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -1.0677   -3.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -2.2602   -3.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373   -0.5138   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527    1.3670   -0.5249 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6809    2.5676   -1.4839 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1436    2.2017   -2.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2210    3.5964   -0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5867    4.6264   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762    2.9574   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232    1.8500    0.7883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4137    2.4716    1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609    2.8608    2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    3.4392    4.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    2.7743    3.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    0.6989    0.1784 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1368   -0.1052   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -1.1353    4.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -2.2794    3.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2892   -0.6863    3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7287    0.3975    2.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292   -2.0303    0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595   -1.1198    2.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357   -4.4618    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606   -4.6624    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420   -3.8037    3.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -3.2172   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -1.4762   -1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1985    3.1622   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    2.6804   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4483    3.0592   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    1.0703   -2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -1.9988   -3.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228   -2.5766   -4.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -3.0855   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5635    1.8770    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    3.0977   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9299    2.0064   -2.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3047    3.0392   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    4.0772    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6774   -1.0227   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.4147   -0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0
 35 36  1  6
  6  7  2  0
  5  4  1  0
 27 25  1  0
 15 16  1  1
  7  8  1  0
 11 12  1  0
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 18 17  1  1
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 16 48  1  0
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 16 50  1  0
  9 43  1  0
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 26 57  1  0
 26 58  1  0
 26 59  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
M  END


  Mrv1652306202122243D          

 70 73  0  0  0  0            999 V2000
   -2.4529   -1.2201    3.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589   -0.6131    3.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652   -0.0572    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234   -0.7604    2.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -0.2235    1.4060 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0245   -1.4115    1.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.6904    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0997   -2.6652    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -3.9686    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -2.4127    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.1724   -0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5623   -0.8720   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566    0.4383   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8389    0.9647    0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4693    1.1569   -0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3718    2.5868   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.7727    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3850    0.1171   -0.3910 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1590    0.4755   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5462   -0.7058   -1.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8910   -1.0677   -3.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -2.2602   -3.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373   -0.5138   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527    1.3670   -0.5249 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6809    2.5676   -1.4839 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1436    2.2017   -2.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2210    3.5964   -0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5867    4.6264   -1.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4762    2.9574   -0.2025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1232    1.8500    0.7883 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4137    2.4716    1.8887 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1609    2.8608    2.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2748    3.4392    4.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777    2.7743    3.0416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2242    0.6989    0.1784 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1368   -0.1052   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5360   -1.1353    4.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -2.2794    3.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2892   -0.6863    3.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7292   -2.0303    0.2304 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4595   -1.1198    2.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357   -4.4618    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606   -4.6624    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3420   -3.8037    3.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6094   -3.2172   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0460   -1.4762   -1.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1985    3.1622   -0.1288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    2.6804   -1.6474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4483    3.0592   -0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    1.0703   -2.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0342   -1.9988   -3.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228   -2.5766   -4.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2566   -3.0855   -2.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5635    1.8770    0.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6214    3.0977   -1.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9299    2.0064   -2.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    1.3430   -3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    3.0392   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    4.0772    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    5.2853   -1.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1275    2.5831   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592    1.4092    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604    3.6102    4.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    4.3911    3.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    2.7378    4.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4504    0.4683   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.0227   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.4147   -0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0  0  0  0
 35 36  1  6  0  0  0
  6  7  2  0  0  0  0
  5  4  1  0  0  0  0
 27 25  1  0  0  0  0
 15 16  1  1  0  0  0
  7  8  1  0  0  0  0
 11 12  1  0  0  0  0
 25 24  1  0  0  0  0
 18 17  1  1  0  0  0
 15 17  1  0  0  0  0
  8 10  2  0  0  0  0
 24 55  1  1  0  0  0
 24 35  1  0  0  0  0
 30 31  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 35 30  1  0  0  0  0
  8  9  1  0  0  0  0
 24 19  1  0  0  0  0
 25 26  1  0  0  0  0
 19 18  1  0  0  0  0
  4  2  1  0  0  0  0
 11 18  1  0  0  0  0
  2  1  1  0  0  0  0
  2  3  2  0  0  0  0
 35  5  1  0  0  0  0
 31 32  1  0  0  0  0
 29 27  1  0  0  0  0
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 13 12  1  0  0  0  0
 20 21  1  0  0  0  0
  5  6  1  0  0  0  0
 21 22  1  0  0  0  0
 27 28  1  0  0  0  0
 21 23  2  0  0  0  0
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 25 56  1  6  0  0  0
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  5 40  1  1  0  0  0
  6 41  1  0  0  0  0
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 10 46  1  0  0  0  0
 11 47  1  6  0  0  0
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 36 70  1  0  0  0  0
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  9 43  1  0  0  0  0
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 26 57  1  0  0  0  0
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  1 37  1  0  0  0  0
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 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037493

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]([H])([C@@]1([H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]13O[C@]1(C(=O)O[C@@]3([H])\C([H])=C(/C(/[H])=C([H])/[C@]2([H])OC(=O)C([H])([H])[H])\C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O10/c1-12-8-9-18(32-14(3)27)24(6)19(33-15(4)28)11-17(30)13(2)21(24)22(34-16(5)29)26-20(10-12)35-23(31)25(26,7)36-26/h8-10,13,17-22,30H,11H2,1-7H3/b9-8+,12-10-/t13-,17-,18-,19-,20-,21+,22-,24-,25-,26-/m0/s1

> <INCHI_KEY>
MXXHKWZVOSGMNK-CYKCTKHXSA-N

> <FORMULA>
C26H34O10

> <MOLECULAR_WEIGHT>
506.548

> <EXACT_MASS>
506.215197295

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.969099878303815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0^{1,17}.0^{3,8}]octadeca-10,12-dien-2-yl acetate

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
1.0677055283333332

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.85844333207785

> <JCHEM_PKA_STRONGEST_BASIC>
-2.860716886549148

> <JCHEM_POLAR_SURFACE_AREA>
137.96

> <JCHEM_REFRACTIVITY>
123.81060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0^{1,17}.0^{3,8}]octadeca-10,12-dien-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
   -2.4529   -1.2201    3.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589   -0.6131    3.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3652   -0.0572    4.0974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0234   -0.7604    2.0056 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -0.2235    1.4060 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0245   -1.4115    1.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1584   -1.6904    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0997   -2.6652    1.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114   -3.9686    1.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -2.4127    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.1724   -0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5623   -0.8720   -0.4731 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566    0.4383   -0.1708 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8389    0.9647    0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4693    1.1569   -0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3718    2.5868   -0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    0.7727    0.8796 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1590    0.4755   -1.2310 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5462   -0.7058   -1.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0941   -2.2602   -3.4802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7373   -0.5138   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527    1.3670   -0.5249 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6809    2.5676   -1.4839 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1436    2.2017   -2.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2210    3.5964   -0.7799 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.1368   -0.1052   -0.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8606   -4.6624    1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6094   -3.2172   -0.0689 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4228   -2.5766   -4.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9299    2.0064   -2.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6511    1.3430   -3.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    3.0392   -3.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3541    4.0772    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1109    5.2853   -1.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0588    3.7384    0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    2.5831   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0592    1.4092    1.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8604    3.6102    4.9278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1369    4.3911    3.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    2.7378    4.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4504    0.4683   -1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -1.0227   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0612   -0.4147   -0.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 30  1  0
 35 36  1  6
  6  7  2  0
  5  4  1  0
 27 25  1  0
 15 16  1  1
  7  8  1  0
 11 12  1  0
 25 24  1  0
 18 17  1  1
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 24 55  1  1
 24 35  1  0
 30 31  1  0
 10 11  1  0
 13 14  2  0
 35 30  1  0
  8  9  1  0
 24 19  1  0
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 19 18  1  0
  4  2  1  0
 11 18  1  0
  2  1  1  0
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 18 15  1  0
 32 33  1  0
 15 13  1  0
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  5  6  1  0
 21 22  1  0
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  5 40  1  1
  6 41  1  0
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 33 65  1  0
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 22 52  1  0
 22 53  1  0
 22 54  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      -2.453  -1.220   3.800  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.159  -0.613   3.352  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.365  -0.057   4.097  0.00  0.00           O+0
HETATM    4  O   UNK     0      -1.023  -0.760   2.006  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.176  -0.224   1.406  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.024  -1.412   1.071  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.158  -1.690   1.728  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.100  -2.665   1.246  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.111  -3.969   1.995  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.929  -2.413   0.217  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.149  -1.172  -0.617  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.562  -0.872  -0.473  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.757   0.438  -0.171  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.839   0.965   0.028  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.469   1.157  -0.152  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.372   2.587  -0.559  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.559   0.773   0.880  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.385   0.117  -0.391  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.159   0.476  -1.231  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.546  -0.706  -1.785  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.891  -1.068  -3.051  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.094  -2.260  -3.480  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.737  -0.514  -3.736  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.053   1.367  -0.525  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.681   2.568  -1.484  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.144   2.202  -2.878  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.221   3.596  -0.780  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.587   4.626  -1.694  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.476   2.957  -0.203  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.123   1.850   0.788  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.414   2.472   1.889  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.161   2.861   2.961  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.275   3.439   4.020  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.378   2.774   3.042  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.224   0.699   0.178  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.137  -0.105  -0.785  0.00  0.00           C+0
HETATM   37  H   UNK     0      -2.536  -1.135   4.887  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.478  -2.279   3.532  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.289  -0.686   3.341  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.729   0.398   2.122  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.729  -2.030   0.230  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.459  -1.120   2.606  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.136  -4.462   1.924  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.861  -4.662   1.598  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.342  -3.804   3.053  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.609  -3.217  -0.069  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.046  -1.476  -1.662  0.00  0.00           H+0
HETATM   48  H   UNK     0       5.199   3.162  -0.129  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.428   2.680  -1.647  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.448   3.059  -0.215  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.567   1.070  -2.056  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.034  -1.999  -3.528  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.423  -2.577  -4.474  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.257  -3.086  -2.782  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.563   1.877   0.302  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.621   3.098  -1.694  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.930   2.006  -2.885  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.651   1.343  -3.315  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.305   3.039  -3.567  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.354   4.077   0.021  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.111   5.285  -1.205  0.00  0.00           H+0
HETATM   62  H   UNK     0      -2.059   3.738   0.303  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.127   2.583  -1.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.059   1.409   1.155  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.860   3.610   4.928  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.137   4.391   3.677  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.529   2.738   4.259  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.450   0.468  -1.654  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.677  -1.023  -1.153  0.00  0.00           H+0
HETATM   70  H   UNK     0      -2.061  -0.415  -0.283  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    4   35    6   40                                             
CONECT    6    7    5   41                                                  
CONECT    7    6    8   42                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8   43   44   45                                             
CONECT   10    8   11   46                                                  
CONECT   11   12   10   18   47                                             
CONECT   12   11   13                                                       
CONECT   13   14   15   12                                                  
CONECT   14   13                                                            
CONECT   15   16   17   18   13                                             
CONECT   16   15   48   49   50                                             
CONECT   17   18   15                                                       
CONECT   18   17   19   11   15                                             
CONECT   19   24   18   20   51                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   52   53   54                                             
CONECT   23   21                                                            
CONECT   24   25   55   35   19                                             
CONECT   25   27   24   26   56                                             
CONECT   26   25   57   58   59                                             
CONECT   27   25   29   28   60                                             
CONECT   28   27   61                                                       
CONECT   29   30   27   62   63                                             
CONECT   30   29   31   35   64                                             
CONECT   31   30   32                                                       
CONECT   32   31   34   33                                                  
CONECT   33   32   65   66   67                                             
CONECT   34   32                                                            
CONECT   35   36   24   30    5                                             
CONECT   36   35   68   69   70                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    5                                                            
CONECT   41    6                                                            
CONECT   42    7                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   16                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   19                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   24                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   27                                                            
CONECT   61   28                                                            
CONECT   62   29                                                            
CONECT   63   29                                                            
CONECT   64   30                                                            
CONECT   65   33                                                            
CONECT   66   33                                                            
CONECT   67   33                                                            
CONECT   68   36                                                            
CONECT   69   36                                                            
CONECT   70   36                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  146    0
END

RDKit          3D

70 73  0  0  0  0  0  0  0  0999 V2000
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    2.1584   -1.6904    1.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9294   -2.4127    0.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.1724   -0.6172 C   0  0  2  0  0  0  0  0  0  0  0  0
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    6.8389    0.9647    0.0275 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4693    1.1569   -0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
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 35 36  1  6
  6  7  2  0
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 29 27  1  0
 32 34  2  0
 18 15  1  0
 32 33  1  0
 15 13  1  0
 19 20  1  0
 13 12  1  0
 20 21  1  0
  5  6  1  0
 21 22  1  0
 27 28  1  0
 21 23  2  0
 29 62  1  0
 29 63  1  0
 27 60  1  1
 25 56  1  6
 30 64  1  1
  5 40  1  1
  6 41  1  0
  7 42  1  0
 10 46  1  0
 11 47  1  6
 19 51  1  6
 28 61  1  0
 36 68  1  0
 36 69  1  0
 36 70  1  0
 16 48  1  0
 16 49  1  0
 16 50  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-Bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0,.0,]octadeca-10,12-dien-2-yl acetic acid	Generator

Chemical Formula

C₂₆H₃₄O₁₀

Average Mass

506.5480 Da

Monoisotopic Mass

506.21520 Da

IUPAC Name

(1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0^{1,17}.0^{3,8}]octadeca-10,12-dien-2-yl acetate

Traditional Name

(1S,2S,3S,4R,5S,7S,8R,9S,10E,12Z,14S,17R)-7,9-bis(acetyloxy)-5-hydroxy-4,8,12,17-tetramethyl-16-oxo-15,18-dioxatetracyclo[12.4.0.0^{1,17}.0^{3,8}]octadeca-10,12-dien-2-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]([H])([C@@]1([H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]13O[C@]1(C(=O)O[C@@]3([H])\C([H])=C(/C(/[H])=C([H])/[C@]2([H])OC(=O)C([H])([H])[H])\C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C26H34O10/c1-12-8-9-18(32-14(3)27)24(6)19(33-15(4)28)11-17(30)13(2)21(24)22(34-16(5)29)26-20(10-12)35-23(31)25(26,7)36-26/h8-10,13,17-22,30H,11H2,1-7H3/b9-8+,12-10-/t13-,17-,18-,19-,20-,21+,22-,24-,25-,26-/m0/s1

InChI Key

MXXHKWZVOSGMNK-CYKCTKHXSA-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
Briareum excavatum	JEOL database	Sung, P.-J., et al, Chem. Pharm. Bull. 56, 930 (2008)

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
Para-dioxane
Gamma butyrolactone
Tetrahydrofuran
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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
logP	1.8	ALOGPS
logP	1.07	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	14.86	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	137.96 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.81 m³·mol⁻¹	ChemAxon
Polarizability	50.97 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

27023581

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sung, P.-J., et al. (2008). Sung, P.-J., et al, Chem. Pharm. Bull. 56, 930 (2008). Chem. Pharm. Bull..

Showing NP-Card for briaexcavatin M (NP0037493)

MOL for NP0037493 (briaexcavatin M)

3D MOL for NP0037493 (briaexcavatin M)

3D SDF for NP0037493 (briaexcavatin M)

3D-SDF for NP0037493 (briaexcavatin M)

PDB for NP0037493 (briaexcavatin M)

3D PDB for NP0037493 (briaexcavatin M)

SMILES for NP0037493 (briaexcavatin M)

INCHI for NP0037493 (briaexcavatin M)

Structure for NP0037493 (briaexcavatin M)

3D Structure for NP0037493 (briaexcavatin M)