NP-MRD: Showing NP-Card for (+)-Excavatolide M (NP0082508)

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Record Information

Version

2.0

Created at

2022-04-29 03:33:36 UTC

Updated at

2022-04-29 03:33:36 UTC

NP-MRD ID

NP0082508

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Excavatolide M

Description

Excavatolide M belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (+)-Excavatolide M is found in Briareum excavatum. Based on a literature review very few articles have been published on Excavatolide M.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205332D          

 34 37  0  0  1  0            999 V2000
    1.5841    0.3463    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0193   -0.3057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1957   -0.2569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3952    0.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    1.8095    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3815    1.7607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7510    1.0231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2969    0.3343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664   -0.4034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4900   -0.4522    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9440    0.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    0.9743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0286    1.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3062    2.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595   -1.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -1.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050    1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    2.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884    2.5471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6425    3.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    3.9736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660    3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    1.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0123    0.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826    0.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7315    1.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202    0.4624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6998    1.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.1823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9624    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  2  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
 10  9  1  6  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  6  0  0  0
 11 20  1  6  0  0  0
  9 21  1  6  0  0  0
  8 22  1  1  0  0  0
  7 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  5 27  1  0  0  0  0
  3 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  6  0  0  0
  1 34  1  6  0  0  0
M  END

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
    1.3417    4.4147    2.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6569    3.1888    1.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2636    2.3685    2.7168 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516    2.9433    0.5569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2007    1.7646    0.0401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5945    2.3036   -0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5937    2.1306    0.6949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157    3.1772    1.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3645    1.0600    0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2846   -0.0083   -0.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4487   -0.8322   -0.1368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   -1.5967    0.9894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9493   -1.9245    1.9522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7329   -1.9650    0.8173 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4893   -3.4308    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508   -1.1573    1.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -0.9549    0.0375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2397   -1.1739   -1.1557 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7502   -2.3872   -1.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1952   -1.2703   -0.7956 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7608   -2.5917   -1.2784 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3740   -2.9713   -2.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2037   -2.8057   -1.0045 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6880   -3.6598   -2.0338 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597   -1.6263   -0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -0.3512   -0.4133 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3774   -0.1726    0.9571 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    0.7712    1.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249    0.9782    3.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990    1.4940    0.8950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0807   -0.1299   -1.1397 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5477   -0.2030   -2.6275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440    1.2347   -1.0880 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6457    2.0803   -1.4060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7236    4.9835    1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5695    4.9792    2.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1771    4.1736    3.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4055    1.1576    0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8373    1.8524   -1.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5459    3.4054   -0.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0776    4.0540    1.5063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7602    3.5870    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470    2.7815    2.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0846    1.0093    1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2292    0.3820   -1.3381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1208   -3.8604    1.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8368   -3.8728   -0.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381   -3.6281    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5014   -0.4215   -1.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6825   -2.1914   -1.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2316   -1.3474    0.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -3.3555   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3152   -3.8696   -2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0861   -2.2028   -3.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2597   -3.3520   -3.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3811   -3.4663   -0.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6022   -3.3328   -2.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6187   -1.4500   -1.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8764   -1.7962   -0.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0590    0.4613   -0.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9206    0.2887    3.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4976    1.9973    3.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8870    2.6761   -0.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
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 31 32  1  6
 31 20  1  0
 20 18  1  0
 18 19  1  0
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 17 16  1  1
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 10  9  1  0
  9  7  2  0
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  6  5  1  0
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  2  3  2  0
  5 33  1  0
 33 34  1  0
 20 21  1  0
 14 17  1  0
 33 31  1  0
 10 17  1  0
 22 53  1  0
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 20 51  1  1
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  5 38  1  1
  1 35  1  0
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 33 67  1  6
 34 68  1  0
M  END


  Mrv1652304292205332D          

 34 37  0  0  1  0            999 V2000
    1.5841    0.3463    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0193   -0.3057    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1957   -0.2569    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3952    0.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2803    1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1039    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5579    1.8095    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3815    1.7607    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7510    1.0231    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2969    0.3343    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6664   -0.4034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4900   -0.4522    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9440    0.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5745    0.9743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0286    1.6631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8521    1.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3062    2.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595   -1.1898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2123   -1.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2050    1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8355    2.4495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1884    2.5471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6425    3.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730    3.9736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4660    3.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    1.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0123    0.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6826    0.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7315    1.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202    0.4624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6998    1.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8350   -0.1823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607    0.9624    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  2  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
 10  9  1  6  0  0  0
  1 10  1  0  0  0  0
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 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 12 19  1  6  0  0  0
 11 20  1  6  0  0  0
  9 21  1  6  0  0  0
  8 22  1  1  0  0  0
  7 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  5 27  1  0  0  0  0
  3 28  1  1  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  6  0  0  0
  1 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0082508

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O10/c1-10-7-15(31-12(3)25)19(28)22(5)16(32-13(4)26)9-14(27)11(2)18(22)20(29)24-17(8-10)33-21(30)23(24,6)34-24/h8,11,14-20,27-29H,7,9H2,1-6H3/b10-8-/t11-,14-,15-,16-,17-,18+,19+,20+,22-,23-,24-/m0/s1

> <INCHI_KEY>
JMGUUPQUFWUZHN-YAKPUAGQSA-N

> <FORMULA>
C24H34O10

> <MOLECULAR_WEIGHT>
482.526

> <EXACT_MASS>
482.215197295

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
48.515045011961305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
-0.2423092923333323

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.86466091509849

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.273426352597586

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8606850473625176

> <JCHEM_POLAR_SURFACE_AREA>
152.12

> <JCHEM_REFRACTIVITY>
115.05799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       2.957   0.646   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.903  -0.571   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.365  -0.480   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.738   1.035   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.523   2.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.061   2.092   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.908   3.378   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.445   3.287   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.135   1.910   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.288   0.624   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.977  -0.753   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.515  -0.844   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.362   0.442   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.672   1.819   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.520   3.104   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.057   3.013   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.905   4.299   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.747   1.636   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.204  -2.221   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.130  -2.039   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.983   3.196   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.293   4.572   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.218   4.755   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.066   6.040   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.376   7.417   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.603   5.949   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.167   3.560   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.023   1.011   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.274   1.841   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.365   3.378   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.464   0.863   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.173   2.231   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.425  -0.340   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.847   1.797   0.000  0.00  0.00           O+0
CONECT    1    2   10   34                                                  
CONECT    2    1    3   31   33                                             
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   14   21                                             
CONECT   10    9    1   11                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12                                                            
CONECT   20   11                                                            
CONECT   21    9                                                            
CONECT   22    8                                                            
CONECT   23    7   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    5                                                            
CONECT   28    3   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    2   32   33                                             
CONECT   32   31                                                            
CONECT   33   31    2                                                       
CONECT   34    1                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₁₀

Average Mass

482.5260 Da

Monoisotopic Mass

482.21520 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H34O10/c1-10-7-15(31-12(3)25)19(28)22(5)16(32-13(4)26)9-14(27)11(2)18(22)20(29)24-17(8-10)33-21(30)23(24,6)34-24/h8,11,14-20,27-29H,7,9H2,1-6H3/b10-8-/t11-,14-,15-,16-,17-,18+,19+,20+,22-,23-,24-/m0/s1

InChI Key

JMGUUPQUFWUZHN-YAKPUAGQSA-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
Briareum excavatum	-	KNApSAcK

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
Tricarboxylic acid or derivatives
Para-dioxane
Gamma butyrolactone
Tetrahydrofuran
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Dialkyl ether
Oxirane
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
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	0.46	ALOGPS
logP	-0.24	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	13.27	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	152.12 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	115.06 m³·mol⁻¹	ChemAxon
Polarizability	48.52 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00045701

Chemspider ID

10477621

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10600828

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (+)-Excavatolide M (NP0082508)

MOL for NP0082508 ((+)-Excavatolide M)

3D MOL for NP0082508 ((+)-Excavatolide M)

3D SDF for NP0082508 ((+)-Excavatolide M)

3D-SDF for NP0082508 ((+)-Excavatolide M)

PDB for NP0082508 ((+)-Excavatolide M)

3D PDB for NP0082508 ((+)-Excavatolide M)

SMILES for NP0082508 ((+)-Excavatolide M)

INCHI for NP0082508 ((+)-Excavatolide M)

Structure for NP0082508 ((+)-Excavatolide M)

3D Structure for NP0082508 ((+)-Excavatolide M)