NP-MRD: Showing NP-Card for (1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate (NP0289591)

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Record Information

Version

2.0

Created at

2022-09-09 19:51:33 UTC

Updated at

2022-09-09 19:51:34 UTC

NP-MRD ID

NP0289591

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate

Description

(1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate is found in Euphorbia royleana.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092221512D          

 48 53  0  0  1  0            999 V2000
    5.3000    2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    0.6853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842    1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    1.3099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7110    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    1.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279    3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758    4.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6689    4.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1355    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8970    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    2.0945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4619    2.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059    3.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    4.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757    4.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7606    5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    5.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167    4.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317    4.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -0.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
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 17 18  1  0  0  0  0
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 21 22  1  6  0  0  0
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 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 21 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 39 44  1  0  0  0  0
 31 45  1  6  0  0  0
 17 45  1  6  0  0  0
  7 46  1  6  0  0  0
  6 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END

     RDKit          3D

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   -4.0729    1.5063    0.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3531    0.9197    1.1722 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2301   -0.0916   -0.3654 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309092221512D          

 48 53  0  0  1  0            999 V2000
    5.3000    2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7591    0.6853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842    1.8151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2319    1.3099    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0960    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7110    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631    1.4230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729    2.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0279    3.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4758    4.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6689    4.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4139    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8970    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1520    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9770    2.0945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4619    2.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1263    3.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059    3.6019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6113    4.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2757    4.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7606    5.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5811    5.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167    4.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4317    4.0968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -0.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837    0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 21 31  1  0  0  0  0
 17 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 39 44  1  0  0  0  0
 31 45  1  6  0  0  0
 17 45  1  6  0  0  0
  7 46  1  6  0  0  0
  6 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289591

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@]23O[C@@]2(\C=C(C)\[C@@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(C)=O)[C@H]2[C@@H]([C@H](OC(C)=O)[C@@H](C)C3=O)C2(C)C)[C@H]1OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C38H42O10/c1-20-18-38-33(47-35(43)26-16-12-9-13-17-26)21(2)19-37(38,48-38)32(41)22(3)30(44-23(4)39)27-28(36(27,6)7)31(45-24(5)40)29(20)46-34(42)25-14-10-8-11-15-25/h8-18,21-22,27-31,33H,19H2,1-7H3/b20-18+/t21-,22+,27-,28?,29+,30+,31-,33-,37-,38-/m0/s1

> <INCHI_KEY>
JNOVCEAOWZMYOJ-HTNVTCNWSA-N

> <FORMULA>
C38H42O10

> <MOLECULAR_WEIGHT>
658.744

> <EXACT_MASS>
658.277797552

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
67.23970120401358

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,4S,5R,7S,8S,9R,10E,12S,13S,14S)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-13-yl benzoate

> <JCHEM_LOGP>
6.392309061999997

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.756207915578198

> <JCHEM_PKA_STRONGEST_BASIC>
-4.351688906789508

> <JCHEM_POLAR_SURFACE_AREA>
134.8

> <JCHEM_REFRACTIVITY>
172.1477

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4S,5R,7S,8S,9R,10E,12S,13S,14S)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-13-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.893   3.748   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.676   2.805   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.884   1.279   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.250   3.388   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.033   2.445   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.454  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.788  -2.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.454  -4.620   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.453  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.790   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.179   3.481   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.327   3.801   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.358   2.656   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.803   5.265   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.309   5.586   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.785   7.050   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.755   8.195   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.249   7.874   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.773   6.410   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.541   2.445   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.017   3.910   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.112   5.156   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.557   3.910   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.462   5.156   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.836   6.563   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.304   6.724   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       6.741   7.808   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.115   9.215   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.020  10.461   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.551  10.300   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.178   8.893   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       8.273   7.647   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       3.453   0.770   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       8.788   0.770   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      10.050  -0.113   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.050   1.653   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   35                                                  
CONECT    6    5    7   46                                                  
CONECT    7    6    8   46                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   31   45                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   31                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   21   17   32   45                                             
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33    5   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   44                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   39                                                       
CONECT   45   31   17                                                       
CONECT   46    7    6   47   48                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₄₂O₁₀

Average Mass

658.7440 Da

Monoisotopic Mass

658.27780 Da

IUPAC Name

(1R,3R,4S,5R,7S,8S,9R,10E,12S,13S,14S)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-13-yl benzoate

Traditional Name

(1R,3R,4S,5R,7S,8S,9R,10E,12S,13S,14S)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0^{1,12}.0^{5,7}]hexadec-10-en-13-yl benzoate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@]23O[C@@]2(\C=C(C)\[C@@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(C)=O)[C@H]2[C@@H]([C@H](OC(C)=O)[C@@H](C)C3=O)C2(C)C)[C@H]1OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C38H42O10/c1-20-18-38-33(47-35(43)26-16-12-9-13-17-26)21(2)19-37(38,48-38)32(41)22(3)30(44-23(4)39)27-28(36(27,6)7)31(45-24(5)40)29(20)46-34(42)25-14-10-8-11-15-25/h8-18,21-22,27-31,33H,19H2,1-7H3/b20-18+/t21-,22+,27-,28?,29+,30+,31-,33-,37-,38-/m0/s1

InChI Key

JNOVCEAOWZMYOJ-HTNVTCNWSA-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

Species Name	Source	Reference
Euphorbia royleana	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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	6.39	ChemAxon
pKa (Strongest Acidic)	16.76	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	134.8 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	172.15 m³·mol⁻¹	ChemAxon
Polarizability	67.24 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate (NP0289591)

MOL for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

3D MOL for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

3D SDF for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

3D-SDF for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

PDB for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

3D PDB for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

SMILES for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

INCHI for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

Structure for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)

3D Structure for NP0289591 ((1r,3r,4s,5r,7s,8s,9r,10e,12s,13s,14s)-4,8-bis(acetyloxy)-9-(benzoyloxy)-3,6,6,10,14-pentamethyl-2-oxo-16-oxatetracyclo[10.3.1.0¹,¹².0⁵,⁷]hexadec-10-en-13-yl benzoate)