NP-MRD: Showing NP-Card for 2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate (NP0148717)

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Record Information

Version

2.0

Created at

2022-09-02 04:30:28 UTC

Updated at

2022-09-02 04:30:28 UTC

NP-MRD ID

NP0148717

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate

Description

2-{[2,14-Bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate is found in Junceella fragilis. 2-{[2,14-Bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]Heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171519102D          

 43 45  0  0  0  0            999 V2000
    6.3211   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0356   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0356   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7501   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4645   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4645   -3.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1790   -2.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8935   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6079   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6079   -1.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3224   -2.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -0.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658    1.1545    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9649    0.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4498   -0.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2748   -0.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9588   -1.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2199   -1.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -0.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2665   -1.7285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0179   -1.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8248   -1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0798   -0.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3769   -2.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8948   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658   -3.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -3.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -4.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -5.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3224   -5.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -2.9705    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 37 42  1  0  0  0  0
 12 42  1  0  0  0  0
 32 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

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    0.3168    0.4155   -0.6621 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4832    1.2325   -0.3015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142    0.7206   -0.0451 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865   -0.5179   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8991    1.5348    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0285    0.7105    0.5408 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2619    1.2226    0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3415    2.4724    1.0240 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1418    0.6492   -1.5640 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2087    0.3039   -2.4726 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004171519102D          

 43 45  0  0  0  0            999 V2000
    6.3211   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0356   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.4645   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1790   -2.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8935   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6079   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6079   -1.3205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3224   -2.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -0.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658    0.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658    1.1545    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -0.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9649    0.1719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4498   -0.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2748   -0.4955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9588   -1.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2199   -1.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -0.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2665   -1.7285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0179   -1.9336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8248   -1.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0798   -0.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3769   -2.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8948   -2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1803   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4658   -3.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -3.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -3.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -4.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -5.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3224   -5.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7514   -2.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0369   -2.9705    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 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
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 37 42  1  0  0  0  0
 12 42  1  0  0  0  0
 32 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148717

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)OCC(=O)OC1C=CC(=C)C(Cl)C2OC(=O)C(C)C2(O)C(OC(C)=O)C2C(=C)CCC(OC(C)=O)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C31H41ClO11/c1-15(2)13-23(35)39-14-24(36)42-22-12-10-17(4)26(32)28-31(38,18(5)29(37)43-28)27(41-20(7)34)25-16(3)9-11-21(30(22,25)8)40-19(6)33/h10,12,15,18,21-22,25-28,38H,3-4,9,11,13-14H2,1-2,5-8H3

> <INCHI_KEY>
GHIWIJGIRLTZJA-UHFFFAOYSA-N

> <FORMULA>
C31H41ClO11

> <MOLECULAR_WEIGHT>
625.11

> <EXACT_MASS>
624.2337398

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.974596673830156

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
3.1589166929999997

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.36218528818829

> <JCHEM_PKA_STRONGEST_BASIC>
-3.95258015494644

> <JCHEM_POLAR_SURFACE_AREA>
151.73

> <JCHEM_REFRACTIVITY>
152.0425

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      11.799  -4.005   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.133  -4.775   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.133  -6.315   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.467  -4.005   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.800  -4.775   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      15.800  -6.315   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      17.134  -4.005   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      18.468  -4.775   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.801  -4.005   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      19.801  -2.465   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      21.135  -4.775   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      22.469  -4.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.469  -2.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.803  -1.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.803  -0.155   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.469   0.615   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.136   0.615   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0      25.136   2.155   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0      26.470  -0.155   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      27.935   0.321   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      28.840  -0.925   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.380  -0.925   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      27.923  -2.388   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.410  -3.635   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.470  -1.695   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      26.631  -3.227   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      25.136  -2.465   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      26.167  -3.609   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      27.673  -3.289   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      28.149  -1.825   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      28.703  -4.434   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      25.136  -4.005   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      26.470  -4.775   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.804  -4.005   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      26.470  -6.315   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      25.136  -7.085   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.803  -6.315   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      22.469  -7.085   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      22.469  -8.625   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      23.803  -9.395   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      21.135  -9.395   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      23.803  -4.775   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.469  -5.545   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   42                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   19   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   33   42                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   37   12   32   43                                             
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

View in JSmol

Synonyms

Value	Source
2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0,]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoic acid	Generator
2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoic acid	Generator

Chemical Formula

C₃₁H₄₁ClO₁₁

Average Mass

625.1100 Da

Monoisotopic Mass

624.23374 Da

IUPAC Name

2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate

Traditional Name

2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OCC(=O)OC1C=CC(=C)C(Cl)C2OC(=O)C(C)C2(O)C(OC(C)=O)C2C(=C)CCC(OC(C)=O)C12C

InChI Identifier

InChI=1S/C31H41ClO11/c1-15(2)13-23(35)39-14-24(36)42-22-12-10-17(4)26(32)28-31(38,18(5)29(37)43-28)27(41-20(7)34)25-16(3)9-11-21(30(22,25)8)40-19(6)33/h10,12,15,18,21-22,25-28,38H,3-4,9,11,13-14H2,1-2,5-8H3

InChI Key

GHIWIJGIRLTZJA-UHFFFAOYSA-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
Junceella fragilis	LOTUS Database	35616633

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
Pentacarboxylic acid or derivatives
Fatty acid ester
Gamma butyrolactone
Fatty acyl
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Alkyl halide
Alkyl chloride
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	3.06	ALOGPS
logP	3.16	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	12.36	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	151.73 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	152.04 m³·mol⁻¹	ChemAxon
Polarizability	62.97 Å³	ChemAxon
Number of Rings	3	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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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

LOTUS database [Link]

Showing NP-Card for 2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate (NP0148717)

MOL for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

3D MOL for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

3D SDF for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

3D-SDF for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

PDB for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

3D PDB for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

SMILES for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

INCHI for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

Structure for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)

3D Structure for NP0148717 (2-{[2,14-bis(acetyloxy)-8-chloro-3-hydroxy-4,13-dimethyl-9,17-dimethylidene-5-oxo-6-oxatricyclo[11.4.0.0³,⁷]heptadec-10-en-12-yl]oxy}-2-oxoethyl 3-methylbutanoate)