NP-MRD: Showing NP-Card for 6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate (NP0228681)

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Record Information

Version

2.0

Created at

2022-09-06 08:25:29 UTC

Updated at

2022-09-06 08:25:29 UTC

NP-MRD ID

NP0228681

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate

Description

6-(Furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]Heptadec-11-en-14-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. 6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate is found in Capuronianthus mahafalensis and Swietenia macrophylla. 6-(Furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]Heptadec-11-en-14-yl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241500162D          

 41 45  0  0  0  0            999 V2000
    0.9567    3.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7973    2.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166    2.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6047    2.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1428    1.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4785    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2148   -0.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5811   -0.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383   -1.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050   -2.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1144   -2.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -2.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0289   -3.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8383   -3.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1020   -0.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    1.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    1.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6461    0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1031    1.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    0.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6394    2.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0214   -0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228    0.4233    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
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 10 18  1  0  0  0  0
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 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
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 21 27  1  0  0  0  0
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 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
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 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 33 37  1  0  0  0  0
 22 38  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 18 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

     RDKit          3D

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    2.3799    0.8757    0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6991    1.5012   -1.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004241500162D          

 41 45  0  0  0  0            999 V2000
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    1.3628   -1.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4183   -1.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020   -0.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3657    0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4564    1.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    1.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6461    0.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1031    1.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1891    0.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5554   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3787   -0.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450   -1.5081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8357   -0.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694    0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9265    1.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6394    2.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    2.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732    2.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7508    1.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1622    1.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0214   -0.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3228    0.4233    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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 14 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 21 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
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 33 37  1  0  0  0  0
 22 38  1  0  0  0  0
  6 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 18 40  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0228681

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CC1C(C)(C)C(OC(=O)C(C)=CC)C2(O)C=C3C(CCC4(C)C3CC(=O)OC4C3=COC=C3)C1(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H40O9/c1-8-17(2)26(35)41-28-29(3,4)22(14-23(33)38-7)31(6)20-9-11-30(5)21(19(20)15-32(28,37)27(31)36)13-24(34)40-25(30)18-10-12-39-16-18/h8,10,12,15-16,20-22,25,28,37H,9,11,13-14H2,1-7H3

> <INCHI_KEY>
JJTOVDGWVPPWNZ-UHFFFAOYSA-N

> <FORMULA>
C32H40O9

> <MOLECULAR_WEIGHT>
568.663

> <EXACT_MASS>
568.267232868

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
60.33450296889443

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.702314146000001

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.686270843708348

> <JCHEM_PKA_STRONGEST_BASIC>
-2.888719951717341

> <JCHEM_POLAR_SURFACE_AREA>
129.34

> <JCHEM_REFRACTIVITY>
148.00569999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.786   5.861   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.488   4.350   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.031   3.853   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.129   4.866   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.267   2.342   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.893   1.328   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.401  -0.131   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.755  -1.148   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.881   0.722   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.085  -1.511   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.071  -2.670   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.569  -4.128   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.080  -4.425   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.444  -5.287   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.054  -6.745   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.565  -7.042   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.955  -4.990   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.544  -2.003   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.648  -3.539   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.924  -1.319   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.416   0.140   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.732   1.520   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.585   2.802   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.122   2.704   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.806   1.324   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.659   2.607   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.953   0.042   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.637  -1.338   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.174  -1.435   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.857  -2.815   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       9.027  -0.153   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.343   1.227   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.196   2.509   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.660   3.953   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.868   4.908   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      11.150   4.055   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.735   2.572   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.273   2.012   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.169   3.549   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.907  -0.029   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.603   0.790   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   38                                                  
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14                                                            
CONECT   18   10   19   20   40                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23   38                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   32                                             
CONECT   26   25                                                            
CONECT   27   25   21   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   25   33                                                  
CONECT   33   32   34   37                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   33                                                       
CONECT   38   22    6   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   18   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
6-(Furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0,.0,]heptadec-11-en-14-yl 2-methylbut-2-enoic acid	Generator
6-(Furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₂H₄₀O₉

Average Mass

568.6630 Da

Monoisotopic Mass

568.26723 Da

IUPAC Name

6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate

Traditional Name

6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)CC1C(C)(C)C(OC(=O)C(C)=CC)C2(O)C=C3C(CCC4(C)C3CC(=O)OC4C3=COC=C3)C1(C)C2=O

InChI Identifier

InChI=1S/C32H40O9/c1-8-17(2)26(35)41-28-29(3,4)22(14-23(33)38-7)31(6)20-9-11-30(5)21(19(20)15-32(28,37)27(31)36)13-24(34)40-25(30)18-10-12-39-16-18/h8,10,12,15-16,20-22,25,28,37H,9,11,13-14H2,1-7H3

InChI Key

JJTOVDGWVPPWNZ-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
Capuronianthus mahafalensis	LOTUS Database	35616633
Swietenia macrophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
12-hydroxysteroid
Hydroxysteroid
Naphthopyran
Naphthalene
Tricarboxylic acid or derivatives
Delta valerolactone
Fatty acid ester
Cyclohexenone
Delta_valerolactone
Fatty acyl
Oxane
Pyran
Cyclic alcohol
Furan
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Ketone
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	4.26	ALOGPS
logP	4.7	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	129.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	148.01 m³·mol⁻¹	ChemAxon
Polarizability	60.33 Å³	ChemAxon
Number of Rings	5	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

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

85236827

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate (NP0228681)

MOL for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

3D MOL for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

3D SDF for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

3D-SDF for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

PDB for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

3D PDB for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

SMILES for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

INCHI for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

Structure for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)

3D Structure for NP0228681 (6-(furan-3-yl)-13-hydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0²,¹¹.0⁵,¹⁰]heptadec-11-en-14-yl 2-methylbut-2-enoate)