NP-MRD: Showing NP-Card for (1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one (NP0226233)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 05:12:13 UTC

Updated at

2022-09-06 05:12:13 UTC

NP-MRD ID

NP0226233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one

Description

(1R,9S,10R,12S,13R,18R)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1R)-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]Nonadeca-2,4,15-trien-6-one belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one is found in Kadsura longipedunculata. Based on a literature review very few articles have been published on (1R,9S,10R,12S,13R,18R)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1R)-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]Nonadeca-2,4,15-trien-6-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062207122D          

 36 40  0  0  1  0            999 V2000
   -2.5435   -1.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3230   -1.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012   -2.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6999   -2.2610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9205   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781   -2.8495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0576   -3.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6357   -4.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4345   -4.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0127   -4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6550   -3.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4538   -3.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769   -2.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819   -3.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3037   -2.8805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0012   -3.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4795   -2.9164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0554   -3.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -3.7337    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0183   -4.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578   -3.1627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2828   -2.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5936   -1.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -2.1436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0444   -1.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242   -2.0855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8783   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6960   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1201   -2.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -2.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -3.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0470   -3.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3205   -4.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -4.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
  3 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 28 27  1  6  0  0  0
  2 28  1  0  0  0  0
 16 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
M  END


  Mrv1652309062207122D          

 36 40  0  0  1  0            999 V2000
   -2.5435   -1.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3230   -1.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012   -2.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6999   -2.2610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9205   -1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2781   -2.8495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0576   -3.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6357   -4.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4345   -4.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0127   -4.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6550   -3.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4538   -3.0251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0769   -2.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6806   -3.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819   -3.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3037   -2.8805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0012   -3.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4795   -2.9164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0554   -3.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7623   -3.7337    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0183   -4.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578   -3.1627    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2828   -2.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5936   -1.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -2.1436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0444   -1.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8363   -1.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5242   -2.0855    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8783   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6960   -1.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1201   -2.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -2.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8313   -3.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0470   -3.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3205   -4.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781   -4.2951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  4  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
  3 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 28 27  1  6  0  0  0
  2 28  1  0  0  0  0
 16 28  1  0  0  0  0
 23 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1CC=C(C)C(=O)O1)C1=CC[C@]2(C)[C@@H](C[C@@]3(O)C=C4C=CC(=O)OC(C)(C)[C@@H]4[C@H](O)C[C@@H]23)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C30H38O6/c1-16-7-9-23(35-27(16)33)18(3)20-11-12-29(6)21(17(20)2)15-30(34)14-19-8-10-25(32)36-28(4,5)26(19)22(31)13-24(29)30/h7-8,10-11,14,18,21-24,26,31,34H,2,9,12-13,15H2,1,3-6H3/t18-,21+,22-,23-,24+,26+,29-,30+/m1/s1

> <INCHI_KEY>
SJCQJLRZUFTNFT-YLQCVHANSA-N

> <FORMULA>
C30H38O6

> <MOLECULAR_WEIGHT>
494.628

> <EXACT_MASS>
494.266838944

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
54.622833382642526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,9S,10R,12S,13R,18R)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1R)-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0^{3,9}.0^{13,18}]nonadeca-2,4,15-trien-6-one

> <JCHEM_LOGP>
3.5041067420000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.860403916967911

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.017083792260326

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8996636020427733

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
139.91570000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9S,10R,12S,13R,18R)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0^{3,9}.0^{13,18}]nonadeca-2,4,15-trien-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.748  -2.024   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.336  -3.508   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.416  -4.606   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.907  -4.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.318  -2.737   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.986  -5.319   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.574  -6.803   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.653  -7.902   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.144  -7.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -11.224  -8.615   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.556  -6.032   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -12.047  -5.647   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -9.477  -4.934   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -5.004  -6.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.513  -6.475   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.434  -5.377   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.869  -6.810   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.895  -5.444   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.103  -6.765   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.423  -6.969   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.901  -8.433   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.535  -5.904   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.395  -4.370   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.108  -3.523   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.356  -4.001   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.083  -2.486   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.561  -3.043   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.845  -3.893   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.506  -3.304   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.033  -3.509   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.824  -4.830   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.358  -4.690   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.285  -6.273   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       3.821  -6.750   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.332  -8.203   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.946  -8.017   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    6                                                       
CONECT   14    3   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   28                                             
CONECT   17   16                                                            
CONECT   18   16   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   34                                                  
CONECT   23   22   24   29                                                  
CONECT   24   23   25                                                       
CONECT   25   24   18   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27    2   16                                                  
CONECT   29   23   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   22   35   36                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₃₈O₆

Average Mass

494.6280 Da

Monoisotopic Mass

494.26684 Da

IUPAC Name

Traditional Name

(1R,9S,10R,12S,13R,18R)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1R)-1-[(2R)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0^{3,9}.0^{13,18}]nonadeca-2,4,15-trien-6-one

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1CC=C(C)C(=O)O1)C1=CC[C@]2(C)[C@@H](C[C@@]3(O)C=C4C=CC(=O)OC(C)(C)[C@@H]4[C@H](O)C[C@@H]23)C1=C

InChI Identifier

InChI=1S/C30H38O6/c1-16-7-9-23(35-27(16)33)18(3)20-11-12-29(6)21(17(20)2)15-30(34)14-19-8-10-25(32)36-28(4,5)26(19)22(31)13-24(29)30/h7-8,10-11,14,18,21-24,26,31,34H,2,9,12-13,15H2,1,3-6H3/t18-,21+,22-,23-,24+,26+,29-,30+/m1/s1

InChI Key

SJCQJLRZUFTNFT-YLQCVHANSA-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
Kadsura longipedunculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Bisabolane sesquiterpenoid
Sesquiterpenoid
Dihydropyranone
Pyran
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.5	ChemAxon
pKa (Strongest Acidic)	14.02	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	139.92 m³·mol⁻¹	ChemAxon
Polarizability	54.62 Å³	ChemAxon
Number of Rings	5	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

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

163083293

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one (NP0226233)

MOL for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

3D MOL for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

3D SDF for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

3D-SDF for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

PDB for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

3D PDB for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

SMILES for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

INCHI for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

Structure for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)

3D Structure for NP0226233 ((1r,9s,10r,12s,13r,18r)-1,10-dihydroxy-8,8,13-trimethyl-16-[(1r)-1-[(2r)-5-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-17-methylidene-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁸]nonadeca-2,4,15-trien-6-one)