NP-MRD: Showing NP-Card for (1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid (NP0293359)

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Record Information

Version

2.0

Created at

2022-09-10 01:19:38 UTC

Updated at

2022-09-10 01:19:38 UTC

NP-MRD ID

NP0293359

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid

Description

(1R,2S,6S,7S,8R,11R,12S,14S,15R,18R,20S)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]Tetracos-4-ene-11-carboxylic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid is found in Lantana camara. Based on a literature review very few articles have been published on (1R,2S,6S,7S,8R,11R,12S,14S,15R,18R,20S)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]Tetracos-4-ene-11-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102203192D          

 42 47  0  0  1  0            999 V2000
    5.3745    5.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7113    3.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5188    4.7517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 92 97  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309102203192D          

 42 47  0  0  1  0            999 V2000
    5.3745    5.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8804    4.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2054    4.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7113    3.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0246    4.0911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5188    4.7517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3497    3.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8556    2.6721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0364    2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5423    2.1091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2172    2.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3732    0.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5540    0.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0599    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2289    1.5460    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3829    1.2673    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8175    0.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156    0.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032    1.0546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0185    1.1276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6525    1.0296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4156    0.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1602    1.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3514    1.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1289    2.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0040    2.0623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3883    2.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    2.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7231    2.2067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9013    3.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6866    1.2532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0116    0.4950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5175   -0.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8309    0.3974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1559   -0.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3250    1.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9999    1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1807    1.9139    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6748    2.5746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8575    3.3791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4940    2.4770    0.0000 O   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
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  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  0  0  0  0
 17 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 16 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  6  0  0  0
 32 12  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
  8 39  1  0  0  0  0
 32 39  1  0  0  0  0
 39 40  1  6  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0293359

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(\C)C(=O)O[C@H]1C[C@]2(C)C(=CC(=O)[C@H]3[C@@]2(C)CC[C@H]2C(C)(C)[C@]4(O)CC[C@]32CO4)[C@@H]2[C@@H](C)[C@H](C)CC[C@]12C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H50O7/c1-9-19(2)28(37)42-25-17-32(8)22(26-21(4)20(3)10-13-34(25,26)29(38)39)16-23(36)27-31(32,7)12-11-24-30(5,6)35(40)15-14-33(24,27)18-41-35/h9,16,20-21,24-27,40H,10-15,17-18H2,1-8H3,(H,38,39)/b19-9-/t20-,21+,24+,25+,26+,27+,31-,32-,33-,34+,35+/m1/s1

> <INCHI_KEY>
RIFGKKAKYIDYED-NFPZJIOPSA-N

> <FORMULA>
C35H50O7

> <MOLECULAR_WEIGHT>
582.778

> <EXACT_MASS>
582.35565395

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
64.66470672584299

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,6S,7S,8R,11R,12S,14S,15R,18R,20S)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0^{1,18}.0^{2,15}.0^{5,14}.0^{6,11}]tetracos-4-ene-11-carboxylic acid

> <JCHEM_LOGP>
6.46297308833333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.684968953200967

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3417606604658125

> <JCHEM_PKA_STRONGEST_BASIC>
-4.248794584472354

> <JCHEM_POLAR_SURFACE_AREA>
110.13000000000001

> <JCHEM_REFRACTIVITY>
159.52960000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6S,7S,8R,11R,12S,14S,15R,18R,20S)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0^{1,18}.0^{2,15}.0^{5,14}.0^{6,11}]tetracos-4-ene-11-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      10.032  10.467   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.110   9.234   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.717   7.819   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.794   6.586   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.246   7.637   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.168   8.870   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      11.853   6.221   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.930   4.988   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.401   5.170   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.479   3.937   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.872   5.352   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.086   2.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.163   1.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.634   1.471   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.712   0.237   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.027   2.886   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.448   2.366   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.393   0.894   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.896   0.458   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.499   1.969   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.035   2.105   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.085   1.922   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.509   0.940   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.166   3.407   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.656   3.710   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.107   4.946   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.741   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.458   5.307   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.025   5.400   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.950   4.119   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.282   5.623   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.615   2.339   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.222   0.924   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.299  -0.309   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.751   0.742   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.358  -0.674   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.673   1.975   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.066   3.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.537   3.573   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.460   4.806   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      12.801   6.308   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      13.989   4.624   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    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   39                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   30                                             
CONECT   11   10                                                            
CONECT   12   10   13   32                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   30                                                  
CONECT   17   16   18   23   27                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   24                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   17                                                       
CONECT   24   20   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   17   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   16   10   31                                             
CONECT   31   30                                                            
CONECT   32   12   33   39                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38    8   32   40                                             
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,6S,7S,8R,11R,12S,14S,15R,18R,20S)-20-Hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0,.0,.0,.0,]tetracos-4-ene-11-carboxylate	Generator

Chemical Formula

C₃₅H₅₀O₇

Average Mass

582.7780 Da

Monoisotopic Mass

582.35565 Da

IUPAC Name

(1R,2S,6S,7S,8R,11R,12S,14S,15R,18R,20S)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0^{1,18}.0^{2,15}.0^{5,14}.0^{6,11}]tetracos-4-ene-11-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C=C(\C)C(=O)O[C@H]1C[C@]2(C)C(=CC(=O)[C@H]3[C@@]2(C)CC[C@H]2C(C)(C)[C@]4(O)CC[C@]32CO4)[C@@H]2[C@@H](C)[C@H](C)CC[C@]12C(O)=O

InChI Identifier

InChI=1S/C35H50O7/c1-9-19(2)28(37)42-25-17-32(8)22(26-21(4)20(3)10-13-34(25,26)29(38)39)16-23(36)27-31(32,7)12-11-24-30(5,6)35(40)15-14-33(24,27)18-41-35/h9,16,20-21,24-27,40H,10-15,17-18H2,1-8H3,(H,38,39)/b19-9-/t20-,21+,24+,25+,26+,27+,31-,32-,33-,34+,35+/m1/s1

InChI Key

RIFGKKAKYIDYED-NFPZJIOPSA-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
Lantana camara	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Naphthopyran
Naphthalene
Cyclohexenone
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Pyran
Oxane
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Hemiacetal
Ketone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
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	6.46	ChemAxon
pKa (Strongest Acidic)	4.34	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	159.53 m³·mol⁻¹	ChemAxon
Polarizability	64.66 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

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Phenol Explorer Compound ID

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KNApSAcK ID

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KEGG Compound ID

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METLIN ID

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PubChem Compound

162851354

PDB ID

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References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid (NP0293359)

MOL for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D MOL for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D SDF for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D-SDF for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

PDB for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D PDB for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

SMILES for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

INCHI for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

Structure for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)

3D Structure for NP0293359 ((1r,2s,6s,7s,8r,11r,12s,14s,15r,18r,20s)-20-hydroxy-7,8,14,15,19,19-hexamethyl-12-{[(2z)-2-methylbut-2-enoyl]oxy}-3-oxo-21-oxahexacyclo[18.2.2.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]tetracos-4-ene-11-carboxylic acid)