NP-MRD: Showing NP-Card for (1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate (NP0195824)

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Record Information

Version

2.0

Created at

2022-09-04 13:45:40 UTC

Updated at

2022-09-04 13:45:40 UTC

NP-MRD ID

NP0195824

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate

Description

(1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracosan-10-yl 3-methylbutanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. (1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate is found in Patrinia rupestris. Based on a literature review very few articles have been published on (1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracosan-10-yl 3-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042215452D          

 40 45  0  0  1  0            999 V2000
    8.1601    1.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3354    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9410    1.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050    0.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0803    0.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859    1.1686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6499   -0.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251   -0.2391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3948   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1757   -0.1975    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7453   -0.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060    0.5063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2117    1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3869    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9566    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5684    1.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.1767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9282   -0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019   -0.8868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.6520   -0.1730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0698   -0.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7971   -0.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5684   -0.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.6062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.1472    1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0664    1.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308    0.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803    1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    0.9050    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
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  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
 11 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
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 22 23  1  1  0  0  0
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 24 25  2  0  0  0  0
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 26 27  1  0  0  0  0
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 33 32  1  1  0  0  0
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 16 36  1  0  0  0  0
 36 37  1  6  0  0  0
 13 38  1  0  0  0  0
  8 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
M  END

     RDKit          3D

 96101  0  0  0  0  0  0  0  0999 V2000
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 40 96  1  0
M  END


  Mrv1652309042215452D          

 40 45  0  0  1  0            999 V2000
    8.1601    1.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3354    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9410    1.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9050    0.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0803    0.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6859    1.1686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6499   -0.2599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8251   -0.2391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3948   -0.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5700   -0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1757   -0.1975    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7453   -0.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6060    0.5063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2117    1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3869    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9566    0.5479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5684    1.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509   -0.1767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9282   -0.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1019   -0.8868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6993   -1.6069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6520   -0.1730    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0698   -0.7035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7971   -0.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5684   -0.5197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.6062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2701    0.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2403   -0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -1.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0185   -1.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414   -1.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1877   -0.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579    0.2198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1472    1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    1.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    0.5834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0664    1.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308    0.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803    1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1412    0.9050    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
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  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
 11 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  1  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 26 24  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 33 32  1  1  0  0  0
 26 33  1  0  0  0  0
 22 33  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 22 36  1  0  0  0  0
 16 36  1  0  0  0  0
 36 37  1  6  0  0  0
 13 38  1  0  0  0  0
  8 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195824

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2C[C@H](O)[C@]24OC(=O)[C@@]5(CCC(C)(C)C[C@@H]25)CC[C@@]34C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H56O5/c1-21(2)18-27(37)39-26-11-12-31(7)22(30(26,5)6)10-13-32(8)23(31)19-25(36)35-24-20-29(3,4)14-16-34(24,28(38)40-35)17-15-33(32,35)9/h21-26,36H,10-20H2,1-9H3/t22-,23+,24+,25-,26-,31-,32+,33-,34-,35+/m0/s1

> <INCHI_KEY>
GNJJUUANDYFCDK-XCIWNEHHSA-N

> <FORMULA>
C35H56O5

> <MOLECULAR_WEIGHT>
556.828

> <EXACT_MASS>
556.412774903

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
66.33777114969703

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracosan-10-yl 3-methylbutanoate

> <JCHEM_LOGP>
7.381883415999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.932089866845573

> <JCHEM_PKA_STRONGEST_BASIC>
-3.265903892241747

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
155.0229

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracosan-10-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      15.232   2.065   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.693   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.957   3.456   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.889   0.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.350   0.829   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.614   2.181   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.546  -0.485   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.007  -0.446   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.204  -1.760   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.664  -1.721   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.928  -0.369   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.125  -1.683   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.731   0.945   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.995   2.298   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.456   2.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.652   1.023   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.928   2.382   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.388  -0.330   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.599  -1.673   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.057  -1.655   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.305  -3.000   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.217  -0.323   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.130  -1.313   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.488  -0.424   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.928  -0.970   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.066   1.132   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.371   0.314   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.315  -1.225   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.955  -1.946   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.901  -3.161   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.077  -3.090   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.350  -1.129   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.295   0.410   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.275   2.539   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.331   2.549   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.082   1.089   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.991   2.626   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.271   0.906   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.363   2.444   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.597   1.689   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   38                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   18                                             
CONECT   12   11                                                            
CONECT   13   11   14   38                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   36                                             
CONECT   17   16                                                            
CONECT   18   16   11   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   33   36                                             
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   33   34                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   33                                                       
CONECT   33   32   26   22                                                  
CONECT   34   26   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   22   16   37                                             
CONECT   37   36                                                            
CONECT   38   13    8   39   40                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Value	Source
(1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-Hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0,.0,.0,.0,]tetracosan-10-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₃₅H₅₆O₅

Average Mass

556.8280 Da

Monoisotopic Mass

556.41277 Da

IUPAC Name

(1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracosan-10-yl 3-methylbutanoate

Traditional Name

(1S,4S,5R,8R,10S,13R,14R,16S,17S,18R)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracosan-10-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2C[C@H](O)[C@]24OC(=O)[C@@]5(CCC(C)(C)C[C@@H]25)CC[C@@]34C)C1(C)C

InChI Identifier

InChI=1S/C35H56O5/c1-21(2)18-27(37)39-26-11-12-31(7)22(30(26,5)6)10-13-32(8)23(31)19-25(36)35-24-20-29(3,4)14-16-34(24,28(38)40-35)17-15-33(32,35)9/h21-26,36H,10-20H2,1-9H3/t22-,23+,24+,25-,26-,31-,32+,33-,34-,35+/m0/s1

InChI Key

GNJJUUANDYFCDK-XCIWNEHHSA-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
Patrinia rupestris	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
Caprolactone
Fatty acid ester
Oxepane
Dicarboxylic acid or derivatives
Fatty acyl
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
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	7.38	ChemAxon
pKa (Strongest Acidic)	13.93	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	155.02 m³·mol⁻¹	ChemAxon
Polarizability	66.34 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

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

162900103

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate (NP0195824)

MOL for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

3D MOL for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

3D SDF for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

3D-SDF for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

PDB for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

3D PDB for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

SMILES for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

INCHI for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

Structure for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)

3D Structure for NP0195824 ((1s,4s,5r,8r,10s,13r,14r,16s,17s,18r)-16-hydroxy-4,5,9,9,13,20,20-heptamethyl-23-oxo-24-oxahexacyclo[15.5.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracosan-10-yl 3-methylbutanoate)