NP-MRD: Showing NP-Card for 5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate (NP0221759)

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Record Information

Version

2.0

Created at

2022-09-05 23:25:03 UTC

Updated at

2022-09-05 23:25:03 UTC

NP-MRD ID

NP0221759

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate

Description

5-[1-(1-Acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]Octadecan-14-yl acetate belongs to the class of organic compounds known as n-acylpiperidines. N-acylpiperidines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine. 5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate is found in Fritillaria thunbergii. 5-[1-(1-Acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]Octadecan-14-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171522242D          

 39 44  0  0  0  0            999 V2000
   -1.0685    1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -0.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -1.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -1.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6980   -1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027   -1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0625   -2.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477   -0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1880   -0.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8733    1.1856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2378    0.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.7265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -0.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -0.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -1.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.5068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2672   -0.1358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725   -0.9198    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  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
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 14 34  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END


  Mrv1533004171522242D          

 39 44  0  0  0  0            999 V2000
   -1.0685    1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -0.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1383   -1.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -1.3594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6980   -1.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027   -1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0625   -2.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477   -0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1880   -0.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4330    0.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8733    1.1856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2378    0.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0188    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375   -0.7265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0204    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7537    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4477    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    1.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6146    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092    2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909    1.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1672    0.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7962   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9726   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489   -0.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6962    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1801   -0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4085   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -0.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6753   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2293   -1.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9909    0.5068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4435   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2672   -0.1358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0725   -0.9198    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  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
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 19 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 18 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 14 34  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C1C(O)CC(C)CN1C(C)=O)C1(O)CCC2C3CC(=O)C4CC(CCC4(C)C3CC22OC12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H47NO7/c1-16-11-26(36)27(32(15-16)18(3)33)17(2)30(37)10-8-22-21-13-25(35)23-12-20(38-19(4)34)7-9-28(23,5)24(21)14-31(22)29(30,6)39-31/h16-17,20-24,26-27,36-37H,7-15H2,1-6H3

> <INCHI_KEY>
FAVROMCJAISZSI-UHFFFAOYSA-N

> <FORMULA>
C31H47NO7

> <MOLECULAR_WEIGHT>
545.717

> <EXACT_MASS>
545.335252857

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
60.95383838056263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
1.6164084696666654

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.587830620574472

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.344747445102033

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6426853478928133

> <JCHEM_POLAR_SURFACE_AREA>
116.67000000000002

> <JCHEM_REFRACTIVITY>
143.02259999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -1.995   1.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.537   0.403   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.582  -0.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.125  -2.198   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.623  -2.538   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.170  -3.330   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.672  -2.991   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.717  -4.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.129  -1.520   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -4.084  -0.389   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -4.542   1.082   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.497   2.213   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.044   1.421   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.035   0.064   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.630  -1.356   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.038   1.603   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.407   2.308   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.702   1.476   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.188   1.881   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.881   3.257   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.418   3.345   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.111   4.720   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.263   2.057   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.800   2.146   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.645   0.858   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.953  -0.517   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.415  -0.606   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.570   0.682   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.878  -0.694   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.033   0.594   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.070  -0.607   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.629  -0.063   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.556  -1.601   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.260  -0.768   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.428  -2.064   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      11.183   0.946   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      12.028  -0.341   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.565  -0.253   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      11.335  -1.717   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16   34                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   32                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   36                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   19   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   18   33   34                                             
CONECT   33   32   34                                                       
CONECT   34   33   14   32   35                                             
CONECT   35   34                                                            
CONECT   36   25   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Value	Source
5-[1-(1-Acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0,.0,.0,]octadecan-14-yl acetic acid	Generator
5-[1-(1-Acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetic acid	Generator

Chemical Formula

C₃₁H₄₇NO₇

Average Mass

545.7170 Da

Monoisotopic Mass

545.33525 Da

IUPAC Name

5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate

Traditional Name

5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C1C(O)CC(C)CN1C(C)=O)C1(O)CCC2C3CC(=O)C4CC(CCC4(C)C3CC22OC12C)OC(C)=O

InChI Identifier

InChI=1S/C31H47NO7/c1-16-11-26(36)27(32(15-16)18(3)33)17(2)30(37)10-8-22-21-13-25(35)23-12-20(38-19(4)34)7-9-28(23,5)24(21)14-31(22)29(30,6)39-31/h16-17,20-24,26-27,36-37H,7-15H2,1-6H3

InChI Key

FAVROMCJAISZSI-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
Fritillaria thunbergii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylpiperidines. N-acylpiperidines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

N-acylpiperidines

Direct Parent

N-acylpiperidines

Alternative Parents

Substituents

N-acyl-piperidine
Oxepane
Cyclic alcohol
Tertiary alcohol
Tertiary carboxylic acid amide
Acetamide
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxamide group
Azacycle
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organopnictogen compound
Carbonyl group
Organic oxide
Alcohol
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	2.4	ALOGPS
logP	1.62	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.34	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	116.67 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	143.02 m³·mol⁻¹	ChemAxon
Polarizability	60.95 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate (NP0221759)

MOL for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

3D MOL for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

3D SDF for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

3D-SDF for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

PDB for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

3D PDB for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

SMILES for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

INCHI for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

Structure for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)

3D Structure for NP0221759 (5-[1-(1-acetyl-3-hydroxy-5-methylpiperidin-2-yl)ethyl]-5-hydroxy-6,11-dimethyl-17-oxo-7-oxapentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan-14-yl acetate)