NP-MRD: Showing NP-Card for 4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate (NP0221507)

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Record Information

Version

2.0

Created at

2022-09-05 23:06:21 UTC

Updated at

2022-09-05 23:06:21 UTC

NP-MRD ID

NP0221507

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate

Description

4-Acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-3H-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]Octadecane]-14'-yl acetate belongs to the class of organic compounds known as jerveratrum-type alkaloids. These are steroidal alkaloids with a structure that is based on the jervane ring system. Jerveratrum alkaloids have alkamines with 1-3 oxygen atoms, and occur as such or as monoglycosides. 4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate is found in Fritillaria thunbergii. 4-Acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-3H-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]Octadecane]-14'-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004261512212D          

 38 44  0  0  0  0            999 V2000
   10.2339    3.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4355    3.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8563    2.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580    3.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3693    2.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244    3.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5166    2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7213    2.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1338    2.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102    2.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956    1.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    2.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4653    1.4571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787    2.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630    2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    3.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0765    4.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8922    4.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    3.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079    4.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    3.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    3.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3416    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5494    4.2693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    3.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161    4.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461    3.8846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450    4.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    4.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    5.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146    3.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954    4.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8388    3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180    4.4334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2163    4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1988    5.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7779    5.8163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4004    5.4366    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  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  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
M  END


  Mrv1533004261512212D          

 38 44  0  0  0  0            999 V2000
   10.2339    3.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4355    3.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8563    2.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0580    3.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3693    2.5963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7244    3.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5166    2.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7213    2.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1338    2.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102    2.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956    1.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9799    2.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4653    1.4571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6787    2.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8630    2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    3.7613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0765    4.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8922    4.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1933    3.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079    4.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091    3.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    3.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3416    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5494    4.2693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1369    3.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161    4.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7461    3.8846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450    4.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    4.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    5.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0146    3.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7954    4.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8388    3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180    4.4334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2163    4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1988    5.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7779    5.8163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4004    5.4366    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  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  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 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
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  6 25  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
  6 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
  4 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221507

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC(C)CN2C(C)=O)OC11CCC2C3CC(=O)C4CC(CCC4(C)C3CC22OC12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H45NO6/c1-16-11-26-27(32(15-16)18(3)33)17(2)30(37-26)10-8-22-21-13-25(35)23-12-20(36-19(4)34)7-9-28(23,5)24(21)14-31(22)29(30,6)38-31/h16-17,20-24,26-27H,7-15H2,1-6H3

> <INCHI_KEY>
KUUCWCUPXDZVRG-UHFFFAOYSA-N

> <FORMULA>
C31H45NO6

> <MOLECULAR_WEIGHT>
527.702

> <EXACT_MASS>
527.324688173

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.6090422481401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-3H-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecane]-14'-yl acetate

> <ALOGPS_LOGP>
3.15

> <JCHEM_LOGP>
2.7781120419999987

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.89538080512513

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6426981712378711

> <JCHEM_POLAR_SURFACE_AREA>
85.44

> <JCHEM_REFRACTIVITY>
139.51250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecane]-14'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      19.103   6.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.613   6.403   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.532   5.306   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.042   5.694   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      13.756   4.846   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      12.552   5.807   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.164   4.317   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.680   3.908   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.583   4.989   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.046   4.897   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.085   3.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.562   3.924   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.602   2.720   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.000   5.357   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.478   5.587   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.915   7.021   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.876   8.225   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.399   7.995   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.961   6.561   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.921   7.765   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.484   6.331   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.673   7.309   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.971   6.479   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.359   7.969   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.456   6.888   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.537   7.985   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.393   7.251   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.831   8.685   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.692   8.915   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.791   9.889   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.094   7.249   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.685   8.733   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.632   7.179   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      15.714   8.276   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      17.204   7.888   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      15.304   9.760   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      16.386  10.857   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      13.814  10.148   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   35                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   25   31                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   27                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   10   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    9   24   25                                             
CONECT   24   23   25                                                       
CONECT   25   24    6   23   26                                             
CONECT   26   25                                                            
CONECT   27   16   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    6   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    4   34                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34    2                                                       
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Value	Source
4-Acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-3H-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0,.0,.0,]octadecane]-14'-yl acetic acid	Generator
4-Acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-3H-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecane]-14'-yl acetic acid	Generator

Chemical Formula

C₃₁H₄₅NO₆

Average Mass

527.7020 Da

Monoisotopic Mass

527.32469 Da

IUPAC Name

4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-3H-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecane]-14'-yl acetate

Traditional Name

4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecane]-14'-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C2C(CC(C)CN2C(C)=O)OC11CCC2C3CC(=O)C4CC(CCC4(C)C3CC22OC12C)OC(C)=O

InChI Identifier

InChI=1S/C31H45NO6/c1-16-11-26-27(32(15-16)18(3)33)17(2)30(37-26)10-8-22-21-13-25(35)23-12-20(36-19(4)34)7-9-28(23,5)24(21)14-31(22)29(30,6)38-31/h16-17,20-24,26-27H,7-15H2,1-6H3

InChI Key

KUUCWCUPXDZVRG-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 jerveratrum-type alkaloids. These are steroidal alkaloids with a structure that is based on the jervane ring system. Jerveratrum alkaloids have alkamines with 1-3 oxygen atoms, and occur as such or as monoglycosides.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Jerveratrum-type alkaloids

Alternative Parents

Substituents

Jerveratrum-type alkaloid
Azasteroid
N-acyl-piperidine
Alkaloid or derivatives
Oxepane
Piperidine
Acetamide
Tetrahydrofuran
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Carbonyl group
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	3.15	ALOGPS
logP	2.78	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	19.9	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	85.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	139.51 m³·mol⁻¹	ChemAxon
Polarizability	59.61 Å³	ChemAxon
Number of Rings	7	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 4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate (NP0221507)

MOL for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

3D MOL for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

3D SDF for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

3D-SDF for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

PDB for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

3D PDB for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

SMILES for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

INCHI for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

Structure for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)

3D Structure for NP0221507 (4-acetyl-3,6,6',11'-tetramethyl-17'-oxo-hexahydro-7'-oxaspiro[furo[3,2-b]pyridine-2,5'-pentacyclo[8.8.0.0²,⁸.0⁶,⁸.0¹¹,¹⁶]octadecan]-14'-yl acetate)