NP-MRD: Showing NP-Card for 3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one (NP0243427)

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Record Information

Version

2.0

Created at

2022-09-07 03:58:22 UTC

Updated at

2022-09-07 03:58:22 UTC

NP-MRD ID

NP0243427

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one

Description

3',3'A,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3'H-spiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridine]-11-one belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. 3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one is found in Veratrum taliense. 3',3'A,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11,11a,11b-octadecahydro-3'H-spiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridine]-11-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161502502D          

 43 49  0  0  0  0            999 V2000
    8.5708   -0.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7724    0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7548    1.2078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1756    0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745    1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3948   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1932   -0.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7062   -0.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8535   -0.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4706   -0.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6471   -0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -1.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -1.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1323    1.4530    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  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  1  0  0  0  0
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 17 22  1  0  0  0  0
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 40 41  1  0  0  0  0
 10 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

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 28 72  1  0
  6 47  1  6
  1 44  1  0
  1 45  1  0
  1 46  1  0
 14 55  1  1
 16 56  1  6
 17 57  1  0
 17 58  1  0
 18 59  1  0
 19 60  1  6
 20 61  1  0
 21 62  1  1
 22 63  1  0
 23 64  1  6
 24 65  1  0
M  END


  Mrv1533004161502502D          

 43 49  0  0  0  0            999 V2000
    8.5708   -0.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7724    0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7548    1.2078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1756    0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8745    1.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3948   -0.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1932   -0.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7062   -0.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0613   -0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8535   -0.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0581   -1.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4706   -0.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6471   -0.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325   -1.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -1.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0156   -0.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -0.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1013    0.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4133    1.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2291    1.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5302    0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0448    0.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460    0.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9834    0.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343    1.5133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785    0.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4738    0.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6817    1.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9170    0.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2181    1.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0339    1.5503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    2.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1508    2.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6654    1.7968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8204    2.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1215    3.7313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0047    2.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4901    3.4848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7035    2.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122    1.9487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515    0.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1323    1.4530    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  7  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  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  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 14 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  2  0  0  0  0
 10 28  1  0  0  0  0
 28 29  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
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 31 40  1  0  0  0  0
 40 41  1  0  0  0  0
 10 42  1  0  0  0  0
  5 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0243427

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2(C)NCC(C)CC2OC11CCC2C3CC=C4CC(CCC4(C)C3C(=O)C2=C1C)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C34H51NO8/c1-16-12-24-33(5,35-14-16)18(3)34(43-24)11-9-21-22-7-6-19-13-20(41-31-30(40)29(39)27(37)23(15-36)42-31)8-10-32(19,4)26(22)28(38)25(21)17(34)2/h6,16,18,20-24,26-27,29-31,35-37,39-40H,7-15H2,1-5H3

> <INCHI_KEY>
FKGGPFFQCCRPAQ-UHFFFAOYSA-N

> <FORMULA>
C34H51NO8

> <MOLECULAR_WEIGHT>
601.781

> <EXACT_MASS>
601.361467606

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
68.28681646296913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2',3,3a,6,15'-pentamethyl-5'-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3a,4,5,6,7,7a-hexahydro-3H-spiro[furo[3,2-b]pyridine-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadecane]-7',15'-dien-17'-one

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
1.8948914536666635

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.20036447441153

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.213113198126614

> <JCHEM_PKA_STRONGEST_BASIC>
10.025304718578234

> <JCHEM_POLAR_SURFACE_AREA>
137.71

> <JCHEM_REFRACTIVITY>
159.93970000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2',3,3a,6,15'-pentamethyl-5'-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,5,6,7,7a-hexahydrospiro[furo[3,2-b]pyridine-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadecane]-7',15'-dien-17'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      15.999  -0.006   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.509   0.382   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.099   1.867   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      12.609   2.255   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      11.528   1.158   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.966   2.592   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.937  -0.327   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.427  -0.715   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.651  -1.175   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.448  -0.214   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.060  -1.704   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.575  -2.113   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.479  -1.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.941  -1.124   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.981  -2.328   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.458  -2.097   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.896  -0.664   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.373  -0.434   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.189   1.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.772   2.204   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.294   1.974   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.856   0.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.817   1.744   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.379   0.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.569   1.288   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.477   2.825   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.866   0.458   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.351   0.867   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.739   2.357   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.712   1.230   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.274   2.664   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.797   2.894   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.359   4.328   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.881   4.558   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.842   3.354   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -3.398   5.531   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -3.960   6.965   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.875   5.301   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -0.915   6.505   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.313   3.868   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       0.209   3.637   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       9.989   1.228   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.580   2.712   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   42                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7    2                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   28   42                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   27                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   14   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   13   28                                                  
CONECT   28   27   10   29                                                  
CONECT   29   28                                                            
CONECT   30   19   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   31   41                                                  
CONECT   41   40                                                            
CONECT   42   10    5   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₅₁NO₈

Average Mass

601.7810 Da

Monoisotopic Mass

601.36147 Da

IUPAC Name

2',3,3a,6,15'-pentamethyl-5'-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3a,4,5,6,7,7a-hexahydro-3H-spiro[furo[3,2-b]pyridine-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadecane]-7',15'-dien-17'-one

Traditional Name

2',3,3a,6,15'-pentamethyl-5'-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,5,6,7,7a-hexahydrospiro[furo[3,2-b]pyridine-2,14'-tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadecane]-7',15'-dien-17'-one

CAS Registry Number

Not Available

SMILES

CC1C2(C)NCC(C)CC2OC11CCC2C3CC=C4CC(CCC4(C)C3C(=O)C2=C1C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C34H51NO8/c1-16-12-24-33(5,35-14-16)18(3)34(43-24)11-9-21-22-7-6-19-13-20(41-31-30(40)29(39)27(37)23(15-36)42-31)8-10-32(19,4)26(22)28(38)25(21)17(34)2/h6,16,18,20-24,26-27,29-31,35-37,39-40H,7-15H2,1-5H3

InChI Key

FKGGPFFQCCRPAQ-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
Veratrum taliense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
2,2-dimethyl-1-benzopyran
Butyrophenone
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Lactone
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Aromatic alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.38	ALOGPS
logP	1.89	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	10.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	137.71 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	159.94 m³·mol⁻¹	ChemAxon
Polarizability	68.29 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 3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one (NP0243427)

MOL for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

3D MOL for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

3D SDF for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

3D-SDF for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

PDB for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

3D PDB for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

SMILES for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

INCHI for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

Structure for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)

3D Structure for NP0243427 (3',3'a,6',10,11b-pentamethyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,3,3',4,4',5',6,6',6a,6b,7,7',7'a,8,11a-hexadecahydrospiro[cyclohexa[a]fluorene-9,2'-furo[3,2-b]pyridin]-11-one)