NP-MRD: Showing NP-Card for 16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one (NP0190854)

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Record Information

Version

2.0

Created at

2022-09-04 07:36:11 UTC

Updated at

2022-09-04 07:36:11 UTC

NP-MRD ID

NP0190854

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one

Description

16,19-Dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracos-17-en-22-one belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. 16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one is found in Ilex kaushue. 16,19-Dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]Tetracos-17-en-22-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151517392D          

 65 73  0  0  0  0            999 V2000
   12.9967    2.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5592    1.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7348    1.7302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2973    1.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4728    1.0598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0353    0.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2109    0.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8238    1.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5619    0.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7374    0.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3504    1.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129    0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7878    1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4008    2.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5763    2.6626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    1.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7519    2.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5259    1.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0884    0.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    0.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8265   -0.1352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0484    2.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3144    1.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4224   -0.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2468   -0.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6339   -1.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1964   -1.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5834   -2.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3215   -3.2243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.8958   -0.4556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7415   -0.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.7707    0.9433    0.0000 O   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
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 12 14  1  0  0  0  0
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  4 60  1  0  0  0  0
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 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
  2 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END

     RDKit          3D

139147  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1533004151517392D          

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M  END
> <DATABASE_ID>
NP0190854

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(OC3CCC4(C)C(CCC5(C)C4CC(O)C4=C6C(C)(O)C7(C)CCC6(CCC54C)C(=O)O7)C3(C)C)OCC(O)C2OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C47H74O18/c1-20-28(51)30(53)32(55)37(60-20)64-35-34(63-38-33(56)31(54)29(52)23(18-48)61-38)22(50)19-59-39(35)62-26-10-11-42(4)24(41(26,2)3)9-12-43(5)25(42)17-21(49)27-36-46(8,58)45(7)14-16-47(36,40(57)65-45)15-13-44(27,43)6/h20-26,28-35,37-39,48-56,58H,9-19H2,1-8H3

> <INCHI_KEY>
MOVNHXBNDSZSGK-UHFFFAOYSA-N

> <FORMULA>
C47H74O18

> <MOLECULAR_WEIGHT>
927.091

> <EXACT_MASS>
926.487515543

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
139

> <JCHEM_AVERAGE_POLARIZABILITY>
97.78378126275135

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one

> <ALOGPS_LOGP>
0.68

> <JCHEM_LOGP>
0.017946084333334944

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.368187023097661

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.881597822926475

> <JCHEM_PKA_STRONGEST_BASIC>
-3.533745949652732

> <JCHEM_POLAR_SURFACE_AREA>
283.97999999999996

> <JCHEM_REFRACTIVITY>
224.24460000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      24.261   4.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.444   3.175   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      21.905   3.230   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      21.088   1.924   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      19.549   1.978   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      18.733   0.673   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.194   0.727   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      16.471   2.087   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.932   2.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.116   0.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.576   0.890   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.854   2.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.037   0.945   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.671   3.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.948   4.916   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.409   4.970   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.593   3.665   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.870   5.025   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.315   2.305   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.498   0.999   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.959   1.053   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.143  -0.252   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.237   2.413   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.650   2.281   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.087   0.649   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.609   0.417   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.134  -0.891   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.372   0.279   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.777  -1.141   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.123   1.372   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.724   2.664   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.678   3.710   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.690   4.961   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.232   5.098   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.054   3.719   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.390   5.222   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.920   3.403   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.892   4.549   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.443   1.747   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.210   3.501   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.318   5.038   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.544   4.271   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      16.377  -0.579   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      17.099  -1.939   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.638  -1.993   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      19.361  -3.353   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      19.455  -0.687   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      20.994  -0.742   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      21.717  -2.102   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      20.900  -3.407   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      21.622  -4.767   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      20.806  -6.073   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      19.267  -6.019   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      23.161  -4.822   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      23.884  -6.182   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      23.978  -3.516   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      25.517  -3.571   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      23.256  -2.156   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      24.072  -0.850   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      21.811   0.564   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      21.918  -0.972   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      23.350   0.510   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      24.734  -0.166   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      24.166   1.815   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      25.705   1.761   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   64                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   60                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   47                                                  
CONECT    7    6    8   43                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   40                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   19                                             
CONECT   13   12                                                            
CONECT   14   12   15   40                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   35                                             
CONECT   18   17                                                            
CONECT   19   17   12   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   35                                                  
CONECT   24   23   25   32                                                  
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29   30   39                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   24   33   37                                             
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   17   23   36                                             
CONECT   36   35                                                            
CONECT   37   32   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   28                                                       
CONECT   40   14    9   41   42                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43    7   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45    6   48                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   58                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   54                                                  
CONECT   52   51   53                                                       
CONECT   53   52                                                            
CONECT   54   51   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   49   59                                                  
CONECT   59   58                                                            
CONECT   60    4   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62    2   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  146    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₇H₇₄O₁₈

Average Mass

927.0910 Da

Monoisotopic Mass

926.48752 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(OC3CCC4(C)C(CCC5(C)C4CC(O)C4=C6C(C)(O)C7(C)CCC6(CCC54C)C(=O)O7)C3(C)C)OCC(O)C2OC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C47H74O18/c1-20-28(51)30(53)32(55)37(60-20)64-35-34(63-38-33(56)31(54)29(52)23(18-48)61-38)22(50)19-59-39(35)62-26-10-11-42(4)24(41(26,2)3)9-12-43(5)25(42)17-21(49)27-36-46(8,58)45(7)14-16-47(36,40(57)65-45)15-13-44(27,43)6/h20-26,28-35,37-39,48-56,58H,9-19H2,1-8H3

InChI Key

MOVNHXBNDSZSGK-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
Ilex kaushue	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Disaccharide
Glycosyl compound
O-glycosyl compound
Naphthalene
Delta valerolactone
Delta_valerolactone
Pyran
Oxane
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
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	0.68	ALOGPS
logP	0.018	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	11.88	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	283.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	224.24 m³·mol⁻¹	ChemAxon
Polarizability	97.78 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

75282085

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one (NP0190854)

MOL for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

3D MOL for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

3D SDF for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

3D-SDF for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

PDB for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

3D PDB for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

SMILES for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

INCHI for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

Structure for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)

3D Structure for NP0190854 (16,19-dihydroxy-10-[(5-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl)oxy]-4,5,9,9,13,19,20-heptamethyl-21-oxahexacyclo[18.2.2.0¹,¹⁸.0⁴,¹⁷.0⁵,¹⁴.0⁸,¹³]tetracos-17-en-22-one)