NP-MRD: Showing NP-Card for Cinncassiol A 19-glucoside (NP0336606)

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Record Information

Version

2.0

Created at

2024-09-11 07:03:18 UTC

Updated at

2024-09-11 07:03:18 UTC

NP-MRD ID

NP0336606

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cinncassiol A 19-glucoside

Description

Based on a literature review very few articles have been published on Cinncassiol A 19-glucoside.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262309352D          

 38 42  0  0  0  0            999 V2000
    1.0103    1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494    0.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -0.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8091    0.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9893   -0.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478    0.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7897    1.0016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287   -0.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196    0.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1002    0.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1971   -0.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0063   -0.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557   -1.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    1.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503    1.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402    0.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -0.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8708   -0.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912   -1.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301   -1.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298   -0.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968   -2.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -1.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987   -2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960   -1.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6963   -2.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3611    2.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809    2.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0917    3.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3827    4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629    3.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521    2.8808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    2.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    4.0901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3935    4.9338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461    4.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660    3.7245    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
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  1  0  0  0  0
  6  7  1  0  0  0  0
  6 21  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  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
 13 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 28  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  1  0  0  0  0
 21 24  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  2  0  0  0  0
 28 29  1  0  0  0  0
 28 33  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 31 36  1  0  0  0  0
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END


  Mrv2104 05262309352D          

 38 42  0  0  0  0            999 V2000
    1.0103    1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8494    0.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -0.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8091    0.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9893   -0.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195   -0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8478    0.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7897    1.0016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3287   -0.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196    0.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1002    0.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1971   -0.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0063   -0.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5557   -1.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    1.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3503    1.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2402    0.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -0.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8708   -0.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2912   -1.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3301   -1.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298   -0.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9968   -2.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5536   -1.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1987   -2.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9960   -1.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6963   -2.1297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3611    2.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809    2.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0917    3.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3827    4.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6629    3.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6521    2.8808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    2.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    4.0901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3935    4.9338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0461    4.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660    3.7245    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
  2 11  2  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  3 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  1  0  0  0  0
  6  7  1  0  0  0  0
  6 21  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  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
 13 24  1  0  0  0  0
 15 16  1  0  0  0  0
 16 28  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  1  0  0  0  0
 21 24  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  2  0  0  0  0
 28 29  1  0  0  0  0
 28 33  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  0  0  0
 30 31  1  0  0  0  0
 30 35  1  0  0  0  0
 31 32  1  0  0  0  0
 31 36  1  0  0  0  0
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336606

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(COC1OC(CO)C(O)C(O)C1O)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(O)C(C)CCC12O

> <INCHI_IDENTIFIER>
InChI=1/C26H40O12/c1-11-5-6-23(33)22(4)8-16(28)38-26(23,20(11)32)25(35)13(3)14(7-24(22,25)34)12(2)10-36-21-19(31)18(30)17(29)15(9-27)37-21/h11-12,15,17-21,27,29-35H,5-10H2,1-4H3

> <INCHI_KEY>
CFJQVFNNHAUXCF-UHFFFAOYNA-N

> <FORMULA>
C26H40O12

> <MOLECULAR_WEIGHT>
544.594

> <EXACT_MASS>
544.251976728

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
55.0946964521501

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,6,8,12-tetrahydroxy-3,7,11-trimethyl-4-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-13-oxatetracyclo[5.5.3.0^{1,8}.0^{2,6}]pentadec-3-en-14-one

> <JCHEM_LOGP>
-2.687726284

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.29545792149733

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.71885233895583

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834131337893

> <JCHEM_POLAR_SURFACE_AREA>
206.6

> <JCHEM_REFRACTIVITY>
127.46659999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2,6,8,12-tetrahydroxy-3,7,11-trimethyl-4-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-13-oxatetracyclo[5.5.3.0^{1,8}.0^{2,6}]pentadec-3-en-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       1.886   2.161   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.586   0.650   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.631  -0.481   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.377   0.867   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.580  -1.555   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.143  -0.767   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.316   0.317   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.207   1.870   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.480  -0.029   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.157   0.758   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.187   0.005   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.368  -1.524   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.878  -1.824   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.037  -3.114   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.177   2.298   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.521   3.050   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.915   1.148   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.858  -0.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.225  -1.474   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.144  -2.436   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.350  -2.202   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.042  -1.618   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.861  -4.168   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.900  -3.032   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.104  -3.879   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.593  -3.162   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.900  -3.975   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.541   4.590   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.884   5.343   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.905   6.882   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.581   7.670   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.237   6.917   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.217   5.377   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -5.208   4.555   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -5.248   7.635   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.601   9.210   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       0.086   7.705   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       1.430   6.952   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    6   13                                             
CONECT    4    3                                                            
CONECT    5    6   26                                                       
CONECT    6    3    5    7   21                                             
CONECT    7    6    8   18                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    9   11   15                                                  
CONECT   11    2   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    3   12   14   24                                             
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15   28                                                       
CONECT   17   18                                                            
CONECT   18    7   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21    6   20   22   24                                             
CONECT   22   21                                                            
CONECT   23   24                                                            
CONECT   24   13   21   23   25                                             
CONECT   25   24   26                                                       
CONECT   26    5   25   27                                                  
CONECT   27   26                                                            
CONECT   28   16   29   33                                                  
CONECT   29   28   30   34                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32   36                                                  
CONECT   32   31   33   37                                                  
CONECT   33   28   32                                                       
CONECT   34   29                                                            
CONECT   35   30                                                            
CONECT   36   31                                                            
CONECT   37   32   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₀O₁₂

Average Mass

544.5940 Da

Monoisotopic Mass

544.25198 Da

IUPAC Name

2,6,8,12-tetrahydroxy-3,7,11-trimethyl-4-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-13-oxatetracyclo[5.5.3.0^{1,8}.0^{2,6}]pentadec-3-en-14-one

Traditional Name

2,6,8,12-tetrahydroxy-3,7,11-trimethyl-4-(1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-13-oxatetracyclo[5.5.3.0^{1,8}.0^{2,6}]pentadec-3-en-14-one

CAS Registry Number

Not Available

SMILES

CC(COC1OC(CO)C(O)C(O)C1O)C1=C(C)C2(O)C(O)(C1)C1(C)CC(=O)OC22C(O)C(C)CCC12O

InChI Identifier

InChI=1/C26H40O12/c1-11-5-6-23(33)22(4)8-16(28)38-26(23,20(11)32)25(35)13(3)14(7-24(22,25)34)12(2)10-36-21-19(31)18(30)17(29)15(9-27)37-21/h11-12,15,17-21,27,29-35H,5-10H2,1-4H3

InChI Key

CFJQVFNNHAUXCF-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	-2.7	ChemAxon
pKa (Strongest Acidic)	11.72	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	127.47 m³·mol⁻¹	ChemAxon
Polarizability	55.09 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cinncassiol A 19-glucoside (NP0336606)

MOL for NP0336606 (Cinncassiol A 19-glucoside)

3D MOL for NP0336606 (Cinncassiol A 19-glucoside)

3D SDF for NP0336606 (Cinncassiol A 19-glucoside)

3D-SDF for NP0336606 (Cinncassiol A 19-glucoside)

PDB for NP0336606 (Cinncassiol A 19-glucoside)

3D PDB for NP0336606 (Cinncassiol A 19-glucoside)

SMILES for NP0336606 (Cinncassiol A 19-glucoside)

INCHI for NP0336606 (Cinncassiol A 19-glucoside)

Structure for NP0336606 (Cinncassiol A 19-glucoside)

3D Structure for NP0336606 (Cinncassiol A 19-glucoside)