NP-MRD: Showing NP-Card for Cinchonain Ib (NP0056195)

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Record Information

Version

2.0

Created at

2022-04-28 02:02:37 UTC

Updated at

2022-04-28 02:02:37 UTC

NP-MRD ID

NP0056195

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cinchonain Ib

Description

SCHEMBL12588913 belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol. Cinchonain Ib is found in Castanopsis hystrix, Cinchona succirubra , Kandelia candel, Phyllocladus trichomanoides and Trichilia catigua. Based on a literature review very few articles have been published on SCHEMBL12588913.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204022D          

 33 37  0  0  1  0            999 V2000
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  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  2  0  0  0  0
  9 11  1  0  0  0  0
  1 11  1  0  0  0  0
  7 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  4 23  1  0  0  0  0
 22 24  1  6  0  0  0
 21 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
 27 32  1  0  0  0  0
  3 33  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
    5.1036    2.4449   -2.3424 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220    2.1289   -2.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4589    0.7542   -2.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4363    0.9279   -1.0066 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1819   -0.3541   -0.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494   -0.5207    0.9860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8739   -1.7846    1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8260   -2.9159    0.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -4.1907    1.3157 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9559   -2.7569   -0.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034   -3.9146   -1.3667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1300   -1.5009   -1.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3791    1.7819   -1.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496    2.8270   -2.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450    3.6935   -2.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371    3.5521   -2.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996    4.4356   -2.6314 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9477    2.5070   -1.3453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0758    1.6512   -0.9844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1795    0.5875   -0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5382    0.2748    0.1033 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8391   -0.8178    0.9997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201   -2.1058    0.7735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411   -3.1517    1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049   -2.9234    2.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397   -3.9736    3.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9330   -1.6389    2.9916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7070   -1.4285    4.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6017   -0.6107    2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2780    1.5601    0.4400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6270    2.2241    1.4542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3428    2.3964   -0.8264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9515    3.0256   -2.8506 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2590    0.0857   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8912    0.3360   -3.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674    1.5826   -0.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832    0.3585    1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7693   -1.9253    2.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5603   -4.2574    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9953   -3.8389   -2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2282   -1.4048   -2.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8961    4.5072   -3.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429    4.3378   -2.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9841   -0.0017   -0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8324   -2.2650   -0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3955   -4.1329    1.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4021   -3.7686    4.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0605   -0.5276    4.3882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851    0.3613    2.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3272    1.2828    0.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9609    1.6724    1.9377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136    3.4132   -0.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0038    2.0007   -1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 32  1  0
 32 18  1  0
 18 16  2  0
 16 17  1  0
 16 15  1  0
 15 14  2  0
 14 33  1  0
 33  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 29  2  0
 29 27  1  0
 27 28  1  0
 27 25  2  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
 21 30  1  0
 23 22  1  0
 19 18  1  0
 13 14  1  0
 12  5  1  0
 31 51  1  0
 30 50  1  1
 32 52  1  0
 32 53  1  0
 17 43  1  0
 15 42  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  1
  6 37  1  0
  7 38  1  0
  9 39  1  0
 11 40  1  0
 12 41  1  0
 21 44  1  6
 29 49  1  0
 28 48  1  0
 26 47  1  0
 24 46  1  0
 23 45  1  0
M  END


  Mrv1652304282204022D          

 33 37  0  0  1  0            999 V2000
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  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  2  0  0  0  0
  9 11  1  0  0  0  0
  1 11  1  0  0  0  0
  7 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 15 19  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  4 23  1  0  0  0  0
 22 24  1  6  0  0  0
 21 25  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
 27 32  1  0  0  0  0
  3 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056195

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1CC2=C(O)C=C3OC(=O)C[C@H](C4=CC=C(O)C(O)=C4)C3=C2O[C@H]1C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H20O9/c25-14-3-1-10(5-17(14)28)12-8-21(31)32-20-9-16(27)13-7-19(30)23(33-24(13)22(12)20)11-2-4-15(26)18(29)6-11/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19+,23+/m1/s1

> <INCHI_KEY>
LKCOZWLUAKSRQM-BTPUUTEISA-N

> <FORMULA>
C24H20O9

> <MOLECULAR_WEIGHT>
452.415

> <EXACT_MASS>
452.110732224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
43.387188695362354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4S,5S,14R)-4,14-bis(3,4-dihydroxyphenyl)-5,8-dihydroxy-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,7,9-trien-12-one

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
2.8252884056666665

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.195716604352441

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.713556519072467

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2981134284346734

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
115.0215

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5S,14R)-4,14-bis(3,4-dihydroxyphenyl)-5,8-dihydroxy-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,7,9-trien-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.564   2.104   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.184  -3.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.104  -3.231   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.104  -5.898   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.184  -5.898   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.034   0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.804  -3.231   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.034  -4.565   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.494  -4.565   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.724  -3.231   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.804  -5.898   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.344  -3.231   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.184   4.771   0.000  0.00  0.00           O+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    1                                                       
CONECT   12    7   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16                                                            
CONECT   19   15                                                            
CONECT   20    5   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22    4                                                       
CONECT   24   22                                                            
CONECT   25   21   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   28                                                            
CONECT   32   27                                                            
CONECT   33    3                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₀O₉

Average Mass

452.4150 Da

Monoisotopic Mass

452.11073 Da

IUPAC Name

(4S,5S,14R)-4,14-bis(3,4-dihydroxyphenyl)-5,8-dihydroxy-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,7,9-trien-12-one

Traditional Name

(4S,5S,14R)-4,14-bis(3,4-dihydroxyphenyl)-5,8-dihydroxy-3,11-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1,7,9-trien-12-one

CAS Registry Number

Not Available

SMILES

O[C@H]1CC2=C(O)C=C3OC(=O)C[C@H](C4=CC=C(O)C(O)=C4)C3=C2O[C@H]1C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C24H20O9/c25-14-3-1-10(5-17(14)28)12-8-21(31)32-20-9-16(27)13-7-19(30)23(33-24(13)22(12)20)11-2-4-15(26)18(29)6-11/h1-6,9,12,19,23,25-30H,7-8H2/t12-,19+,23+/m1/s1

InChI Key

LKCOZWLUAKSRQM-BTPUUTEISA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Castanopsis hystrix	Plant	KNApSAcK
Cinchona succirubra	Plant	KNApSAcK
Kandelia candel	Plant	KNApSAcK
Phyllocladus trichomanoides	Plant	KNApSAcK
Trichilia catigua	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-Tiol.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Catechins

Alternative Parents

Substituents

Catechin
Pyranoflavonoid
Linear 1,7-diphenylheptane skeleton
Pyranoneoflavonoid
Hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
3'-hydroxyflavonoid
Neoflavonoid skeleton
Neoflavan
Angular pyranocoumarin
Pyranocoumarin
Pyranochromene
3,4-dihydrocoumarin
1-benzopyran
Benzopyran
Chromane
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	2.32	ALOGPS
logP	2.83	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.71	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	115.02 m³·mol⁻¹	ChemAxon
Polarizability	43.39 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

68321439

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cinchonain Ib (NP0056195)

MOL for NP0056195 (Cinchonain Ib)

3D MOL for NP0056195 (Cinchonain Ib)

3D SDF for NP0056195 (Cinchonain Ib)

3D-SDF for NP0056195 (Cinchonain Ib)

PDB for NP0056195 (Cinchonain Ib)

3D PDB for NP0056195 (Cinchonain Ib)

SMILES for NP0056195 (Cinchonain Ib)

INCHI for NP0056195 (Cinchonain Ib)

Structure for NP0056195 (Cinchonain Ib)

3D Structure for NP0056195 (Cinchonain Ib)