NP-MRD: Showing NP-Card for n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid (NP0209108)

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Record Information

Version

2.0

Created at

2022-09-05 06:22:53 UTC

Updated at

2022-09-05 06:22:53 UTC

NP-MRD ID

NP0209108

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid

Description

N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulfanyl)carboximidic acid belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety. N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulfanyl)carboximidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241517562D          

 29 31  0  0  0  0            999 V2000
   -5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -5.3323    3.5478   -0.8501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334    2.1577   -0.6698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4207    1.4106   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1977    1.2559    1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0562    1.8275    1.9972 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053    0.5224    1.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2262   -0.0631    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0530   -0.8511    1.0789 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1186   -0.5080    0.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0350   -1.4432   -0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -1.1174   -0.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263    0.2697    0.1084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0793    0.6665   -0.0234 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3637    2.0541    0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4274    2.7855    0.6613 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0451    2.6233    0.1563 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719    4.3824    0.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2735   -2.0770   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6278   -1.8234   -0.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8462   -3.3807   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5015   -3.7025   -0.7551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0866   -4.9895   -1.0363 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6201   -2.7171   -0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8295   -3.0193   -0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3079   -2.3158    1.1063 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7309   -2.9613    2.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4812    0.1130   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    0.8508   -1.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7995    1.0034   -2.5646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1664    3.9520   -1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3851    4.0930    0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3706    3.6833   -1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9518    1.7537    2.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8769    0.3652    2.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8554   -0.5286    2.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3195    0.5415    1.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0691    0.9392   -0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9116    0.1377   -0.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0852    4.6915    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3739    4.5635    1.4490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7275    4.9966   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2844   -2.4944   -1.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5553   -4.1436   -1.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1419   -5.2719   -0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3482   -2.6703   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9908   -4.0942    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4134   -2.4940    1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2922   -3.7102    2.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8039   -0.3380   -1.4725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5792    1.5270   -2.8845 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7 27  1  0
 27 28  2  0
 28 29  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 11 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 28  3  1  0
 25  8  1  0
 23 10  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  6 34  1  0
 27 49  1  0
 29 50  1  0
  8 35  1  1
 12 36  1  0
 12 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  1
 26 48  1  0
M  END


  Mrv1533004241517562D          

 29 31  0  0  0  0            999 V2000
   -5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    1.6500    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209108

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C(C=C1O)C1OC2=C(CNC(=O)SC)C(O)=CC(O)=C2CC1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO8S/c1-27-18-13(23)3-8(4-14(18)24)16-15(25)5-9-11(21)6-12(22)10(17(9)28-16)7-20-19(26)29-2/h3-4,6,15-16,21-25H,5,7H2,1-2H3,(H,20,26)

> <INCHI_KEY>
AASXZVQDGNSVST-UHFFFAOYSA-N

> <FORMULA>
C19H21NO8S

> <MOLECULAR_WEIGHT>
423.44

> <EXACT_MASS>
423.098787814

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.98198803849033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulfanyl)formamide

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
1.955971431666667

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.717893913066023

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.10027450781398

> <JCHEM_PKA_STRONGEST_BASIC>
-3.297280565102972

> <JCHEM_POLAR_SURFACE_AREA>
148.71

> <JCHEM_REFRACTIVITY>
106.29939999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}methylsulfanylformamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -9.336  10.010   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -8.002   9.240   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.002   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.335   7.700   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.668   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.336   6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -10.669   7.700   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -8.002   3.080   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -2.667   0.000   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0      -0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.336   2.310   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -10.669   3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9                                                            
CONECT   11    7   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   14   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   13   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   11   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulfanyl)carboximidate	Generator
N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulphanyl)carboximidate	Generator
N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulphanyl)carboximidic acid	Generator

Chemical Formula

C₁₉H₂₁NO₈S

Average Mass

423.4400 Da

Monoisotopic Mass

423.09879 Da

IUPAC Name

N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}(methylsulfanyl)formamide

Traditional Name

N-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-8-yl]methyl}methylsulfanylformamide

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(C=C1O)C1OC2=C(CNC(=O)SC)C(O)=CC(O)=C2CC1O

InChI Identifier

InChI=1S/C19H21NO8S/c1-27-18-13(23)3-8(4-14(18)24)16-15(25)5-9-11(21)6-12(22)10(17(9)28-16)7-20-19(26)29-2/h3-4,6,15-16,21-25H,5,7H2,1-2H3,(H,20,26)

InChI Key

AASXZVQDGNSVST-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epigallocatechins. Epigallocatechins are compounds containing epigallocatechin or a derivative. Epigallocatechin is a flavan-3-ol containing a benzopyran-3,5,7-triol linked to a 3,4,5-hydroxyphenyl moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Epigallocatechins

Alternative Parents

Substituents

Epigallocatechin
4p-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
Hydroxyflavonoid
7-hydroxyflavonoid
3-hydroxyflavonoid
5-hydroxyflavonoid
Methoxyphenol
Benzopyran
Chromane
1-benzopyran
Resorcinol
Phenoxy compound
Phenol ether
Anisole
Methoxybenzene
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Thiocarbamic acid derivative
Secondary alcohol
Carbonic acid derivative
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Polyol
Ether
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Organosulfur compound
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organonitrogen 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	0.95	ALOGPS
logP	1.96	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.1	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	148.71 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	106.3 m³·mol⁻¹	ChemAxon
Polarizability	41.98 Å³	ChemAxon
Number of Rings	3	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

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 n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid (NP0209108)

MOL for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

3D MOL for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

3D SDF for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

3D-SDF for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

PDB for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

3D PDB for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

SMILES for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

INCHI for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

Structure for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)

3D Structure for NP0209108 (n-{[2-(3,5-dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2h-1-benzopyran-8-yl]methyl}methylsulfanylcarboximidic acid)