NP-MRD: Showing NP-Card for (2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one (NP0165326)

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Record Information

Version

2.0

Created at

2022-09-03 00:25:50 UTC

Updated at

2022-09-03 00:25:51 UTC

NP-MRD ID

NP0165326

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

Description

(2S,3S)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one 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. (2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one is found in Plumbago indica. Based on a literature review very few articles have been published on (2S,3S)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202252D          

 27 29  0  0  1  0            999 V2000
   -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 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   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
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  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
    2.8579    0.8250    0.0000 C   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
    3.5724    2.0625    0.0000 O   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
    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
    5.0013    2.0625    0.0000 C   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 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
  5  6  1  0  0  0  0
  5  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 12 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
    6.8001   -1.4587   -1.9092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4002   -1.5129   -2.0658 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6015   -0.8704   -1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1647   -0.2077   -0.0498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4002    0.4505    0.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0194    1.0925    1.9672 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0309    0.3970    0.7786 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966   -0.2614   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2291   -0.8796   -1.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0145   -0.2982   -0.4030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2418    0.5713    0.3524 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1988    0.3577    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575   -0.9028    0.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1376   -1.0610    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6777   -2.3231    0.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8974   -3.4877    0.5121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9677    0.0284    0.1040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3294   -0.2043    0.0291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0089   -0.4453   -1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4254    1.2947    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2904    2.3646   -0.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767    3.7013   -0.2362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0615    1.4292    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7509    0.5222    1.8004 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0622    1.2435    2.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364    1.0567    1.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327    2.0108    2.4269 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1275   -0.4073   -1.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3509   -1.8420   -2.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1332   -2.0118   -0.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2409   -0.1561    0.0860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6213    1.5714    2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7409   -1.3989   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801    1.6159    0.0102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0775   -1.7317    0.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4553   -4.3935    0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050   -3.6090    1.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0172   -3.4205   -0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3701   -1.0526   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9446   -0.9869   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2717    0.4689   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2572    3.8673   -1.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2962    4.0413    0.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8050    4.3207   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6677    2.4443    0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.5737    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8124    0.6468    2.9290 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
  5  6  1  0
  5  7  2  0
  7 26  1  0
 26 27  2  0
 26 24  1  0
 24 25  1  0
 24 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  2  0
  9  3  1  0
 23 12  1  0
  8  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
 24 46  1  1
 25 47  1  0
 11 34  1  6
  9 33  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END


  Mrv1652309032202252D          

 27 29  0  0  1  0            999 V2000
   -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 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   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
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  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
    2.8579    0.8250    0.0000 C   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
    3.5724    2.0625    0.0000 O   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
    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
    5.0013    2.0625    0.0000 C   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 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
  5  6  1  0  0  0  0
  5  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  2  0  0  0  0
 12 23  1  0  0  0  0
 11 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0165326

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)[C@@H](O)[C@@H](OC2=C1)C1=CC(OC)=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O8/c1-23-10-7-11(20)15-12(8-10)27-18(17(22)16(15)21)9-5-13(24-2)19(26-4)14(6-9)25-3/h5-8,17-18,20,22H,1-4H3/t17-,18+/m1/s1

> <INCHI_KEY>
YJYWFEGOUNSQBC-MSOLQXFVSA-N

> <FORMULA>
C19H20O8

> <MOLECULAR_WEIGHT>
376.361

> <EXACT_MASS>
376.115817604

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
38.21314462814512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
2.0963951703333334

> <ALOGPS_LOGS>
-3.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.229832198429616

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.565428945699471

> <JCHEM_PKA_STRONGEST_BASIC>
-4.047191956690448

> <JCHEM_POLAR_SURFACE_AREA>
103.68

> <JCHEM_REFRACTIVITY>
94.51899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   26                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   24                                                  
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   12                                                       
CONECT   24   11   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    7   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₈

Average Mass

376.3610 Da

Monoisotopic Mass

376.11582 Da

IUPAC Name

(2S,3S)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S,3S)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)[C@@H](O)[C@@H](OC2=C1)C1=CC(OC)=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C19H20O8/c1-23-10-7-11(20)15-12(8-10)27-18(17(22)16(15)21)9-5-13(24-2)19(26-4)14(6-9)25-3/h5-8,17-18,20,22H,1-4H3/t17-,18+/m1/s1

InChI Key

YJYWFEGOUNSQBC-MSOLQXFVSA-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
Plumbago indica	LOTUS Database	35616633

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
7-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
3p-methoxyflavonoid-skeleton
Flavanone
Flavanonol
Hydroxyflavonoid
5-hydroxyflavonoid
3-hydroxyflavonoid
Chromone
1-benzopyran
Chromane
Benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol ether
Anisole
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
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	1.91	ALOGPS
logP	2.1	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.52 m³·mol⁻¹	ChemAxon
Polarizability	38.21 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

162902208

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one (NP0165326)

MOL for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D MOL for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D SDF for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D-SDF for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

PDB for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D PDB for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

SMILES for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

INCHI for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

Structure for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D Structure for NP0165326 ((2s,3s)-3,5-dihydroxy-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)