NP-MRD: Showing NP-Card for Eriodictyol-8-glucoside (NP0140265)

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Record Information

Version

2.0

Created at

2022-06-29 21:20:26 UTC

Updated at

2022-06-29 21:20:26 UTC

NP-MRD ID

NP0140265

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Eriodictyol-8-glucoside

Description

Eriodictyol-8-glucoside belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. Eriodictyol-8-glucoside is found in Tectaria subtriphylla. Eriodictyol-8-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652301212022263D          

 32 35  0  0  0  0            999 V2000
    4.1276    0.7006    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8175    1.8754    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834    1.5975   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978   -3.8291   -1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -1.6120   -0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3114    0.3120   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    0.5233    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5391    2.9561    0.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744    2.8055   -0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -3.9457   -1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -2.7091   -0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -2.9385   -0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4550   -0.7736    0.4389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8950    0.4825    0.2465 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9777   -2.8865   -0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -1.6186   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    1.8899    0.0694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9675    2.0354   -0.1633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1216    0.8339    0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3029   -1.7323   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -0.4665    0.1295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7260   -0.9886    0.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134    4.1663    0.9583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2825    3.8818   -0.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9189   -5.0762   -1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1051   -2.6435   -1.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -4.0067   -0.3729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8869    2.7223    1.1041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978    2.2813   -1.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7292    1.0518    1.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0856   -0.7308    0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -0.3502   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  7  2  0  0  0  0
  3  9  1  0  0  0  0
  4 10  2  0  0  0  0
  4 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
 14  6  1  6  0  0  0
  6 22  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  2  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
 10 15  1  0  0  0  0
 10 25  1  0  0  0  0
 11 16  2  0  0  0  0
 11 26  1  0  0  0  0
 12 15  1  0  0  0  0
 12 27  2  0  0  0  0
 13 31  1  0  0  0  0
 14 17  1  0  0  0  0
 14 32  1  0  0  0  0
 15 20  2  0  0  0  0
 16 20  1  0  0  0  0
 21 16  1  6  0  0  0
 17 18  1  0  0  0  0
 17 28  1  1  0  0  0
 18 19  1  0  0  0  0
 18 29  1  6  0  0  0
 19 21  1  0  0  0  0
 19 30  1  1  0  0  0
 20 31  1  0  0  0  0
 21 32  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    2.7206    4.2366   -0.6537 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2566    3.1124   -0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413    2.0620    0.1950 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    0.7594   -0.2334 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2424   -0.4329    0.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -1.6882   -0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3553   -2.8460    0.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711   -2.8039    1.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1057   -3.9569    1.7021 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9692   -1.5657    1.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1017   -1.4985    2.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557   -0.4045    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559    0.7158    0.1566 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2902    1.5984   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8742    2.8306   -0.8129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1176    3.7872   -1.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6793    5.0098   -1.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1957    3.4980   -1.7823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7900    2.3039   -1.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1012    2.0804   -1.8050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0168    1.3398   -0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6706    0.0584   -0.4952 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0388    0.0868   -0.7153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4323   -1.2604   -0.5138 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6063   -1.6510   -1.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6802   -0.8049   -1.0146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6269   -1.3778    0.9807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0564   -2.6372    1.3897 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3523   -1.0461    1.6525 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5680    0.0118    2.5543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2107   -0.6222    0.7251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5224   -1.7822    0.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322    2.1723   -0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897    2.2377    1.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5989    0.7750   -1.3717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007   -1.7171   -0.6887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637   -3.8033    0.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7127   -4.8574    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4828   -0.5970    2.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596    0.5769    1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352    5.7378   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7552    4.2912   -2.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6049    2.8216   -2.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -0.6441   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394   -1.9191   -0.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3514   -1.5011   -2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9046   -2.7126   -1.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1829   -0.6640   -1.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3926   -0.5977    1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860   -3.2730    0.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240   -1.8944    2.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236    0.7169    2.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5280    0.0330    1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4413   -2.2944    1.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 31  1  0
 31 32  1  0
 31 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 22 21  1  0
 21 19  2  0
 19 20  1  0
 19 18  1  0
 18 16  2  0
 16 17  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  4  5  1  0
  5 12  2  0
 12 10  1  0
 10 11  1  0
 10  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
 27 24  1  0
 14 21  1  0
  6  5  1  0
  2 15  1  0
 26 48  1  0
 25 46  1  0
 25 47  1  0
 24 45  1  6
 22 44  1  6
 31 53  1  1
 32 54  1  0
 29 51  1  1
 30 52  1  0
 27 49  1  1
 28 50  1  0
 20 43  1  0
 18 42  1  0
 17 41  1  0
  4 35  1  6
  3 33  1  0
  3 34  1  0
 12 40  1  0
 11 39  1  0
  9 38  1  0
  7 37  1  0
  6 36  1  0
M  END

  Mrv1652301212022263D          

 32 35  0  0  0  0            999 V2000
    4.1276    0.7006    1.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8175    1.8754    1.6654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8834    1.5975   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0978   -3.8291   -1.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -1.6120   -0.6292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3114    0.3120   -0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    0.5233    0.5281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5391    2.9561    0.8315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744    2.8055   -0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002   -3.9457   -1.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -2.7091   -0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -2.9385   -0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4550   -0.7736    0.4389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8950    0.4825    0.2465 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9777   -2.8865   -0.7278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760   -1.6186   -0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4180    1.8899    0.0694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9675    2.0354   -0.1633 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1216    0.8339    0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3029   -1.7323   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8158   -0.4665    0.1295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7260   -0.9886    0.0001 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134    4.1663    0.9583 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2825    3.8818   -0.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9189   -5.0762   -1.7281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1051   -2.6435   -1.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9981   -4.0067   -0.3729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8869    2.7223    1.1041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978    2.2813   -1.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7292    1.0518    1.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0856   -0.7308    0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -0.3502   -0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  3  7  2  0  0  0  0
  3  9  1  0  0  0  0
  4 10  2  0  0  0  0
  4 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 13  1  0  0  0  0
 14  6  1  6  0  0  0
  6 22  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  2  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
 10 15  1  0  0  0  0
 10 25  1  0  0  0  0
 11 16  2  0  0  0  0
 11 26  1  0  0  0  0
 12 15  1  0  0  0  0
 12 27  2  0  0  0  0
 13 31  1  0  0  0  0
 14 17  1  0  0  0  0
 14 32  1  0  0  0  0
 15 20  2  0  0  0  0
 16 20  1  0  0  0  0
 21 16  1  6  0  0  0
 17 18  1  0  0  0  0
 17 28  1  1  0  0  0
 18 19  1  0  0  0  0
 18 29  1  6  0  0  0
 19 21  1  0  0  0  0
 19 30  1  1  0  0  0
 20 31  1  0  0  0  0
 21 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0140265

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C(O)C2=C1O[C@@H](CC2=O)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-4,13-14,17-19,21-26,28-30H,5-6H2/t13-,14+,17+,18-,19+,21-/m0/s1

> <INCHI_KEY>
CMVYWFJFAHQVQP-VHLXACGYSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.23777394467579

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
-0.17

> <JCHEM_LOGP>
-0.22577817633333408

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.010184565079319

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.453718858069355

> <JCHEM_PKA_STRONGEST_BASIC>
-3.644730893157128

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999995

> <JCHEM_REFRACTIVITY>
106.38899999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JAN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JAN-20         0                                  
HETATM    1  C   UNK     0       4.128   0.701   1.503  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.817   1.875   1.665  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.883   1.597  -0.280  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.098  -3.829  -1.372  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.150  -1.612  -0.629  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.311   0.312  -0.216  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.141   0.523   0.528  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.539   2.956   0.832  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.574   2.805  -0.133  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.300  -3.946  -1.278  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.717  -2.709  -0.933  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.430  -2.938  -0.560  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.455  -0.774   0.439  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.895   0.483   0.247  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.978  -2.886  -0.728  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.076  -1.619  -0.375  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.418   1.890   0.069  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.968   2.035  -0.163  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.122   0.834   0.230  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.303  -1.732  -0.279  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.816  -0.467   0.130  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.726  -0.989   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.213   4.166   0.958  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.283   3.882  -0.980  0.00  0.00           O+0
HETATM   25  O   UNK     0       0.919  -5.076  -1.728  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.105  -2.644  -1.051  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.998  -4.007  -0.373  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.887   2.722   1.104  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.698   2.281  -1.528  0.00  0.00           O+0
HETATM   30  O   UNK     0      -0.729   1.052   1.547  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.086  -0.731   0.259  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.059  -0.350  -0.513  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    8                                                       
CONECT    3    7    9                                                       
CONECT    4   10   11                                                       
CONECT    5   12   13                                                       
CONECT    6   14   22                                                       
CONECT    7    1    3   13                                                  
CONECT    8    2    9   23                                                  
CONECT    9    3    8   24                                                  
CONECT   10    4   15   25                                                  
CONECT   11    4   16   26                                                  
CONECT   12    5   15   27                                                  
CONECT   13    5    7   31                                                  
CONECT   14    6   17   32                                                  
CONECT   15   10   12   20                                                  
CONECT   16   11   20   21                                                  
CONECT   17   14   18   28                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18   21   30                                                  
CONECT   20   15   16   31                                                  
CONECT   21   16   19   32                                                  
CONECT   22    6                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
CONECT   31   13   20                                                       
CONECT   32   14   21                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₁₁

Average Mass

450.3960 Da

Monoisotopic Mass

450.11621 Da

IUPAC Name

(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C=C(O)C2=C1O[C@@H](CC2=O)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C21H22O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-4,13-14,17-19,21-26,28-30H,5-6H2/t13-,14+,17+,18-,19+,21-/m0/s1

InChI Key

CMVYWFJFAHQVQP-VHLXACGYSA-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
Tectaria subtriphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Phenolic glycoside
Hexose monosaccharide
C-glycosyl compound
Chromone
Glycosyl compound
Chromane
Benzopyran
1-benzopyran
Catechol
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Oxane
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Ether
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Primary alcohol
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	-0.17	ALOGPS
logP	-0.23	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	7.45	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	106.39 m³·mol⁻¹	ChemAxon
Polarizability	42.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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

58802169

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122221847

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Eriodictyol-8-glucoside (NP0140265)

MOL for NP0140265 (Eriodictyol-8-glucoside)

3D MOL for NP0140265 (Eriodictyol-8-glucoside)

3D SDF for NP0140265 (Eriodictyol-8-glucoside)

3D-SDF for NP0140265 (Eriodictyol-8-glucoside)

PDB for NP0140265 (Eriodictyol-8-glucoside)

3D PDB for NP0140265 (Eriodictyol-8-glucoside)

SMILES for NP0140265 (Eriodictyol-8-glucoside)

INCHI for NP0140265 (Eriodictyol-8-glucoside)

Structure for NP0140265 (Eriodictyol-8-glucoside)

3D Structure for NP0140265 (Eriodictyol-8-glucoside)