NP-MRD: Showing NP-Card for Eriodictyol-6-C-glucoside (NP0339587)

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Record Information

Version

2.0

Created at

2024-09-11 22:35:17 UTC

Updated at

2024-09-11 22:35:17 UTC

NP-MRD ID

NP0339587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Eriodictyol-6-C-glucoside

Description

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-4-one belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,4-dihydro-2H-1-benzopyran-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Eriodictyol 6-C-glucoside
  Mrv1652304022019442D          

 32 35  0  0  1  0            999 V2000
    0.0000   -0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.1821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.1821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -2.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202   -2.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3627   -2.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1989   -2.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -2.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -2.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  0  0  0  0
 25 30  1  0  0  0  0
 31 11  1  0  0  0  0
  6 31  2  0  0  0  0
  2 32  2  0  0  0  0
 32 31  1  0  0  0  0
  3  2  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    0.7466    1.1528   -3.2191 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3935    0.6677   -2.2365 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867    0.6094   -2.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3672   -0.6118   -1.5466 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7328   -0.4426   -1.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5695   -1.5558   -0.9375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8458   -1.3711   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3391   -0.1446   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6385    0.0033    0.4071 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5114    0.9823   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9227    2.2348    0.2430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2145    0.7488   -0.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -1.2824   -0.6837 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2718   -0.8401   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5504   -1.3279    0.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7187   -0.8745    1.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017   -1.3932    2.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022    0.1082    0.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566    0.6885    0.5196 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4854    0.2451   -0.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7982    0.0846   -0.1773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6511   -0.3512   -1.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5199    0.6029   -2.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8176   -1.0560    0.8716 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1300   -1.5069    1.0667 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2933   -0.4046    2.1219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4027    0.3058    2.6653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2146    0.5815    1.8717 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7008    1.8913    2.2740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6005    0.6167   -0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1171    1.6095   -1.5881 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6623    0.1616   -1.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    0.5436   -3.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2932    1.5670   -1.8693 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5348   -1.3933   -2.4031 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2567   -2.5447   -1.2317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5622   -2.2031   -0.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9408    0.9246    0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3040    3.0190    0.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6206    1.6696   -0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9825   -2.1145    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1161   -2.0973    2.7929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5249    1.8048    0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2834    0.9436    0.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7392   -0.2767   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4767   -1.3827   -1.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3847    0.1849   -3.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1506   -1.8546    0.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3747   -1.3977    2.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0596   -1.1531    2.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1843    0.5723    3.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4201    0.4167    2.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3354    2.5570    1.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9689    2.0824   -1.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 24  1  0
 24 25  1  0
 19 18  1  0
 18 30  2  0
 30 31  1  0
 30 32  1  0
 32 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
 14 15  1  0
 15 16  2  0
 16 17  1  0
 24 21  1  0
 16 18  1  0
  2 32  1  0
  6  5  1  0
 23 47  1  0
 22 45  1  0
 22 46  1  0
 21 44  1  1
 19 43  1  6
 28 52  1  1
 29 53  1  0
 26 50  1  1
 27 51  1  0
 24 48  1  6
 25 49  1  0
 31 54  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
 15 41  1  0
 17 42  1  0
M  END

Eriodictyol 6-C-glucoside
  Mrv1652304022019442D          

 32 35  0  0  1  0            999 V2000
    0.0000   -0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.1821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.1821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.1196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.5304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.5304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.9446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -2.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3202   -2.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3627   -2.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1989   -2.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7751   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9021   -2.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877   -2.8359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.7071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 12 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 29  1  0  0  0  0
 25 30  1  0  0  0  0
 31 11  1  0  0  0  0
  6 31  2  0  0  0  0
  2 32  2  0  0  0  0
 32 31  1  0  0  0  0
  3  2  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339587

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(C(O)C(O)C1O)C1=C(O)C2=C(OC(CC2=O)C2=CC(O)=C(O)C=C2)C=C1O

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

> <INCHI_KEY>
FNJRUYGFVNGXTL-UHFFFAOYSA-N

> <FORMULA>
C21H22O11

> <MOLECULAR_WEIGHT>
450.396

> <EXACT_MASS>
450.116211528

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.11539050110881

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.10

> <JCHEM_LOGP>
-0.22577817633333408

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.849608352464454

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.421984499163939

> <JCHEM_PKA_STRONGEST_BASIC>
-3.644730891778007

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
106.38899999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.18e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Eriodictyol 6-C-glucoside                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  O   UNK     0       0.000  -1.320   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -3.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.400   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667  -5.940   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -3.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.400   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -5.940   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.668  -3.630   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.090   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -1.320   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.002  -1.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -2.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -1.320   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.003  -2.090   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.669   0.220   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.003   0.990   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.336   0.990   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   0.220   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000  -4.400   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334  -3.630   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.570  -4.633   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -4.400   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.331  -4.524   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.544  -5.294   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.371  -5.032   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.314  -3.437   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.791  -2.516   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -5.417  -5.087   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -4.084  -5.294   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.001  -2.090   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667  -1.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1   32    3                                                  
CONECT    3    4   20    2                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   31                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   31                                                       
CONECT   12   10   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   12                                                       
CONECT   20    3   21   22                                                  
CONECT   21   20   23                                                       
CONECT   22   20   25   26                                                  
CONECT   23   21   24   27                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   22   30                                                  
CONECT   26   22                                                            
CONECT   27   23   28                                                       
CONECT   28   27                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
CONECT   31   11    6   32                                                  
CONECT   32    2   31                                                       
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

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OCC1OC(C(O)C(O)C1O)C1=C(O)C2=C(OC(CC2=O)C2=CC(O)=C(O)C=C2)C=C1O

InChI Identifier

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

InChI Key

FNJRUYGFVNGXTL-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 phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
Indolecarboxylic acid
Indolecarboxylic acid derivative
O-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Tricarboxylic acid or derivatives
Indole or derivatives
Tertiary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Pyridine
Monosaccharide
Oxane
Benzenoid
Heteroaromatic compound
Tertiary amine
Secondary alcohol
Amino acid
Amino acid or derivatives
Acetal
Carboxylic acid derivative
Carboxylic acid
Enamine
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Amine
Organic oxide
Primary alcohol
Carbonyl group
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	-0.1	ALOGPS
logP	-0.23	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.42	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	44.12 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

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

44715644

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Eriodictyol-6-C-glucoside (NP0339587)

MOL for NP0339587 (Eriodictyol-6-C-glucoside)

3D MOL for NP0339587 (Eriodictyol-6-C-glucoside)

3D SDF for NP0339587 (Eriodictyol-6-C-glucoside)

3D-SDF for NP0339587 (Eriodictyol-6-C-glucoside)

PDB for NP0339587 (Eriodictyol-6-C-glucoside)

3D PDB for NP0339587 (Eriodictyol-6-C-glucoside)

SMILES for NP0339587 (Eriodictyol-6-C-glucoside)

INCHI for NP0339587 (Eriodictyol-6-C-glucoside)

Structure for NP0339587 (Eriodictyol-6-C-glucoside)

3D Structure for NP0339587 (Eriodictyol-6-C-glucoside)