NP-MRD: Showing NP-Card for Naringenin-7-O-glucoside (NP0043929)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-22 17:41:22 UTC

Updated at

2021-06-22 17:41:23 UTC

NP-MRD ID

NP0043929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Naringenin-7-O-glucoside

Description

Prunin belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Naringenin-7-O-glucoside is found in Abies spp., Acacia dealbata, Antirrhinum sp., Citrus sudachi , Coriaria sp., Crotalaria assamica, Crotalaria pallida , Dryopteris sp., Matthiola sp., Miscanthus sinensis, Pelargonium reniforme, Peltophorum pterocarpum , Phyllanthus emblica , Pinus spp. , Podocarpus spp., Prunus cerasus , Prunus persica , Salix daphnoides, Salix purpurea , Solanum lycopersicum , Theobroma cacao L. , Viscum articulactum and Viscum coloratum (KOMAR) NAKAI . It was first documented in 2017 (PMID: 27719955). Based on a literature review a significant number of articles have been published on Prunin (PMID: 34403725) (PMID: 34356467) (PMID: 33317409) (PMID: 33167391).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652306222119412D          

 31 34  0  0  1  0            999 V2000
    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
    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  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
    3.5724   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  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
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
  6 13  1  0  0  0  0
 14 13  1  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 17 22  1  6  0  0  0
 16 23  1  1  0  0  0
 15 24  1  6  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END

NP0043929
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    3.4003    3.0920   -1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732    1.9362   -1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8850    0.8587   -1.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5393   -0.4749   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7439   -0.9653   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5659   -1.9122   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018   -2.3795   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -1.9054    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1609   -2.3582    1.7286 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066   -0.9574    1.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -0.4953    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176   -0.4161   -0.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.3997   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215    0.0703   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9894    0.9663   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759    0.6700    0.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -0.5031    0.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7663   -0.9578   -0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684   -0.8430    0.0686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9140   -0.9804   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7169   -2.1905   -1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4530    0.4699    0.6812 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6056    0.3163    1.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3901    1.0468    1.5839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7309    2.0624    0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4395   -0.0839    1.9186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1137   -1.0986    2.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    2.1983   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.5912   -1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8501    3.8264   -1.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    1.6660   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406    0.7741   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197    1.1717   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -1.2163   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3224   -2.3017   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -3.1281   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0393   -1.8615    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710   -0.5838    2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301    0.2506    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.9171    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499   -1.2770    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4206   -1.7041    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815   -0.1622   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9772   -0.7551   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183   -2.8606   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6930    1.2082   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3633    0.2754    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8296    1.4957    2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    2.5704    0.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    0.2456    2.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -1.9603    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769    2.9455   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    4.1419   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 11  5  1  0
 31 13  1  0
 26 17  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 17 41  1  1
 19 42  1  1
 20 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  6
 23 47  1  0
 24 48  1  1
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  0
 30 53  1  0
M  END


  Mrv1652306222119412D          

 31 34  0  0  1  0            999 V2000
    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
    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  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
    3.5724   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   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
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  2  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
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    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    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  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
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
  6 13  1  0  0  0  0
 14 13  1  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  1  0  0  0
 20 21  1  0  0  0  0
 17 22  1  6  0  0  0
 16 23  1  1  0  0  0
 15 24  1  6  0  0  0
  2 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 28 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043929

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14?,16-,18-,19+,20-,21-/m1/s1

> <INCHI_KEY>
DLIKSSGEMUFQOK-RGHIGTIISA-N

> <FORMULA>
C21H22O10

> <MOLECULAR_WEIGHT>
434.397

> <EXACT_MASS>
434.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.722268502265464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
0.17

> <JCHEM_LOGP>
0.567039957

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.530414296892761

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.579383923831037

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923437586574

> <JCHEM_POLAR_SURFACE_AREA>
166.14000000000001

> <JCHEM_REFRACTIVITY>
103.4342

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.53e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043929
     RDKit          3D

 53 56  0  0  0  0  0  0  0  0999 V2000
    3.4003    3.0920   -1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732    1.9362   -1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8850    0.8587   -1.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5393   -0.4749   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7439   -0.9653   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5659   -1.9122   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018   -2.3795   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -1.9054    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1609   -2.3582    1.7286 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066   -0.9574    1.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -0.4953    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176   -0.4161   -0.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.3997   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215    0.0703   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9894    0.9663   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759    0.6700    0.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -0.5031    0.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7663   -0.9578   -0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684   -0.8430    0.0686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9140   -0.9804   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7169   -2.1905   -1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4530    0.4699    0.6812 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6056    0.3163    1.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3901    1.0468    1.5839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7309    2.0624    0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4395   -0.0839    1.9186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1137   -1.0986    2.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    2.1983   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.5912   -1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8501    3.8264   -1.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    1.6660   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406    0.7741   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197    1.1717   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -1.2163   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3224   -2.3017   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -3.1281   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0393   -1.8615    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710   -0.5838    2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301    0.2506    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.9171    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499   -1.2770    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4206   -1.7041    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815   -0.1622   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9772   -0.7551   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183   -2.8606   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6930    1.2082   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3633    0.2754    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8296    1.4957    2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    2.5704    0.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    0.2456    2.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -1.9603    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769    2.9455   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    4.1419   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 11  5  1  0
 31 13  1  0
 26 17  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 17 41  1  1
 19 42  1  1
 20 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  6
 23 47  1  0
 24 48  1  1
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  0
 30 53  1  0
M  END

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10                                                            
CONECT   12    8                                                            
CONECT   13    6   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23   16                                                            
CONECT   24   15                                                            
CONECT   25    2   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29   25                                                       
CONECT   31   28                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    NP0043929
HETATM    1  O1  UNL     1       3.400   3.092  -1.096  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.973   1.936  -1.205  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.885   0.859  -1.636  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.539  -0.475  -1.027  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.744  -0.965  -0.307  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.566  -1.912  -0.876  1.00  0.00           C  
HETATM    7  C6  UNL     1       6.702  -2.380  -0.206  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.032  -1.905   1.044  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.161  -2.358   1.729  1.00  0.00           O  
HETATM   10  C8  UNL     1       6.207  -0.957   1.609  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.083  -0.495   0.946  1.00  0.00           C  
HETATM   12  O3  UNL     1       2.418  -0.416  -0.176  1.00  0.00           O  
HETATM   13  C10 UNL     1       1.338   0.400  -0.357  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.022   0.070  -0.039  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.989   0.966  -0.261  1.00  0.00           C  
HETATM   16  O4  UNL     1      -2.276   0.670   0.039  1.00  0.00           O  
HETATM   17  C13 UNL     1      -2.814  -0.503   0.589  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.766  -0.958  -0.310  1.00  0.00           O  
HETATM   19  C14 UNL     1      -5.068  -0.843   0.069  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.914  -0.980  -1.209  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.717  -2.191  -1.827  1.00  0.00           O  
HETATM   22  C16 UNL     1      -5.453   0.470   0.681  1.00  0.00           C  
HETATM   23  O7  UNL     1      -6.606   0.316   1.487  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.390   1.047   1.584  1.00  0.00           C  
HETATM   25  O8  UNL     1      -3.731   2.062   0.878  1.00  0.00           O  
HETATM   26  C18 UNL     1      -3.439  -0.084   1.919  1.00  0.00           C  
HETATM   27  O9  UNL     1      -4.114  -1.099   2.545  1.00  0.00           O  
HETATM   28  C19 UNL     1      -0.702   2.198  -0.800  1.00  0.00           C  
HETATM   29  C20 UNL     1       0.600   2.591  -1.142  1.00  0.00           C  
HETATM   30  O10 UNL     1       0.850   3.826  -1.680  1.00  0.00           O  
HETATM   31  C21 UNL     1       1.573   1.666  -0.902  1.00  0.00           C  
HETATM   32  H1  UNL     1       3.841   0.774  -2.749  1.00  0.00           H  
HETATM   33  H2  UNL     1       4.920   1.172  -1.390  1.00  0.00           H  
HETATM   34  H3  UNL     1       3.306  -1.216  -1.818  1.00  0.00           H  
HETATM   35  H4  UNL     1       5.322  -2.302  -1.866  1.00  0.00           H  
HETATM   36  H5  UNL     1       7.350  -3.128  -0.658  1.00  0.00           H  
HETATM   37  H6  UNL     1       9.039  -1.861   1.587  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.471  -0.584   2.599  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.430   0.251   1.387  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.133  -0.917   0.382  1.00  0.00           H  
HETATM   41  H10 UNL     1      -2.050  -1.277   0.797  1.00  0.00           H  
HETATM   42  H11 UNL     1      -5.421  -1.704   0.709  1.00  0.00           H  
HETATM   43  H12 UNL     1      -5.582  -0.162  -1.911  1.00  0.00           H  
HETATM   44  H13 UNL     1      -6.977  -0.755  -0.986  1.00  0.00           H  
HETATM   45  H14 UNL     1      -6.418  -2.861  -1.569  1.00  0.00           H  
HETATM   46  H15 UNL     1      -5.693   1.208  -0.122  1.00  0.00           H  
HETATM   47  H16 UNL     1      -6.363   0.275   2.449  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.830   1.496   2.508  1.00  0.00           H  
HETATM   49  H18 UNL     1      -4.342   2.570   0.288  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.608   0.246   2.572  1.00  0.00           H  
HETATM   51  H20 UNL     1      -3.634  -1.960   2.557  1.00  0.00           H  
HETATM   52  H21 UNL     1      -1.477   2.945  -0.995  1.00  0.00           H  
HETATM   53  H22 UNL     1       1.735   4.142  -1.954  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   31
CONECT    3    4   32   33
CONECT    4    5   12   34
CONECT    5    6    6   11
CONECT    6    7   35
CONECT    7    8    8   36
CONECT    8    9   10
CONECT    9   37
CONECT   10   11   11   38
CONECT   11   39
CONECT   12   13
CONECT   13   14   14   31
CONECT   14   15   40
CONECT   15   16   28   28
CONECT   16   17
CONECT   17   18   26   41
CONECT   18   19
CONECT   19   20   22   42
CONECT   20   21   43   44
CONECT   21   45
CONECT   22   23   24   46
CONECT   23   47
CONECT   24   25   26   48
CONECT   25   49
CONECT   26   27   50
CONECT   27   51
CONECT   28   29   52
CONECT   29   30   31   31
CONECT   30   53
END

NP0043929
     RDKit          3D

53 56  0  0  0  0  0  0  0  0999 V2000
    3.4003    3.0920   -1.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9732    1.9362   -1.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8850    0.8587   -1.6357 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5393   -0.4749   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7439   -0.9653   -0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5659   -1.9122   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7018   -2.3795   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -1.9054    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1609   -2.3582    1.7286 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066   -0.9574    1.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826   -0.4953    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4176   -0.4161   -0.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3384    0.3997   -0.3568 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215    0.0703   -0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9894    0.9663   -0.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759    0.6700    0.0390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138   -0.5031    0.5895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7663   -0.9578   -0.3098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0684   -0.8430    0.0686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9140   -0.9804   -1.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7169   -2.1905   -1.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4530    0.4699    0.6812 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6056    0.3163    1.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3901    1.0468    1.5839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7309    2.0624    0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4395   -0.0839    1.9186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1137   -1.0986    2.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016    2.1983   -0.8003 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5997    2.5912   -1.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8501    3.8264   -1.6798 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    1.6660   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8406    0.7741   -2.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197    1.1717   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3064   -1.2163   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3224   -2.3017   -1.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3501   -3.1281   -0.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0393   -1.8615    1.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4710   -0.5838    2.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4301    0.2506    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1333   -0.9171    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0499   -1.2770    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4206   -1.7041    0.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815   -0.1622   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9772   -0.7551   -0.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183   -2.8606   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6930    1.2082   -0.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3633    0.2754    2.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8296    1.4957    2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3416    2.5704    0.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6083    0.2456    2.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6335   -1.9603    2.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769    2.9455   -0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    4.1419   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31  2  1  0
 11  5  1  0
 31 13  1  0
 26 17  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  6 35  1  0
  7 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 14 40  1  0
 17 41  1  1
 19 42  1  1
 20 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  6
 23 47  1  0
 24 48  1  1
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  0
 30 53  1  0
M  END

View in JSmol

Synonyms

Value	Source
Naringenin-7-O-glucoside	MeSH
Prunin	MeSH

Chemical Formula

C₂₁H₂₂O₁₀

Average Mass

434.3970 Da

Monoisotopic Mass

434.12130 Da

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)CC(OC3=C2)C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14?,16-,18-,19+,20-,21-/m1/s1

InChI Key

DLIKSSGEMUFQOK-RGHIGTIISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abies spp.	Plant	KNApSAcK
Acacia dealbata	Plant	KNApSAcK
Antirrhinum sp.	Plant	KNApSAcK
Citrus sudachi	Plant	KNApSAcK
Coriaria sp.	Plant	KNApSAcK
Crotalaria assamica	Plant	KNApSAcK
Crotalaria pallida	Plant	KNApSAcK
Dryopteris sp.	Plant	KNApSAcK
Matthiola sp.	Plant	KNApSAcK
Miscanthus sinensis	Plant	KNApSAcK
Pelargonium reniforme	Plant	KNApSAcK
Peltophorum pterocarpum	Plant	KNApSAcK
Phyllanthus emblica	Plant	KNApSAcK
Pinus spp.	Plant	KNApSAcK
Podocarpus spp.	Plant	KNApSAcK
Prunus cerasus	Plant	KNApSAcK
Prunus persica	Plant	KNApSAcK
Salix daphnoides	Plant	KNApSAcK
Salix purpurea	Plant	KNApSAcK
Solanum lycopersicum	Plant	KNApSAcK
Theobroma cacao	Plant	KNApSAcK
Viscum articulactum	Plant	KNApSAcK
Viscum coloratum (KOMAR) NAKAI	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-7-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Ether
Oxacycle
Primary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organooxygen 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	0.17	ALOGPS
logP	0.57	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	103.43 m³·mol⁻¹	ChemAxon
Polarizability	42.72 Å³	ChemAxon
Number of Rings	4	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

C00000998

Chemspider ID

8086418

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prunin

METLIN ID

Not Available

PubChem Compound

9910767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Blunder M, Orthaber A, Bauer R, Bucar F, Kunert O: Efficient identification of flavones, flavanones and their glycosides in routine analysis via off-line combination of sensitive NMR and HPLC experiments. Food Chem. 2017 Mar 1;218:600-609. doi: 10.1016/j.foodchem.2016.09.077. Epub 2016 Sep 13. [PubMed:27719955 ]
Lee D, Kim JY, Qi Y, Park S, Lee HL, Yamabe N, Kim H, Jang DS, Kang KS: Phytochemicals from the Flowers of Prunus persica (L.) Batsch: Anti-adipogenic Effect of Mandelamide on 3T3-L1 preadipocytes. Bioorg Med Chem Lett. 2021 Aug 14:128326. doi: 10.1016/j.bmcl.2021.128326. [PubMed:34403725 ]
Budny M, Zalewski K, Stolarski MJ, Wiczkowski W, Okorski A, Stryinski R: The Phenolic Compounds in the Young Shoots of Selected Willow Cultivars as a Determinant of the Plants' Attractiveness to Cervids (Cervidae, Mammalia). Biology (Basel). 2021 Jul 2;10(7). pii: biology10070612. doi: 10.3390/biology10070612. [PubMed:34356467 ]
Albohy A, Zahran EM, Abdelmohsen UR, Salem MA, Al-Warhi T, Al-Sanea MM, Abelyan N, Khalil HE, Desoukey SY, Fouad MA, Kamel MS: Multitarget in silico studies of Ocimum menthiifolium, family Lamiaceae against SARS-CoV-2 supported by molecular dynamics simulation. J Biomol Struct Dyn. 2020 Dec 15:1-11. doi: 10.1080/07391102.2020.1852964. [PubMed:33317409 ]
Trombetta D, Smeriglio A, Denaro M, Zagami R, Tomassetti M, Pilolli R, De Angelis E, Monaci L, Mandalari G: Understanding the Fate of Almond (Prunus dulcis (Mill.) D.A. Webb) Oleosomes during Simulated Digestion. Nutrients. 2020 Nov 5;12(11). pii: nu12113397. doi: 10.3390/nu12113397. [PubMed:33167391 ]

Showing NP-Card for Naringenin-7-O-glucoside (NP0043929)

MOL for NP0043929 (Naringenin-7-O-glucoside)

3D MOL for NP0043929 (Naringenin-7-O-glucoside)

3D SDF for NP0043929 (Naringenin-7-O-glucoside)

3D-SDF for NP0043929 (Naringenin-7-O-glucoside)

PDB for NP0043929 (Naringenin-7-O-glucoside)

3D PDB for NP0043929 (Naringenin-7-O-glucoside)

SMILES for NP0043929 (Naringenin-7-O-glucoside)

INCHI for NP0043929 (Naringenin-7-O-glucoside)

Structure for NP0043929 (Naringenin-7-O-glucoside)

3D Structure for NP0043929 (Naringenin-7-O-glucoside)