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Showing NP-Card for Narirutin 4'-glucoside (NP0048848)

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Record Information
Version2.0
Created at2022-03-17 21:03:08 UTC
Updated at2022-03-17 21:03:08 UTC
NP-MRD IDNP0048848
Secondary Accession NumbersNone
Natural Product Identification
Common NameNarirutin 4'-glucoside
DescriptionNarirutin 4'-glucoside 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. Narirutin 4'-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Narirutin 4'-glucoside is found, on average, in the highest concentration within grapefruit/pummelo hybrids. Narirutin 4'-glucoside has also been detected, but not quantified in, citrus. Narirutin 4'-glucoside is found in Citrus maxima and Citrus spp.. This could make narirutin 4'-glucoside a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048848 (Narirutin 4'-glucoside)

Narirutin 4'-O-glucoside
  Mrv1572001071617302D          

 52 57  0  0  0  0            999 V2000
   -0.7145   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.4284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -4.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.7591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.5841    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 12 13  1  0  0  0  0
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 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 36 37  2  0  0  0  0
 20 37  1  0  0  0  0
 14 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 11 40  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  7 45  1  0  0  0  0
 45 46  1  0  0  0  0
  4 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
  2 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END
Download

3D MOL for NP0048848 (Narirutin 4'-glucoside)

Download
3D SDF for NP0048848 (Narirutin 4'-glucoside)
Narirutin 4'-O-glucoside
  Mrv1572001071617302D          

 52 57  0  0  0  0            999 V2000
   -0.7145   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.2841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.6341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.4284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2868   -0.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2868   -2.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -4.1091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5724   -5.7591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -6.5841    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
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 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
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 22 23  2  0  0  0  0
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 27 30  1  0  0  0  0
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 30 32  1  0  0  0  0
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 25 34  1  0  0  0  0
 34 35  1  0  0  0  0
 23 36  1  0  0  0  0
 36 37  2  0  0  0  0
 20 37  1  0  0  0  0
 14 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 11 40  1  0  0  0  0
  9 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  7 45  1  0  0  0  0
 45 46  1  0  0  0  0
  4 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
  2 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048848

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O19/c1-11-22(37)25(40)28(43)31(47-11)46-10-20-24(39)27(42)30(45)33(52-20)49-14-6-15(35)21-16(36)8-17(50-18(21)7-14)12-2-4-13(5-3-12)48-32-29(44)26(41)23(38)19(9-34)51-32/h2-7,11,17,19-20,22-35,37-45H,8-10H2,1H3

> <INCHI_KEY>
KQUWJUNIYQVHCG-UHFFFAOYSA-N

> <FORMULA>
C33H42O19

> <MOLECULAR_WEIGHT>
742.68

> <EXACT_MASS>
742.232029132

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
72.86131540234724

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.92

> <JCHEM_LOGP>
-2.424953815333332

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.771656554642895

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.638742099616136

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648685994297116

> <JCHEM_POLAR_SURFACE_AREA>
304.21

> <JCHEM_REFRACTIVITY>
166.44820000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.04e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048848 (Narirutin 4'-glucoside)
Download
PDB for NP0048848 (Narirutin 4'-glucoside)
HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Narirutin 4&apos;-O-glucoside                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -1.334 -10.750   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -9.980   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -8.440   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.001  -7.670   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001  -6.130   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -5.335  -5.360   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335  -3.820   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -3.050   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.001  -1.510   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.667  -0.740   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.334  -1.510   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -0.740   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -1.510   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -3.050   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.820   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.667  -5.360   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.001  -3.050   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -1.510   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.667  -0.740   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -0.740   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -1.510   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002  -0.740   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   0.800   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.336   1.570   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.336   3.110   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.669   3.880   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.669   5.420   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003   6.190   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.003   7.730   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.336   6.190   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.336   7.730   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.002   5.420   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.668   6.190   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       8.002   3.880   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.668   3.110   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       6.668   1.570   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335   0.800   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000  -3.820   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.000  -5.360   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.334  -3.050   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.335  -0.740   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -5.335   0.800   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -6.668  -1.510   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -8.002  -0.740   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -6.668  -3.050   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -8.002  -3.820   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -5.335  -8.440   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -6.668  -7.670   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -5.335  -9.980   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -6.668 -10.750   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -4.001 -10.750   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -4.001 -12.290   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   51                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   47                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   45                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   41                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   40                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   38                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   13                                                       
CONECT   20   18   21   37                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   36                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   23   37                                                       
CONECT   37   36   20                                                       
CONECT   38   14   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   11                                                       
CONECT   41    9   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43    7   46                                                  
CONECT   46   45                                                            
CONECT   47    4   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49    2   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  114    0
END

Download
3D PDB for NP0048848 (Narirutin 4'-glucoside)
Download
SMILES for NP0048848 (Narirutin 4'-glucoside)
CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O
Download
INCHI for NP0048848 (Narirutin 4'-glucoside)
InChI=1S/C33H42O19/c1-11-22(37)25(40)28(43)31(47-11)46-10-20-24(39)27(42)30(45)33(52-20)49-14-6-15(35)21-16(36)8-17(50-18(21)7-14)12-2-4-13(5-3-12)48-32-29(44)26(41)23(38)19(9-34)51-32/h2-7,11,17,19-20,22-35,37-45H,8-10H2,1H3
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View in JSmol
Synonyms
ValueSource
Naringenin 4'-glucoside 7-rutinosideHMDB
Chemical FormulaC33H42O19
Average Mass742.6800 Da
Monoisotopic Mass742.23203 Da
IUPAC Name5-hydroxy-2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name5-hydroxy-2-(4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-7-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-2,3-dihydro-1-benzopyran-4-one
CAS Registry Number17257-22-6
SMILES
CC1OC(OCC2OC(OC3=CC4=C(C(=O)CC(O4)C4=CC=C(OC5OC(CO)C(O)C(O)C5O)C=C4)C(O)=C3)C(O)C(O)C2O)C(O)C(O)C1O
InChI Identifier
InChI=1S/C33H42O19/c1-11-22(37)25(40)28(43)31(47-11)46-10-20-24(39)27(42)30(45)33(52-20)49-14-6-15(35)21-16(36)8-17(50-18(21)7-14)12-2-4-13(5-3-12)48-32-29(44)26(41)23(38)19(9-34)51-32/h2-7,11,17,19-20,22-35,37-45H,8-10H2,1H3
InChI KeyKQUWJUNIYQVHCG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Citrus maximaLOTUS Database
Citrus paradisiFooDB
Citrus spp.Plant
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.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassFlavonoid glycosides  
Direct ParentFlavonoid-7-O-glycosides  
Alternative Parents
Substituents
  • Flavonoid-7-o-glycoside
    • 

  • 5-hydroxyflavonoid
    • 

  • Flavanone
    • 

  • Hydroxyflavonoid
    • 

  • Flavan
    • 

  • Phenolic glycoside
    • 

  • Chromone
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Chromane
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Phenoxy compound
    • 

  • Aryl alkyl ketone
    • 

  • Phenol ether
    • 

  • Aryl ketone
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Oxane
    • 

  • Monocyclic benzene moiety
    • 

  • Vinylogous acid
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Ether
    • 

  • Acetal
    • 

  • Polyol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.92ALOGPS
logP-2.4ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)8.64ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count11ChemAxon
Polar Surface Area304.21 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity166.45 m³·mol⁻¹ChemAxon
Polarizability72.86 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0037584  
DrugBank IDNot Available
Phenol Explorer Compound ID215  
FoodDB IDFDB016688  
KNApSAcK IDC00008386  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14375140  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available