NP-MRD: Showing NP-Card for Luteolin-5-O-glucoside (NP0043923)

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Record Information

Version

1.0

Created at

2021-06-22 17:29:23 UTC

Updated at

2021-06-22 17:29:23 UTC

NP-MRD ID

NP0043923

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Luteolin-5-O-glucoside

Description

Luteolin-5-o-beta-d-glucopyranoside belongs to the class of organic compounds known as flavonoid o-glycosides. Flavonoid O-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Luteolin-5-O-glucoside is found in Cephalotaxus koreana, Dracocephalum nutans, Equisetum arvense, Galega officinalis , Hypericum perforatum, Hypericum perforatum var.angustifolium , Mayaca fluviatilis, Ocimum gratissimum, Ocimum sanctum , Phlomis crinita, Salix cheilophila, Scorzonera pseudodivaricata, Spiraea hypericifolia and Verbascum lychnitis. It was first documented in 2007 (PMID: 17850106). Based on a literature review a significant number of articles have been published on luteolin-5-o-beta-d-glucopyranoside (PMID: 27719955) (PMID: 33301910) (PMID: 26329865) (PMID: 19733610).

Structure

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


  Mrv1652306222119292D          

 32 35  0  0  0  0            999 V2000
   -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
   -2.8579    0.8250    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    0.8250    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 11 12  2  0  0  0  0
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  7 13  1  0  0  0  0
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 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
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 19 24  1  0  0  0  0
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 25 26  1  0  0  0  0
 22 27  1  0  0  0  0
 21 28  1  0  0  0  0
 20 29  1  0  0  0  0
 15 30  1  0  0  0  0
  4 31  1  0  0  0  0
  3 32  1  0  0  0  0
M  END

NP0043923
     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    0.2552    1.3642   -0.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    0.6707   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    0.9285   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4380    0.1287    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824    0.3587   -0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -0.4923    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1075   -0.3752    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6153    0.6175   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9850    0.8068   -0.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7504    1.4682   -1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    2.4808   -1.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    1.3601   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0147   -0.8425    0.7923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -1.1291    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -2.1793    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -2.4812    2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961   -3.5320    2.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8795   -1.6842    1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -0.6336    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4826    0.1855    0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8421    0.0557    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273   -0.3341   -1.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -0.8005   -0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.6970   -1.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.9813   -3.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4907    0.3945   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6478   -0.0439    0.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8637    1.5425    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7967    2.0485    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    1.3121    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824    2.4094    0.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907   -0.3731    0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7639    1.7518   -1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7675   -1.0441    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4078   -3.3007    3.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906   -1.9497    1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6018   -1.3563    0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0297   -2.1725   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853   -2.4954   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9287   -1.5898   -3.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744    0.6804   -1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3888   -0.0501    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7480    2.3800   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2838    2.5594    1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    1.2173    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626    2.9361    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 13 14  1  0
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 16 18  2  0
 18 19  1  0
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 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  2  0
 32  2  1  0
 12  5  1  0
 32 14  1  0
 30 21  1  0
  3 33  1  0
  6 34  1  0
  7 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 21 42  1  0
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 25 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
M  END


  Mrv1652306222119292D          

 32 35  0  0  0  0            999 V2000
   -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
   -2.8579    0.8250    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    0.8250    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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  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
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
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 19 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
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 21 28  1  0  0  0  0
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 15 30  1  0  0  0  0
  4 31  1  0  0  0  0
  3 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043923

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2=CC(O)=CC3=C2C(=O)C=C(O3)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)31-15-5-9(23)4-14-17(15)12(26)6-13(30-14)8-1-2-10(24)11(25)3-8/h1-6,16,18-25,27-29H,7H2

> <INCHI_KEY>
KBGKQZVCLWKUDQ-UHFFFAOYSA-N

> <FORMULA>
C21H20O11

> <MOLECULAR_WEIGHT>
448.38

> <EXACT_MASS>
448.100561464

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.07692961404374

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
-0.5149442813333336

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.706108030006678

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.525740014859677

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923463095067

> <JCHEM_POLAR_SURFACE_AREA>
186.37

> <JCHEM_REFRACTIVITY>
107.03919999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

NP0043923
     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    0.2552    1.3642   -0.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    0.6707   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    0.9285   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4380    0.1287    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824    0.3587   -0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -0.4923    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1075   -0.3752    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6153    0.6175   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9850    0.8068   -0.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7504    1.4682   -1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    2.4808   -1.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    1.3601   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0147   -0.8425    0.7923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -1.1291    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -2.1793    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -2.4812    2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961   -3.5320    2.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8795   -1.6842    1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -0.6336    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4826    0.1855    0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8421    0.0557    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273   -0.3341   -1.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -0.8005   -0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.6970   -1.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.9813   -3.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4907    0.3945   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6478   -0.0439    0.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8637    1.5425    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7967    2.0485    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    1.3121    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824    2.4094    0.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907   -0.3731    0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7639    1.7518   -1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3655   -1.2959    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -1.0441    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3444    1.5464   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010    3.1289   -2.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209    2.0370   -1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897   -2.7606    2.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078   -3.3007    3.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906   -1.9497    1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424   -0.7751    0.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6018   -1.3563    0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0297   -2.1725   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853   -2.4954   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9287   -1.5898   -3.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744    0.6804   -1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3888   -0.0501    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7480    2.3800   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2838    2.5594    1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    1.2173    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626    2.9361    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  2  0
 32  2  1  0
 12  5  1  0
 32 14  1  0
 30 21  1  0
  3 33  1  0
  6 34  1  0
  7 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 21 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  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      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   17                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    7                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16   30                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20                                                            
CONECT   30   15                                                            
CONECT   31    4                                                            
CONECT   32    3                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    NP0043923
HETATM    1  O1  UNL     1       0.255   1.364  -0.905  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.166   0.671  -0.372  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.506   0.929  -0.593  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.438   0.129   0.023  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.882   0.359  -0.177  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.742  -0.492   0.480  1.00  0.00           C  
HETATM    7  C6  UNL     1       7.107  -0.375   0.369  1.00  0.00           C  
HETATM    8  C7  UNL     1       7.615   0.618  -0.418  1.00  0.00           C  
HETATM    9  O2  UNL     1       8.985   0.807  -0.585  1.00  0.00           O  
HETATM   10  C8  UNL     1       6.750   1.468  -1.075  1.00  0.00           C  
HETATM   11  O3  UNL     1       7.262   2.481  -1.878  1.00  0.00           O  
HETATM   12  C9  UNL     1       5.373   1.360  -0.971  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.015  -0.843   0.792  1.00  0.00           O  
HETATM   14  C10 UNL     1       1.777  -1.129   1.034  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.400  -2.179   1.865  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.088  -2.481   2.120  1.00  0.00           C  
HETATM   17  O5  UNL     1      -0.296  -3.532   2.952  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.880  -1.684   1.507  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.577  -0.634   0.677  1.00  0.00           C  
HETATM   20  O6  UNL     1      -1.483   0.185   0.045  1.00  0.00           O  
HETATM   21  C15 UNL     1      -2.842   0.056   0.166  1.00  0.00           C  
HETATM   22  O7  UNL     1      -3.327  -0.334  -1.112  1.00  0.00           O  
HETATM   23  C16 UNL     1      -4.618  -0.801  -0.865  1.00  0.00           C  
HETATM   24  C17 UNL     1      -5.076  -1.697  -1.970  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.069  -0.981  -3.158  1.00  0.00           O  
HETATM   26  C18 UNL     1      -5.491   0.394  -0.679  1.00  0.00           C  
HETATM   27  O9  UNL     1      -6.648  -0.044   0.007  1.00  0.00           O  
HETATM   28  C19 UNL     1      -4.864   1.542   0.009  1.00  0.00           C  
HETATM   29  O10 UNL     1      -5.797   2.048   0.943  1.00  0.00           O  
HETATM   30  C20 UNL     1      -3.544   1.312   0.631  1.00  0.00           C  
HETATM   31  O11 UNL     1      -2.682   2.409   0.445  1.00  0.00           O  
HETATM   32  C21 UNL     1       0.791  -0.373   0.453  1.00  0.00           C  
HETATM   33  H1  UNL     1       2.764   1.752  -1.244  1.00  0.00           H  
HETATM   34  H2  UNL     1       5.365  -1.296   1.117  1.00  0.00           H  
HETATM   35  H3  UNL     1       7.767  -1.044   0.886  1.00  0.00           H  
HETATM   36  H4  UNL     1       9.344   1.546  -1.172  1.00  0.00           H  
HETATM   37  H5  UNL     1       6.701   3.129  -2.380  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.721   2.037  -1.495  1.00  0.00           H  
HETATM   39  H7  UNL     1       2.190  -2.761   2.311  1.00  0.00           H  
HETATM   40  H8  UNL     1      -0.408  -3.301   3.931  1.00  0.00           H  
HETATM   41  H9  UNL     1      -1.891  -1.950   1.729  1.00  0.00           H  
HETATM   42  H10 UNL     1      -3.142  -0.775   0.824  1.00  0.00           H  
HETATM   43  H11 UNL     1      -4.602  -1.356   0.106  1.00  0.00           H  
HETATM   44  H12 UNL     1      -6.030  -2.172  -1.734  1.00  0.00           H  
HETATM   45  H13 UNL     1      -4.285  -2.495  -2.087  1.00  0.00           H  
HETATM   46  H14 UNL     1      -4.929  -1.590  -3.946  1.00  0.00           H  
HETATM   47  H15 UNL     1      -5.874   0.680  -1.702  1.00  0.00           H  
HETATM   48  H16 UNL     1      -6.389  -0.050   0.967  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.748   2.380  -0.740  1.00  0.00           H  
HETATM   50  H18 UNL     1      -5.284   2.559   1.646  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.671   1.217   1.730  1.00  0.00           H  
HETATM   52  H20 UNL     1      -2.563   2.936   1.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   32
CONECT    3    4    4   33
CONECT    4    5   13
CONECT    5    6    6   12
CONECT    6    7   34
CONECT    7    8    8   35
CONECT    8    9   10
CONECT    9   36
CONECT   10   11   12   12
CONECT   11   37
CONECT   12   38
CONECT   13   14
CONECT   14   15   15   32
CONECT   15   16   39
CONECT   16   17   18   18
CONECT   17   40
CONECT   18   19   41
CONECT   19   20   32   32
CONECT   20   21
CONECT   21   22   30   42
CONECT   22   23
CONECT   23   24   26   43
CONECT   24   25   44   45
CONECT   25   46
CONECT   26   27   28   47
CONECT   27   48
CONECT   28   29   30   49
CONECT   29   50
CONECT   30   31   51
CONECT   31   52
END

NP0043923
     RDKit          3D

52 55  0  0  0  0  0  0  0  0999 V2000
    0.2552    1.3642   -0.9053 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    0.6707   -0.3724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    0.9285   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4380    0.1287    0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8824    0.3587   -0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -0.4923    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1075   -0.3752    0.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6153    0.6175   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9850    0.8068   -0.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7504    1.4682   -1.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    2.4808   -1.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3730    1.3601   -0.9713 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0147   -0.8425    0.7923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7770   -1.1291    1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4004   -2.1793    1.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -2.4812    2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2961   -3.5320    2.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8795   -1.6842    1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5769   -0.6336    0.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4826    0.1855    0.0450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8421    0.0557    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3273   -0.3341   -1.1118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6176   -0.8005   -0.8654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0756   -1.6970   -1.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -0.9813   -3.1581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4907    0.3945   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6478   -0.0439    0.0065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8637    1.5425    0.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7967    2.0485    0.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5437    1.3121    0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6824    2.4094    0.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7907   -0.3731    0.4533 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7639    1.7518   -1.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3655   -1.2959    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7675   -1.0441    0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3444    1.5464   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7010    3.1289   -2.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7209    2.0370   -1.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897   -2.7606    2.3115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4078   -3.3007    3.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8906   -1.9497    1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1424   -0.7751    0.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6018   -1.3563    0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0297   -2.1725   -1.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2853   -2.4954   -2.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9287   -1.5898   -3.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8744    0.6804   -1.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3888   -0.0501    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7480    2.3800   -0.7404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2838    2.5594    1.6462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    1.2173    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5626    2.9361    1.2649 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  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  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 19 32  2  0
 32  2  1  0
 12  5  1  0
 32 14  1  0
 30 21  1  0
  3 33  1  0
  6 34  1  0
  7 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 17 40  1  0
 18 41  1  0
 21 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
 25 46  1  0
 26 47  1  0
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
M  END

View in JSmol

Synonyms

Value	Source
Luteolin-5-O-b-D-glucopyranoside	Generator
Luteolin-5-O-β-D-glucopyranoside	Generator
Luteolin 5-O-glucopyranoside	MeSH

Chemical Formula

C₂₁H₂₀O₁₁

Average Mass

448.3800 Da

Monoisotopic Mass

448.10056 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

2-(3,4-dihydroxyphenyl)-7-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2=CC(O)=CC3=C2C(=O)C=C(O3)C2=CC(O)=C(O)C=C2)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)31-15-5-9(23)4-14-17(15)12(26)6-13(30-14)8-1-2-10(24)11(25)3-8/h1-6,16,18-25,27-29H,7H2

InChI Key

KBGKQZVCLWKUDQ-UHFFFAOYSA-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
Cephalotaxus koreana	Plant	KNApSAcK
Dracocephalum nutans	Plant	KNApSAcK
Equisetum arvense	LOTUS Database	35616633
Galega officinalis	Plant	KNApSAcK
Hypericum perforatum	LOTUS Database	35616633
Hypericum perforatum var.angustifolium	Plant	KNApSAcK
Mayaca fluviatilis	LOTUS Database	35616633
Ocimum gratissimum	LOTUS Database	35616633
Ocimum tenuiflorum	Plant	KNApSAcK
Phlomis crinita	LOTUS Database	35616633
Salix cheilophila	LOTUS Database	35616633
Scorzonera pseudodivaricata	Plant	KNApSAcK
Spiraea hypericifolia	LOTUS Database	35616633
Verbascum lychnitis	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid O-glycosides

Alternative Parents

Substituents

Flavonoid o-glycoside
Flavonoid-5-o-glycoside
Hydroxyflavonoid
Flavone
7-hydroxyflavonoid
4'-hydroxyflavonoid
3'-hydroxyflavonoid
Phenolic glycoside
Hexose monosaccharide
Chromone
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Catechol
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous ester
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
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	0.55	ALOGPS
logP	-0.51	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.53	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.04 m³·mol⁻¹	ChemAxon
Polarizability	43.08 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

10774894

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15559460

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 ]
Zhou DC, Zheng G, Jia LY, He X, Zhang CF, Wang CZ, Yuan CS: Comprehensive evaluation on anti-inflammatory and anti-angiogenic activities in vitro of fourteen flavonoids from Daphne Genkwa based on the combination of efficacy coefficient method and principal component analysis. J Ethnopharmacol. 2021 Mar 25;268:113683. doi: 10.1016/j.jep.2020.113683. Epub 2020 Dec 8. [PubMed:33301910 ]
Sevindik HG, Ozgen U, Atila A, Ozturk Er H, Kazaz C, Duman H: Phtytochemical Studies and Quantitative HPLC Analysis of Rosmarinic Acid and Luteolin 5-O-beta-D-Glucopyranoside on Thymus praecox subsp. grossheimii var. grossheimii. Chem Pharm Bull (Tokyo). 2015;63(9):720-5. doi: 10.1248/cpb.c14-00877. [PubMed:26329865 ]
Jung HA, Kim YS, Choi JS: Quantitative HPLC analysis of two key flavonoids and inhibitory activities against aldose reductase from different parts of the Korean thistle, Cirsium maackii. Food Chem Toxicol. 2009 Nov;47(11):2790-7. doi: 10.1016/j.fct.2009.08.014. Epub 2009 Sep 4. [PubMed:19733610 ]
Gupta P, Yadav DK, Siripurapu KB, Palit G, Maurya R: Constituents of Ocimum sanctum with antistress activity. J Nat Prod. 2007 Sep;70(9):1410-6. doi: 10.1021/np0700164. Epub 2007 Sep 13. [PubMed:17850106 ]

Showing NP-Card for Luteolin-5-O-glucoside (NP0043923)

MOL for NP0043923 (Luteolin-5-O-glucoside)

3D MOL for NP0043923 (Luteolin-5-O-glucoside)

3D SDF for NP0043923 (Luteolin-5-O-glucoside)

3D-SDF for NP0043923 (Luteolin-5-O-glucoside)

PDB for NP0043923 (Luteolin-5-O-glucoside)

3D PDB for NP0043923 (Luteolin-5-O-glucoside)

SMILES for NP0043923 (Luteolin-5-O-glucoside)

INCHI for NP0043923 (Luteolin-5-O-glucoside)

Structure for NP0043923 (Luteolin-5-O-glucoside)

3D Structure for NP0043923 (Luteolin-5-O-glucoside)