NP-MRD: Showing NP-Card for luteolin 5-glucoside (NP0295997)

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Record Information

Version

2.0

Created at

2022-09-10 05:19:30 UTC

Updated at

2022-09-10 05:19:30 UTC

NP-MRD ID

NP0295997

Secondary Accession Numbers

None

Natural Product Identification

Common Name

luteolin 5-glucoside

Description

luteolin 5-glucoside is found in Hypericum perforatum and Lathyrus pratensis.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533007131513442D          

 37 40  0  0  1  0            999 V2000
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -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
    4.2868    0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    0.0000    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  8  3  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13  6  2  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  2  0  0  0  0
 16  7  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22  7  1  0  0  0  0
 23  9  1  0  0  0  0
 24 10  1  0  0  0  0
 25 11  1  0  0  0  0
 26 12  2  0  0  0  0
 18 27  1  6  0  0  0
 19 28  1  6  0  0  0
 29 20  1  0  0  0  0
 30 13  1  0  0  0  0
 30 14  1  0  0  0  0
 31 15  1  0  0  0  0
 21 31  1  1  0  0  0
 32 16  1  0  0  0  0
 32 21  1  0  0  0  0
 33 16  1  0  0  0  0
 18 34  1  1  0  0  0
 19 35  1  6  0  0  0
 36 20  1  0  0  0  0
 21 37  1  6  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    0.3006    1.6109    0.8255 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2197    0.8573    0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5578    1.2239    0.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5142    0.3440    0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9284    0.6358    0.1865 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671    1.8043    0.7376 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7420    2.0825    0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6453    1.1783    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0151    1.4692    0.4442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2080    0.0020   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1297   -0.9003   -0.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8391   -0.2714   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1205   -0.8065   -0.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -1.1846   -0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5582   -2.4121   -1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -2.8096   -1.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0794   -4.0417   -1.9031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7379   -1.9574   -0.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419   -0.7448   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3706    0.1561    0.1797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7294   -0.0464    0.1301 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3850    0.9552   -0.6319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6540    0.4959   -0.8893 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3440    1.2293   -2.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6050    0.6717   -2.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4462    0.5408    0.4005 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7917    0.3173    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8074   -0.4952    1.3128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4945   -0.6871    2.4797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3670   -0.0429    1.5340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4149    1.2497    2.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968   -0.3497   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7872    2.1757    1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7222    2.5729    1.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0765    3.0027    1.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3270    2.3365    0.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1063   -0.7259   -0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5382   -1.2141   -0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3640   -3.0415   -1.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1574   -4.8381   -1.2743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559   -2.2792   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -0.9943   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5953   -0.5733   -1.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4939    2.3043   -1.7846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7719    1.0549   -2.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7729    0.4476   -3.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2312    1.5352    0.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2992    0.7257    0.9532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7246   -1.4284    0.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6845   -1.6654    2.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019   -0.7169    2.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0787    1.2470    2.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
 24 25  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 15 14  1  0
 14 32  2  0
 32  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4 13  1  0
  4  5  1  0
  5 12  2  0
 12 10  1  0
 10 11  1  0
 10  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
 21 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 23  1  0
 32 19  1  0
  6  5  1  0
 13 14  1  0
 23 43  1  6
 24 44  1  0
 24 45  1  0
 25 46  1  0
 21 42  1  6
 18 41  1  0
 17 40  1  0
 15 39  1  0
  3 33  1  0
 12 38  1  0
 11 37  1  0
  9 36  1  0
  7 35  1  0
  6 34  1  0
 30 51  1  1
 31 52  1  0
 28 49  1  6
 29 50  1  0
 26 47  1  1
 27 48  1  0
M  END


  Mrv1533007131513442D          

 37 40  0  0  1  0            999 V2000
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -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
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -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
    4.2868    0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    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
    0.0000    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  8  1  1  0  0  0  0
  8  3  2  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 11  3  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13  6  2  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  2  0  0  0  0
 16  7  1  0  0  0  0
 17 12  1  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22  7  1  0  0  0  0
 23  9  1  0  0  0  0
 24 10  1  0  0  0  0
 25 11  1  0  0  0  0
 26 12  2  0  0  0  0
 18 27  1  6  0  0  0
 19 28  1  6  0  0  0
 29 20  1  0  0  0  0
 30 13  1  0  0  0  0
 30 14  1  0  0  0  0
 31 15  1  0  0  0  0
 21 31  1  1  0  0  0
 32 16  1  0  0  0  0
 32 21  1  0  0  0  0
 33 16  1  0  0  0  0
 18 34  1  1  0  0  0
 19 35  1  6  0  0  0
 36 20  1  0  0  0  0
 21 37  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0295997

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1(CO)O[C@@]([H])(OC2=CC(O)=CC3=C2C(=O)C=C(O3)C2=CC(O)=C(O)C=C2)C([H])(O)[C@@]([H])(O)[C@]1([H])O

> <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/t16?,18-,19+,20?,21-/m1/s1

> <INCHI_KEY>
KBGKQZVCLWKUDQ-NFRVFMFJSA-N

> <FORMULA>
C21H20O11

> <MOLECULAR_WEIGHT>
448.38

> <EXACT_MASS>
448.100561464

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.23291142181357

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-7-hydroxy-5-{[(2S,4S,5S)-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>
186.36999999999998

> <JCHEM_REFRACTIVITY>
107.03919999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
luteolin 5-glucoside

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   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       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.000   9.240   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.337  -0.000   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.334   6.930   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.668  -0.770   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       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       0.000   7.700   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.334   5.390   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.334   5.390   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.000   3.080   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
CONECT    1    2    8                                                       
CONECT    2    1   10                                                       
CONECT    3    8   11                                                       
CONECT    4    9   14                                                       
CONECT    5    9   15                                                       
CONECT    6   12   13                                                       
CONECT    7   16   22                                                       
CONECT    8    1    3   13                                                  
CONECT    9    4    5   23                                                  
CONECT   10    2   11   24                                                  
CONECT   11    3   10   25                                                  
CONECT   12    6   17   26                                                  
CONECT   13    6    8   30                                                  
CONECT   14    4   17   30                                                  
CONECT   15    5   17   31                                                  
CONECT   16    7   18   32   33                                             
CONECT   17   12   14   15                                                  
CONECT   18   16   19   27   34                                             
CONECT   19   18   20   28   35                                             
CONECT   20   19   21   29   36                                             
CONECT   21   20   31   32   37                                             
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   13   14                                                       
CONECT   31   15   21                                                       
CONECT   32   16   21                                                       
CONECT   33   16                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
CONECT   36   20                                                            
CONECT   37   21                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₀O₁₁

Average Mass

448.3800 Da

Monoisotopic Mass

448.10056 Da

IUPAC Name

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

Traditional Name

luteolin 5-glucoside

CAS Registry Number

Not Available

SMILES

[H]C1(CO)O[C@@]([H])(OC2=CC(O)=CC3=C2C(=O)C=C(O3)C2=CC(O)=C(O)C=C2)C([H])(O)[C@@]([H])(O)[C@]1([H])O

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/t16?,18-,19+,20?,21-/m1/s1

InChI Key

KBGKQZVCLWKUDQ-NFRVFMFJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypericum perforatum	LOTUS Database	35616633
Lathyrus pratensis	LOTUS Database	35616633

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

Flavones and Flavonols (LMPK12110637 )

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	43.23 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

FDB006319

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for luteolin 5-glucoside (NP0295997)

MOL for NP0295997 (luteolin 5-glucoside)

3D MOL for NP0295997 (luteolin 5-glucoside)

3D SDF for NP0295997 (luteolin 5-glucoside)

3D-SDF for NP0295997 (luteolin 5-glucoside)

PDB for NP0295997 (luteolin 5-glucoside)

3D PDB for NP0295997 (luteolin 5-glucoside)

SMILES for NP0295997 (luteolin 5-glucoside)

INCHI for NP0295997 (luteolin 5-glucoside)

Structure for NP0295997 (luteolin 5-glucoside)

3D Structure for NP0295997 (luteolin 5-glucoside)