NP-MRD: Showing NP-Card for Lilaline (NP0051368)

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Record Information

Version

2.0

Created at

2022-04-27 22:45:42 UTC

Updated at

2022-04-27 22:45:42 UTC

NP-MRD ID

NP0051368

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lilaline

Description

3,5,7-Trihydroxy-8-[(2R,4R)-5-hydroxy-4-methyl-3,4-dihydro-2H-pyrrol-2-yl]-2-(4-hydroxyphenyl)-4H-chromen-4-one belongs to the class of organic compounds known as 8-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 8-position. Lilaline is found in Lilium candidum . Based on a literature review very few articles have been published on 3,5,7-trihydroxy-8-[(2R,4R)-5-hydroxy-4-methyl-3,4-dihydro-2H-pyrrol-2-yl]-2-(4-hydroxyphenyl)-4H-chromen-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200452D          

 28 31  0  0  1  0            999 V2000
   -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
    0.7145   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.0945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974    2.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    1.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
    3.5724    1.2375    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   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
   -1.4289    0.0000    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
  1  6  1  0  0  0  0
  7  6  1  1  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  2  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  1  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
  3 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -4.3940   -2.9370    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1686   -2.1136    1.0117 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3262   -0.6977    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8749   -0.3128    0.3034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5763    0.9469   -0.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5696    1.7772   -0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9285    1.4452   -0.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3023    2.9691   -1.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857    3.3887   -1.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7869    4.5749   -2.1899 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0345    2.5646   -1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485    2.9004   -1.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988    3.9687   -1.8449 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154    1.9977   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6363    2.3709   -0.9990 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9588    0.8263   -0.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216   -0.1588    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -1.3218    0.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2950   -2.2646    1.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6696   -2.0999    1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188   -3.0648    1.8157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1696   -0.9744    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2759   -0.0229    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561    0.5467   -0.1044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2704    1.3454   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026   -1.4693   -0.3089 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0188   -2.5960    0.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -3.8257   -0.0312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0888   -2.5344    0.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1889   -4.0103    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9637   -2.9233    1.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584   -1.9693    2.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -0.0705    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8004   -0.8388   -0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119   -0.2747    1.3819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6325    2.0757   -0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0927    3.6240   -1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0149    5.0447   -2.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9044    3.2177   -1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3441   -1.4506    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8934   -3.1601    1.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8301   -3.0352    2.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2338   -0.8065    0.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7534    0.8381   -0.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5169   -1.4899   -0.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4 26  1  0
 26 27  1  0
 27 28  2  0
  4  5  1  0
  5 25  2  0
 25 24  1  0
 24 16  1  0
 16 14  2  0
 14 15  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
 11  9  2  0
  9 10  1  0
  9  8  1  0
  8  6  2  0
  6  7  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 27  2  1  0
  6  5  1  0
 23 17  1  0
 11 25  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  1
  3 33  1  0
  3 34  1  0
  4 35  1  1
 26 45  1  0
 15 39  1  0
 10 38  1  0
  8 37  1  0
  7 36  1  0
 18 40  1  0
 19 41  1  0
 21 42  1  0
 22 43  1  0
 23 44  1  0
M  END


  Mrv1652304282200452D          

 28 31  0  0  1  0            999 V2000
   -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
    0.7145   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.0945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974    2.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    1.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974    2.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   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
    3.5724    1.2375    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
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   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
   -1.4289    0.0000    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
  1  6  1  0  0  0  0
  7  6  1  1  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  2  0  0  0  0
 10 12  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  1  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 23 26  1  0  0  0  0
  3 27  1  0  0  0  0
  1 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051368

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](NC1=O)C1=C2OC(=C(O)C(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H17NO7/c1-8-6-11(21-20(8)27)14-12(23)7-13(24)15-16(25)17(26)18(28-19(14)15)9-2-4-10(22)5-3-9/h2-5,7-8,11,22-24,26H,6H2,1H3,(H,21,27)/t8-,11-/m1/s1

> <INCHI_KEY>
YDCRQLJCXBNURP-LDYMZIIASA-N

> <FORMULA>
C20H17NO7

> <MOLECULAR_WEIGHT>
383.356

> <EXACT_MASS>
383.100501891

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.06028382078287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,5R)-3-methyl-5-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]pyrrolidin-2-one

> <ALOGPS_LOGP>
2.03

> <JCHEM_LOGP>
2.234236136999999

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.806780514543707

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.101246094910428

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7124523291734017

> <JCHEM_POLAR_SURFACE_AREA>
136.32

> <JCHEM_REFRACTIVITY>
99.9385

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,5R)-3-methyl-5-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]pyrrolidin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770   3.910   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.770   3.910   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.675   5.156   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       1.246   2.445   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.675   5.156   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+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  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    7                                                       
CONECT   13    9                                                            
CONECT   14    5   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16    4   18                                                  
CONECT   18   17                                                            
CONECT   19   16                                                            
CONECT   20   15   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   23                                                            
CONECT   27    3                                                            
CONECT   28    1                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₇NO₇

Average Mass

383.3560 Da

Monoisotopic Mass

383.10050 Da

IUPAC Name

(3R,5R)-3-methyl-5-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]pyrrolidin-2-one

Traditional Name

(3R,5R)-3-methyl-5-[3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]pyrrolidin-2-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](NC1=O)C1=C2OC(=C(O)C(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C20H17NO7/c1-8-6-11(21-20(8)27)14-12(23)7-13(24)15-16(25)17(26)18(28-19(14)15)9-2-4-10(22)5-3-9/h2-5,7-8,11,22-24,26H,6H2,1H3,(H,21,27)/t8-,11-/m1/s1

InChI Key

YDCRQLJCXBNURP-LDYMZIIASA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Lilium candidum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 8-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

8-prenylated flavones

Alternative Parents

Substituents

8-prenylated flavone
3-hydroxyflavone
Hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Chromone
1-benzopyran
Benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Cyclic carboximidic acid
Pyrroline
Lactim
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.03	ALOGPS
logP	2.23	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.1	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.94 m³·mol⁻¹	ChemAxon
Polarizability	37.06 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163028538

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Lilaline (NP0051368)

MOL for NP0051368 (Lilaline)

3D MOL for NP0051368 (Lilaline)

3D SDF for NP0051368 (Lilaline)

3D-SDF for NP0051368 (Lilaline)

PDB for NP0051368 (Lilaline)

3D PDB for NP0051368 (Lilaline)

SMILES for NP0051368 (Lilaline)

INCHI for NP0051368 (Lilaline)

Structure for NP0051368 (Lilaline)

3D Structure for NP0051368 (Lilaline)