NP-MRD: Showing NP-Card for Phylligenin (NP0084342)

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Record Information

Version

2.0

Created at

2022-04-29 05:06:06 UTC

Updated at

2022-04-29 05:06:06 UTC

NP-MRD ID

NP0084342

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phylligenin

Description

(-)-Phylligenin belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. Phylligenin is found in Forsythia suspensa, Magnolia coco, Orophea enneandra and Punica granatum . Phylligenin was first documented in 2010 (PMID: 21060292). Based on a literature review a small amount of articles have been published on (-)-Phylligenin (PMID: 29495102) (PMID: 33289429) (PMID: 27936051) (PMID: 24190032).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207062D          

 31 34  0  0  1  0            999 V2000
    0.5834    0.5834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788    2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4521   -0.7399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -3.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9480   -4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960   -4.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3841   -1.4639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  2  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
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 21 30  1  0  0  0  0
 20 31  1  1  0  0  0
M  END

     RDKit          3D

 51 54  0  0  0  0  0  0  0  0999 V2000
    5.3430    0.1832   -2.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7474    0.7802   -1.3217 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8276    0.8760   -0.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5290    0.4115   -0.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396    0.5145    0.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2550   -0.0073    0.4812 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8895   -0.7022    1.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2177   -1.4678    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0534   -1.9422   -0.1352 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0360   -1.7333   -1.1173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3002   -1.1932   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3759   -1.9934   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5476   -1.4569    0.2935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6790   -0.1034    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8659    0.4331    1.0376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9636   -0.3563    1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6102    0.7010    0.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7108    2.0592    0.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6650    2.9512    0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4416    0.1597   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5736   -0.9536   -2.1687 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6897   -0.5276   -1.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1500   -1.0460   -0.5957 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0467    1.1015    1.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3321    1.5676    1.9277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2339    1.4637    0.8898 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5276    1.9507    1.0514 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1212    0.2683   -3.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1299   -0.8984   -2.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4011    0.6662   -2.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569   -0.0413   -1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5967    0.8522    0.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750   -2.3818    1.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760   -0.9852    1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4494   -2.9881   -0.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2457   -2.7396   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2788   -3.0584   -0.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3854   -2.0873    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3147   -0.9294    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7397   -1.1296    2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7662    0.2888    1.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    2.6743   -0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0312    3.9972   -0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261    2.8935    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921    0.7777   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253    0.5825   -2.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3682   -0.9573   -2.6996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1306   -1.5846   -0.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3856    1.2095    2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6842    2.0413    2.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1708    1.8596    0.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21 10  1  0
 10 11  1  0
 11 20  2  0
 20 17  1  0
 17 18  1  0
 18 19  1  0
 17 14  2  0
 14 15  1  0
 15 16  1  0
 14 13  1  0
 13 12  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 26  2  0
 26 27  1  0
 26 25  1  0
 25 24  2  0
  9 23  1  0
 24  5  1  0
  6 23  1  0
 12 11  1  0
 23 48  1  6
 22 46  1  0
 22 47  1  0
 10 36  1  6
 20 45  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 13 38  1  0
 12 37  1  0
  9 35  1  1
  8 33  1  0
  8 34  1  0
  6 32  1  6
  4 31  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 27 51  1  0
 25 50  1  0
 24 49  1  0
M  END


  Mrv1652304292207062D          

 31 34  0  0  1  0            999 V2000
    0.5834    0.5834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2549    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619    0.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3168    1.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1238    1.9123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3788    2.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7648    2.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0198    3.1385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0422    2.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2971    1.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4849   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7846   -1.9049    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4521   -0.7399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -1.3349    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8242   -2.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6312   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8861   -3.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -3.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9480   -4.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3341   -3.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -4.4734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960   -4.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5271   -3.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -2.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3841   -1.4639    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  2  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
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 21 30  1  0  0  0  0
 20 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0084342

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CO[C@]([H])(C3=CC(OC)=C(OC)C=C3)[C@]1([H])CO[C@@]2([H])C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-26-20(14(15)10-27-21)12-4-6-16(22)18(8-12)24-2/h4-9,14-15,20-22H,10-11H2,1-3H3/t14-,15-,20+,21-/m1/s1

> <INCHI_KEY>
CPJKKWDCUOOTEW-SORVUCRQSA-N

> <FORMULA>
C21H24O6

> <MOLECULAR_WEIGHT>
372.417

> <EXACT_MASS>
372.157288493

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.37715367949279

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1R,3aS,4S,6aS)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
2.4236536033333334

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.910746793682316

> <JCHEM_PKA_STRONGEST_BASIC>
-3.769691453217552

> <JCHEM_POLAR_SURFACE_AREA>
66.38000000000001

> <JCHEM_REFRACTIVITY>
99.58250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,3aS,4S,6aS)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  H   UNK     0       1.089   1.089   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.476   1.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.982   1.785   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.458   3.249   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.964   3.570   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.440   5.034   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.428   4.394   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.904   5.859   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.079   4.074   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.555   2.609   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.905  -1.246   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.000  -2.492   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.465  -2.016   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       1.465  -3.556   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       2.711  -1.381   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       2.929   0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.834  -1.246   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.929  -2.492   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.405  -3.956   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.911  -4.277   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.387  -5.741   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.894  -6.061   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.370  -7.526   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.357  -6.886   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.833  -8.350   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.339  -8.670   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.851  -6.565   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.375  -5.101   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0       4.450  -2.733   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   12   16                                             
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    3                                                       
CONECT   12    2   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   20                                             
CONECT   15   14                                                            
CONECT   16   14    2   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   14   21   31                                             
CONECT   21   20   22   30                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   29   21                                                       
CONECT   31   20                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₆

Average Mass

372.4170 Da

Monoisotopic Mass

372.15729 Da

IUPAC Name

4-[(1R,3aS,4S,6aS)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

Traditional Name

4-[(1R,3aS,4S,6aS)-4-(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CO[C@]([H])(C3=CC(OC)=C(OC)C=C3)[C@]1([H])CO[C@@]2([H])C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C21H24O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-26-20(14(15)10-27-21)12-4-6-16(22)18(8-12)24-2/h4-9,14-15,20-22H,10-11H2,1-3H3/t14-,15-,20+,21-/m1/s1

InChI Key

CPJKKWDCUOOTEW-SORVUCRQSA-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
Forsythia suspensa	LOTUS Database	35616633
Magnolia coco	LOTUS Database	35616633
Orophea enneandra	LOTUS Database	35616633
Punica granatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Not Available

Direct Parent

Furanoid lignans

Alternative Parents

Substituents

Furanoid lignan
Furofuran lignan skeleton
Methoxyphenol
Dimethoxybenzene
O-dimethoxybenzene
Anisole
Phenoxy compound
Furofuran
Phenol ether
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Oxolane
Ether
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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	2.83	ALOGPS
logP	2.42	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.58 m³·mol⁻¹	ChemAxon
Polarizability	39.38 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

C00053678

Chemspider ID

10308033

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12314158

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lee YG, Jang SA, Seo KH, Gwag JE, Kim HG, Ko JH, Ji SA, Kang SC, Lee DY, Baek NI: New Lignans from the Flower of Forsythia koreana and Their Suppression Effect on VCAM-1 Expression in MOVAS Cells. Chem Biodivers. 2018 Apr;15(4):e1800026. doi: 10.1002/cbdv.201800026. Epub 2018 Apr 17. [PubMed:29495102 ]
Sun Y, Zeng QH, Lu HQ, Meng FC, Shen Y, Zeng WY, Chi H, Zhou YQ, Chen M: Two new lignans from Zanthoxylum armatum. Nat Prod Res. 2022 Jul;36(13):3331-3336. doi: 10.1080/14786419.2020.1855646. Epub 2020 Dec 8. [PubMed:33289429 ]
Sung YY, Yoon T, Jang S, Kim HK: Forsythia suspensa Suppresses House Dust Mite Extract-Induced Atopic Dermatitis in NC/Nga Mice. PLoS One. 2016 Dec 9;11(12):e0167687. doi: 10.1371/journal.pone.0167687. eCollection 2016. [PubMed:27936051 ]
Jagroop IA: Plant extracts inhibit ADP-induced platelet activation in humans: their potential therapeutic role as ADP antagonists. Purinergic Signal. 2014;10(2):233-9. doi: 10.1007/s11302-013-9393-0. Epub 2013 Nov 5. [PubMed:24190032 ]
Moharam BA, Jantan I, Jalil J, Shaari K: Inhibitory effects of phylligenin and quebrachitol isolated from Mitrephora vulpina on platelet activating factor receptor binding and platelet aggregation. Molecules. 2010 Nov 3;15(11):7840-8. doi: 10.3390/molecules15117840. [PubMed:21060292 ]

Showing NP-Card for Phylligenin (NP0084342)

MOL for NP0084342 (Phylligenin)

3D MOL for NP0084342 (Phylligenin)

3D SDF for NP0084342 (Phylligenin)

3D-SDF for NP0084342 (Phylligenin)

PDB for NP0084342 (Phylligenin)

3D PDB for NP0084342 (Phylligenin)

SMILES for NP0084342 (Phylligenin)

INCHI for NP0084342 (Phylligenin)

Structure for NP0084342 (Phylligenin)

3D Structure for NP0084342 (Phylligenin)