NP-MRD: Showing NP-Card for (+)-Epimagnolin (NP0054876)

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Record Information

Version

2.0

Created at

2022-04-28 01:05:21 UTC

Updated at

2022-04-28 01:05:21 UTC

NP-MRD ID

NP0054876

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Epimagnolin

Description

Epimagnolin A 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. (+)-Epimagnolin is found in Hernandia nymphaeifolia , Hernandia ovigera , Magnolia biondii and Magnolia kobus var. borealis . (+)-Epimagnolin was first documented in 2011 (PMID: 21982788). Based on a literature review a small amount of articles have been published on Epimagnolin A (PMID: 33535454) (PMID: 30919561) (PMID: 30466608) (PMID: 28468305).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203052D          

 30 33  0  0  1  0            999 V2000
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092    3.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376   -3.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 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
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 30  1  1  1  0  0  0
 14 30  1  0  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
    7.0390   -2.7863   -0.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9231   -1.4003   -0.1928 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6722   -0.8160   -0.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5585   -1.5854   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2878   -1.0490   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432    0.3072   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7707    0.8745   -0.3383 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1111    0.3505   -1.4142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476   -0.0738   -0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0087   -0.4938    0.4240 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1443   -0.1801    1.3161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4690   -0.1736    0.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2215   -1.3531    0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670   -1.3958    0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2282   -2.5557   -0.0707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6735   -3.7344    0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0058   -0.2508   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2596   -0.2536   -1.1583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3721    0.0305   -0.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2626    0.9102   -0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8000    2.0453   -1.0405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1825    3.3086   -1.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0084    0.9612    0.1030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8936    0.9760    2.0137 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1453    1.6289    1.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433    0.5020    0.9262 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2487    1.0993   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4994    0.5388   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6214    1.3506    0.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4652    2.7341    0.4153 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5784   -3.1122   -1.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5098   -3.2943    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1074   -3.0733   -0.3160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6651   -2.6678   -0.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425   -1.7106   -0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900    1.9821   -0.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4120   -0.9812   -1.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9042    0.7152   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3796   -1.5373    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1737   -1.0547    2.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8029   -2.2352    1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6480   -3.9215    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3570   -4.6053    0.3304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5682   -3.5630    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5568    1.1382   -0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2888   -0.4656   -0.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1224   -0.1385    0.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280    3.3375   -1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8405    3.6489   -0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9277    4.0327   -1.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5101    1.9170    0.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1742    2.1626    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    2.3280    2.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649    0.0746    1.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0828    2.1681    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0341    2.9492    1.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4619    3.2044    0.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8221    3.1860   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 23  2  0
 23 20  1  0
 20 21  1  0
 21 22  1  0
 20 17  2  0
 17 18  1  0
 18 19  1  0
 12 11  1  0
 11 24  1  0
 24 25  1  0
 25 26  1  0
 26 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
 17 14  1  0
 10 11  1  0
  5  6  1  0
  7 26  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
 13 41  1  0
 23 51  1  0
 22 48  1  0
 22 49  1  0
 22 50  1  0
 19 45  1  0
 19 46  1  0
 19 47  1  0
 11 40  1  1
 25 52  1  0
 25 53  1  0
 26 54  1  1
 10 39  1  6
  9 37  1  0
  9 38  1  0
  7 36  1  6
 27 55  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
M  END


  Mrv1652304282203052D          

 30 33  0  0  1  0            999 V2000
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0146    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0473    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    2.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2498    3.5510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8018    4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8543    2.3248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1092    3.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0937   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -1.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1556   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6036   -3.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7966   -3.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5417   -2.3201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2446   -3.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4376   -3.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8585   -4.0609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6655   -4.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -2.8347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2175   -3.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 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
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 28 29  1  0  0  0  0
 17 30  1  0  0  0  0
 30  1  1  1  0  0  0
 14 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054876

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2C1=CC(OC)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O7/c1-24-17-7-6-13(8-18(17)25-2)21-15-11-30-22(16(15)12-29-21)14-9-19(26-3)23(28-5)20(10-14)27-4/h6-10,15-16,21-22H,11-12H2,1-5H3/t15-,16-,21+,22-/m0/s1

> <INCHI_KEY>
MFIHSKBTNZNJIK-FRMGNDQPSA-N

> <FORMULA>
C23H28O7

> <MOLECULAR_WEIGHT>
416.47

> <EXACT_MASS>
416.183503242

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
43.950332782956096

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3aR,4R,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

> <ALOGPS_LOGP>
2.80

> <JCHEM_LOGP>
2.411876393666666

> <ALOGPS_LOGS>
-4.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7146832415848317

> <JCHEM_POLAR_SURFACE_AREA>
64.61000000000001

> <JCHEM_REFRACTIVITY>
110.528

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3aR,4R,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

> <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       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.894   2.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.388   2.555   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.088   4.019   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.942   5.164   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.449   4.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.924   3.379   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.466   6.629   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.497   7.773   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.595   4.340   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.071   5.804   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.834   0.294   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.204  -0.476   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.775  -3.186   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.281  -3.507   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.757  -4.971   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.727  -6.116   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.220  -5.795   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.744  -4.331   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.190  -6.940   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.684  -6.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.203  -7.580   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.709  -7.900   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.264  -5.291   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.739  -6.756   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
CONECT    1    2   30                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13                                                       
CONECT   13   12                                                            
CONECT   14    3   15   30                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   30                                                  
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26   21   27                                                       
CONECT   27   26                                                            
CONECT   28   20   29                                                       
CONECT   29   28                                                            
CONECT   30   17    1   14                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
Epimagnolin	MeSH
Magnolin	MeSH

Chemical Formula

C₂₃H₂₈O₇

Average Mass

416.4700 Da

Monoisotopic Mass

416.18350 Da

IUPAC Name

(1S,3aR,4R,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

Traditional Name

(1S,3aR,4R,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)[C@@H]1OC[C@H]2[C@@H]1CO[C@@H]2C1=CC(OC)=C(OC)C=C1

InChI Identifier

InChI=1S/C23H28O7/c1-24-17-7-6-13(8-18(17)25-2)21-15-11-30-22(16(15)12-29-21)14-9-19(26-3)23(28-5)20(10-14)27-4/h6-10,15-16,21-22H,11-12H2,1-5H3/t15-,16-,21+,22-/m0/s1

InChI Key

MFIHSKBTNZNJIK-FRMGNDQPSA-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
Hernandia nymphaeifolia	Plant	KNApSAcK
Hernandia ovigera	Plant	KNApSAcK
Magnolia biondii	LOTUS Database	35616633
Magnolia kobus var. borealis	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
Dimethoxybenzene
O-dimethoxybenzene
Anisole
Phenoxy compound
Furofuran
Phenol ether
Methoxybenzene
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	2.8	ALOGPS
logP	2.41	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	64.61 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	110.53 m³·mol⁻¹	ChemAxon
Polarizability	43.95 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00045144

Chemspider ID

72975908

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13889713

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Park R, Park EJ, Cho YY, Lee JY, Kang HC, Song IS, Lee HS: Tetrahydrofurofuranoid Lignans, Eudesmin, Fargesin, Epimagnolin A, Magnolin, and Yangambin Inhibit UDP-Glucuronosyltransferase 1A1 and 1A3 Activities in Human Liver Microsomes. Pharmaceutics. 2021 Feb 1;13(2). pii: pharmaceutics13020187. doi: 10.3390/pharmaceutics13020187. [PubMed:33535454 ]
Chun HW, Kim SJ, Pham TH, Bak Y, Oh J, Ryu HW, Oh SR, Hong JT, Yoon DY: Epimagnolin A inhibits IL-6 production by inhibiting p38/NF-kappaB and AP-1 signaling pathways in PMA-stimulated THP-1 cells. Environ Toxicol. 2019 Jul;34(7):796-803. doi: 10.1002/tox.22746. Epub 2019 Mar 27. [PubMed:30919561 ]
Mitani Y, Satake K, Tsukamoto M, Nakamura I, Kadioglu O, Teruya T, Yonezawa T, Cha BY, Efferth T, Woo JT, Nakagawa H: Epimagnolin A, a tetrahydrofurofuranoid lignan from Magnolia fargesii, reverses ABCB1-mediated drug resistance. Phytomedicine. 2018 Dec 1;51:112-119. doi: 10.1016/j.phymed.2018.06.030. Epub 2018 Jun 20. [PubMed:30466608 ]
Kim JH, Kwon SS, Jeong HU, Lee HS: Inhibitory Effects of Dimethyllirioresinol, Epimagnolin A, Eudesmin, Fargesin, and Magnolin on Cytochrome P450 Enzyme Activities in Human Liver Microsomes. Int J Mol Sci. 2017 May 1;18(5). pii: ijms18050952. doi: 10.3390/ijms18050952. [PubMed:28468305 ]
Ortet R, Prado S, Regalado EL, Valeriote FA, Media J, Mendiola J, Thomas OP: Furfuran lignans and a flavone from Artemisia gorgonum Webb and their in vitro activity against Plasmodium falciparum. J Ethnopharmacol. 2011 Nov 18;138(2):637-40. doi: 10.1016/j.jep.2011.09.039. Epub 2011 Sep 29. [PubMed:21982788 ]

Showing NP-Card for (+)-Epimagnolin (NP0054876)

MOL for NP0054876 ((+)-Epimagnolin)

3D MOL for NP0054876 ((+)-Epimagnolin)

3D SDF for NP0054876 ((+)-Epimagnolin)

3D-SDF for NP0054876 ((+)-Epimagnolin)

PDB for NP0054876 ((+)-Epimagnolin)

3D PDB for NP0054876 ((+)-Epimagnolin)

SMILES for NP0054876 ((+)-Epimagnolin)

INCHI for NP0054876 ((+)-Epimagnolin)

Structure for NP0054876 ((+)-Epimagnolin)

3D Structure for NP0054876 ((+)-Epimagnolin)