NP-MRD: Showing NP-Card for Saucernetin (NP0051519)

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Record Information

Version

2.0

Created at

2022-04-27 22:51:21 UTC

Updated at

2022-04-27 22:51:21 UTC

NP-MRD ID

NP0051519

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Saucernetin

Description

Saucernetin belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton. Saucernetin is found in Saururus cernuus, Saururus chinensis and Virola surinamensis. Saucernetin was first documented in 2003 (PMID: 14648400). Based on a literature review a small amount of articles have been published on Saucernetin (PMID: 16918500) (PMID: 17666813) (PMID: 15467202) (PMID: 15033903).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200512D          

 27 29  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630    0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -2.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -5.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -5.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -5.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 26  1  6  0  0  0
  1 27  1  1  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
   -6.5485    1.4303   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6493    1.3472    0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4897    0.5565    0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1877   -0.1868   -0.6350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0440   -0.9841   -0.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1868   -1.0398    0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -1.8310    0.3928 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0247   -0.9439    0.9373 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2510   -0.0351   -0.0926 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6431    0.4604   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286    1.8217   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2132    2.3100   -0.1723 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774    1.4721    0.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5825    1.9664    0.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8990    3.3143   -0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0357    0.1319    0.2120 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1232   -0.7275    0.4295 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8471   -2.1092    0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7430   -0.3439    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0186   -0.7532   -1.4041 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2734   -0.8264   -2.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892   -2.1465   -0.8920 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9523   -3.0565   -1.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5027   -0.2787    1.4889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291    0.5070    1.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9537    1.2641    2.6809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1026    1.2490    3.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0743    2.4251   -0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0611    1.4576   -1.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3623    0.6741   -0.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8469   -0.1772   -1.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8867   -1.5352   -1.6354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0343   -2.6629    1.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4283    0.8375   -0.0601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1258    2.5152   -0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4198    3.3799   -0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0001    3.4133   -0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5207    3.7548   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5161    3.9482    0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -2.2522    1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5432   -2.5959   -0.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7545   -2.6403    0.9885 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5732   -1.4091    0.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -0.3564   -1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203   -1.0144   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569   -1.7131   -1.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8448    0.1047   -2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169   -2.5683   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2313   -3.9042   -2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2035   -2.6437   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -3.5866   -1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563   -0.2864    2.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5335    1.8509    4.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    1.6626    3.5154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9849    0.2129    4.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  9 10  1  0
 10 19  2  0
 19 16  1  0
 16 17  1  0
 17 18  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
 13 12  1  0
 12 11  2  0
 25  3  1  0
 22  7  1  0
 11 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 24 52  1  0
 27 53  1  0
 27 54  1  0
 27 55  1  0
  7 33  1  1
  9 34  1  1
 20 44  1  6
 21 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  1
 23 49  1  0
 23 50  1  0
 23 51  1  0
 19 43  1  0
 18 40  1  0
 18 41  1  0
 18 42  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 12 36  1  0
 11 35  1  0
M  END


  Mrv1652304282200512D          

 27 29  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7376   -1.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3507   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1353   -1.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3068   -0.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6937   -0.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9091   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0915   -0.7027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2630    0.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7484   -2.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6119   -3.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324   -3.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9173   -3.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5817   -4.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613   -4.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2763   -3.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4257   -5.3493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -5.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667   -5.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -5.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1665   -1.4675    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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 26  1  6  0  0  0
  1 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051519

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21+,22+/m0/s1

> <INCHI_KEY>
JLJAVUZBHSLLJL-HCIHMXRSSA-N

> <FORMULA>
C22H28O5

> <MOLECULAR_WEIGHT>
372.461

> <EXACT_MASS>
372.193674002

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.552825459083024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
4.198087866333333

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.960844812019674

> <JCHEM_POLAR_SURFACE_AREA>
46.150000000000006

> <JCHEM_REFRACTIVITY>
103.9151

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
saucernetin

> <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  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.580  -3.215   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.564  -4.680   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.377  -2.739   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.521  -3.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.986  -3.294   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.306  -1.788   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.162  -0.757   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.697  -1.233   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.771  -1.312   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -6.091   0.195   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.130  -4.324   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.595  -3.848   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.009  -5.926   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.540  -5.765   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.446  -7.011   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.819  -8.417   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.288  -8.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.382  -7.333   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.661  -9.985   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.130 -10.146   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.724  -9.663   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.256  -9.502   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.044  -2.739   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    5   27                                                  
CONECT    2    1    3   26                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1    6                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13                                                       
CONECT   13   12                                                            
CONECT   14    8   15                                                       
CONECT   15   14                                                            
CONECT   16    3   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
CONECT   26    2                                                            
CONECT   27    1                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₅

Average Mass

372.4610 Da

Monoisotopic Mass

372.19367 Da

IUPAC Name

(2R,3S,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane

Traditional Name

saucernetin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21+,22+/m0/s1

InChI Key

JLJAVUZBHSLLJL-HCIHMXRSSA-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
Saururus cernuus	Plant	KNApSAcK
Saururus chinensis	Plant	KNApSAcK
Virola surinamensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,7'-epoxylignans

Alternative Parents

Substituents

7,7p-epoxylignan
Dibenzylbutane lignan skeleton
O-dimethoxybenzene
Dimethoxybenzene
Anisole
Methoxybenzene
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Tetrahydrofuran
Ether
Organoheterocyclic compound
Dialkyl ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

lignan (CHEBI:9041 )
Lignans (C10879 )

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	4.29	ALOGPS
logP	4.2	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.15 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	103.92 m³·mol⁻¹	ChemAxon
Polarizability	41.55 Å³	ChemAxon
Number of Rings	3	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

C00002623

Chemspider ID

391319

KEGG Compound ID

C10879

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

443018

PDB ID

Not Available

ChEBI ID

9041

Good Scents ID

Not Available

References

General References

Nam NH: Naturally occurring NF-kappaB inhibitors. Mini Rev Med Chem. 2006 Aug;6(8):945-51. doi: 10.2174/138955706777934937. [PubMed:16918500 ]
Choi SK, Seo BR, Lee KW, Cho W, Jeong SH, Lee KT: Saucernetin-7 isolated from Saururus chinensis induces caspase-dependent apoptosis in human promyelocytic leukemia HL-60 cells. Biol Pharm Bull. 2007 Aug;30(8):1516-22. doi: 10.1248/bpb.30.1516. [PubMed:17666813 ]
Seo BR, Yoo CB, Park HJ, Choi JW, Seo K, Choi SK, Lee KT: Saucernetin-8 isolated from Saururus chinensis induced the differentiation of human acute promyelocytic leukemia HL-60 cells. Biol Pharm Bull. 2004 Oct;27(10):1594-8. doi: 10.1248/bpb.27.1594. [PubMed:15467202 ]
Seo BR, Lee KW, Ha J, Park HJ, Choi JW, Lee KT: Saucernetin-7 isolated from Saururus chinensis inhibits proliferation of human promyelocytic HL-60 leukemia cells via G0/G1 phase arrest and induction of differentiation. Carcinogenesis. 2004 Aug;25(8):1387-94. doi: 10.1093/carcin/bgh143. Epub 2004 Mar 19. [PubMed:15033903 ]
Park HJ, Kim RG, Seo BR, Ha J, Ahn BT, Bok SH, Lee YS, Kim HJ, Lee KT: Saucernetin-7 and saucernetin-8 isolated from Saururus chinensis inhibit the LPS-induced production of nitric oxide and prostaglandin E2 in macrophage RAW264.7 cells. Planta Med. 2003 Oct;69(10):947-50. doi: 10.1055/s-2003-45106. [PubMed:14648400 ]

Showing NP-Card for Saucernetin (NP0051519)

MOL for NP0051519 (Saucernetin)

3D MOL for NP0051519 (Saucernetin)

3D SDF for NP0051519 (Saucernetin)

3D-SDF for NP0051519 (Saucernetin)

PDB for NP0051519 (Saucernetin)

3D PDB for NP0051519 (Saucernetin)

SMILES for NP0051519 (Saucernetin)

INCHI for NP0051519 (Saucernetin)

Structure for NP0051519 (Saucernetin)

3D Structure for NP0051519 (Saucernetin)