NP-MRD: Showing NP-Card for (1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one (NP0309161)

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Record Information

Version

1.0

Created at

2022-09-11 03:32:55 UTC

Updated at

2022-09-11 03:32:55 UTC

NP-MRD ID

NP0309161

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one

Description

Ent-Sauchinone belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. (1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one is found in Saururus chinensis. It was first documented in 2014 (PMID: 24985096). Based on a literature review a small amount of articles have been published on ent-Sauchinone (PMID: 31642320) (PMID: 29495104).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112205322D          

 26 31  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  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  2  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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    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
    0.8860    2.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595    1.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 12  1  1  0  0  0
 20 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  6  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
M  END

     RDKit          3D

 46 51  0  0  0  0  0  0  0  0999 V2000
   -3.5713   -2.1612    0.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5502   -1.2261   -0.5108 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0960    0.1593   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2004    1.1381    0.0392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7144    2.5150   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9031    2.7489   -0.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7922    3.6222    0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5005    3.4139    0.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167    4.2062    0.2972 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6876    3.5733   -0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0512    2.5064   -1.1154 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122    2.0743   -0.1474 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8887    1.6462    0.9831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621    0.5067    0.7675 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    0.3463    1.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -0.7974    1.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155   -1.7697    0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8225   -1.6286   -0.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0830   -0.4756    0.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2827   -0.3520   -0.5118 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8286    1.0398   -0.6142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2713   -1.1864    0.3036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7944   -2.6383    0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0284   -2.8210    0.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2868   -2.3205    0.5626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9605   -1.2193    1.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6543   -2.0439    1.1906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5527   -1.9141   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462   -3.2099   -0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2721   -1.6510   -1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1568    0.2646   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0425    0.4657   -1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1800    0.9745    1.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2251    4.6135    0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0451    4.2851   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4550    3.2076    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3757    1.1208    1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4604   -2.4497   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2800   -0.8510   -1.5267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0351    1.2551   -1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908   -0.8470    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775   -2.7367    1.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6341   -3.1300    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677   -3.1585   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8520   -3.1031    1.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8135   -1.9925   -0.3522 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 21  1  0
 21 20  1  0
 20 22  1  0
 22 23  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 16 26  1  0
 26 25  1  0
 25 24  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 12 13  1  1
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7  5  1  0
  5  6  2  0
 22  2  1  0
 14 19  1  0
  8 12  1  0
  5  4  1  0
 12 21  1  0
 24 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  3 31  1  0
  3 32  1  0
  4 33  1  1
 21 40  1  6
 20 39  1  6
 22 41  1  1
 23 42  1  0
 23 43  1  0
 23 44  1  0
 18 38  1  0
 25 45  1  0
 25 46  1  0
 15 37  1  0
 10 35  1  0
 10 36  1  0
  7 34  1  0
M  END


  Mrv1652309112205322D          

 26 31  0  0  1  0            999 V2000
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  1  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  2  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
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    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
    0.8860    2.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7065    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9595    1.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 21 12  1  1  0  0  0
 20 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  6  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309161

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@H]2[C@@H]3[C@H]([C@@H]1C)C1=CC4=C(OCO4)C=C1O[C@@]31OCOC1=CC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O6/c1-9-3-11-13(21)5-17-20(25-8-24-17)19(11)18(10(9)2)12-4-15-16(23-7-22-15)6-14(12)26-20/h4-6,9-11,18-19H,3,7-8H2,1-2H3/t9-,10+,11+,18+,19+,20+/m0/s1

> <INCHI_KEY>
GMTJIWUFFXGFHH-NRRZXPMOSA-N

> <FORMULA>
C20H20O6

> <MOLECULAR_WEIGHT>
356.374

> <EXACT_MASS>
356.125988364

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.32739771946024

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,12S,13R,14S,16S,23S)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0^{1,19}.0^{3,11}.0^{5,9}.0^{16,23}]tricosa-3,5(9),10,18-tetraen-17-one

> <JCHEM_LOGP>
3.2872259699999997

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.72299340494326

> <JCHEM_PKA_STRONGEST_BASIC>
-4.194427694852845

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
90.76940000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,12S,13R,14S,16S,23S)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0^{1,19}.0^{3,11}.0^{5,9}.0^{16,23}]tricosa-3,5(9),10,18-tetraen-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.654   3.816   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.185   3.977   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.658   2.724   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.467  -0.476   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.372   0.770   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.467   2.016   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    8   13   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20    4   12                                                  
CONECT   22   20    2   23                                                  
CONECT   23   22                                                            
CONECT   24   17   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   16                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₆

Average Mass

356.3740 Da

Monoisotopic Mass

356.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@H]2[C@@H]3[C@H]([C@@H]1C)C1=CC4=C(OCO4)C=C1O[C@@]31OCOC1=CC2=O

InChI Identifier

InChI=1S/C20H20O6/c1-9-3-11-13(21)5-17-20(25-8-24-17)19(11)18(10(9)2)12-4-15-16(23-7-22-15)6-14(12)26-20/h4-6,9-11,18-19H,3,7-8H2,1-2H3/t9-,10+,11+,18+,19+,20+/m0/s1

InChI Key

GMTJIWUFFXGFHH-NRRZXPMOSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Saururus chinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Benzodioxole
Cyclohexenone
Ketal
Benzenoid
Vinylogous ester
Meta-dioxolane
Ketone
Oxacycle
Acetal
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aldehyde
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

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

28285085

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24895166

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jin Q, Lee JW, Kim JG, Lee D, Hong JT, Kim Y, Lee MK, Hwang BY: Lignans from Saururus chinensis with Inhibitory Effects on Nitric Oxide Production. J Nat Prod. 2019 Nov 22;82(11):3002-3009. doi: 10.1021/acs.jnatprod.9b00520. Epub 2019 Oct 23. [PubMed:31642320 ]
Gong QZ, Xiao D, Feng F, Wen XD, Qu W: ent-Sauchinone as Potential Anticancer Agent Inhibiting Migration and Invasion of Human Liver Cancer Cells via Suppressing the STAT3 Signaling Pathway. Chem Biodivers. 2018 Apr;15(4):e1800024. doi: 10.1002/cbdv.201800024. Epub 2018 Apr 16. [PubMed:29495104 ]
Song SY, Jung YY, Hwang CJ, Lee HP, Sok CH, Kim JH, Lee SM, Seo HO, Hyun BK, Choi DY, Han SB, Ham YW, Hwang BY, Hong JT: Inhibitory effect of ent-Sauchinone on amyloidogenesis via inhibition of STAT3-mediated NF-kappaB activation in cultured astrocytes and microglial BV-2 cells. J Neuroinflammation. 2014 Jul 2;11:118. doi: 10.1186/1742-2094-11-118. [PubMed:24985096 ]
LOTUS database [Link]

Showing NP-Card for (1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one (NP0309161)

MOL for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

3D MOL for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

3D SDF for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

3D-SDF for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

PDB for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

3D PDB for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

SMILES for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

INCHI for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

Structure for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)

3D Structure for NP0309161 ((1r,12s,13r,14s,16s,23s)-13,14-dimethyl-2,6,8,20,22-pentaoxahexacyclo[10.10.1.0¹,¹⁹.0³,¹¹.0⁵,⁹.0¹⁶,²³]tricosa-3,5(9),10,18-tetraen-17-one)