NP-MRD: Showing NP-Card for 20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol (NP0282450)

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Record Information

Version

2.0

Created at

2022-09-09 09:17:09 UTC

Updated at

2022-09-09 09:17:09 UTC

NP-MRD ID

NP0282450

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol

Description

20,21,25-Trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]Hexatriaconta-3(36),4,6,9,11,18(33),19,21,24,26,31,34-dodecaene-6,19-diol belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. 20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol is found in Thalictrum isopyroides. 20,21,25-Trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]Hexatriaconta-3(36),4,6,9,11,18(33),19,21,24,26,31,34-dodecaene-6,19-diol is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251510182D          

 46 52  0  0  0  0            999 V2000
    9.3374    2.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8897    1.8878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2659    1.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0975    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5035    0.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3449    0.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7821   -0.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3834   -1.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8177   -1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5468   -1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6585   -1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3040   -2.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6935   -2.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9023   -2.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7251   -3.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9622   -2.8680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2528   -3.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4694   -4.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6208   -3.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7922   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382   -2.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4276   -2.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2659   -1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -0.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1582   -1.1298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -1.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949   -0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489    0.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6627    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651    1.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084    1.7690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5308    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    2.4057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    2.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1793    1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9403    1.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0449    2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0875    0.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9564    0.2001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7955    0.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2299   -0.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0785   -0.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2783   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2203   -3.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7943   -4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0636   -3.5591    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  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  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
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  3 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
  5 42  2  0  0  0  0
 10 42  1  0  0  0  0
 38 43  2  0  0  0  0
 24 43  1  0  0  0  0
 29 43  1  0  0  0  0
 22 44  1  0  0  0  0
 44 45  2  0  0  0  0
 19 45  1  0  0  0  0
 17 46  2  0  0  0  0
 12 46  1  0  0  0  0
M  END


  Mrv1533004251510182D          

 46 52  0  0  0  0            999 V2000
    9.3374    2.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8897    1.8878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2659    1.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0975    1.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5035    0.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3449    0.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7821   -0.3269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3834   -1.0470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8177   -1.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5468   -1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6585   -1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3040   -2.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6935   -2.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9023   -2.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7251   -3.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9622   -2.8680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2528   -3.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4694   -4.2289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6208   -3.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7922   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2382   -2.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4276   -2.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2659   -1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9854   -0.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1582   -1.1298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -1.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5949   -0.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489    0.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6627    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7651    1.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084    1.7690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5308    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6436    2.4057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    2.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1793    1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9403    1.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0449    2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0875    0.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9564    0.2001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7955    0.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2299   -0.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0785   -0.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2783   -0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2203   -3.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7943   -4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0636   -3.5591    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  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  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
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  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
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  3 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
  5 42  2  0  0  0  0
 10 42  1  0  0  0  0
 38 43  2  0  0  0  0
 24 43  1  0  0  0  0
 29 43  1  0  0  0  0
 22 44  1  0  0  0  0
 44 45  2  0  0  0  0
 19 45  1  0  0  0  0
 17 46  2  0  0  0  0
 12 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282450

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C3C=C1OC1=C4C(CC5=CC=C(OC6=CC(CC3N(C)CC2)=CC=C6O)C=C5)N(C)CCC4=C(O)C(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C37H40N2O7/c1-38-14-12-23-19-31(42-3)32-20-26(23)27(38)17-22-8-11-29(40)30(18-22)45-24-9-6-21(7-10-24)16-28-33-25(13-15-39(28)2)34(41)36(43-4)37(44-5)35(33)46-32/h6-11,18-20,27-28,40-41H,12-17H2,1-5H3

> <INCHI_KEY>
AFIKQDOXLXLVDZ-UHFFFAOYSA-N

> <FORMULA>
C37H40N2O7

> <MOLECULAR_WEIGHT>
624.734

> <EXACT_MASS>
624.283551636

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
67.18121809761124

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18,20,22(33),24(32),25,27(31),34-dodecaene-6,19-diol

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
5.528933362636744

> <ALOGPS_LOGS>
-4.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
10.318142054162836

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.818857202053465

> <JCHEM_PKA_STRONGEST_BASIC>
8.007656713698642

> <JCHEM_POLAR_SURFACE_AREA>
93.09000000000002

> <JCHEM_REFRACTIVITY>
177.61319999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18,20,22(33),24(32),25,27(31),34-dodecaene-6,19-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      17.430   4.817   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      16.594   3.524   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      17.296   2.153   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.849   2.099   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.606   0.717   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.177   0.717   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.993  -0.610   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      21.249  -1.954   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      22.060  -3.264   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.687  -2.022   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.896  -3.630   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.234  -5.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.095  -4.060   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.618  -4.440   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.287  -5.940   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.863  -5.354   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      17.272  -7.126   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      15.809  -7.894   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      14.225  -7.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.545  -5.866   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.511  -4.732   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.998  -5.019   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.696  -3.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.173  -1.826   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       9.629  -2.109   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       9.139  -3.569   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.577  -0.962   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.051   0.499   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.570   0.833   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.762   2.370   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.536   3.302   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.191   2.965   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.401   4.491   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      11.186   5.436   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.401   2.008   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.822   2.603   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      15.017   4.131   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.230   0.444   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      14.852   0.374   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      16.418   0.839   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.229  -0.494   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      18.813  -0.639   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.719  -0.227   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.611  -6.582   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.683  -7.733   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.785  -6.644   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   42                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   42                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   46                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   46                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   45                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   44                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   43                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   43                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39    3   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41    5   10                                                  
CONECT   43   38   24   29                                                  
CONECT   44   22   45                                                       
CONECT   45   44   19                                                       
CONECT   46   17   12                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₀N₂O₇

Average Mass

624.7340 Da

Monoisotopic Mass

624.28355 Da

IUPAC Name

20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18,20,22(33),24(32),25,27(31),34-dodecaene-6,19-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC2=C3C=C1OC1=C4C(CC5=CC=C(OC6=CC(CC3N(C)CC2)=CC=C6O)C=C5)N(C)CCC4=C(O)C(OC)=C1OC

InChI Identifier

InChI=1S/C37H40N2O7/c1-38-14-12-23-19-31(42-3)32-20-26(23)27(38)17-22-8-11-29(40)30(18-22)45-24-9-6-21(7-10-24)16-28-33-25(13-15-39(28)2)34(41)36(43-4)37(44-5)35(33)46-32/h6-11,18-20,27-28,40-41H,12-17H2,1-5H3

InChI Key

AFIKQDOXLXLVDZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Thalictrum isopyroides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Oxyneolignan skeleton
Diaryl ether
Tetrahydroisoquinoline
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Oxacycle
Ether
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Amine
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	5.39	ALOGPS
logP	5.53	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	8.82	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.09 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	177.61 m³·mol⁻¹	ChemAxon
Polarizability	67.18 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol (NP0282450)

MOL for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

3D MOL for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

3D SDF for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

3D-SDF for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

PDB for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

3D PDB for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

SMILES for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

INCHI for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

Structure for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)

3D Structure for NP0282450 (20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.2⁹,¹².1³,⁷.1¹⁴,¹⁸.0²⁷,³¹.0²²,³³]hexatriaconta-3,5,7(36),9,11,18(33),19,21,24(32),25,27(31),34-dodecaene-6,19-diol)