NP-MRD: Showing NP-Card for 17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol (NP0201453)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 20:30:15 UTC

Updated at

2022-09-04 20:30:16 UTC

NP-MRD ID

NP0201453

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol

Description

AC1MQ5RG belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety. 17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol is found in Chelidonium majus. AC1MQ5RG is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231521352D          

 27 31  0  0  0  0            999 V2000
    1.7801   -3.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839   -2.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7781   -2.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9819   -1.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761   -1.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -1.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1608   -1.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646   -0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742   -0.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1588   -0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7493   -1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435   -0.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1339   -1.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9572   -1.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2622   -2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6275   -2.7628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301   -2.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359   -2.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5455   -1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -2.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5475   -2.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379   -3.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628   -2.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -3.6614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -3.8846    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  2  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -6.2561   -0.3179    1.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2776    0.1558    0.2415 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9549   -0.2534    0.2583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4397   -1.1809    1.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100   -1.5692    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2864   -1.0039    0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8125   -0.0802   -0.6819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077    0.3134   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5609    1.2237   -1.5890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6280    2.6049   -1.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8403    0.5020   -1.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3687    0.9284   -0.9826 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0923    2.2568   -0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421    0.0277    0.0321 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3151   -0.1013   -0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030    1.0477   -0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777    0.9715   -0.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0346   -0.2119   -0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3056   -1.3211    0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9158   -1.2706    0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -2.4792    0.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7353   -2.3524    0.8417 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5349   -2.2300    2.2082 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1374   -1.2795    0.0129 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3969    0.0404   -0.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6066    1.3978   -0.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3228    1.9496   -0.8712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1611    0.2748    2.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1221   -1.4048    1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2673   -0.1683    0.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1060   -1.6138    1.8857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7464   -2.3060    1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6952    2.9062   -1.7159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    3.0747   -2.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3878    3.0226   -0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2649    1.3900   -2.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6128   -0.2315   -2.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0044    2.3769   -0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4209    3.0656   -1.1165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5056    2.3512    0.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6481    0.5061    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5101    1.9787   -0.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8574   -2.2287    0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182   -2.8563    1.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4686   -3.2770   -0.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2795   -3.3250    0.5634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249   -3.0954    2.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -1.6503   -1.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2024    1.5256   -1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1983    1.9164    0.0848 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 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 27  1  0
 27 26  1  0
 26 25  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8  3  1  0
  7  6  1  0
 14 24  1  0
 15 20  1  0
 25 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 24 48  1  6
 22 46  1  6
 23 47  1  0
 21 44  1  0
 21 45  1  0
 19 43  1  0
 26 49  1  0
 26 50  1  0
 16 42  1  0
 14 41  1  1
 13 38  1  0
 13 39  1  0
 13 40  1  0
 11 36  1  0
 11 37  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
M  END


  Mrv1533004231521352D          

 27 31  0  0  0  0            999 V2000
    1.7801   -3.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839   -2.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7781   -2.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9819   -1.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7761   -1.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3666   -1.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1608   -1.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3646   -0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7742   -0.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1588   -0.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7493   -1.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5435   -0.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1339   -1.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9572   -1.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2622   -2.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6275   -2.7628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9301   -2.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1359   -2.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5455   -1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7512   -2.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5475   -2.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379   -3.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7532   -3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628   -2.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1648   -3.6614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -3.8846    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  2  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  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  2  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201453

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C3C(O)CC4=CC5=C(OCO5)C=C4C3N(C)CC2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H23NO5/c1-22-9-14-12(4-5-16(24-2)21(14)25-3)19-15(23)6-11-7-17-18(27-10-26-17)8-13(11)20(19)22/h4-5,7-8,15,19-20,23H,6,9-10H2,1-3H3

> <INCHI_KEY>
MADYLZJCRKUBIK-UHFFFAOYSA-N

> <FORMULA>
C21H23NO5

> <MOLECULAR_WEIGHT>
369.417

> <EXACT_MASS>
369.157622845

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.07291527233526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol

> <ALOGPS_LOGP>
2.14

> <JCHEM_LOGP>
2.1161687259999997

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.648492033159453

> <JCHEM_PKA_STRONGEST_BASIC>
5.214243206619046

> <JCHEM_POLAR_SURFACE_AREA>
60.39

> <JCHEM_REFRACTIVITY>
100.1677

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       3.323  -6.176   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.703  -4.683   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.186  -4.267   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.566  -2.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.049  -2.358   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.151  -3.433   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.633  -3.017   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.014  -1.524   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.912  -0.449   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      11.496  -1.108   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.599  -2.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.081  -1.766   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.183  -2.842   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.720  -2.743   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.289  -4.174   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      16.105  -5.157   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.803  -4.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.320  -4.751   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.218  -3.675   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.736  -4.092   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      10.355  -5.584   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      11.457  -6.660   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.873  -6.001   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.771  -4.926   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.288  -5.342   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.908  -6.835   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.425  -7.251   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   11   20                                                  
CONECT   20   19    7   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23    6   25                                                  
CONECT   25   24    3   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₃NO₅

Average Mass

369.4170 Da

Monoisotopic Mass

369.15762 Da

IUPAC Name

17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol

Traditional Name

17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C3C(O)CC4=CC5=C(OCO5)C=C4C3N(C)CC2=C1OC

InChI Identifier

InChI=1S/C21H23NO5/c1-22-9-14-12(4-5-16(24-2)21(14)25-3)19-15(23)6-11-7-17-18(27-10-26-17)8-13(11)20(19)22/h4-5,7-8,15,19-20,23H,6,9-10H2,1-3H3

InChI Key

MADYLZJCRKUBIK-UHFFFAOYSA-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
Chelidonium majus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexahydrobenzophenanthridine alkaloids. These are alkaloids containing a hexahydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a hexahydrophenanthridine moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Hexahydrobenzophenanthridine alkaloids

Direct Parent

Hexahydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Hexahydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Quinoline
Tetrahydroisoquinoline
Tetralin
Benzodioxole
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary amine
Secondary alcohol
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Oxacycle
Acetal
Ether
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
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	2.14	ALOGPS
logP	2.12	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	14.65	ChemAxon
pKa (Strongest Basic)	5.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.39 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.17 m³·mol⁻¹	ChemAxon
Polarizability	40.07 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

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

3446460

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol (NP0201453)

MOL for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

3D MOL for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

3D SDF for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

3D-SDF for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

PDB for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

3D PDB for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

SMILES for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

INCHI for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

Structure for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)

3D Structure for NP0201453 (17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-2,4(8),9,14,16,18-hexaen-12-ol)