NP-MRD: Showing NP-Card for Dihydrochelerythrine (NP0351736)

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Record Information

Version

2.0

Created at

2025-11-05 02:45:13 UTC

Updated at

2025-11-06 01:00:58 UTC

NP-MRD ID

NP0351736

Natural Product DOI

https://doi.org/10.57994/4806

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dihydrochelerythrine

Description

Dihydrochelerythrine belongs to the class of organic compounds known as dihydrobenzophenanthridine alkaloids. These are alkaloids containing a dihydrobenzophenanthridine skeleton, which is a tetracyclic compound containing a benzene fused to a dihydrophenanthridine moiety. Dihydrochelerythrine is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191516592D          

 26 30  0  0  0  0            999 V2000
    6.8754    2.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6716    1.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774    1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736    0.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    0.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2890    1.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081    2.4521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176    3.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910    0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967    0.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063    0.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    0.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5216    0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3017    0.9298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6067    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0281    2.2233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7254    1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101    1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2870    2.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4908    3.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850    3.3450    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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 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
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 11 23  2  0  0  0  0
 15 23  1  0  0  0  0
  7 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
   -6.2218    0.9991   -1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3100    0.1030   -0.5665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    0.2792   -0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146    1.3496   -1.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432    1.5949   -1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    0.6885   -0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7239   -0.3762   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0662   -0.6292   -0.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5942   -1.7120    0.6549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8700   -2.9564    0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8180   -1.4760    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067   -0.8862    0.8190 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770   -1.2387    2.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0322    0.1531    0.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2268    0.9745   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7822    2.0316   -1.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359    2.2352   -1.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9241    1.4363   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6532   -0.4216 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0783    0.8257    0.3432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5199   -0.2236    1.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1478   -0.4648    0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3676    0.3610    0.2026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5259   -0.8738    1.6963 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7965   -0.4401    1.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4482    0.8046    0.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2503    0.6879   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0340    1.0368   -2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0849    2.0472   -0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0962    2.0581   -1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6610    2.4214   -1.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7421   -3.7976    0.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8831   -2.9004   -0.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1701   -3.1016   -0.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3105   -2.1078    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -2.1287   -0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4034   -0.4447    2.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373   -1.1559    2.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1011   -2.2728    2.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1876    2.6501   -2.0691 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6271    3.0494   -1.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7133    2.4785   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312   -1.3295    1.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1848   -1.1581    0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4950   -0.2449    2.0155 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  7  1  0
  7 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 23  2  0
 23 22  1  0
 22 21  2  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8  3  1  0
 15  6  1  0
 15 14  1  0
 18 23  1  0
 20 21  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 19 42  1  0
 17 41  1  0
 16 40  1  0
 10 32  1  0
 10 33  1  0
 10 34  1  0
M  END


  Mrv1533004191516592D          

 26 30  0  0  0  0            999 V2000
    6.8754    2.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6716    1.9694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8774    1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6736    0.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8794    0.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2890    1.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4927    2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023    2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1081    2.4521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5176    3.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9043    1.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4947    1.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910    0.2770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967    0.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9063    0.6300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1121    0.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5216    0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3017    0.9298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6067    1.6963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0281    2.2233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7254    1.7824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5196    2.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1101    1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2870    2.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4908    3.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850    3.3450    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
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 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
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 11 23  2  0  0  0  0
 15 23  1  0  0  0  0
  7 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351736

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(CN(C)C3=C4C=C5OCOC5=CC4=CC=C23)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3

> <INCHI_KEY>
ALZAZMCIBRHMFF-UHFFFAOYSA-N

> <FORMULA>
C21H19NO4

> <MOLECULAR_WEIGHT>
349.386

> <EXACT_MASS>
349.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.23100420404066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <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-1,3,8,10,12,14,16,18-octaene

> <ALOGPS_LOGP>
4.22

> <JCHEM_LOGP>
3.777110031

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.2810494010543207

> <JCHEM_POLAR_SURFACE_AREA>
40.160000000000004

> <JCHEM_REFRACTIVITY>
99.3209

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e-02 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-1,3,8,10,12,14,16,18-octaene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      12.834   5.169   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.454   3.676   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.971   3.260   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.591   1.767   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.108   1.351   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.006   2.426   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.386   3.918   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.284   4.994   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.802   4.577   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.700   5.653   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.421   3.085   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.524   2.009   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.143   0.517   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.661   0.100   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.558   1.176   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.076   0.759   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.974   1.835   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.563   1.736   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.132   3.166   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.052   4.150   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.354   3.327   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.837   3.744   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.939   2.668   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.869   4.335   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.249   5.827   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.732   6.244   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   23                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   11   15                                                  
CONECT   24    7    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₁₉NO₄

Average Mass

349.3860 Da

Monoisotopic Mass

349.13141 Da

IUPAC Name

17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

Traditional Name

17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14,16,18-octaene

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(CN(C)C3=C4C=C5OCOC5=CC4=CC=C23)=C1OC

InChI Identifier

InChI=1S/C21H19NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-9H,10-11H2,1-3H3

InChI Key

ALZAZMCIBRHMFF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3CN, experimental)	Not Available	Institute of Organic Chemistry and Biochemistry of the CAS	Martin Dračínský	2025-11-05	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3CN, experimental)	Not Available	Institute of Organic Chemistry and Biochemistry of the CAS	Martin Dračínský	2025-11-05	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3CN, experimental)	Not Available	Institute of Organic Chemistry and Biochemistry of the CAS	Martin Dračínský	2025-11-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3CN, experimental)	Not Available	Institute of Organic Chemistry and Biochemistry of the CAS	Martin Dračínský	2025-11-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3CN, experimental)	Not Available	Institute of Organic Chemistry and Biochemistry of the CAS	Martin Dračínský	2025-11-05	View Spectrum

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
Macleaya microcarpa		Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Benzophenanthridine alkaloids

Sub Class

Dihydrobenzophenanthridine alkaloids

Direct Parent

Dihydrobenzophenanthridine alkaloids

Alternative Parents

Substituents

Dihydrobenzophenanthridine alkaloid skeleton
Benzoquinoline
Phenanthridine
Naphthalene
Quinoline
Benzodioxole
Anisole
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Aralkylamine
Alkyl aryl ether
Benzenoid
Tertiary amine
Acetal
Ether
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.22	ALOGPS
logP	3.78	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	2.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.32 m³·mol⁻¹	ChemAxon
Polarizability	38.23 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

485077

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Dihydrochelerythrine (NP0351736)

MOL for NP0351736 (Dihydrochelerythrine)

3D MOL for NP0351736 (Dihydrochelerythrine)

3D SDF for NP0351736 (Dihydrochelerythrine)

3D-SDF for NP0351736 (Dihydrochelerythrine)

PDB for NP0351736 (Dihydrochelerythrine)

3D PDB for NP0351736 (Dihydrochelerythrine)

SMILES for NP0351736 (Dihydrochelerythrine)

INCHI for NP0351736 (Dihydrochelerythrine)

Structure for NP0351736 (Dihydrochelerythrine)

3D Structure for NP0351736 (Dihydrochelerythrine)