NP-MRD: Showing NP-Card for 3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene (NP0152886)

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Record Information

Version

2.0

Created at

2022-09-02 09:27:07 UTC

Updated at

2022-09-02 09:27:07 UTC

NP-MRD ID

NP0152886

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene

Description

AC1NQMER belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton. 3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene is found in Annickia polycarpa, Berberis integerrima, Berberis lycium and Fibraurea tinctoria. AC1NQMER is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161504412D          

 30 33  0  0  0  0            999 V2000
    2.3965    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6877   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2278   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    1.9814    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3174    0.9318    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8765    1.4719    0.0000 Cl  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  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
 11 12  1  0  0  0  0
 12 13  2  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
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
  8 21  1  0  0  0  0
 12 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -6.6050   -2.1374   -0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0716   -0.9581    0.2461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6988   -0.7399    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8891   -1.6939   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5026   -1.4534   -0.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9628   -0.2833    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8058    0.6594    0.7238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1612    0.4345    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0063    1.3629    1.2815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6394    2.5819    1.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5365   -0.0275    0.1486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0220    1.0760    0.6091 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4488    1.2473    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0185    2.4793    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3415    2.7321    0.3956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1400    1.7754   -0.1544 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818    2.0262   -0.4900 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9874    3.3035   -0.2418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813    0.4924   -0.3879 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4443   -0.3844   -0.9536 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -1.2666   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2671    0.2621   -0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6953   -1.1171   -0.1181 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8094   -1.8197    1.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4129   -2.0115    1.8821 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8373   -0.9857    2.4894 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0647   -3.4639    1.0955 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2773   -1.0408   -0.4448 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3242   -1.9540   -1.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6338   -2.4991   -0.9172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6581   -2.2221    0.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0640   -3.0407    0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6060   -2.0546   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2221   -2.6115   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559    1.5762    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4407    3.3156    1.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5014    2.9349    2.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7297    2.4873    2.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564    1.8736    1.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4368    3.2916    1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637    3.7301    0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0584    3.3649   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061    4.0238   -0.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7881    3.5342    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9660   -2.3117   -0.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8466   -1.0936    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2998   -1.3067   -1.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2073   -1.6826   -0.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876   -2.7528   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340   -1.3981   -2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5966   -3.3118   -0.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -2.9426   -1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11 28  1  0
 28 29  1  0
 29 30  1  0
 30  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3  8  2  0
  8  9  1  0
  9 10  1  0
  8  7  1  0
  7  6  2  0
 28 23  1  0
 23 22  1  0
 22 19  2  0
 19 20  1  0
 20 21  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 19 16  1  0
 22 13  1  0
  6 11  1  0
  6  5  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
 15 41  1  0
 14 40  1  0
 12 39  1  0
 29 49  1  0
 29 50  1  0
 30 51  1  0
 30 52  1  0
  4 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
  7 35  1  0
 23 48  1  6
 21 45  1  0
 21 46  1  0
 21 47  1  0
M  END


  Mrv1533004161504412D          

 30 33  0  0  0  0            999 V2000
    2.3965    0.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -0.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4767   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5569   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9071   -1.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4472   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1771    0.2664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7172    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274    0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8776   -0.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6877   -1.1368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2278   -0.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3375   -1.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6075   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0675   -3.0077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5274   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2573   -0.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3670    0.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168   -0.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7467    0.7341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9366    0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0970    1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    1.9814    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3174    0.9318    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8765    1.4719    0.0000 Cl  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  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
 11 12  1  0  0  0  0
 12 13  2  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
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
  8 21  1  0  0  0  0
 12 21  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 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
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0152886

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C=C3N(CCC4=CC(OC)=C(OC)C=C34)C(C2=C1OC)C(Cl)(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1S/C22H22Cl3NO4/c1-27-16-6-5-13-9-15-14-11-18(29-3)17(28-2)10-12(14)7-8-26(15)21(22(23,24)25)19(13)20(16)30-4/h5-6,9-11,21H,7-8H2,1-4H3

> <INCHI_KEY>
FHXWFRSCCGCKAD-UHFFFAOYSA-N

> <FORMULA>
C22H22Cl3NO4

> <MOLECULAR_WEIGHT>
470.77

> <EXACT_MASS>
469.0614413

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
47.1253029703293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5H-6-azatetraphene

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
4.533341211333333

> <ALOGPS_LOGS>
-5.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.11005172446679556

> <JCHEM_POLAR_SURFACE_AREA>
40.160000000000004

> <JCHEM_REFRACTIVITY>
122.47359999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5H-6-azatetraphene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       4.473   0.497   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.978  -0.958   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.490  -1.249   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.994  -2.704   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.506  -2.995   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.514  -1.831   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.027  -2.122   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.035  -0.958   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      11.531   0.497   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      12.539   1.661   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.051   1.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.555  -0.085   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.067  -0.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.571  -1.831   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.084  -2.122   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      19.092  -0.958   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.563  -2.995   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.067  -4.450   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      15.059  -5.614   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.051  -2.704   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.547  -1.249   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.018   0.788   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.010  -0.376   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.498  -0.085   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.994   1.370   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.482   1.661   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.514   2.243   0.000  0.00  0.00           C+0
HETATM   28 Cl   UNK     0       9.010   3.699   0.000  0.00  0.00          Cl+0
HETATM   29 Cl   UNK     0       8.059   1.739   0.000  0.00  0.00          Cl+0
HETATM   30 Cl   UNK     0      10.969   2.748   0.000  0.00  0.00          Cl+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   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20    8   12                                                  
CONECT   22    9   23   27                                                  
CONECT   23   22    6   24                                                  
CONECT   24   23    3   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   22   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂Cl₃NO₄

Average Mass

470.7700 Da

Monoisotopic Mass

469.06144 Da

IUPAC Name

3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5H-6-azatetraphene

Traditional Name

3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5H-6-azatetraphene

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C=C3N(CCC4=CC(OC)=C(OC)C=C34)C(C2=C1OC)C(Cl)(Cl)Cl

InChI Identifier

InChI=1S/C22H22Cl3NO4/c1-27-16-6-5-13-9-15-14-11-18(29-3)17(28-2)10-12(14)7-8-26(15)21(22(23,24)25)19(13)20(16)30-4/h5-6,9-11,21H,7-8H2,1-4H3

InChI Key

FHXWFRSCCGCKAD-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
Annickia polycarpa	LOTUS Database	35616633
Berberis integerrima	LOTUS Database	35616633
Berberis lycium	LOTUS Database	35616633
Fibraurea tinctoria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Tetrahydroisoquinoline
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Enamine
Ether
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alkyl chloride
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Alkyl halide
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	4.53	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	0.11	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	5	ChemAxon
Refractivity	122.47 m³·mol⁻¹	ChemAxon
Polarizability	47.13 Å³	ChemAxon
Number of Rings	4	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

5250176

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene (NP0152886)

MOL for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

3D MOL for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

3D SDF for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

3D-SDF for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

PDB for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

3D PDB for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

SMILES for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

INCHI for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

Structure for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)

3D Structure for NP0152886 (3,4,10,11-tetramethoxy-5-(trichloromethyl)-7,8-dihydro-5h-6-azatetraphene)