NP-MRD: Showing NP-Card for 8-Acetonyldihydrosanguinarine (NP0139831)

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Record Information

Version

2.0

Created at

2022-06-29 20:12:44 UTC

Updated at

2022-06-29 20:12:44 UTC

NP-MRD ID

NP0139831

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-Acetonyldihydrosanguinarine

Description

Xi-8-Acetonyldihydrosanguinarine 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. Xi-8-Acetonyldihydrosanguinarine is an alkaloid from Papaver somniferum (opium poppy). 8-Acetonyldihydrosanguinarine is found in Apis cerana, Argemone mexicana, Corydalis saxicola and Papaver somniferum. Xi-8-Acetonyldihydrosanguinarine is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061311282D          

 29 34  0  0  0  0            999 V2000
    1.6501    3.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    2.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    2.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7657    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1174    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8310    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084    0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792    1.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5069    4.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    2.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1287    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 12  1  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 15  4  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  2  0  0  0  0
 21 14  2  0  0  0  0
 21 17  1  0  0  0  0
 22 15  2  0  0  0  0
 22 16  1  0  0  0  0
 23 18  2  0  0  0  0
 23 21  1  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 12  2  0  0  0  0
 26 11  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 10  1  0  0  0  0
 28 20  1  0  0  0  0
 29 11  1  0  0  0  0
 29 23  1  0  0  0  0
M  END

     RDKit          3D

 48 53  0  0  0  0  0  0  0  0999 V2000
   -1.7629    3.8582   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9073    2.6637   -0.9969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3013    2.8053   -0.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4934    1.3006   -1.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235    0.5941    0.2260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0893   -0.7872    0.0724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3093   -1.8256   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8454   -3.0585   -0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2273   -3.1972   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0264   -2.1672   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4327   -0.9355    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5077   -0.1432    0.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7354   -0.7324    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3899   -2.1153    0.1017 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.7146   -0.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9296   -2.7305   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2874   -2.5651   -0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8672   -1.4238   -0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2328   -1.2707   -0.1620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -0.1156    0.3074 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0034    0.9091    0.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6128    0.7846    0.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693   -0.3721    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091   -0.5300    0.2260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1515    0.4690    0.7345 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444    1.2606    1.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494    1.9291    1.1638 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1837    1.5809    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1324    0.2221    0.4117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2644    4.7753   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219    3.6653   -1.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1366    4.1124    0.0368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4896    1.4023   -1.5512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9024    0.6661   -1.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1156    1.1196    0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367   -3.9115   -1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -4.1662   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5080   -0.6260    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0927   -0.4053   -0.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5591   -3.6192   -1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9562   -3.3422   -1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8422   -2.1078   -0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1021    1.6391    1.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9642    0.7929    2.5739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2035    2.3326    1.7903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7049    1.0956    2.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322    1.6613    1.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4604    2.2228   -0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  7 15  1  0
 15 24  2  0
 24 23  1  0
 23 22  2  0
 22 21  1  0
 21 20  2  0
 20 29  1  0
 29 28  1  0
 28 27  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 17 16  2  0
 24 25  1  0
 18 23  1  0
 11  6  1  0
 16 15  1  0
 14 10  1  0
 27 21  1  0
 26 44  1  0
 26 45  1  0
 26 46  1  0
  5 35  1  1
  4 33  1  0
  4 34  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  8 36  1  0
  9 37  1  0
 13 38  1  0
 13 39  1  0
 22 43  1  0
 28 47  1  0
 28 48  1  0
 19 42  1  0
 17 41  1  0
 16 40  1  0
M  END


  Mrv0541 05061311282D          

 29 34  0  0  0  0            999 V2000
    1.6501    3.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9742    2.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6325   -0.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0056   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8247    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3360    2.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7657    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1174    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9170    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8310    3.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9466    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3084    0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6602    2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1488    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2606    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6539    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792    1.9751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5069    4.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9295    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0823    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    2.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1287    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 12  1  1  0  0  0  0
 12  7  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  2  0  0  0  0
 14  5  1  0  0  0  0
 15  4  1  0  0  0  0
 15 14  1  0  0  0  0
 16  9  2  0  0  0  0
 16 13  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 20 19  2  0  0  0  0
 21 14  2  0  0  0  0
 21 17  1  0  0  0  0
 22 15  2  0  0  0  0
 22 16  1  0  0  0  0
 23 18  2  0  0  0  0
 23 21  1  0  0  0  0
 24  2  1  0  0  0  0
 24 17  1  0  0  0  0
 24 22  1  0  0  0  0
 25 12  2  0  0  0  0
 26 11  1  0  0  0  0
 26 18  1  0  0  0  0
 27 10  1  0  0  0  0
 27 19  1  0  0  0  0
 28 10  1  0  0  0  0
 28 20  1  0  0  0  0
 29 11  1  0  0  0  0
 29 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139831

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H19NO5/c1-12(25)7-17-21-14(5-6-18-23(21)29-11-26-18)15-4-3-13-8-19-20(28-10-27-19)9-16(13)22(15)24(17)2/h3-6,8-9,17H,7,10-11H2,1-2H3

> <INCHI_KEY>
ONEHMWWDDDSJBB-UHFFFAOYSA-N

> <FORMULA>
C23H19NO5

> <MOLECULAR_WEIGHT>
389.4007

> <EXACT_MASS>
389.126322723

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
41.22173647646629

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
3.8200746673333326

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.60518778211583

> <JCHEM_PKA_STRONGEST_BASIC>
1.8482178450592794

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
106.16669999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.080   6.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.685   4.919   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.576  -0.562   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.047  -0.378   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.010  -0.009   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.539   0.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.627   5.287   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.029   0.486   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.819   3.319   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.830   3.358   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.578   3.629   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.551   6.519   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.500   0.671   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.913   1.223   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.442   1.039   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.895   2.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.232   3.871   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.144   1.591   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.953   1.718   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.348   3.135   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.308   2.639   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.366   2.271   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.221   2.823   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       2.761   3.687   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0       0.946   7.935   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.602   2.089   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.487   1.856   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.508   4.148   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.107   4.082   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   24                                                            
CONECT    3    4   13                                                       
CONECT    4    3   15                                                       
CONECT    5    6   14                                                       
CONECT    6    5   18                                                       
CONECT    7   12   17                                                       
CONECT    8   13   19                                                       
CONECT    9   16   20                                                       
CONECT   10   27   28                                                       
CONECT   11   26   29                                                       
CONECT   12    1    7   25                                                  
CONECT   13    3    8   16                                                  
CONECT   14    5   15   21                                                  
CONECT   15    4   14   22                                                  
CONECT   16    9   13   22                                                  
CONECT   17    7   21   24                                                  
CONECT   18    6   23   26                                                  
CONECT   19    8   20   27                                                  
CONECT   20    9   19   28                                                  
CONECT   21   14   17   23                                                  
CONECT   22   15   16   24                                                  
CONECT   23   18   21   29                                                  
CONECT   24    2   17   22                                                  
CONECT   25   12                                                            
CONECT   26   11   18                                                       
CONECT   27   10   19                                                       
CONECT   28   10   20                                                       
CONECT   29   11   23                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Value	Source
6-Acetonyl-5,6-dihydrosanguinarine	Kegg
(+/-)-8-acetonyldihydrosanguinarine	Kegg

Chemical Formula

C₂₃H₁₉NO₅

Average Mass

389.4007 Da

Monoisotopic Mass

389.12632 Da

IUPAC Name

1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

Traditional Name

1-{24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁴,²².0¹⁷,²¹]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl}propan-2-one

CAS Registry Number

Not Available

SMILES

CN1C(CC(C)=O)C2=C(C=CC3=C2OCO3)C2=C1C1=CC3=C(OCO3)C=C1C=C2

InChI Identifier

InChI=1S/C23H19NO5/c1-12(25)7-17-21-14(5-6-18-23(21)29-11-26-18)15-4-3-13-8-19-20(28-10-27-19)9-16(13)22(15)24(17)2/h3-6,8-9,17H,7,10-11H2,1-2H3

InChI Key

ONEHMWWDDDSJBB-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
Apis cerana	LOTUS Database	35616633
Argemone mexicana	LOTUS Database	35616633
Corydalis saxicola	LOTUS Database	35616633
Papaver somniferum	LOTUS Database	35616633

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

Not Available

Substituents

Not Available

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	3.44	ALOGPS
logP	3.82	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	18.61	ChemAxon
pKa (Strongest Basic)	1.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	106.17 m³·mol⁻¹	ChemAxon
Polarizability	41.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon