NP-MRD: Showing NP-Card for Oxychelerythrine (NP0079585)

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Record Information

Version

2.0

Created at

2022-04-29 00:36:01 UTC

Updated at

2022-04-29 00:36:01 UTC

NP-MRD ID

NP0079585

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oxychelerythrine

Description

17,18-Dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]Henicosa-1(13),2,4(8),9,11,14(19),15,17-octaen-20-one, also known as oxychelerythrine or 1,2-dimethoxy-12-methyl-(1,3)benzodioxolo(5,6-c)phenanthridin-13(12H)-one, belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Oxychelerythrine is found in Tetradium glabrifolium, Taddalia asiatica, Toddalia asiatica , Zanthoxylum nitidum and Zanthoxylum simulans. 17,18-Dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁴,¹⁹]Henicosa-1(13),2,4(8),9,11,14(19),15,17-octaen-20-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241511512D          

 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
    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
    4.5494   -4.0143    0.0000 O   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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 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

 44 48  0  0  0  0  0  0  0  0999 V2000
   -6.3280   -0.8065   -0.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3936    0.0293   -0.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0135   -0.1769   -0.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6000   -1.1941   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2326   -1.4208   -1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3325   -0.6155   -0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630    0.4000    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1040    0.6386    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5595    1.6662    1.2207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7491    1.3484    2.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505    1.1787    0.7806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2756    2.1048    1.5331 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5204    1.0484    0.6476 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3402    1.8940    1.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    0.0747   -0.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123   -0.1325   -0.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    0.6845    0.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6050    0.4516   -0.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0144   -0.5674   -0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -1.3820   -1.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190   -1.1865   -1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8255   -2.0126   -1.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851   -1.8057   -1.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0429   -0.7872   -0.8161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4215   -0.5695   -0.8623 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8641    0.2981    0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7341    1.1221    0.4543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3480   -0.4033   -0.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0682   -0.8575   -1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2327   -1.8157   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3035   -1.8594   -1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9244   -2.2134   -1.9171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4221    2.1730    3.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8361    1.1944    2.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2297    0.4404    2.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9461    1.3962    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5892    2.3533    2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6607    2.8529    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0378    1.5156    0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880   -2.2112   -2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937   -2.8133   -2.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2333   -2.4411   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6906    0.9031   -0.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1572   -0.2703    1.0497 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 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 25  1  0
 25 26  1  0
 26 27  1  0
 27 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  2  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
 15 24  1  0
 16 21  1  0
 18 19  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  5 32  1  0
 23 42  1  0
 22 41  1  0
 20 40  1  0
 26 43  1  0
 26 44  1  0
 17 39  1  0
 14 36  1  0
 14 37  1  0
 14 38  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
M  END


  Mrv1533004241511512D          

 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
    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
    4.5494   -4.0143    0.0000 O   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  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
  7 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 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>
NP0079585

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C3=CC=C4C=C5OCOC5=CC4=C3N(C)C(=O)C2=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H17NO5/c1-22-19-13(5-4-11-8-16-17(9-14(11)19)27-10-26-16)12-6-7-15(24-2)20(25-3)18(12)21(22)23/h4-9H,10H2,1-3H3

> <INCHI_KEY>
IHTXRYTWDARUKX-UHFFFAOYSA-N

> <FORMULA>
C21H17NO5

> <MOLECULAR_WEIGHT>
363.369

> <EXACT_MASS>
363.110672651

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
38.52232462484384

> <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-octaen-20-one

> <ALOGPS_LOGP>
3.25

> <JCHEM_LOGP>
2.9005439293333337

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.584522765404808

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
98.92909999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e-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-octaen-20-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-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  C   UNK     0      11.496  -1.108   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.599  -2.183   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.081  -1.766   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.183  -2.842   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.720  -2.743   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.289  -4.174   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.105  -5.157   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.803  -4.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.320  -4.751   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.218  -3.675   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.736  -4.092   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      10.355  -5.584   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      11.457  -6.660   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.873  -6.001   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.492  -7.493   0.000  0.00  0.00           O+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   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   10   19                                                  
CONECT   19   18    7   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    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

Value	Source
Oxychelerythrine	Kegg
1,2-Dimethoxy-12-methyl-(1,3)benzodioxolo(5,6-c)phenanthridin-13(12H)-one	Kegg

Chemical Formula

C₂₁H₁₇NO₅

Average Mass

363.3690 Da

Monoisotopic Mass

363.11067 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-octaen-20-one

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-octaen-20-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C3=CC=C4C=C5OCOC5=CC4=C3N(C)C(=O)C2=C1OC

InChI Identifier

InChI=1S/C21H17NO5/c1-22-19-13(5-4-11-8-16-17(9-14(11)19)27-10-26-16)12-6-7-15(24-2)20(25-3)18(12)21(22)23/h4-9H,10H2,1-3H3

InChI Key

IHTXRYTWDARUKX-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, 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
Euodia fargesii	LOTUS Database	35616633
Taddalia asiatica	-	KNApSAcK
Toddalia asiatica	Plant	KNApSAcK
Zanthoxylum nitidum	Plant	KNApSAcK
Zanthoxylum simulans	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Dihydroquinolone
Isoquinolone
Dihydroquinoline
Isoquinoline
Naphthalene
Benzodioxole
Anisole
Alkyl aryl ether
Pyridinone
Benzenoid
Pyridine
Heteroaromatic compound
Vinylogous ester
Lactam
Acetal
Ether
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzophenanthridine alkaloid (CHEBI:31141 )

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	3.25	ALOGPS
logP	2.9	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.93 m³·mol⁻¹	ChemAxon
Polarizability	38.52 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

C00044274

Chemspider ID

Not Available

KEGG Compound ID

C12225

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Oxychelerythrine (NP0079585)

MOL for NP0079585 (Oxychelerythrine)

3D MOL for NP0079585 (Oxychelerythrine)

3D SDF for NP0079585 (Oxychelerythrine)

3D-SDF for NP0079585 (Oxychelerythrine)

PDB for NP0079585 (Oxychelerythrine)

3D PDB for NP0079585 (Oxychelerythrine)

SMILES for NP0079585 (Oxychelerythrine)

INCHI for NP0079585 (Oxychelerythrine)

Structure for NP0079585 (Oxychelerythrine)

3D Structure for NP0079585 (Oxychelerythrine)