NP-MRD: Showing NP-Card for Vomicine (NP0050924)

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Record Information

Version

2.0

Created at

2022-04-27 22:23:23 UTC

Updated at

2022-04-27 22:23:23 UTC

NP-MRD ID

NP0050924

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vomicine

Description

Vomicine belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Vomicine is found in Strychnos icaja, Strychnos nux-vomica, Strychnos nux-vomica and Strychnos wallichiana. Vomicine was first documented in 2012 (PMID: 22707864). Based on a literature review a small amount of articles have been published on Vomicine (PMID: 34683905) (PMID: 30079716) (PMID: 22193980).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282200232D          

 28 33  0  0  1  0            999 V2000
   -0.0224    0.5976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -0.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156   -0.7824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -0.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5421    0.4933    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1828    1.3112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3140    1.2939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2197    1.4243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0988    2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4112    2.8941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    2.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075    1.6591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0448    0.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    1.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    1.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668    0.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -0.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010   -0.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1118   -0.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808    0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302    1.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6029    0.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587    0.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503    1.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    1.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113   -0.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  1  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  1  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 13 17  1  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
  8 20  1  0  0  0  0
 18 21  1  0  0  0  0
  8 22  1  6  0  0  0
 22 23  2  0  0  0  0
  1 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 24 28  1  0  0  0  0
M  END

     RDKit          3D

 52 57  0  0  0  0  0  0  0  0999 V2000
   -2.9915   -3.0073   -0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2413   -1.7642   -0.7423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -1.6723    0.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0114   -1.9840    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7468   -0.8016   -0.3284 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3557   -0.6934   -1.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866   -1.2918   -2.5706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8037    0.1309   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3078    1.0814   -1.1522 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4946    0.6054   -0.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0388    1.2240    0.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6532    2.5253    1.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    2.4261    1.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4348    2.6811    0.6141 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    3.1029    1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0305    2.3723    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0139    2.9953    0.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203    0.9682    0.5406 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339   -0.0846    0.4659 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1635   -0.1414    0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324    0.8770    1.4580 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8428   -1.3177    0.4969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2098   -2.3546   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -2.2754   -0.4633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774   -1.1574   -0.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5329    0.4542    0.4594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1801    1.5431   -0.3089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2202   -0.6656   -0.7774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3442   -3.8586   -0.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8811   -2.9113   -0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644   -3.2474   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5640   -0.6883    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8483   -2.4240    1.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1487   -2.8275   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4403   -2.2015    1.2726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3690    0.7550   -3.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5910   -0.5072   -2.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704    1.9916   -1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804    0.7135    1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3126    2.8128    2.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7268    3.3186    0.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7868    3.5493    0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353    4.2005    1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    2.8260    2.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4001    1.6978    1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8813   -1.3852    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7871   -3.2671   -0.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4290   -3.1161   -0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114    0.3229    1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5861    1.9401   -1.0564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9535   -0.8814    0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009   -0.5881   -1.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  4  1  1
  5 26  1  0
 26 27  1  0
 27 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 25  2  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 20  2  0
 20 21  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10 28  1  0
 10  9  1  0
  9  8  1  0
  8  6  1  0
  6  7  2  0
 28  2  1  0
  5 25  1  0
  6  5  1  0
 18 26  1  0
 20 19  1  0
  9 27  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
 26 49  1  1
 27 50  1  6
 14 42  1  6
 15 43  1  0
 15 44  1  0
 24 48  1  0
 23 47  1  0
 22 46  1  0
 21 45  1  0
 12 40  1  0
 12 41  1  0
 11 39  1  0
 28 51  1  0
 28 52  1  0
  9 38  1  6
  8 36  1  0
  8 37  1  0
M  END


  Mrv1652304282200232D          

 28 33  0  0  1  0            999 V2000
   -0.0224    0.5976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -0.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156   -0.7824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1684   -0.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5421    0.4933    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1828    1.3112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3140    1.2939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2197    1.4243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0988    2.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4112    2.8941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0007    2.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075    1.6591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0448    0.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5303    1.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739    1.0095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668    0.3132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7974   -0.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010   -0.7238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1118   -0.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808    0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1247   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0302    1.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9386    0.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6029    0.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3587    0.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4503    1.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7860    1.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5113   -0.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  1  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 12 11  1  1  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 13 17  1  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
  8 20  1  0  0  0  0
 18 21  1  0  0  0  0
  8 22  1  6  0  0  0
 22 23  2  0  0  0  0
  1 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 24 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050924

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CC[C@@]23[C@@H]4[C@@H]5[C@H](CC(=O)N4C4=C2C=CC=C4O)OCC=C(C1)[C@@H]5CC3=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O4/c1-23-7-6-22-14-3-2-4-15(25)20(14)24-18(27)10-16-19(21(22)24)13(9-17(22)26)12(11-23)5-8-28-16/h2-5,13,16,19,21,25H,6-11H2,1H3/t13-,16-,19-,21-,22+/m0/s1

> <INCHI_KEY>
ZMTYENXGROJCEA-LNKPQSDASA-N

> <FORMULA>
C22H24N2O4

> <MOLECULAR_WEIGHT>
380.444

> <EXACT_MASS>
380.173607261

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.47069135985781

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10S,11R,12S,22R)-15-hydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2^{10,13}.0^{1,12}.0^{6,22}.0^{14,19}]tetracosa-6,14(19),15,17-tetraene-20,23-dione

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
0.05092924953813037

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.23261147977323

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.858553768324112

> <JCHEM_PKA_STRONGEST_BASIC>
8.089431014406028

> <JCHEM_POLAR_SURFACE_AREA>
70.08

> <JCHEM_REFRACTIVITY>
103.9276

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10S,11R,12S,22R)-15-hydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2^{10,13}.0^{1,12}.0^{6,22}.0^{14,19}]tetracosa-6,14(19),15,17-tetraene-20,23-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  N   UNK     0      -0.042   1.116   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.762  -0.139   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.029  -1.460   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.181  -0.251   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.878   0.921   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.208   2.448   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.586   2.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.410   2.659   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.184   4.192   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.768   5.402   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.868   4.415   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.001   3.097   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.817   1.147   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.723   2.927   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.738   1.884   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.791   0.585   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.355  -0.513   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.869  -1.351   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.209  -0.993   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.711   0.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.099  -2.874   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.923   2.772   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.752   1.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.992   0.328   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.403   0.945   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.574   2.475   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.334   3.389   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -2.821  -1.203   0.000  0.00  0.00           O+0
CONECT    1    2    7   23                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    1    8                                                  
CONECT    8    7    9   20   22                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    5                                                       
CONECT   17   13   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19    8                                                       
CONECT   21   18                                                            
CONECT   22    8   23   27                                                  
CONECT   23   22    1   24                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   24                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄N₂O₄

Average Mass

380.4440 Da

Monoisotopic Mass

380.17361 Da

IUPAC Name

(1S,10S,11R,12S,22R)-15-hydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2^{10,13}.0^{1,12}.0^{6,22}.0^{14,19}]tetracosa-6,14(19),15,17-tetraene-20,23-dione

Traditional Name

(1S,10S,11R,12S,22R)-15-hydroxy-4-methyl-9-oxa-4,13-diazahexacyclo[9.8.3.2^{10,13}.0^{1,12}.0^{6,22}.0^{14,19}]tetracosa-6,14(19),15,17-tetraene-20,23-dione

CAS Registry Number

Not Available

SMILES

CN1CC[C@@]23[C@@H]4[C@@H]5[C@H](CC(=O)N4C4=C2C=CC=C4O)OCC=C(C1)[C@@H]5CC3=O

InChI Identifier

InChI=1S/C22H24N2O4/c1-23-7-6-22-14-3-2-4-15(25)20(14)24-18(27)10-16-19(21(22)24)13(9-17(22)26)12(11-23)5-8-28-16/h2-5,13,16,19,21,25H,6-11H2,1H3/t13-,16-,19-,21-,22+/m0/s1

InChI Key

ZMTYENXGROJCEA-LNKPQSDASA-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
Strychnos icaja	LOTUS Database	35616633
Strychnos nux-vomica	LOTUS Database	35616633
Strychnos nux-vomica L.	Plant	KNApSAcK
Strychnos wallichiana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Quinolidine
Delta-lactam
Piperidinone
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Piperidine
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Ketone
Lactam
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Azacycle
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbazoles (CHEBI:10019 )
Indole alkaloids (C09255 )

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	1.07	ALOGPS
logP	0.051	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	8.86	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	70.08 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	103.93 m³·mol⁻¹	ChemAxon
Polarizability	39.47 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001788

Chemspider ID

91795

KEGG Compound ID

C09255

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101595

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Platella C, Ghirga F, Zizza P, Pompili L, Marzano S, Pagano B, Quaglio D, Vergine V, Cammarone S, Botta B, Biroccio A, Mori M, Montesarchio D: Identification of Effective Anticancer G-Quadruplex-Targeting Chemotypes through the Exploration of a High Diversity Library of Natural Compounds. Pharmaceutics. 2021 Oct 3;13(10). pii: pharmaceutics13101611. doi: 10.3390/pharmaceutics13101611. [PubMed:34683905 ]
Bhati R, Singh A, Saharan VA, Ram V, Bhandari A: Strychnos nux-vomica seeds: Pharmacognostical standardization, extraction, and antidiabetic activity. J Ayurveda Integr Med. 2012 Apr;3(2):80-4. doi: 10.4103/0975-9476.96523. [PubMed:22707864 ]
Xie BX, Tang WZ, Wang LH, Wang XJ: [Study on Chemical Constituents of Strychnos nux-vomica]. Zhong Yao Cai. 2016 Jan;39(1):86-9. [PubMed:30079716 ]
Tchinda AT, Ngono AR, Tamze V, Jonville MC, Cao M, Angenot L, Frederich M: Antiplasmodial alkaloids from the stem bark of Strychnos malacoclados. Planta Med. 2012 Mar;78(4):377-82. doi: 10.1055/s-0031-1280473. Epub 2011 Dec 22. [PubMed:22193980 ]

Showing NP-Card for Vomicine (NP0050924)

MOL for NP0050924 (Vomicine)

3D MOL for NP0050924 (Vomicine)

3D SDF for NP0050924 (Vomicine)

3D-SDF for NP0050924 (Vomicine)

PDB for NP0050924 (Vomicine)

3D PDB for NP0050924 (Vomicine)

SMILES for NP0050924 (Vomicine)

INCHI for NP0050924 (Vomicine)

Structure for NP0050924 (Vomicine)

3D Structure for NP0050924 (Vomicine)