NP-MRD: Showing NP-Card for (-)-Jerantinine C (NP0076725)

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Record Information

Version

2.0

Created at

2022-04-28 21:55:04 UTC

Updated at

2022-04-28 21:55:04 UTC

NP-MRD ID

NP0076725

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Jerantinine C

Description

Jerantinine C belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system. Jerantinine C is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (-)-Jerantinine C is found in Tabernaemontana corymbosa. Based on a literature review a small amount of articles have been published on jerantinine C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282223552D          

 29 33  0  0  1  0            999 V2000
    0.6406   -1.3449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.5302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1299   -0.0103    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6406   -0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598   -2.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598    0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304    1.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.2353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0595   -0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095   -1.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    0.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4977   -2.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6657   -1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2497   -0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603    1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308    2.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197    2.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6496    3.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808    1.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  1  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 28  1  6  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
   -1.9727   -1.1355   -2.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2926   -0.0823   -1.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3232   -0.7483   -0.0594 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4337   -1.7110   -0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3907   -2.9145    0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781   -3.3125    1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484   -4.4534    1.6538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0989   -2.3994    1.1767 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0103   -2.2765    2.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536   -0.8013    2.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418   -0.3964    0.6713 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3237    1.0171    0.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5858    1.3689    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.7492    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1656    3.0702    0.7855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404    3.7321    0.4066 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4693    5.0749    0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.3069    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8643    1.7582    0.3236 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001    0.7956    0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2014    0.9656   -0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0317   -0.0616   -0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3357    0.1345   -1.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8107    1.4674   -1.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5001   -1.3390   -0.7579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -2.3992   -1.1380 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1872   -1.5370   -0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946   -0.4804    0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9640   -1.3619    0.1821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8936   -1.1197   -2.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1954   -2.1574   -2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6131   -0.9953   -3.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5114    0.6788   -1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2611    0.3761   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3407   -1.3574   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2403   -3.5800    0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8098   -2.9108    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3019   -2.6465    3.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4183   -0.2953    2.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2975   -0.5408    2.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8530    5.5988   -0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4155    5.5863    1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5050    5.0703   -0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6331    0.7281    0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -0.0459    2.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0308    2.7839    0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5879    1.9777   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9361    1.4707   -1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3520    2.0727   -2.0919 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6214    1.9924   -0.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0014   -3.3604   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8662   -2.5676   -0.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -1.7888   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3 18  1  0
 18 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 13 12  2  0
 12 19  1  0
 19 20  1  0
 20 28  2  0
 28 27  1  0
 27 25  2  0
 25 26  1  0
 25 22  1  0
 22 23  1  0
 23 24  1  0
 22 21  2  0
 28 11  1  0
 11 10  1  1
 10  9  1  0
  9  8  1  0
  8 29  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  2  0
 29  3  1  0
  4  3  1  0
 11 12  1  0
 29 11  1  0
 21 20  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
 18 44  1  0
 18 45  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 19 46  1  0
 27 52  1  0
 26 51  1  0
 24 48  1  0
 24 49  1  0
 24 50  1  0
 21 47  1  0
 10 39  1  0
 10 40  1  0
  9 37  1  0
  9 38  1  0
 29 53  1  6
  5 36  1  0
  4 35  1  0
M  END


  Mrv1652304282223552D          

 29 33  0  0  1  0            999 V2000
    0.6406   -1.3449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.5302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1299   -0.0103    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6406   -0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7705   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598   -2.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598    0.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304    1.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5410   -0.2353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0595   -0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6095   -1.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2757   -0.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8597   -0.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4859    0.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -0.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8690   -1.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2851   -1.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884   -1.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4977   -2.4192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6657   -1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2497   -0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603    1.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9308    2.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5197    2.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6496    3.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808    1.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  1  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
 19 21  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
  3 28  1  6  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076725

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@]12CC(C(=O)OC)=C3NC4=C(C=C(O)C(OC)=C4)[C@@]33CCN([C@@H]13)C(=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H24N2O5/c1-4-21-6-5-17(26)24-8-7-22(20(21)24)13-9-15(25)16(28-2)10-14(13)23-18(22)12(11-21)19(27)29-3/h5-6,9-10,20,23,25H,4,7-8,11H2,1-3H3/t20-,21-,22-/m0/s1

> <INCHI_KEY>
AMYRFECRZHSHRT-FKBYEOEOSA-N

> <FORMULA>
C22H24N2O5

> <MOLECULAR_WEIGHT>
396.443

> <EXACT_MASS>
396.168521881

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.789503696606424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,12R,19S)-12-ethyl-4-hydroxy-5-methoxy-15-oxo-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
1.37851841

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.46285221072462

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.830690335327933

> <JCHEM_PKA_STRONGEST_BASIC>
-0.05882382777338824

> <JCHEM_POLAR_SURFACE_AREA>
88.10000000000001

> <JCHEM_REFRACTIVITY>
109.4481

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,12R,19S)-12-ethyl-4-hydroxy-5-methoxy-15-oxo-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate

> <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       1.196  -2.510   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.438  -0.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.243  -0.019   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.196  -0.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.438  -2.090   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.243  -3.061   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.485  -4.582   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.485   1.502   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.923   2.052   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.119   1.082   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.877  -0.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.844  -1.637   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.004  -2.928   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.248  -1.140   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.338  -0.052   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.640   1.321   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       6.825  -0.452   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.222  -1.940   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.132  -3.028   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.645  -2.628   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.529  -4.516   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.709  -2.340   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.799  -1.253   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.166   3.573   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.604   4.123   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       0.970   4.543   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.213   6.064   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.953   0.951   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.711   2.472   0.000  0.00  0.00           C+0
CONECT    1    2    6   13                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4    8   28                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10    2   12   14                                             
CONECT   12   11   13                                                       
CONECT   13   12    1                                                       
CONECT   14   11   15   20                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   10                                                       
CONECT   17   15   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   14                                                       
CONECT   21   19                                                            
CONECT   22   18   23                                                       
CONECT   23   22                                                            
CONECT   24    9   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28    3   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₄N₂O₅

Average Mass

396.4430 Da

Monoisotopic Mass

396.16852 Da

IUPAC Name

methyl (1R,12R,19S)-12-ethyl-4-hydroxy-5-methoxy-15-oxo-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate

Traditional Name

methyl (1R,12R,19S)-12-ethyl-4-hydroxy-5-methoxy-15-oxo-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,9,13-pentaene-10-carboxylate

CAS Registry Number

Not Available

SMILES

CC[C@]12CC(C(=O)OC)=C3NC4=C(C=C(O)C(OC)=C4)[C@@]33CCN([C@@H]13)C(=O)C=C2

InChI Identifier

InChI=1S/C22H24N2O5/c1-4-21-6-5-17(26)24-8-7-22(20(21)24)13-9-15(25)16(28-2)10-14(13)23-18(22)12(11-21)19(27)29-3/h5-6,9-10,20,23,25H,4,7-8,11H2,1-3H3/t20-,21-,22-/m0/s1

InChI Key

AMYRFECRZHSHRT-FKBYEOEOSA-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
Tabernaemontana corymbosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Plumeran-type alkaloids

Sub Class

Not Available

Direct Parent

Plumeran-type alkaloids

Alternative Parents

Substituents

Plumeran-type alkaloid
Carbazole
Indole or derivatives
Dihydroindole
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Secondary aliphatic/aromatic amine
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Lactam
Organoheterocyclic compound
Secondary amine
Carboxylic acid derivative
Azacycle
Enamine
Ether
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:66121 )
phenols (CHEBI:66121 )
organic heteropentacyclic compound (CHEBI:66121 )
indole alkaloid (CHEBI:66121 )
methyl ester (CHEBI:66121 )
lactam (CHEBI:66121 )
alkaloid ester (CHEBI:66121 )

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	2.76	ALOGPS
logP	1.38	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.83	ChemAxon
pKa (Strongest Basic)	-0.059	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	88.1 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.45 m³·mol⁻¹	ChemAxon
Polarizability	41.79 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

C00039492

Chemspider ID

24720315

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25058084

PDB ID

Not Available

ChEBI ID

66121

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-Jerantinine C (NP0076725)

MOL for NP0076725 ((-)-Jerantinine C)

3D MOL for NP0076725 ((-)-Jerantinine C)

3D SDF for NP0076725 ((-)-Jerantinine C)

3D-SDF for NP0076725 ((-)-Jerantinine C)

PDB for NP0076725 ((-)-Jerantinine C)

3D PDB for NP0076725 ((-)-Jerantinine C)

SMILES for NP0076725 ((-)-Jerantinine C)

INCHI for NP0076725 ((-)-Jerantinine C)

Structure for NP0076725 ((-)-Jerantinine C)

3D Structure for NP0076725 ((-)-Jerantinine C)