NP-MRD: Showing NP-Card for methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate (NP0229732)

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Record Information

Version

2.0

Created at

2022-09-06 09:55:12 UTC

Updated at

2022-09-06 09:55:12 UTC

NP-MRD ID

NP0229732

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate

Description

CHEMBL3338238 belongs to the class of organic compounds known as pleiocarpaman alkaloids. These are alkaloids with a structure that is based on the pleiocarpaman skeleton. These alkaloids arise from the cyclization of a corynantheine precursor via C-16 to N-1. methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate is found in Alstonia angustifolia. Based on a literature review very few articles have been published on CHEMBL3338238.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062211552D          

 25 29  0  0  1  0            999 V2000
    6.4863   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622   -0.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7359   -1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540   -2.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -2.6012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943   -3.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6357   -3.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2003   -2.5803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6274   -3.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4482   -2.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843   -2.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084   -0.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -1.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -1.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772   -0.5319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8652    0.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    0.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0688    0.4805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8568    1.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815   -0.7255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7597   -1.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4598   -2.0386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6886   -1.9164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  6  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 16  1  6  0  0  0
  8 25  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -4.4868   -0.4981   -0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5525   -0.9319    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2277   -1.0724    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4445   -1.6061    1.2683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014   -2.1135    0.9393 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8046   -2.3331    1.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952   -1.7535    1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146   -0.6122    0.6874 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8505    0.0859    1.4819 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6279    0.4514    0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    1.0398    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2245    2.1309   -0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513    2.7090   -1.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2179    2.1390   -1.5518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8226    1.0108   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6333    0.2129   -0.9388 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7191    0.4545   -1.2694 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3376    1.6209   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203    1.9741   -0.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6608    2.4295    0.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268    3.5353    0.9385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.7455   -1.1764 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8087   -2.0468   -1.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2056   -2.1704   -0.4150 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2076   -1.1082   -0.6091 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1773   -0.0235   -1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1235   -1.3859   -1.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2406    0.1891   -0.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9718   -1.1941    1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5598   -0.8560    2.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -2.4895    1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550   -3.3866    2.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -1.7619    2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396   -2.5767    0.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7606   -1.5991    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3849    0.6429    2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468    0.5698    1.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029    2.5836   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7656    3.5729   -1.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.5378   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6562    0.8084   -2.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    3.4256    0.9328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    4.4507    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9142    3.6807    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2895   -0.6824   -2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550   -2.8477   -1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -1.9257   -2.4441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376   -3.1575   -0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0371   -1.3772   -1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 18 17  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 16  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
 16 17  1  0
 10 15  1  0
  3 22  1  0
  5 24  1  0
  8 25  1  0
 21 42  1  0
 21 43  1  0
 21 44  1  0
 17 41  1  6
 22 45  1  6
 23 46  1  0
 23 47  1  0
 24 48  1  1
 25 49  1  6
 14 40  1  0
 13 39  1  0
 12 38  1  0
 11 37  1  0
  9 36  1  0
  7 34  1  0
  7 35  1  0
  6 32  1  0
  6 33  1  0
  4 30  1  0
  4 31  1  0
  2 29  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652309062211552D          

 25 29  0  0  1  0            999 V2000
    6.4863   -0.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4622   -0.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7359   -1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7540   -2.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9898   -2.6012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4943   -3.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6357   -3.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2003   -2.5803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6274   -3.1740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4482   -2.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6843   -2.4926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1445   -1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9084   -0.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -1.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019   -1.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0772   -0.5319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8652    0.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498    0.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0688    0.4805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8568    1.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9815   -0.7255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7597   -1.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4598   -2.0386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6886   -1.9164    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  1  0  0  0
 24 23  1  6  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 16  1  6  0  0  0
  8 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0229732

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1[C@H]2C[C@H]3[C@H]4N1C1=CC=CC=C1[C@]4(O)CCN3C\C2=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N2O3/c1-3-12-11-21-9-8-20(24)14-6-4-5-7-15(14)22-17(19(23)25-2)13(12)10-16(21)18(20)22/h3-7,13,16-18,24H,8-11H2,1-2H3/b12-3-/t13-,16-,17-,18+,20+/m0/s1

> <INCHI_KEY>
IRQPOCSSDBXPGE-QHTFEPDDSA-N

> <FORMULA>
C20H24N2O3

> <MOLECULAR_WEIGHT>
340.423

> <EXACT_MASS>
340.178692641

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.472313569428245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (8R,13E,14S,16S,17R,18S)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0^{2,7}.0^{8,17}.0^{11,16}]octadeca-2,4,6-triene-18-carboxylate

> <JCHEM_LOGP>
1.767551007666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.378599284383547

> <JCHEM_PKA_STRONGEST_BASIC>
8.12126124026914

> <JCHEM_POLAR_SURFACE_AREA>
53.010000000000005

> <JCHEM_REFRACTIVITY>
95.8748

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (8R,13E,14S,16S,17R,18S)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0^{2,7}.0^{8,17}.0^{11,16}]octadeca-2,4,6-triene-18-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      12.108  -0.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.063  -1.592   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.707  -2.322   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.741  -4.007   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       9.314  -4.856   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.389  -6.244   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.787  -6.224   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.974  -4.817   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.904  -5.925   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.570  -4.071   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.144  -4.653   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.927  -3.709   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.136  -2.183   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.562  -1.601   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.779  -2.545   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       6.350  -2.122   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       7.611  -0.993   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.215   0.495   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.306   1.582   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.728   0.897   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.333   2.385   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.299  -1.354   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.885  -2.418   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.325  -3.805   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.885  -3.577   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   25                                             
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   17    3   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    5   25                                                  
CONECT   25   24   16    8                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄N₂O₃

Average Mass

340.4230 Da

Monoisotopic Mass

340.17869 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1[C@H]2C[C@H]3[C@H]4N1C1=CC=CC=C1[C@]4(O)CCN3C\C2=C\C

InChI Identifier

InChI=1S/C20H24N2O3/c1-3-12-11-21-9-8-20(24)14-6-4-5-7-15(14)22-17(19(23)25-2)13(12)10-16(21)18(20)22/h3-7,13,16-18,24H,8-11H2,1-2H3/b12-3-/t13-,16-,17-,18+,20+/m0/s1

InChI Key

IRQPOCSSDBXPGE-QHTFEPDDSA-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
Alstonia angustifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pleiocarpaman alkaloids. These are alkaloids with a structure that is based on the pleiocarpaman skeleton. These alkaloids arise from the cyclization of a corynantheine precursor via C-16 to N-1.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Pleiocarpaman alkaloids

Sub Class

Not Available

Direct Parent

Pleiocarpaman alkaloids

Alternative Parents

Substituents

Pleiocarpaman skeleton
Indolo[3,2-1de][1,5]naphthyridine
Alpha-amino acid ester
Beta-carboline
Pyridoindole
Diazanaphthalene
Naphthyridine
Alpha-amino acid or derivatives
Quinolizidine
Piperidinecarboxylic acid
Indole or derivatives
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Aralkylamine
Piperidine
Benzenoid
Methyl ester
Tertiary alcohol
Tertiary aliphatic amine
1,2-aminoalcohol
Carboxylic acid ester
Amino acid or derivatives
Tertiary amine
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58116568

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118715160

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate (NP0229732)

MOL for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

3D MOL for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

3D SDF for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

3D-SDF for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

PDB for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

3D PDB for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

SMILES for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

INCHI for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

Structure for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)

3D Structure for NP0229732 (methyl (8r,13e,14s,16s,17r,18s)-13-ethylidene-8-hydroxy-1,11-diazapentacyclo[12.3.1.0²,⁷.0⁸,¹⁷.0¹¹,¹⁶]octadeca-2,4,6-triene-18-carboxylate)