NP-MRD: Showing NP-Card for Isocorynoxeine (NP0072159)

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Record Information

Version

2.0

Created at

2022-04-28 17:32:19 UTC

Updated at

2022-04-28 17:32:19 UTC

NP-MRD ID

NP0072159

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isocorynoxeine

Description

Isocorynoxeine belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen. Isocorynoxeine is found in Mitragyna africanus WILLD., Mitragyna inermis, Mitragyna parvifolia, Mitragyna rotundifolia, Mitragyna speciosa, Uncaria attenuata, Uncaria borneensis, Uncaria lanosa, Uncaria longiflora, Uncaria rhynchophylla , Uncaria rhynchophyllus, Uncaria sinensis and Uncaria tomentosa. Isocorynoxeine was first documented in 2021 (PMID: 34975502). Based on a literature review a small amount of articles have been published on Isocorynoxeine (PMID: 34870003) (PMID: 34607203) (PMID: 34335255) (PMID: 33807157).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282219322D          

 28 31  0  0  1  0            999 V2000
    2.2974   -0.1395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1259    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390    1.2195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5236    0.9645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6951    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -0.8070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3276   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -2.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367    1.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9213    1.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7828    2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    1.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851    1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652    2.3235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0090    3.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    3.9375    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  1  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
  4 19  1  1  0  0  0
 19 20  2  0  0  0  0
  3 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
    3.5175   -2.5912    0.8054 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2048   -1.5236    0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8160   -1.1804   -0.2043 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9083   -2.2568    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4669   -2.0107    0.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8532   -2.3159   -1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9858   -1.3679   -1.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3295   -0.7801   -0.2718 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0969   -1.7710    0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7264   -2.9576    0.7018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2402   -1.0773    0.9990 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2163    0.2410    0.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1781    1.2276    0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324    2.4503    0.1044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9459    2.6846   -0.6782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    1.6851   -0.8768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0966    0.4370   -0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9666   -0.7074    0.3848 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0666    0.3505   -0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140    0.1249    0.2964 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2186    1.2551    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0496    2.3466   -0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0027    2.4617   -1.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1819    2.4345   -2.7163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3758    1.3357    1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1612    2.3422    1.2285 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7086    0.3303    2.0904 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8207    0.3865    2.9617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7784   -3.2624    1.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459   -2.8084    1.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0188   -0.8799   -0.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6002   -1.3156   -1.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0436   -2.2167    1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1669   -3.2307   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2247   -3.3805   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0852   -2.2172   -2.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8300   -1.9319   -2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6513   -0.6029   -2.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9798   -1.5093    1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0520    1.0679    1.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536    3.2465    0.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8319    3.6562   -1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1581    1.9325   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0695   -0.5080    1.4749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652    0.2220   -1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4525    1.3712    0.0165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1150   -0.0972    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7489    3.1897   -0.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2047    2.5433   -3.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6166    1.4761   -3.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8428    3.2449   -3.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986    1.3840    3.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225   -0.3336    3.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7615    0.0493    2.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18  5  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  6
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 17  2  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 21 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
  3 20  1  0
  8 18  1  0
 17  8  1  0
 13 12  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 22 48  1  0
 20 47  1  1
 19 45  1  0
 19 46  1  0
 18 44  1  1
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
 11 39  1  0
 16 43  1  0
 15 42  1  0
 14 41  1  0
 13 40  1  0
  4 33  1  0
  4 34  1  0
  3 32  1  6
  2 31  1  0
  1 29  1  0
  1 30  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
M  END


  Mrv1652304282219322D          

 28 31  0  0  1  0            999 V2000
    2.2974   -0.1395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1259    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390    1.2195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5236    0.9645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6951    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -0.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0820   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2974   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8125   -0.8070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3276   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5429   -1.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276   -1.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5825   -2.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1014    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8860    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4991    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1367    1.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9213    1.2616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5675    2.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7828    2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1697    1.7293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3851    1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    2.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9652    2.3235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0090    3.3854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221    3.9375    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  1  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
  4 19  1  1  0  0  0
 19 20  2  0  0  0  0
  3 21  1  6  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0072159

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO\C=C(/[C@H]1C[C@@H]2N(CC[C@@]22C(=O)NC3=C2C=CC=C3)C[C@@H]1C=C)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1

> <INCHI_KEY>
MUVGVMUWMAGNSY-VKCGGMIFSA-N

> <FORMULA>
C22H26N2O4

> <MOLECULAR_WEIGHT>
382.46

> <EXACT_MASS>
382.189257325

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.2589881989466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.3054759219999994

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.16625757595249

> <JCHEM_PKA_STRONGEST_BASIC>
10.569580516142215

> <JCHEM_POLAR_SURFACE_AREA>
67.87

> <JCHEM_REFRACTIVITY>
108.05010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <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  C   UNK     0       4.289  -0.260   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.968   1.246   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.113   2.276   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.577   1.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.898   0.294   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.753  -0.736   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.753  -2.276   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.289  -2.752   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.383  -1.506   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.478  -0.260   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.013  -0.736   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.013  -2.276   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.478  -2.752   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.954  -4.217   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.131   0.294   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.189   1.800   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.654   2.276   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.798   1.246   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.722   2.831   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.186   2.355   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.793   3.783   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.328   4.259   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.184   3.228   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.719   3.704   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.937   4.813   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.402   4.337   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.617   6.320   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.761   7.350   0.000  0.00  0.00           C+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    1   10   13                                             
CONECT   10    9   11   18                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13                                                            
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   10                                                       
CONECT   19    4   20                                                       
CONECT   20   19                                                            
CONECT   21    3   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   21   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
Corynoxeine	MeSH
Corynoxeine, (16E,20alpha)-isomer	MeSH
Methyl (7beta,16E,20alpha)-17-methoxy-2-oxocorynoxa-16,18-dien-16-carboxylate	MeSH

Chemical Formula

C₂₂H₂₆N₂O₄

Average Mass

382.4600 Da

Monoisotopic Mass

382.18926 Da

IUPAC Name

methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

Traditional Name

methyl (2E)-2-[(3S,6'R,7'S,8'aS)-6'-ethenyl-2-oxo-3',5',6',7',8',8'a-hexahydro-1H,2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

CAS Registry Number

Not Available

SMILES

CO\C=C(/[C@H]1C[C@@H]2N(CC[C@@]22C(=O)NC3=C2C=CC=C3)C[C@@H]1C=C)C(=O)OC

InChI Identifier

InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1

InChI Key

MUVGVMUWMAGNSY-VKCGGMIFSA-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
Mitragyna africanus WILLD.	Plant	KNApSAcK
Mitragyna inermis	LOTUS Database	35616633
Mitragyna parvifolia	LOTUS Database	35616633
Mitragyna rotundifolia	LOTUS Database	35616633
Mitragyna speciosa	Plant	KNApSAcK
Uncaria attenuata	Plant	KNApSAcK
Uncaria borneensis	Plant	KNApSAcK
Uncaria lanosa	Plant	KNApSAcK
Uncaria longiflora	Plant	KNApSAcK
Uncaria rhynchophylla	Plant	KNApSAcK
Uncaria rhynchophyllus	Plant	KNApSAcK
Uncaria sinensis	Plant	KNApSAcK
Uncaria tomentosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolizidines. These are polycyclic compounds containing an indolizidine, which is a bicyclic heterocycle containing a saturated six-member ring fused to a saturated five-member ring, one of the bridging atoms being nitrogen.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indolizidines

Sub Class

Not Available

Direct Parent

Indolizidines

Alternative Parents

Substituents

Indole or derivatives
Dihydroindole
Indolizidine
Aralkylamine
Piperidine
N-alkylpyrrolidine
Benzenoid
Pyrrolidine
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Lactam
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Amine
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
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
logP	2.61	ALOGPS
logP	2.31	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.17	ChemAxon
pKa (Strongest Basic)	10.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.87 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	108.05 m³·mol⁻¹	ChemAxon
Polarizability	41.26 Å³	ChemAxon
Number of Rings	4	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

C00031895

Chemspider ID

2301182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3037448

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zeng P, Su HF, Ye CY, Qiu SW, Tian Q: Therapeutic Mechanism and Key Alkaloids of Uncaria rhynchophylla in Alzheimer's Disease From the Perspective of Pathophysiological Processes. Front Pharmacol. 2021 Dec 15;12:806984. doi: 10.3389/fphar.2021.806984. eCollection 2021. [PubMed:34975502 ]
Yin T, Lu J, Liu Q, Zhu G, Zhang W, Jiang Z: Validated Quantitative (1)H NMR Method for Simultaneous Quantification of Indole Alkaloids in Uncaria rhynchophylla. ACS Omega. 2021 Nov 16;6(47):31810-31817. doi: 10.1021/acsomega.1c04464. eCollection 2021 Nov 30. [PubMed:34870003 ]
Huang W, Zhang Z, Niu L, Hu X, Teka T, Han L, Pan G, Wang Q: Rapid discovery of potentially vasodilative compounds from Uncaria by UHPLC/Q-Orbitrap-MS based metabolomics and correlation analysis. J Pharm Biomed Anal. 2021 Nov 30;206:114384. doi: 10.1016/j.jpba.2021.114384. Epub 2021 Sep 21. [PubMed:34607203 ]
Kushida H, Matsumoto T, Ikarashi Y: Properties, Pharmacology, and Pharmacokinetics of Active Indole and Oxindole Alkaloids in Uncaria Hook. Front Pharmacol. 2021 Jul 14;12:688670. doi: 10.3389/fphar.2021.688670. eCollection 2021. [PubMed:34335255 ]
Zeng P, Wang XM, Ye CY, Su HF, Tian Q: The Main Alkaloids in Uncaria rhynchophylla and Their Anti-Alzheimer's Disease Mechanism Determined by a Network Pharmacology Approach. Int J Mol Sci. 2021 Mar 31;22(7). pii: ijms22073612. doi: 10.3390/ijms22073612. [PubMed:33807157 ]

Showing NP-Card for Isocorynoxeine (NP0072159)

MOL for NP0072159 (Isocorynoxeine)

3D MOL for NP0072159 (Isocorynoxeine)

3D SDF for NP0072159 (Isocorynoxeine)

3D-SDF for NP0072159 (Isocorynoxeine)

PDB for NP0072159 (Isocorynoxeine)

3D PDB for NP0072159 (Isocorynoxeine)

SMILES for NP0072159 (Isocorynoxeine)

INCHI for NP0072159 (Isocorynoxeine)

Structure for NP0072159 (Isocorynoxeine)

3D Structure for NP0072159 (Isocorynoxeine)