NP-MRD: Showing NP-Card for methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate (NP0197928)

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Record Information

Version

2.0

Created at

2022-09-04 16:17:13 UTC

Updated at

2022-09-04 16:17:13 UTC

NP-MRD ID

NP0197928

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate

Description

CHEMBL1668779 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. methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate is found in Uncaria macrophylla. Based on a literature review very few articles have been published on CHEMBL1668779.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042218172D          

 32 35  0  0  1  0            999 V2000
    3.9652    2.3235    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
    3.5236    0.9645    0.0000 C   0  0  2  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
    2.5675    2.0264    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
    3.0090    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
    1.7828    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
    1.6113    3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8267    3.3433    0.0000 C   0  0  0  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
    2.2974   -0.1395    0.0000 C   0  0  2  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   -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
    0.5429   -1.2195    0.0000 N   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
   -0.0702    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
    1.3276   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.1576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4797   -0.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0928    0.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8775    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9213    1.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
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 22 27  1  0  0  0  0
 18 27  1  0  0  0  0
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  3 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

     RDKit          3D

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   -3.8309   -2.3298   -0.7714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0380   -2.7917    0.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3810   -4.1643    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0641   -0.6029   -0.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502   -0.1770    0.7346 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2351    1.1857    0.7802 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5431    1.5987    0.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3300    0.2970    1.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3861   -0.7624    0.4355 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6690   -0.9458   -0.9843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932    0.0014   -2.0075 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162   -2.1583   -1.1835 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0145   -2.9192    0.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3165   -4.2497    0.2760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2382   -4.7672    1.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8506   -3.9156    2.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5514   -2.5927    2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6266   -2.0721    1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1838    2.0799    0.5998 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5561    3.2742   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5710    3.0862   -1.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603    4.2407   -2.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2894    2.0597   -2.2338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046    3.9408    1.5604 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1599    1.6473    1.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8709    1.8319    2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4439    1.9677   -0.7070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3362   -0.2176    1.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2127    1.3979   -1.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4221   -1.0881   -3.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6445   -1.2521   -3.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3847    0.3370   -3.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4544   -4.7625    0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7755   -4.3745    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1406   -4.4593   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1739   -0.3644   -1.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1956   -1.7103   -0.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7523   -0.5592    1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7321    2.1953    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9739    2.1608   -0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2397    0.2825    0.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4783    0.0983    2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0222   -0.1746   -2.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -4.9418   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4776   -5.8203    1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0711    2.5777    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0622    4.1360    0.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  4  3  1  0
 27 22  1  0
 14 15  1  0
 27 18  1  0
  1 33  1  0
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  3 38  1  6
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 20 54  1  0
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 26 58  1  0
M  END


  Mrv1652309042218172D          

 32 35  0  0  1  0            999 V2000
    3.9652    2.3235    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
    3.5236    0.9645    0.0000 C   0  0  2  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
    2.5675    2.0264    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
    3.0090    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
    1.7828    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
    1.6113    3.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8267    3.3433    0.0000 C   0  0  0  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
    2.2974   -0.1395    0.0000 C   0  0  2  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   -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
    0.5429   -1.2195    0.0000 N   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
   -0.0702    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
    1.3276   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951    0.1576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4797   -0.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0928    0.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8775    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9213    1.2616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  5  9  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0197928

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1[C@H](CC(C)=O)N2CC[C@@]3([C@@H]2C[C@@H]1\C(=C\OC)C(=O)OC)C(O)=NC1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C25H32N2O5/c1-5-16-17(18(14-31-3)23(29)32-4)13-22-25(10-11-27(22)21(16)12-15(2)28)19-8-6-7-9-20(19)26-24(25)30/h6-9,14,16-17,21-22H,5,10-13H2,1-4H3,(H,26,30)/b18-14-/t16-,17+,21+,22+,25-/m1/s1

> <INCHI_KEY>
VWNYHBABHBBFQC-DSJWJIGVSA-N

> <FORMULA>
C25H32N2O5

> <MOLECULAR_WEIGHT>
440.54

> <EXACT_MASS>
440.231122138

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.13800637172367

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2Z)-2-[(3R,5'S,6'R,7'S,8'aS)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'H-spiro[indole-3,1'-indolizine]-7'-yl]-3-methoxyprop-2-enoate

> <JCHEM_LOGP>
0.710304870647596

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.497486792582414

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6957109556773484

> <JCHEM_PKA_STRONGEST_BASIC>
10.891073914751939

> <JCHEM_POLAR_SURFACE_AREA>
88.43

> <JCHEM_REFRACTIVITY>
122.76640000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       7.402   4.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.722   2.831   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.577   1.800   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.113   2.276   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.793   3.783   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.937   4.813   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.617   6.320   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.761   7.350   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.328   4.259   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.184   3.228   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       3.008   5.765   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.543   6.241   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.968   1.246   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.289  -0.260   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.753  -0.736   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.753  -2.276   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.289  -2.752   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.383  -1.506   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.478  -2.752   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.954  -4.217   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       1.013  -2.276   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.013  -0.736   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.131   0.294   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.189   1.800   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.654   2.276   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.798   1.246   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.478  -0.260   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.898   0.294   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.362  -0.182   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.507   0.849   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.971   0.373   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.186   2.355   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5   13                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    4   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16   28                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19   27                                             
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   18                                                  
CONECT   28   15    3   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₂N₂O₅

Average Mass

440.5400 Da

Monoisotopic Mass

440.23112 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@H]1[C@H](CC(C)=O)N2CC[C@@]3([C@@H]2C[C@@H]1\C(=C\OC)C(=O)OC)C(O)=NC1=CC=CC=C31

InChI Identifier

InChI=1S/C25H32N2O5/c1-5-16-17(18(14-31-3)23(29)32-4)13-22-25(10-11-27(22)21(16)12-15(2)28)19-8-6-7-9-20(19)26-24(25)30/h6-9,14,16-17,21-22H,5,10-13H2,1-4H3,(H,26,30)/b18-14-/t16-,17+,21+,22+,25-/m1/s1

InChI Key

VWNYHBABHBBFQC-DSJWJIGVSA-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
Uncaria macrophylla	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
Beta-aminoketone
Piperidine
N-alkylpyrrolidine
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Vinylogous ester
Methyl ester
Pyrrolidine
Carboxamide group
Carboxylic acid ester
Ketone
Lactam
Amino acid or derivatives
Tertiary aliphatic amine
Secondary carboxylic acid amide
Tertiary amine
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Amine
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
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	0.71	ChemAxon
pKa (Strongest Acidic)	3.7	ChemAxon

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

26388820

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53326134

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate (NP0197928)

MOL for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

3D MOL for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

3D SDF for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

3D-SDF for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

PDB for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

3D PDB for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

SMILES for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

INCHI for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

Structure for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)

3D Structure for NP0197928 (methyl (2z)-2-[(3r,5's,6'r,7's,8'as)-6'-ethyl-2-hydroxy-5'-(2-oxopropyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate)