NP-MRD: Showing NP-Card for 5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one (NP0263178)

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Record Information

Version

2.0

Created at

2022-09-08 06:16:30 UTC

Updated at

2022-09-08 06:16:30 UTC

NP-MRD ID

NP0263178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one

Description

5-[(4E)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]Tridecan-4-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as stemoamide-type alkaloids. These are alkaloids which include a tricyclic 2H-furo[3,2-c]pyrrolo[1,2-a]azepine nucleus. 5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one is found in Stemona curtisii. 5-[(4E)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]Tridecan-4-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191521562D          

 31 35  0  0  0  0            999 V2000
   -1.8834   -1.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0695   -1.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341    0.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583    0.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    1.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392    1.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527    0.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156   -0.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6607   -0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -1.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960   -1.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5796   -2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3229   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -1.6454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0222   -1.3555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9852   -0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899   -0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9000    0.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -1.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9104   -1.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559   -0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458    0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7107   -1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9975   -2.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217   -2.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5430   -2.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8329   -3.6261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -2.6342    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 31  1  0  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
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    5.1987   -0.1905   -1.0897 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969    0.9894   -0.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7566    1.9668   -0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2118    2.0053   -0.5929 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4903    4.1016    0.9124 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045    2.5698    0.6737 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5761    1.3076    0.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4725    0.5546    0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573   -0.7029   -0.5345 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2528   -2.1928   -1.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -2.0701   -1.8804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6145   -1.1665   -0.7809 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9477   -0.7330   -1.0613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9612   -1.4075   -0.1492 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3396   -0.8977   -0.4172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8359   -0.4498    0.9390 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5023    0.8799    0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6619   -0.4523    1.8209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6365    0.0367    2.9796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6230   -1.0651    1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    0.7495   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930    1.0630   -0.2287 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3069    2.3208   -0.6783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7546   -0.0314   -0.6927 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2755   -0.2332    0.3676 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1402    0.9634    0.6191 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3643    1.1587    2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9755   -1.6300    0.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6542   -0.9836    0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0120   -2.1190   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5308    3.0643   -0.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3386    1.5604   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7535    1.4654    0.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602   -1.6405    1.1242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092   -3.0015    0.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -3.2350   -0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7474   -1.3009   -2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4772   -3.0439   -2.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6277   -3.0778   -1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7299   -1.8139   -2.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2808   -0.9793   -2.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   -2.5028   -0.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3279   -0.0667   -1.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0109   -1.6795   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5439   -1.2157    1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1766    1.6107    1.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2561    1.3922   -0.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6059    0.7394    0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0011    1.2508   -1.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8716    1.1418   -0.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708    1.0261    0.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3099    2.9147    0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3375    0.2762   -1.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2643   -0.4541    1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8498    1.8690    0.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5047    0.6982    2.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
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 30 10  1  0
 24 18  1  0
 29 12  1  0
 28 16  1  0
  1 32  1  0
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 12 38  1  1
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 26 55  1  1
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 28 57  1  6
 29 58  1  1
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 31 60  1  0
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 31 62  1  0
 18 46  1  1
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 19 48  1  0
 20 49  1  1
 21 50  1  0
 21 51  1  0
 21 52  1  0
M  END


  Mrv1533004191521562D          

 31 35  0  0  0  0            999 V2000
   -1.8834   -1.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0695   -1.0088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796   -0.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2341    0.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583    0.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7197    1.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9392    1.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527    0.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0156   -0.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6607   -0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236   -1.3555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960   -1.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3229   -2.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -2.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2498   -1.6454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9000    0.4605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7354   -1.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9104   -1.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4559   -0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7458    0.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7107   -1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4831   -1.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9975   -2.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8217   -2.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5430   -2.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8329   -3.6261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -2.6342    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
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 11 12  1  0  0  0  0
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 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 25 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0263178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)O\C1=C1\OC2CCCN3C(CC(O)C3C2C1C)C1CC(C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO7/c1-10-8-16(30-22(10)26)13-9-14(25)18-17-11(2)20(29-15(17)6-5-7-24(13)18)21-19(28-4)12(3)23(27)31-21/h10-11,13-18,25H,5-9H2,1-4H3/b21-20+

> <INCHI_KEY>
PVVXZVZMHFPXJR-QZQOTICOSA-N

> <FORMULA>
C23H31NO7

> <MOLECULAR_WEIGHT>
433.501

> <EXACT_MASS>
433.210052342

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.10639412235745

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(4E)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
0.705644735666668

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.52763702260684

> <JCHEM_PKA_STRONGEST_BASIC>
10.700306951985295

> <JCHEM_POLAR_SURFACE_AREA>
94.53000000000002

> <JCHEM_REFRACTIVITY>
112.84530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(4E)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -3.516  -2.135   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.996  -1.883   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.455  -0.441   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.304   0.844   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.842   0.913   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.344   2.048   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.753   3.532   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.098   1.507   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.029  -0.032   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.233  -0.992   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.164  -2.530   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.606  -3.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.949  -4.573   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.336  -5.241   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.724  -4.573   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       6.066  -3.071   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       7.508  -2.530   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.439  -0.992   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.954  -0.582   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.413   0.860   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.106  -1.867   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.566  -1.867   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.718  -0.582   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.259   0.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.793  -3.379   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.235  -2.838   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.195  -4.042   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.734  -3.973   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.347  -5.327   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.888  -6.769   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.862  -4.917   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   16   22                                                  
CONECT   22   21   12   23                                                  
CONECT   23   22   10   24                                                  
CONECT   24   23                                                            
CONECT   25   17   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   25                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₁NO₇

Average Mass

433.5010 Da

Monoisotopic Mass

433.21005 Da

IUPAC Name

5-[(4E)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methyl-2,5-dihydrofuran-2-one

Traditional Name

5-[(4E)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)O\C1=C1\OC2CCCN3C(CC(O)C3C2C1C)C1CC(C)C(=O)O1

InChI Identifier

InChI=1S/C23H31NO7/c1-10-8-16(30-22(10)26)13-9-14(25)18-17-11(2)20(29-15(17)6-5-7-24(13)18)21-19(28-4)12(3)23(27)31-21/h10-11,13-18,25H,5-9H2,1-4H3/b21-20+

InChI Key

PVVXZVZMHFPXJR-QZQOTICOSA-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
Stemona curtisii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stemoamide-type alkaloids. These are alkaloids which include a tricyclic 2H-furo[3,2-c]pyrrolo[1,2-a]azepine nucleus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Stemona alkaloids

Sub Class

Stemoamide-type alkaloids

Direct Parent

Stemoamide-type alkaloids

Alternative Parents

Substituents

Stemoamide backbone
Azepane
N-alkylpyrrolidine
Gamma butyrolactone
Dicarboxylic acid or derivatives
2-furanone
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Pyrrolidine
Enol ester
Dihydrofuran
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Lactone
Carboxylic acid ester
Amino acid or derivatives
1,2-aminoalcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.89	ALOGPS
logP	0.71	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.53	ChemAxon
pKa (Strongest Basic)	10.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	112.85 m³·mol⁻¹	ChemAxon
Polarizability	45.11 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one (NP0263178)

MOL for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

3D MOL for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

3D SDF for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

3D-SDF for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

PDB for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

3D PDB for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

SMILES for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

INCHI for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

Structure for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)

3D Structure for NP0263178 (5-[(4e)-13-hydroxy-3-methyl-11-(4-methyl-5-oxooxolan-2-yl)-5-oxa-10-azatricyclo[8.3.0.0²,⁶]tridecan-4-ylidene]-4-methoxy-3-methylfuran-2-one)