NP-MRD: Showing NP-Card for methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate (NP0246931)

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Record Information

Version

2.0

Created at

2022-09-07 08:33:36 UTC

Updated at

2022-09-07 08:33:36 UTC

NP-MRD ID

NP0246931

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate

Description

Methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]Henicosa-8(16),9,14-triene-9-carboxylate belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone. methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate is found in Daphniphyllum macropodum. Based on a literature review very few articles have been published on methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]Henicosa-8(16),9,14-triene-9-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072210332D          

 29 33  0  0  0  0            999 V2000
    1.6115   -0.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770   -0.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5800    0.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430    0.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2977    1.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490    0.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009   -0.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -1.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128   -1.5005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -2.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836   -2.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -2.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173   -1.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4462   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520   -0.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1177    0.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1717    1.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.7824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9116    1.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5684    0.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0792   -0.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734   -1.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609   -1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790   -0.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590   -0.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 12 13  1  0  0  0  0
  2 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  2  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -1.1019   -1.5532    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5686   -1.4063    0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4570   -0.5228    0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5891    0.7777    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    1.7721    0.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2239    2.6229    1.5780 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8034    1.8306    0.0114 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7445    1.4779   -1.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4355    0.1903   -1.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6311    0.1650   -3.0824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7239   -0.6876   -0.7803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4494   -2.0675   -0.5400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1708   -2.4617    0.0609 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1320   -2.9637   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1321   -3.4814   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1181   -2.3697   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7668   -1.0836   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -0.0144   -0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9473    1.0817   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5443    2.4108   -0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7049    2.4690   -0.8009 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8309    3.5753   -0.1132 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4837    4.8044   -0.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9954   -0.3380   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520   -1.6935   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4271   -2.6532   -0.3729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4894   -0.0427    0.3406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9599    1.2775    0.7308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8264    1.3397    2.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8883   -2.2901    2.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8419   -1.0084    3.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9957    2.9739   -0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9827    2.3094   -2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568    1.2557   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524   -2.7976   -1.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496   -2.4394    0.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676   -3.4014    0.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5873   -3.8346   -1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1657   -2.2445   -1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -4.3686   -0.7839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8560   -3.7081    0.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646    5.0764    0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6794    5.5324   -0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    4.6642   -1.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0917   -0.1026   -1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6791    0.3981   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1315   -2.0689   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0605   -1.7385    0.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6002   -0.7152    1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5555    0.0804   -0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8218    2.0117    0.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003    0.4911    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2972    2.2548    2.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7811    1.2144    2.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 16  1  0
 16 17  2  0
 17  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 27  1  0
 27 28  1  0
 28 29  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 13  2  1  0
  2  1  2  3
  4 19  1  0
 28  7  1  0
 17 18  1  0
  2  3  1  0
 15 16  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
  7 32  1  6
  8 33  1  0
  8 34  1  0
 27 49  1  0
 27 50  1  0
 28 51  1  1
 29 52  1  0
 29 53  1  0
 29 54  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  1
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652309072210332D          

 29 33  0  0  0  0            999 V2000
    1.6115   -0.8804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9325   -1.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770   -0.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5800    0.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3430    0.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2977    1.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1490    0.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009   -0.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9828   -1.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -1.3586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128   -1.5005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6080   -2.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8019   -2.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0836   -2.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -2.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173   -1.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4462   -0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520   -0.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1177    0.5008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1717    1.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143    1.7824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9116    1.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5976    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5684    0.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0792   -0.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7734   -1.3225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5609   -1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4790   -0.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590   -0.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  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
 12 13  1  0  0  0  0
  2 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  2  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
  4 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0246931

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2CCOC3=C2C2=C1C(=O)C1CC(=O)N(CC1C)CC(CC3)C2=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H25NO5/c1-11-9-24-10-13-4-5-16-19-14(6-7-29-16)20(23(27)28-3)21(18(19)12(13)2)22(26)15(11)8-17(24)25/h11,13,15H,2,4-10H2,1,3H3

> <INCHI_KEY>
SHTHQFHKOROUKW-UHFFFAOYSA-N

> <FORMULA>
C23H25NO5

> <MOLECULAR_WEIGHT>
395.455

> <EXACT_MASS>
395.173272909

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.9383917821108

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2^{3,6}.0^{8,16}.0^{10,15}]henicosa-8(16),9,14-triene-9-carboxylate

> <JCHEM_LOGP>
0.4145861130000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.58663736846372

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5694342190017098

> <JCHEM_POLAR_SURFACE_AREA>
72.91000000000001

> <JCHEM_REFRACTIVITY>
108.8746

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2^{3,6}.0^{8,16}.0^{10,15}]henicosa-8(16),9,14-triene-9-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       3.008  -1.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.741  -2.518   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.704  -1.379   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.083   0.113   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.507   0.592   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.422   2.130   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.012   0.264   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.415  -0.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.568  -1.902   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.971  -2.536   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       4.317  -2.801   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.002  -4.367   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.497  -4.039   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.156  -4.796   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.272  -4.220   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.712  -2.745   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.833  -1.480   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.404  -0.050   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.220   0.935   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.320   2.472   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.960   3.327   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.702   3.153   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.982   2.297   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.928   0.171   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.881  -1.038   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.310  -2.469   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.914  -2.167   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.761  -0.635   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.230  -0.466   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   19                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   28                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12    2   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   26                                                  
CONECT   17   16    3   18                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18    4   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   18   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   16                                                       
CONECT   27   11   28                                                       
CONECT   28   27    7   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2,.0,.0,]henicosa-8(16),9,14-triene-9-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₅NO₅

Average Mass

395.4550 Da

Monoisotopic Mass

395.17327 Da

IUPAC Name

methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2^{3,6}.0^{8,16}.0^{10,15}]henicosa-8(16),9,14-triene-9-carboxylate

Traditional Name

methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2^{3,6}.0^{8,16}.0^{10,15}]henicosa-8(16),9,14-triene-9-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2CCOC3=C2C2=C1C(=O)C1CC(=O)N(CC1C)CC(CC3)C2=C

InChI Identifier

InChI=1S/C23H25NO5/c1-11-9-24-10-13-4-5-16-19-14(6-7-29-16)20(23(27)28-3)21(18(19)12(13)2)22(26)15(11)8-17(24)25/h11,13,15H,2,4-10H2,1,3H3

InChI Key

SHTHQFHKOROUKW-UHFFFAOYSA-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
Daphniphyllum macropodum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Piperidinones

Direct Parent

Piperidinones

Alternative Parents

Substituents

Delta-lactam
Piperidinone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Ketone
Lactam
Carboxylic acid derivative
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
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	0.41	ChemAxon
pKa (Strongest Acidic)	18.59	ChemAxon
pKa (Strongest Basic)	-0.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	72.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	108.87 m³·mol⁻¹	ChemAxon
Polarizability	41.94 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

85350737

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate (NP0246931)

MOL for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

3D MOL for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

3D SDF for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

3D-SDF for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

PDB for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

3D PDB for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

SMILES for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

INCHI for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

Structure for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)

3D Structure for NP0246931 (methyl 20-methyl-17-methylidene-4,7-dioxo-13-oxa-3-azapentacyclo[12.3.2.2³,⁶.0⁸,¹⁶.0¹⁰,¹⁵]henicosa-8(16),9,14-triene-9-carboxylate)