NP-MRD: Showing NP-Card for Pandamarilactone 2 (NP0084318)

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Record Information

Version

2.0

Created at

2022-04-29 05:05:11 UTC

Updated at

2022-04-29 05:05:12 UTC

NP-MRD ID

NP0084318

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pandamarilactone 2

Description

3-Methyl-6-[4-(4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene)butyl]-1-oxa-6-azaspiro[4.5]Dec-3-en-2-one belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom. Pandamarilactone 2 is found in Pandanus amaryllifolius . 3-Methyl-6-[4-(4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene)butyl]-1-oxa-6-azaspiro[4.5]Dec-3-en-2-one is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 48  0  0  0  0  0  0  0  0999 V2000
    7.5949   -0.7497   -0.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2068   -0.5038   -0.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1936   -1.3426   -0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919   -0.6894    0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7895   -1.2106    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7208   -0.3612    0.9571 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5381   -0.2470   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5158    0.6439    0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8468   -0.1470 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    1.5649   -1.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7662    2.6274   -1.2475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2379    2.7189    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8995    1.3997    0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937    0.2698    0.2141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5175   -0.5390   -0.8395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8188   -1.7067   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4780   -2.8430   -1.0679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4232   -1.7515    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693   -2.7425    1.8789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700   -0.5278    1.3405 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950    0.6244    0.5120 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7319    0.7878    0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4012    1.8471    0.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2188    0.1524   -0.6551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5996   -1.0406   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0081   -1.5517   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2253   -2.3699   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6545   -2.2531    0.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3344   -0.8104    1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132    0.6359    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9257    0.1256   -0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0828   -1.2422   -0.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7940    0.2575    1.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0034    1.6269    0.8241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7113    2.0042   -1.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9794    0.8928   -2.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6585    2.3551   -1.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4208    3.6130   -1.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9224    3.5577    0.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3089    2.8584    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036    1.3965    1.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7970    1.3369   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7291   -0.2861   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5863   -2.8090   -0.9288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2683   -2.8048   -2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -3.7610   -0.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4 21  1  0
 21 22  1  0
 22 23  2  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 20  1  1
 20 18  1  0
 18 19  2  0
 18 16  1  0
 16 17  1  0
 16 15  2  0
 22  2  1  0
 14  9  1  0
 15 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 15 43  1  0
M  END


  Mrv1533004251508082D          

 23 25  0  0  0  0            999 V2000
    4.4440    3.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9920    3.3174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9920    4.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766    4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440    4.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
  9 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
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084318

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(OC1=O)=CCCCN1CCCCC11OC(=O)C(C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H23NO4/c1-13-11-15(22-16(13)20)7-3-5-9-19-10-6-4-8-18(19)12-14(2)17(21)23-18/h7,11-12H,3-6,8-10H2,1-2H3

> <INCHI_KEY>
IMWDTVAWMRQOGN-UHFFFAOYSA-N

> <FORMULA>
C18H23NO4

> <MOLECULAR_WEIGHT>
317.385

> <EXACT_MASS>
317.162708225

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.39363134003683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-6-[4-(4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene)butyl]-1-oxa-6-azaspiro[4.5]dec-3-en-2-one

> <ALOGPS_LOGP>
2.78

> <JCHEM_LOGP>
3.6427029829999995

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.6676354676961775

> <JCHEM_POLAR_SURFACE_AREA>
55.839999999999996

> <JCHEM_REFRACTIVITY>
89.63130000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-6-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-1-oxa-6-azaspiro[4.5]dec-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       8.296   5.763   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.050   6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.585   6.193   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.680   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.140   7.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.370   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.140   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.370   3.437   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.140   2.104   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.450   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.246  -0.905   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.585   8.684   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.050   8.208   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.296   9.114   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15   19                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18                                                            
CONECT   21    4   22                                                       
CONECT   22   21    2   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₃NO₄

Average Mass

317.3850 Da

Monoisotopic Mass

317.16271 Da

IUPAC Name

3-methyl-6-[4-(4-methyl-5-oxo-2,5-dihydrofuran-2-ylidene)butyl]-1-oxa-6-azaspiro[4.5]dec-3-en-2-one

Traditional Name

3-methyl-6-[4-(4-methyl-5-oxofuran-2-ylidene)butyl]-1-oxa-6-azaspiro[4.5]dec-3-en-2-one

CAS Registry Number

Not Available

SMILES

CC1=CC(OC1=O)=CCCCN1CCCCC11OC(=O)C(C)=C1

InChI Identifier

InChI=1S/C18H23NO4/c1-13-11-15(22-16(13)20)7-3-5-9-19-10-6-4-8-18(19)12-14(2)17(21)23-18/h7,11-12H,3-6,8-10H2,1-2H3

InChI Key

IMWDTVAWMRQOGN-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, 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
Pandanus amaryllifolius	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaspirodecane derivatives

Sub Class

Not Available

Direct Parent

Azaspirodecane derivatives

Alternative Parents

Substituents

Azaspirodecane
2-furanone
Dicarboxylic acid or derivatives
Piperidine
Dihydrofuran
Enol ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen 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	2.78	ALOGPS
logP	3.64	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	3.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.63 m³·mol⁻¹	ChemAxon
Polarizability	35.39 Å³	ChemAxon
Number of Rings	3	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

Not Available

Showing NP-Card for Pandamarilactone 2 (NP0084318)

MOL for NP0084318 (Pandamarilactone 2)

3D MOL for NP0084318 (Pandamarilactone 2)

3D SDF for NP0084318 (Pandamarilactone 2)

3D-SDF for NP0084318 (Pandamarilactone 2)

PDB for NP0084318 (Pandamarilactone 2)

3D PDB for NP0084318 (Pandamarilactone 2)

SMILES for NP0084318 (Pandamarilactone 2)

INCHI for NP0084318 (Pandamarilactone 2)

Structure for NP0084318 (Pandamarilactone 2)

3D Structure for NP0084318 (Pandamarilactone 2)