NP-MRD: Showing NP-Card for (13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene (NP0267897)

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Record Information

Version

2.0

Created at

2022-09-08 12:49:50 UTC

Updated at

2022-09-08 12:49:50 UTC

NP-MRD ID

NP0267897

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene

Description

89647-74-5 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. (13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene is found in Tabernaemontana eglandulosa. Based on a literature review very few articles have been published on 89647-74-5.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          2D

 46 51  0  0  0  0  0  0  0  0999 V2000
    3.3287   -1.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -1.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -2.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086   -3.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972   -1.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1514   -0.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    2.7135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    3.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6424    4.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0159    3.4906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4057    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6516    0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2617   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470   -1.7537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351   -3.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960   -2.1491    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0169   -3.3045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7683   -0.5608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8490   -0.6048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7921   -2.3195    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5010   -3.9528    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5032   -2.6669    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967   -5.1517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6550   -1.4697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5813   -2.8183    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612    1.3293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9000    0.0705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6078    3.5952    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607    5.7609    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443    6.0745    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5076    3.6474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4288    1.0233    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1241    0.9065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7040    2.1194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1434   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342   -3.2733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0439   -4.7063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.1399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 21  1  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  8 22  1  0
 21  3  1  0
 10 15  1  0
 22  3  1  0
  6  5  1  0
 21 19  1  0
  8 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  1
 20 44  1  0
 20 45  1  0
 18 42  1  0
 18 43  1  0
 17 40  1  0
 17 41  1  0
 21 46  1  1
 14 39  1  0
 13 38  1  0
 12 37  1  0
 11 36  1  0
  9 35  1  0
  7 33  1  0
  7 34  1  0
  6 31  1  0
  6 32  1  0
M  END


  Mrv1652309082214492D          

 22 27  0  0  1  0            999 V2000
    2.5224   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872   -1.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200   -1.0802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3935   -1.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1031   -1.3172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3177   -2.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2996   -2.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993   -1.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8719   -1.9704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4734   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2974   -1.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460   -0.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707   -0.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5468    0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981   -0.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2492   -0.6828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3411    0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5998    0.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8901    0.1165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0306   -0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4496   -0.4652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6103   -1.9160    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
  5  4  1  6  0  0  0
  5  6  1  0  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  8 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
  5 20  1  0  0  0  0
 21 19  1  6  0  0  0
 16 21  1  0  0  0  0
  3 21  1  0  0  0  0
  8 22  1  0  0  0  0
  3 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0267897

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12C[C@@H]3CN4CCC5([C@H]14)C1=CC=CC=C1NC5(CC3)O2

> <INCHI_IDENTIFIER>
InChI=1S/C19H24N2O/c1-2-17-11-13-7-8-19(22-17)18(9-10-21(12-13)16(17)18)14-5-3-4-6-15(14)20-19/h3-6,13,16,20H,2,7-12H2,1H3/t13-,16+,17-,18?,19?/m1/s1

> <INCHI_KEY>
ROTSJIPMINPZNV-PQRBBVGTSA-N

> <FORMULA>
C19H24N2O

> <MOLECULAR_WEIGHT>
296.414

> <EXACT_MASS>
296.188863401

> <ALOGPS_LOGP>
3.66

> <ALOGPS_LOGS>
-2.73

> <ALOGPS_SOLUBILITY>
5.58e-01 g/l

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.708  -0.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.709  -1.918   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.277  -2.016   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.735  -2.148   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.193  -2.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.593  -4.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.426  -4.460   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.919  -3.045   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.361  -3.678   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.484  -2.607   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.022  -2.686   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.859  -1.394   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.159  -0.022   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.621   0.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.783  -1.235   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.198  -1.275   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.370   0.381   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.986   1.219   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.662   0.217   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       0.057  -0.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.706  -0.868   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.006  -3.576   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21   22                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   16   22                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15    8   17   21                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19    5                                                       
CONECT   21   19   16    3                                                  
CONECT   22    8    3                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄N₂O

Average Mass

296.4140 Da

Monoisotopic Mass

296.18886 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC[C@@]12C[C@@H]3CN4CCC5([C@H]14)C1=CC=CC=C1NC5(CC3)O2

InChI Identifier

InChI=1S/C19H24N2O/c1-2-17-11-13-7-8-19(22-17)18(9-10-21(12-13)16(17)18)14-5-3-4-6-15(14)20-19/h3-6,13,16,20H,2,7-12H2,1H3/t13-,16+,17-,18?,19?/m1/s1

InChI Key

ROTSJIPMINPZNV-PQRBBVGTSA-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
Tabernaemontana eglandulosa	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
Oxepane
Aralkylamine
Piperidine
Benzenoid
N-alkylpyrrolidine
Oxolane
Pyrrolidine
Tertiary amine
Tertiary aliphatic amine
Azacycle
Oxacycle
Amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00025413

Chemspider ID

4590705

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5491776

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene (NP0267897)

MOL for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

3D MOL for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

3D SDF for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

3D-SDF for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

PDB for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

3D PDB for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

SMILES for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

INCHI for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

Structure for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)

3D Structure for NP0267897 ((13r,14r,16r)-14-ethyl-19-oxa-2,12-diazahexacyclo[12.4.1.1¹²,¹⁶.0¹,⁹.0³,⁸.0⁹,¹³]icosa-3,5,7-triene)