NP-MRD: Showing NP-Card for (1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one (NP0249668)

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Record Information

Version

2.0

Created at

2022-09-07 12:17:08 UTC

Updated at

2022-09-07 12:17:09 UTC

NP-MRD ID

NP0249668

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one

Description

CHEMBL3763416 belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems. CHEMBL3763416 is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. (1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one is found in Leontice leontopetalum, Lupinus albus, Lupinus angustifolius, Lupinus mexicanus, Lupinus polyphyllus, Lupinus pubescens, Ormosia coarctata, Ormosia krugii, Podalyria cuneifolia, Sophora flavescens, Sophora viciifolia, Templetonia retusa and Ulex europaeus. Based on a literature review very few articles have been published on CHEMBL3763416.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
   -2.7489   -2.3405    2.2489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882   -1.4035    1.4238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2112   -0.9754    0.8883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9657    0.0121   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0421    1.0624    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294    0.6046    0.5188 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8888    0.7507   -0.8252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4163   -0.6957   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4237   -0.7756    0.2744 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3914   -1.5559    1.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6760   -0.7715    1.0311 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7409   -0.6241   -0.2028 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8601   -0.4891    0.7975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1427   -0.4782   -0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675    0.7595   -0.8973 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7684    1.4776   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6305    0.6177   -1.0248 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608    1.4342   -0.6909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6696   -1.8842    0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8880   -0.5873    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023   -0.4649   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9295    0.4901   -0.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4673    1.4794    1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    1.8867   -0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2192    1.3089    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5155    1.1120   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501   -1.3919   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -0.7964   -1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4194    0.1810    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5532   -2.5755    0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575   -1.5689    2.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0471   -1.3980   -0.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7780    0.3951    1.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781   -1.3944    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0385   -0.5465    0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0351   -1.3643   -0.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3583    0.5361   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647    1.4565   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7290    2.2691   -1.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6887    2.0111    0.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635    2.1822   -1.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5797    2.0551    0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  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
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11  2  1  0
 17 12  1  0
 11  6  1  0
 18  7  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  1
  7 26  1  6
  8 27  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 12 32  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 18 41  1  0
 18 42  1  0
M  END

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  O   UNK     0      11.437  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      11.437  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.770   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.770   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.437   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.103   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.014   2.629   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.709   0.577   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.474  -1.089   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.014  -1.089   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      10.103  -0.000   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.385  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.052  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.718   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.718   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.052   2.310   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       6.385   1.540   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       7.474   2.629   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    2    6                                                  
CONECT   12    9   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    7                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

View in JSmol

Synonyms

Value	Source
(+)-Lupanine	Kegg

Chemical Formula

C₁₅H₂₄N₂O

Average Mass

248.3700 Da

Monoisotopic Mass

248.18886 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

O=C1CCC[C@@H]2[C@@H]3C[C@@H](CN12)[C@@H]1CCCCN1C3

InChI Identifier

InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12+,13+,14-/m1/s1

InChI Key

JYIJIIVLEOETIQ-ZOBORPQBSA-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
Leontice leontopetalum	LOTUS Database	35616633
Lupinus albus	LOTUS Database	35616633
Lupinus angustifolius	LOTUS Database	35616633
Lupinus mexicanus	LOTUS Database	35616633
Lupinus polyphyllus	LOTUS Database	35616633
Lupinus pubescens	LOTUS Database	35616633
Ormosia coarctata	LOTUS Database	35616633
Ormosia krugii	LOTUS Database	35616633
Podalyria cuneifolia	LOTUS Database	35616633
Sophora flavescens	LOTUS Database	35616633
Sophora viciifolia	LOTUS Database	35616633
Templetonia retusa	LOTUS Database	35616633
Ulex europaeus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sparteine, lupanine, and related alkaloids. These are alkaloids with a structure based on either sparteine, lupanine, or derivatives thereof. These are tetracyclic compounds made of two fused quinolizidine ring systems.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Lupin alkaloids

Sub Class

Sparteine, lupanine, and related alkaloids

Direct Parent

Sparteine, lupanine, and related alkaloids

Alternative Parents

Substituents

Sparteine-lupanine skeleton
Quinolizidinone
Quinolizidine
Delta-lactam
Piperidinone
Piperidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Tertiary amine
Tertiary aliphatic amine
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002225

Chemspider ID

391259

KEGG Compound ID

C10772

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442956

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one (NP0249668)

MOL for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

3D MOL for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

3D SDF for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

3D-SDF for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

PDB for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

3D PDB for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

SMILES for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

INCHI for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

Structure for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)

3D Structure for NP0249668 ((1r,2r,9s,10s)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan-6-one)