NP-MRD: Showing NP-Card for Neopellitorine B (NP0075607)

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Record Information

Version

2.0

Created at

2022-04-28 20:52:07 UTC

Updated at

2022-04-28 20:52:07 UTC

NP-MRD ID

NP0075607

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Neopellitorine B

Description

Achilleamide belongs to the class of organic compounds known as n-acylpiperidines. N-acylpiperidines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine. Neopellitorine B is found in Achillea asiatica, Achillea millefolium, Artemisia dracunculus , Piper nigrum, Piper nigrum and Piper swartzianum. Based on a literature review very few articles have been published on Achilleamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
    6.3895   -0.9231   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9642   -1.2038    0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3810   -0.0446    1.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3720    1.2220    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305    1.1798   -0.8556 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1382    0.9774   -0.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9734    0.8084   -0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4025    0.6059   -0.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3263    1.5009   -0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479    1.4376   -0.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3687    2.4690   -0.8877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5607    0.4618    0.1835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1822   -0.7750    0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4842   -1.5172    1.1569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689   -1.6662   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6293   -0.3410   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0169    0.7316    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3730   -0.4225   -0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8939   -1.9011   -0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9592   -0.3855    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0178   -2.0935    1.0864 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -1.4592   -0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3393   -0.3268    1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9290    0.0489    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3976    1.5113    0.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0483    2.0544    1.0889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508    0.2853   -1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    2.0348   -1.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7797    2.2106   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419   -0.4188    0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468   -0.2225    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8706    2.3552   -1.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7180   -1.4837    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6314   -0.7151    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2106   -2.5583    1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0221   -1.0408    1.9726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9334   -2.3706   -0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3229   -2.1077    0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353   -0.3006   -1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6937   -0.1267   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4360    0.7622    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2260    1.7478   -0.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 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
 17 41  1  0
 17 42  1  0
M  END


  Mrv1652304282222522D          

 17 17  0  0  0  0            999 V2000
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
M  END
> <DATABASE_ID>
NP0075607

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C\C=C\C(=O)N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C15H25NO/c1-2-3-4-5-6-7-9-12-15(17)16-13-10-8-11-14-16/h6-7,9,12H,2-5,8,10-11,13-14H2,1H3/b7-6+,12-9+

> <INCHI_KEY>
ZPSGREUUQGTKDE-ZICOIJLXSA-N

> <FORMULA>
C15H25NO

> <MOLECULAR_WEIGHT>
235.371

> <EXACT_MASS>
235.193614429

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.30613411252164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-1-(piperidin-1-yl)deca-2,4-dien-1-one

> <ALOGPS_LOGP>
4.59

> <JCHEM_LOGP>
3.715848269999999

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.13146283576015783

> <JCHEM_POLAR_SURFACE_AREA>
20.310000000000002

> <JCHEM_REFRACTIVITY>
75.4451

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-1-(piperidin-1-yl)deca-2,4-dien-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.334  10.010   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.000   7.700   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  10.010   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  10.010   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₅NO

Average Mass

235.3710 Da

Monoisotopic Mass

235.19361 Da

IUPAC Name

(2E,4E)-1-(piperidin-1-yl)deca-2,4-dien-1-one

Traditional Name

(2E,4E)-1-(piperidin-1-yl)deca-2,4-dien-1-one

CAS Registry Number

Not Available

SMILES

CCCCC\C=C\C=C\C(=O)N1CCCCC1

InChI Identifier

InChI=1S/C15H25NO/c1-2-3-4-5-6-7-9-12-15(17)16-13-10-8-11-14-16/h6-7,9,12H,2-5,8,10-11,13-14H2,1H3/b7-6+,12-9+

InChI Key

ZPSGREUUQGTKDE-ZICOIJLXSA-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
Achillea asiatica	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Artemisia dracunculus	Plant	KNApSAcK
Piper nigrum	LOTUS Database	35616633
Piper nigrum L.	Plant	KNApSAcK
Piper swartzianum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylpiperidines. N-acylpiperidines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

N-acylpiperidines

Direct Parent

N-acylpiperidines

Alternative Parents

Substituents

N-acyl-piperidine
Tertiary carboxylic acid amide
Carboxamide group
Azacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.59	ALOGPS
logP	3.72	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	-0.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.45 m³·mol⁻¹	ChemAxon
Polarizability	30.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00037547

Chemspider ID

9293150

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11118018

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Neopellitorine B (NP0075607)

MOL for NP0075607 (Neopellitorine B)

3D MOL for NP0075607 (Neopellitorine B)

3D SDF for NP0075607 (Neopellitorine B)

3D-SDF for NP0075607 (Neopellitorine B)

PDB for NP0075607 (Neopellitorine B)

3D PDB for NP0075607 (Neopellitorine B)

SMILES for NP0075607 (Neopellitorine B)

INCHI for NP0075607 (Neopellitorine B)

Structure for NP0075607 (Neopellitorine B)

3D Structure for NP0075607 (Neopellitorine B)