NP-MRD: Showing NP-Card for Mysumamine B (NP0333250)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-05-14 21:15:28 UTC

Updated at

2025-02-11 15:46:25 UTC

NP-MRD ID

NP0333250

Natural Product DOI

https://doi.org/10.57994/2587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Mysumamine B

Description

Mysumamine B belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone. Based on a literature review very few articles have been published on Mysumamine B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01262323512D          

 21 23  0  0  1  0            999 V2000
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  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
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  0  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  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 13  1  6  0  0  0
  4 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 16  1  0  0  0  0
  3 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  2 21  1  0  0  0  0
M  CHG  2  17   1  18  -1
M  END
> <DATABASE_ID>
NP0333250

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CN2CCCCC2=O)CCC[C@@]2(O)CCC[N+]([O-])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H24N2O3/c18-13-6-1-2-9-16(13)11-12-5-3-7-15(19)8-4-10-17(20)14(12)15/h12,19H,1-11H2/t12-,15+/m0/s1

> <INCHI_KEY>
NJIIHMGADBKHTJ-SWLSCSKDSA-N

> <FORMULA>
C15H24N2O3

> <MOLECULAR_WEIGHT>
280.368

> <EXACT_MASS>
280.178692641

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
29.84192384568692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR,8S)-4a-hydroxy-8-[(2-oxopiperidin-1-yl)methyl]-2,3,4,4a,5,6,7,8-octahydroquinolin-1-ium-1-olate

> <JCHEM_LOGP>
-0.2278709892560983

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.427239287401907

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.050485421133995

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0480936885357395

> <JCHEM_POLAR_SURFACE_AREA>
66.61

> <JCHEM_REFRACTIVITY>
77.49969999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,8S)-4a-hydroxy-8-[(2-oxopiperidin-1-yl)methyl]-3,4,5,6,7,8-hexahydro-2H-quinolin-1-ium-1-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-JAN-23         0                                  
HETATM    1  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0      -1.334   0.770   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+1
HETATM   18  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O-1
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16   21                                             
CONECT    3    2    4   17                                                  
CONECT    4    3    5   13   14                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    4                                                            
CONECT   14    4   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    2                                                       
CONECT   17    3   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    2                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄N₂O₃

Average Mass

280.3680 Da

Monoisotopic Mass

280.17869 Da

IUPAC Name

(4aR,8S)-4a-hydroxy-8-[(2-oxopiperidin-1-yl)methyl]-2,3,4,4a,5,6,7,8-octahydroquinolin-1-ium-1-olate

Traditional Name

(4aR,8S)-4a-hydroxy-8-[(2-oxopiperidin-1-yl)methyl]-3,4,5,6,7,8-hexahydro-2H-quinolin-1-ium-1-olate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CN2CCCCC2=O)CCC[C@@]2(O)CCC[N+]([O-])=C12

InChI Identifier

InChI=1S/C15H24N2O3/c18-13-6-1-2-9-16(13)11-12-5-3-7-15(19)8-4-10-17(20)14(12)15/h12,19H,1-11H2/t12-,15+/m0/s1

InChI Key

NJIIHMGADBKHTJ-SWLSCSKDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.11, CDCl₃, simulated)	Not Available	Not Available	Not Available	2024-05-14	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Myrioneuron effusum		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as piperidinones. These 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

Tetrahydropyridine
Piperidinone
Delta-lactam
N-acyl-amine
Tertiary carboxylic acid amide
Tertiary alcohol
Secondary ketimine
Cyclic alcohol
Nitrone
Lactam
Carboxamide group
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Organic hyponitrite
Alcohol
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	-0.23	ChemAxon
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.61 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.5 m³·mol⁻¹	ChemAxon
Polarizability	29.84 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

Showing NP-Card for Mysumamine B (NP0333250)

MOL for NP0333250 (Mysumamine B)

3D MOL for NP0333250 (Mysumamine B)

3D SDF for NP0333250 (Mysumamine B)

3D-SDF for NP0333250 (Mysumamine B)

PDB for NP0333250 (Mysumamine B)

3D PDB for NP0333250 (Mysumamine B)

SMILES for NP0333250 (Mysumamine B)

INCHI for NP0333250 (Mysumamine B)

Structure for NP0333250 (Mysumamine B)

3D Structure for NP0333250 (Mysumamine B)