Np mrd loader

Showing NP-Card for Chalciporone (NP0047663)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:43:53 UTC
Updated at2022-03-17 20:43:53 UTC
NP-MRD IDNP0047663
Secondary Accession NumbersNone
Natural Product Identification
Common NameChalciporone
DescriptionChalciporone belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Chalciporone is a very strong basic compound (based on its pKa). Outside of the human body, Chalciporone has been detected, but not quantified in, mushrooms. Chalciporone is found in Chalciporus piperatus . This could make chalciporone a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047663 (Chalciporone)


  Mrv0541 05061307102D          

 18 18  0  0  0  0            999 V2000
   -1.2717   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152    1.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5862   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2438   -0.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3335   -1.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720    0.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768    0.0273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  6  2  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 14  2  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  3  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
M  END
Download

3D MOL for NP0047663 (Chalciporone)

Download
3D SDF for NP0047663 (Chalciporone)

  Mrv0541 05061307102D          

 18 18  0  0  0  0            999 V2000
   -1.2717   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152    1.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5572   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5862   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2438   -0.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5452   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6563    0.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7296   -1.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3335   -1.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8718   -2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4720    0.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0152   -0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0768    0.0273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  6  2  0  0  0  0
 12  9  1  0  0  0  0
 13  7  1  0  0  0  0
 14  2  1  0  0  0  0
 14 10  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  3  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)CC\C=C\C=C/C1=NC(C)=CC=CC1

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO/c1-3-16(18)13-7-5-4-6-11-15-12-9-8-10-14(2)17-15/h4-6,8-11H,3,7,12-13H2,1-2H3/b5-4+,11-6-

> <INCHI_KEY>
WOIOXNFWBXFNFJ-QTJNYWJXSA-N

> <FORMULA>
C16H21NO

> <MOLECULAR_WEIGHT>
243.344

> <EXACT_MASS>
243.162314299

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.609832917574728

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,8Z)-9-(7-methyl-3H-azepin-2-yl)nona-6,8-dien-3-one

> <ALOGPS_LOGP>
4.42

> <JCHEM_LOGP>
3.4503550559999994

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.233998980865409

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
81.95989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,8Z)-9-(7-methyl-3H-azepin-2-yl)nona-6,8-dien-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0047663 (Chalciporone)
Download
PDB for NP0047663 (Chalciporone)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.374  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.068   2.570   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.040  -3.795   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.628  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.295  -3.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.962  -3.795   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.961  -4.565   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.322  -0.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.884  -1.898   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.092   0.869   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.962  -2.255   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.356  -2.352   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.627  -3.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.614   1.099   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.628  -1.485   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.294  -4.565   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.743   0.051   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       0.294  -6.105   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   14                                                            
CONECT    3    1   16                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   11                                                       
CONECT    7    5   13                                                       
CONECT    8    9   10                                                       
CONECT    9    8   12                                                       
CONECT   10    8   14                                                       
CONECT   11    6   15                                                       
CONECT   12    9   15                                                       
CONECT   13    7   16                                                       
CONECT   14    2   10   17                                                  
CONECT   15   11   12   17                                                  
CONECT   16    3   13   18                                                  
CONECT   17   14   15                                                       
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

Download
3D PDB for NP0047663 (Chalciporone)
Download
SMILES for NP0047663 (Chalciporone)
CCC(=O)CC\C=C\C=C/C1=NC(C)=CC=CC1
Download
INCHI for NP0047663 (Chalciporone)
InChI=1S/C16H21NO/c1-3-16(18)13-7-5-4-6-11-15-12-9-8-10-14(2)17-15/h4-6,8-11H,3,7,12-13H2,1-2H3/b5-4+,11-6-
Download
View in JSmol
Synonyms
ValueSource
2-Methyl-7-(7-oxo-1,3-nonadienyl)-2H-azepineHMDB
Chemical FormulaC16H21NO
Average Mass243.3440 Da
Monoisotopic Mass243.16231 Da
IUPAC Name(6E,8Z)-9-(7-methyl-3H-azepin-2-yl)nona-6,8-dien-3-one
Traditional Name(6E,8Z)-9-(7-methyl-3H-azepin-2-yl)nona-6,8-dien-3-one
CAS Registry Number112448-74-5
SMILES
CCC(=O)CC\C=C\C=C/C1=NC(C)=CC=CC1
InChI Identifier
InChI=1S/C16H21NO/c1-3-16(18)13-7-5-4-6-11-15-12-9-8-10-14(2)17-15/h4-6,8-11H,3,7,12-13H2,1-2H3/b5-4+,11-6-
InChI KeyWOIOXNFWBXFNFJ-QTJNYWJXSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chalciporus piperatus-
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassAzepines  
Sub ClassNot Available
Direct ParentAzepines  
Alternative Parents
Substituents
  • Azepine
    • 

  • Ketimine
    • 

  • Ketone
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Organic 1,3-dipolar compound
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Imine
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.42ALOGPS
logP3.45ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)7.23ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.43 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity81.96 m³·mol⁻¹ChemAxon
Polarizability28.61 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033526  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011582  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751447  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available