Np mrd loader

Showing NP-Card for Curcumenone (NP0047584)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:42:35 UTC
Updated at2022-03-17 20:42:35 UTC
NP-MRD IDNP0047584
Secondary Accession NumbersNone
Natural Product Identification
Common NameCurcumenone
DescriptionCurcumenone belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Curcumenone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Curcumenone has been detected, but not quantified in, turmerics. Curcumenone is found in Curcuma aeruginosa, Curcuma aromatica and Curcuma zedoaria . This could make curcumenone a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047584 (Curcumenone)


  Mrv0541 05061307012D          

 17 18  0  0  0  0            999 V2000
    3.3342    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3007    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 17 14  2  0  0  0  0
M  END
Download

3D MOL for NP0047584 (Curcumenone)

Download
3D SDF for NP0047584 (Curcumenone)

  Mrv0541 05061307012D          

 17 18  0  0  0  0            999 V2000
    3.3342    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0638    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4757    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0632    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3007    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2382    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4763    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7132    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  9  1  1  0  0  0  0
  9  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  4  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 17 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047584

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)CCC1C2CC(=C(C)C)C(=O)CC12C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-9(2)11-7-13-12(6-5-10(3)16)15(13,4)8-14(11)17/h12-13H,5-8H2,1-4H3

> <INCHI_KEY>
HUZJLWLCLJEXEL-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.569597538826372

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-methyl-7-(3-oxobutyl)-4-(propan-2-ylidene)bicyclo[4.1.0]heptan-3-one

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
2.7208291093333337

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.639785188411256

> <JCHEM_PKA_STRONGEST_BASIC>
-4.468567003705912

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
68.71699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-methyl-7-(3-oxobutyl)-4-(propan-2-ylidene)bicyclo[4.1.0]heptan-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0047584 (Curcumenone)
Download
PDB for NP0047584 (Curcumenone)
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       6.224   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.890  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.065  -0.357   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.119   4.414   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.755   0.976   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.985   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.223   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.223   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.890   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.295   0.976   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.557   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.445   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.889   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.557   3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.889   3.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.065   2.310   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       4.890   3.850   0.000  0.00  0.00           O+0
CONECT    1    9                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   15                                                            
CONECT    5    6   10                                                       
CONECT    6    5   12                                                       
CONECT    7   11   13                                                       
CONECT    8   14   15                                                       
CONECT    9    1    2   11                                                  
CONECT   10    3    5   16                                                  
CONECT   11    7    9   14                                                  
CONECT   12    6   13   15                                                  
CONECT   13    7   12   15                                                  
CONECT   14    8   11   17                                                  
CONECT   15    4    8   12   13                                             
CONECT   16   10                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

Download
3D PDB for NP0047584 (Curcumenone)
Download
SMILES for NP0047584 (Curcumenone)
CC(=O)CCC1C2CC(=C(C)C)C(=O)CC12C
Download
INCHI for NP0047584 (Curcumenone)
InChI=1S/C15H22O2/c1-9(2)11-7-13-12(6-5-10(3)16)15(13,4)8-14(11)17/h12-13H,5-8H2,1-4H3
Download
View in JSmol
Synonyms
ValueSource
CurcumenoneMeSH
Chemical FormulaC15H22O2
Average Mass234.3340 Da
Monoisotopic Mass234.16198 Da
IUPAC Name1-methyl-7-(3-oxobutyl)-4-(propan-2-ylidene)bicyclo[4.1.0]heptan-3-one
Traditional Name1-methyl-7-(3-oxobutyl)-4-(propan-2-ylidene)bicyclo[4.1.0]heptan-3-one
CAS Registry Number100347-96-4
SMILES
CC(=O)CCC1C2CC(=C(C)C)C(=O)CC12C
InChI Identifier
InChI=1S/C15H22O2/c1-9(2)11-7-13-12(6-5-10(3)16)15(13,4)8-14(11)17/h12-13H,5-8H2,1-4H3
InChI KeyHUZJLWLCLJEXEL-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Curcuma aeruginosaLOTUS Database
Curcuma aromaticaLOTUS Database
Curcuma longaFooDB
Curcuma zedoariaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Carabrane sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP3.04ALOGPS
logP2.72ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)19.64ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity68.72 m³·mol⁻¹ChemAxon
Polarizability27.57 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033253  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011275  
KNApSAcK IDC00030068  
Chemspider IDNot Available
KEGG Compound IDC17492  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14632994  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References