Showing NP-Card for Cerasinone (NP0048721)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 21:01:09 UTC
Updated at2022-03-17 21:01:09 UTC
NP-MRD IDNP0048721
Secondary Accession NumbersNone
Natural Product Identification
Common NameCerasinone
DescriptionCerasinone belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Thus, cerasinone is considered to be a flavonoid lipid molecule. Cerasinone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Cerasinone has been detected, but not quantified in, fruits and sour cherries. This could make cerasinone a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048721 (Cerasinone)

  Mrv1652304201815042D          

 24 26  0  0  0  0            999 V2000
    7.1447    2.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  4  1  0  0  0  0
 11  8  2  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18 13  1  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 13  2  0  0  0  0
 21  1  1  0  0  0  0
 21 11  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
Download

3D MOL for NP0048721 (Cerasinone)

Download
3D SDF for NP0048721 (Cerasinone)
  Mrv1652304201815042D          

 24 26  0  0  0  0            999 V2000
    7.1447    2.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
 10  6  2  0  0  0  0
 10  7  1  0  0  0  0
 11  4  1  0  0  0  0
 11  8  2  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  2  0  0  0  0
 18 13  1  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 13  2  0  0  0  0
 21  1  1  0  0  0  0
 21 11  1  0  0  0  0
 22  2  1  0  0  0  0
 22 14  1  0  0  0  0
 23  3  1  0  0  0  0
 23 16  1  0  0  0  0
 24 15  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048721

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(C=C1)C1CC(=O)C2=C(OC)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18O6/c1-21-11-4-5-12(14(8-11)22-2)15-9-13(20)18-16(23-3)6-10(19)7-17(18)24-15/h4-8,15,19H,9H2,1-3H3

> <INCHI_KEY>
JVUGHKAZGNYYCA-UHFFFAOYSA-N

> <FORMULA>
C18H18O6

> <MOLECULAR_WEIGHT>
330.3319

> <EXACT_MASS>
330.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.33813646575076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,4-dimethoxyphenyl)-7-hydroxy-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
2.319224896666666

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.317886285715513

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.857101412333729

> <JCHEM_PKA_STRONGEST_BASIC>
-4.280543350878845

> <JCHEM_POLAR_SURFACE_AREA>
74.22000000000001

> <JCHEM_REFRACTIVITY>
86.71759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cerasinone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048721 (Cerasinone)
Download
PDB for NP0048721 (Cerasinone)
HEADER    PROTEIN                                 20-APR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-18         0                                  
HETATM    1  C   UNK     0      13.337   4.363   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.053   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.877   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   0.513   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -0.257   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -1.797   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   0.513   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   2.823   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -1.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -0.257   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003   2.053   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   0.513   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.567   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336   2.053   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -0.257   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -2.567   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -0.257   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -1.797   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334   0.513   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -4.107   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      13.337   2.823   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.002   2.823   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -4.107   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.668   0.513   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   23                                                            
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6   10   16                                                       
CONECT    7   10   17                                                       
CONECT    8   11   14                                                       
CONECT    9   13   15                                                       
CONECT   10    6    7   19                                                  
CONECT   11    4    8   21                                                  
CONECT   12    5   14   15                                                  
CONECT   13    9   18   20                                                  
CONECT   14    8   12   22                                                  
CONECT   15    9   12   24                                                  
CONECT   16    6   18   23                                                  
CONECT   17    7   18   24                                                  
CONECT   18   13   16   17                                                  
CONECT   19   10                                                            
CONECT   20   13                                                            
CONECT   21    1   11                                                       
CONECT   22    2   14                                                       
CONECT   23    3   16                                                       
CONECT   24   15   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Download
3D PDB for NP0048721 (Cerasinone)
Download
SMILES for NP0048721 (Cerasinone)
COC1=CC(OC)=C(C=C1)C1CC(=O)C2=C(OC)C=C(O)C=C2O1
Download
INCHI for NP0048721 (Cerasinone)
InChI=1S/C18H18O6/c1-21-11-4-5-12(14(8-11)22-2)15-9-13(20)18-16(23-3)6-10(19)7-17(18)24-15/h4-8,15,19H,9H2,1-3H3
Download
View in JSmol
Synonyms
ValueSource
7-Hydroxy-2',4',5-trimethoxyflavanoneHMDB
Chemical FormulaC18H18O6
Average Mass330.3319 Da
Monoisotopic Mass330.11034 Da
IUPAC Name2-(2,4-dimethoxyphenyl)-7-hydroxy-5-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Namecerasinone
CAS Registry Number64166-14-9
SMILES
COC1=CC(OC)=C(C=C1)C1CC(=O)C2=C(OC)C=C(O)C=C2O1
InChI Identifier
InChI=1S/C18H18O6/c1-21-11-4-5-12(14(8-11)22-2)15-9-13(20)18-16(23-3)6-10(19)7-17(18)24-15/h4-8,15,19H,9H2,1-3H3
InChI KeyJVUGHKAZGNYYCA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Prunus cerasusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassFlavonoids  
Sub ClassO-methylated flavonoids  
Direct Parent5-O-methylated flavonoids  
Alternative Parents
Substituents
  • 2p-methoxyflavonoid-skeleton
    • 

  • 4p-methoxyflavonoid-skeleton
    • 

  • 5-methoxyflavonoid-skeleton
    • 

  • 7-hydroxyflavonoid
    • 

  • Flavanone
    • 

  • Hydroxyflavonoid
    • 

  • Flavan
    • 

  • Chromone
    • 

  • Chromane
    • 

  • Benzopyran
    • 

  • M-dimethoxybenzene
    • 

  • 1-benzopyran
    • 

  • Dimethoxybenzene
    • 

  • Aryl alkyl ketone
    • 

  • Phenol ether
    • 

  • Aryl ketone
    • 

  • Anisole
    • 

  • Phenoxy compound
    • 

  • Methoxybenzene
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Ketone
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP1.6ALOGPS
logP2.32ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)7.86ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area74.22 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.72 m³·mol⁻¹ChemAxon
Polarizability34.34 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0037315  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016334  
KNApSAcK IDC00008355  
Chemspider ID24846540  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42608054  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available