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Showing NP-Card for Isoeugenitin (NP0045379)

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Record Information
Version2.0
Created at2022-03-17 19:18:56 UTC
Updated at2022-03-17 19:18:57 UTC
NP-MRD IDNP0045379
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsoeugenitin
DescriptionIsoeugenitin belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. Isoeugenitin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Isoeugenitin has been detected, but not quantified in, cloves and herbs and spices. Isoeugenitin is found in Baeckea frutescens and Pimenta pseudocaryophyllus. This could make isoeugenitin a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045379 (Isoeugenitin)


  Mrv0541 05061304472D          

 16 17  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15  3  1  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
Download

3D MOL for NP0045379 (Isoeugenitin)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
    4.3385   -0.2766   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1259   -0.9587   -0.1997 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093   -0.2594   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9109    1.0912    0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011    1.8140    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7518    3.1501    0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5043    1.1490    0.1809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344    1.7661    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8062    3.0028    0.4818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9163    1.0337    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8373   -0.3236    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0966   -1.1389   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6555   -0.8739   -0.1016 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5144   -0.2204   -0.0241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995   -0.9011   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6795   -2.3617   -0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1518   -0.9781   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991    0.0416    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3074    0.6063   -0.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8474    1.6351    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    3.8635    0.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8752    1.5117    0.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467   -1.9862    0.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327   -1.5910   -1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9486   -0.5050    0.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -2.9290    0.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240   -2.6717   -0.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108   -2.6896   -1.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 15  2  0
 15 16  1  0
 15 14  1  0
 14  7  2  0
  7  5  1  0
  5  6  1  0
  5  4  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
  4  3  1  0
 13 14  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
 16 26  1  0
 16 27  1  0
 16 28  1  0
  6 21  1  0
  4 20  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 12 25  1  0
M  END
Download

3D SDF for NP0045379 (Isoeugenitin)


  Mrv0541 05061304472D          

 16 17  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -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
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  4  2  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  2  0  0  0  0
 13  8  2  0  0  0  0
 14  9  1  0  0  0  0
 15  3  1  0  0  0  0
 15 10  1  0  0  0  0
 16  6  1  0  0  0  0
 16 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045379

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C2=C(C(O)=C1)C(=O)C=C(C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O4/c1-6-4-8(13)11-9(14)5-10(15-3)7(2)12(11)16-6/h4-5,14H,1-3H3

> <INCHI_KEY>
DFAAYQHTFVTATL-UHFFFAOYSA-N

> <FORMULA>
C12H12O4

> <MOLECULAR_WEIGHT>
220.2213

> <EXACT_MASS>
220.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.472020242227757

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-methoxy-2,8-dimethyl-4H-chromen-4-one

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.573738071333333

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.13460687770931

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.075582295137467

> <JCHEM_PKA_STRONGEST_BASIC>
-4.733356851460285

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
60.592500000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-7-methoxy-2,8-dimethylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0045379 (Isoeugenitin)

Download
PDB for NP0045379 (Isoeugenitin)
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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   15                                                            
CONECT    4    6    8                                                       
CONECT    5    9   10                                                       
CONECT    6    1    4   16                                                  
CONECT    7    2   10   12                                                  
CONECT    8    4   11   13                                                  
CONECT    9    5   11   14                                                  
CONECT   10    5    7   15                                                  
CONECT   11    8    9   12                                                  
CONECT   12    7   11   16                                                  
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15    3   10                                                       
CONECT   16    6   12                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

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3D PDB for NP0045379 (Isoeugenitin)
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SMILES for NP0045379 (Isoeugenitin)
COC1=C(C)C2=C(C(O)=C1)C(=O)C=C(C)O2
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INCHI for NP0045379 (Isoeugenitin)
InChI=1S/C12H12O4/c1-6-4-8(13)11-9(14)5-10(15-3)7(2)12(11)16-6/h4-5,14H,1-3H3
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View in JSmol
Synonyms
ValueSource
3-Amino-4-(4-toluidino)benzoic acidHMDB
3-Amino-4-[(4-methylphenyl)amino]benzoic acidHMDB
5-Hydroxy-7-methoxy-2,8-dimethyl-4H-1-benzopyran-4-oneHMDB
Chemical FormulaC12H12O4
Average Mass220.2213 Da
Monoisotopic Mass220.07356 Da
IUPAC Name5-hydroxy-7-methoxy-2,8-dimethyl-4H-chromen-4-one
Traditional Name5-hydroxy-7-methoxy-2,8-dimethylchromen-4-one
CAS Registry Number519-18-6
SMILES
COC1=C(C)C2=C(C(O)=C1)C(=O)C=C(C)O2
InChI Identifier
InChI=1S/C12H12O4/c1-6-4-8(13)11-9(14)5-10(15-3)7(2)12(11)16-6/h4-5,14H,1-3H3
InChI KeyDFAAYQHTFVTATL-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Baeckea frutescensLOTUS Database
Pimenta pseudocaryophyllusLOTUS Database
Syzygium aromaticumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzopyrans  
Sub Class1-benzopyrans  
Direct ParentChromones  
Alternative Parents
Substituents
  • Chromone
    • 

  • Anisole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous acid
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP2.22ALOGPS
logP2.57ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)9.08ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity60.59 m³·mol⁻¹ChemAxon
Polarizability22.47 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029473  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000595  
KNApSAcK IDNot Available
Chemspider ID30776775  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12310980  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available