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Showing NP-Card for Ethylsuberenol (NP0049296)

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Record Information
Version2.0
Created at2022-03-17 21:10:12 UTC
Updated at2022-03-17 21:10:13 UTC
NP-MRD IDNP0049296
Secondary Accession NumbersNone
Natural Product Identification
Common NameEthylsuberenol
DescriptionEthylsuberenol belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Ethylsuberenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Ethylsuberenol is found, on average, in the highest concentration within sweet oranges. Ethylsuberenol has also been detected, but not quantified in, citrus. Ethylsuberenol is found in Citrus sinensis. This could make ethylsuberenol a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049296 (Ethylsuberenol)


  Mrv0541 05061310482D          

 21 22  0  0  0  0            999 V2000
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    0.7145   -0.4125    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
    5.0013   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  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
    3.5724   -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
    2.1434   -1.2375    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
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  9  8  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 17  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  9  1  0  0  0  0
 18 16  2  0  0  0  0
 19  4  1  0  0  0  0
 19 14  1  0  0  0  0
 20  5  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
Download

3D MOL for NP0049296 (Ethylsuberenol)

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3D SDF for NP0049296 (Ethylsuberenol)

  Mrv0541 05061310482D          

 21 22  0  0  0  0            999 V2000
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3033    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    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
    0.7145   -0.4125    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
    5.0013   -0.4125    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
    2.8579   -1.6500    0.0000 C   0  0  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
    3.5724   -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
    2.1434   -1.2375    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
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  9  8  2  0  0  0  0
 12  6  1  0  0  0  0
 12 10  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 17  2  1  0  0  0  0
 17  3  1  0  0  0  0
 17  9  1  0  0  0  0
 18 16  2  0  0  0  0
 19  4  1  0  0  0  0
 19 14  1  0  0  0  0
 20  5  1  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 21 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049296

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(C)(C)\C=C\C1=CC2=C(OC(=O)C=C2)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O4/c1-5-20-17(2,3)9-8-13-10-12-6-7-16(18)21-15(12)11-14(13)19-4/h6-11H,5H2,1-4H3/b9-8+

> <INCHI_KEY>
BAIKIOHEOXKBCN-CMDGGOBGSA-N

> <FORMULA>
C17H20O4

> <MOLECULAR_WEIGHT>
288.3383

> <EXACT_MASS>
288.136159128

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.753991677957462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(1E)-3-ethoxy-3-methylbut-1-en-1-yl]-7-methoxy-2H-chromen-2-one

> <ALOGPS_LOGP>
4.10

> <JCHEM_LOGP>
3.1653404069999995

> <ALOGPS_LOGS>
-5.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.101848696841471

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
83.70309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(1E)-3-ethoxy-3-methylbut-1-en-1-yl]-7-methoxychromen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0049296 (Ethylsuberenol)
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PDB for NP0049296 (Ethylsuberenol)
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      14.671   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.899   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.439  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337   0.000   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.003   0.770   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4   19                                                            
CONECT    5    1   20                                                       
CONECT    6    7   12                                                       
CONECT    7    6   16                                                       
CONECT    8    9   13                                                       
CONECT    9    8   17                                                       
CONECT   10   12   13                                                       
CONECT   11   14   15                                                       
CONECT   12    6   10   15                                                  
CONECT   13    8   10   14                                                  
CONECT   14   11   13   19                                                  
CONECT   15   11   12   21                                                  
CONECT   16    7   18   21                                                  
CONECT   17    2    3    9   20                                             
CONECT   18   16                                                            
CONECT   19    4   14                                                       
CONECT   20    5   17                                                       
CONECT   21   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

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3D PDB for NP0049296 (Ethylsuberenol)
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SMILES for NP0049296 (Ethylsuberenol)
CCOC(C)(C)\C=C\C1=CC2=C(OC(=O)C=C2)C=C1OC
Download
INCHI for NP0049296 (Ethylsuberenol)
InChI=1S/C17H20O4/c1-5-20-17(2,3)9-8-13-10-12-6-7-16(18)21-15(12)11-14(13)19-4/h6-11H,5H2,1-4H3/b9-8+
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View in JSmol
SynonymsNot Available
Chemical FormulaC17H20O4
Average Mass288.3383 Da
Monoisotopic Mass288.13616 Da
IUPAC Name6-[(1E)-3-ethoxy-3-methylbut-1-en-1-yl]-7-methoxy-2H-chromen-2-one
Traditional Name6-[(1E)-3-ethoxy-3-methylbut-1-en-1-yl]-7-methoxychromen-2-one
CAS Registry Number86682-61-3
SMILES
CCOC(C)(C)\C=C\C1=CC2=C(OC(=O)C=C2)C=C1OC
InChI Identifier
InChI=1S/C17H20O4/c1-5-20-17(2,3)9-8-13-10-12-6-7-16(18)21-15(12)11-14(13)19-4/h6-11H,5H2,1-4H3/b9-8+
InChI KeyBAIKIOHEOXKBCN-CMDGGOBGSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Citrus sinensisLOTUS Database
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassCoumarins and derivatives  
Sub ClassNot Available
Direct ParentCoumarins and derivatives  
Alternative Parents
Substituents
  • Coumarin
    • 

  • Benzopyran
    • 

  • 1-benzopyran
    • 

  • Anisole
    • 

  • Styrene
    • 

  • Alkyl aryl ether
    • 

  • Pyranone
    • 

  • Benzenoid
    • 

  • Pyran
    • 

  • Heteroaromatic compound
    • 

  • Lactone
    • 

  • Oxacycle
    • 

  • Dialkyl ether
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP4.1ALOGPS
logP3.17ChemAxon
logS-5ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity83.7 m³·mol⁻¹ChemAxon
Polarizability31.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0039044  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018541  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15081626  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available