Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:02:17 UTC

Update Date

2023-02-21 17:24:36 UTC

HMDB ID

HMDB0035095

Secondary Accession Numbers

HMDB35095

Metabolite Identification

Common Name

7-Ethoxy-4-methyl-2H-1-benzopyran-2-one

Description

7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 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). 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one is a nutty and walnut tasting compound. Based on a literature review very few articles have been published on 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061308142D          

 15 16  0  0  0  0            999 V2000
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    1.4289    0.8250    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
    4.2868    0.8250    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    1.2375    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
    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    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
  8  2  1  0  0  0  0
  8  6  2  0  0  0  0
  9  4  1  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  6  1  0  0  0  0
 13 12  2  0  0  0  0
 14  3  1  0  0  0  0
 14  9  1  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035095

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC1=CC2=C(C=C1)C(C)=CC(=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C12H12O3/c1-3-14-9-4-5-10-8(2)6-12(13)15-11(10)7-9/h4-7H,3H2,1-2H3

> <INCHI_KEY>
NKRISXMDKXBVRJ-UHFFFAOYSA-N

> <FORMULA>
C12H12O3

> <MOLECULAR_WEIGHT>
204.2219

> <EXACT_MASS>
204.07864425

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
21.748870303647838

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-ethoxy-4-methyl-2H-chromen-2-one

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.2818909093333337

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.845633276265914

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
57.042400000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-ethoxy-4-methylchromen-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

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       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   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       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    8                                                            
CONECT    3    1   14                                                       
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    8   12                                                       
CONECT    7    9   11                                                       
CONECT    8    2    6   10                                                  
CONECT    9    4    7   14                                                  
CONECT   10    5    8   11                                                  
CONECT   11    7   10   15                                                  
CONECT   12    6   13   15                                                  
CONECT   13   12                                                            
CONECT   14    3    9                                                       
CONECT   15   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

COMPND    HMDB0035095
HETATM    1  C1  UNL     1      -4.947  -0.240  -0.150  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.618   0.463   0.154  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.601  -0.432  -0.162  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.263  -0.243  -0.055  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.719   0.931   0.409  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.674   1.084   0.505  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.508   0.059   0.133  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.878   0.217   0.230  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.482   1.475   0.727  1.00  0.00           C  
HETATM   10  C9  UNL     1       3.654  -0.847  -0.158  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.075  -2.003  -0.616  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.821  -2.987  -0.974  1.00  0.00           O  
HETATM   13  O3  UNL     1       1.777  -2.090  -0.684  1.00  0.00           O  
HETATM   14  C11 UNL     1       0.978  -1.118  -0.332  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.401  -1.247  -0.417  1.00  0.00           C  
HETATM   16  H1  UNL     1      -4.927  -1.252   0.331  1.00  0.00           H  
HETATM   17  H2  UNL     1      -5.808   0.370   0.193  1.00  0.00           H  
HETATM   18  H3  UNL     1      -5.058  -0.344  -1.255  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.629   0.809   1.196  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.553   1.321  -0.553  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.385   1.719   0.694  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.083   2.028   0.877  1.00  0.00           H  
HETATM   23  H8  UNL     1       3.395   2.265  -0.043  1.00  0.00           H  
HETATM   24  H9  UNL     1       4.575   1.278   0.911  1.00  0.00           H  
HETATM   25  H10 UNL     1       3.072   1.781   1.715  1.00  0.00           H  
HETATM   26  H11 UNL     1       4.734  -0.796  -0.110  1.00  0.00           H  
HETATM   27  H12 UNL     1      -0.796  -2.200  -0.793  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4
CONECT    4    5    5   15
CONECT    5    6   21
CONECT    6    7    7   22
CONECT    7    8   14
CONECT    8    9   10   10
CONECT    9   23   24   25
CONECT   10   11   26
CONECT   11   12   12   13
CONECT   13   14
CONECT   14   15   15
CONECT   15   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Methyl-7-ethoxycoumarin	HMDB
7-Ethoxy-4-methyl-2H-chromen-2-one	HMDB
7-Ethoxy-4-methyl-coumarin	HMDB
7-Ethoxy-4-methylcoumarin	HMDB
Coumarin, 7-ethoxy-4-methyl- (8ci)	HMDB
Ethoxy resocyanin	HMDB
Ethyl 4-methylumbelliferyl ether	HMDB
Madescol	HMDB
Maraniol	HMDB
7-Ethoxy-4-methyl-2H-1-benzopyran-2-one	MeSH

Chemical Formula

C₁₂H₁₂O₃

Average Molecular Weight

204.2219

Monoisotopic Molecular Weight

204.07864425

IUPAC Name

7-ethoxy-4-methyl-2H-chromen-2-one

Traditional Name

7-ethoxy-4-methylchromen-2-one

CAS Registry Number

87-05-8

SMILES

CCOC1=CC2=C(C=C1)C(C)=CC(=O)O2

InChI Identifier

InChI=1S/C12H12O3/c1-3-14-9-4-5-10-8(2)6-12(13)15-11(10)7-9/h4-7H,3H2,1-2H3

InChI Key

NKRISXMDKXBVRJ-UHFFFAOYSA-N

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).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0035095)
Cell membrane (HMDB: HMDB0035095)

Source

Exogenous

Food

Food (HMDB: HMDB0035095)

Endogenous

Plant

Plant (HMDB: HMDB0035095)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0035095)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	114 °C	Not Available
Boiling Point	350.00 to 352.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	235.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.973 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.79	ALOGPS
logP	2.28	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	57.04 m³·mol⁻¹	ChemAxon
Polarizability	21.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.405	31661259
DarkChem	[M-H]-	146.259	31661259
DeepCCS	[M+H]+	146.752	30932474
DeepCCS	[M-H]-	144.394	30932474
DeepCCS	[M-2H]-	178.397	30932474
DeepCCS	[M+Na]+	154.125	30932474
AllCCS	[M+H]+	142.2	32859911
AllCCS	[M+H-H2O]+	137.9	32859911
AllCCS	[M+NH4]+	146.2	32859911
AllCCS	[M+Na]+	147.4	32859911
AllCCS	[M-H]-	146.5	32859911
AllCCS	[M+Na-2H]-	146.6	32859911
AllCCS	[M+HCOO]-	146.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Ethoxy-4-methyl-2H-1-benzopyran-2-one	CCOC1=CC2=C(C=C1)C(C)=CC(=O)O2	2763.3	Standard polar	33892256
7-Ethoxy-4-methyl-2H-1-benzopyran-2-one	CCOC1=CC2=C(C=C1)C(C)=CC(=O)O2	1880.7	Standard non polar	33892256
7-Ethoxy-4-methyl-2H-1-benzopyran-2-one	CCOC1=CC2=C(C=C1)C(C)=CC(=O)O2	1956.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0900000000-8021ea65e5b26807da77	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 10V, Positive-QTOF	splash10-0a4i-0290000000-c1fb31905d845ff7fc62	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 20V, Positive-QTOF	splash10-0a4i-0960000000-b0463a89cc0fa4c1d9ff	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 40V, Positive-QTOF	splash10-00p0-2900000000-39f785688a2d5e4bd749	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 10V, Negative-QTOF	splash10-0udi-0390000000-2b4ae5af36b38c88cd3f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 20V, Negative-QTOF	splash10-0ufr-0940000000-0c0a6dbe964d7f66625a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 40V, Negative-QTOF	splash10-0059-0900000000-85ed10d2c4cf1d857004	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 10V, Positive-QTOF	splash10-0a4i-0090000000-fc4cefcdeecbfb97d7b1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 20V, Positive-QTOF	splash10-0a4i-0590000000-1495f29e40b7bec76d71	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 40V, Positive-QTOF	splash10-015j-0900000000-e2990da0b85cc84aacce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 10V, Negative-QTOF	splash10-0udi-0190000000-6df0f51c8e2da1874317	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 20V, Negative-QTOF	splash10-004i-0910000000-a79ce5dd04f1392b7918	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one 40V, Negative-QTOF	splash10-05o1-2900000000-c749cc75d3cad58a97fd	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013724

KNApSAcK ID

Not Available

Chemspider ID

59963

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

66595

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1046751

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 7-Ethoxy-4-methyl-2H-1-benzopyran-2-one (HMDB0035095)

MOL for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

3D MOL for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

3D SDF for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

3D-SDF for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

PDB for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

3D PDB for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

SMILES for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

INCHI for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

Structure for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

3D Structure for HMDB0035095 (7-Ethoxy-4-methyl-2H-1-benzopyran-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra