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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:09:42 UTC

Update Date

2022-03-07 02:54:04 UTC

HMDB ID

HMDB0034345

Secondary Accession Numbers

HMDB34345

Metabolite Identification

Common Name

7-Acetoxy-6-methoxycoumarin

Description

7-Acetoxy-6-methoxycoumarin 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). Based on a literature review very few articles have been published on 7-Acetoxy-6-methoxycoumarin.

Structure

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


  Mrv0541 05061307442D          

 17 18  0  0  0  0            999 V2000
    5.0013   -0.4125    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
    0.7145   -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
    5.0013   -1.2375    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
    2.1434   -1.2375    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   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    0.0000    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
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 11 10  2  0  0  0  0
 12  4  1  0  0  0  0
 13  7  2  0  0  0  0
 14 12  2  0  0  0  0
 15  2  1  0  0  0  0
 15 10  1  0  0  0  0
 16  7  1  0  0  0  0
 16 11  1  0  0  0  0
 17  9  1  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034345

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC(C)=O)C=C2OC(=O)C=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O5/c1-7(13)16-11-6-9-8(5-10(11)15-2)3-4-12(14)17-9/h3-6H,1-2H3

> <INCHI_KEY>
HYCLWDHZALFLJV-UHFFFAOYSA-N

> <FORMULA>
C12H10O5

> <MOLECULAR_WEIGHT>
234.2048

> <EXACT_MASS>
234.05282343

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.68163851206242

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methoxy-2-oxo-2H-chromen-7-yl acetate

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
1.2329493239999998

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.891307113809466

> <JCHEM_POLAR_SURFACE_AREA>
61.83000000000001

> <JCHEM_REFRACTIVITY>
59.14420000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methoxy-2-oxochromen-7-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   15                                                            
CONECT    3    4    8                                                       
CONECT    4    3   12                                                       
CONECT    5    8   10                                                       
CONECT    6    9   11                                                       
CONECT    7    1   13   16                                                  
CONECT    8    3    5    9                                                  
CONECT    9    6    8   17                                                  
CONECT   10    5   11   15                                                  
CONECT   11    6   10   16                                                  
CONECT   12    4   14   17                                                  
CONECT   13    7                                                            
CONECT   14   12                                                            
CONECT   15    2   10                                                       
CONECT   16    7   11                                                       
CONECT   17    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0034345
HETATM    1  C1  UNL     1      -1.216   3.118  -0.242  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.407   1.744  -0.383  1.00  0.00           O  
HETATM    3  C2  UNL     1      -0.395   0.800  -0.292  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.919   1.185  -0.046  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.927   0.227   0.043  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.238   0.581   0.286  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.179  -0.427   0.359  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.832  -1.752   0.197  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.706  -2.679   0.266  1.00  0.00           O  
HETATM   10  O3  UNL     1       2.569  -2.019  -0.031  1.00  0.00           O  
HETATM   11  C8  UNL     1       1.626  -1.111  -0.113  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.302  -1.449  -0.357  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.708  -0.536  -0.450  1.00  0.00           C  
HETATM   14  O4  UNL     1      -2.030  -0.863  -0.693  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.951  -1.135   0.302  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.367  -1.484  -0.006  1.00  0.00           C  
HETATM   17  O5  UNL     1      -2.539  -1.076   1.492  1.00  0.00           O  
HETATM   18  H1  UNL     1      -0.234   3.479  -0.638  1.00  0.00           H  
HETATM   19  H2  UNL     1      -1.308   3.401   0.834  1.00  0.00           H  
HETATM   20  H3  UNL     1      -2.014   3.711  -0.777  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.196   2.222   0.082  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.472   1.615   0.407  1.00  0.00           H  
HETATM   23  H6  UNL     1       5.230  -0.181   0.551  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.069  -2.490  -0.479  1.00  0.00           H  
HETATM   25  H8  UNL     1      -4.685  -0.982  -0.942  1.00  0.00           H  
HETATM   26  H9  UNL     1      -4.379  -2.587  -0.216  1.00  0.00           H  
HETATM   27  H10 UNL     1      -5.028  -1.313   0.846  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   13
CONECT    4    5   21
CONECT    5    6   11   11
CONECT    6    7    7   22
CONECT    7    8   23
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12
CONECT   12   13   13   24
CONECT   13   14
CONECT   14   15
CONECT   15   16   17   17
CONECT   16   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Methoxy-2-oxo-2H-chromen-7-yl acetic acid	HMDB

Chemical Formula

C₁₂H₁₀O₅

Average Molecular Weight

234.2048

Monoisotopic Molecular Weight

234.05282343

IUPAC Name

6-methoxy-2-oxo-2H-chromen-7-yl acetate

Traditional Name

6-methoxy-2-oxochromen-7-yl acetate

CAS Registry Number

56795-51-8

SMILES

COC1=C(OC(C)=O)C=C2OC(=O)C=CC2=C1

InChI Identifier

InChI=1S/C12H10O5/c1-7(13)16-11-6-9-8(5-10(11)15-2)3-4-12(14)17-9/h3-6H,1-2H3

InChI Key

HYCLWDHZALFLJV-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
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034345)
Cytoplasm (HMDB: HMDB0034345)

Source

Exogenous

Food

Food (HMDB: HMDB0034345)

Endogenous

Plant

Plant (HMDB: HMDB0034345)

Not Available

Nutrient (HMDB: HMDB0034345)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	177 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	729.7 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	1.76	ALOGPS
logP	1.23	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.83 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.14 m³·mol⁻¹	ChemAxon
Polarizability	22.68 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	154.096	31661259
DarkChem	[M-H]-	153.549	31661259
DeepCCS	[M+H]+	153.703	30932474
DeepCCS	[M-H]-	151.345	30932474
DeepCCS	[M-2H]-	184.231	30932474
DeepCCS	[M+Na]+	159.797	30932474
AllCCS	[M+H]+	149.5	32859911
AllCCS	[M+H-H2O]+	145.5	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.4	32859911
AllCCS	[M-H]-	151.3	32859911
AllCCS	[M+Na-2H]-	151.1	32859911
AllCCS	[M+HCOO]-	151.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Acetoxy-6-methoxycoumarin	COC1=C(OC(C)=O)C=C2OC(=O)C=CC2=C1	2918.4	Standard polar	33892256
7-Acetoxy-6-methoxycoumarin	COC1=C(OC(C)=O)C=C2OC(=O)C=CC2=C1	2054.3	Standard non polar	33892256
7-Acetoxy-6-methoxycoumarin	COC1=C(OC(C)=O)C=C2OC(=O)C=CC2=C1	2083.7	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-Acetoxy-6-methoxycoumarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2910000000-c8a8b5a13eefa8bfe449	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Acetoxy-6-methoxycoumarin 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-Acetoxy-6-methoxycoumarin 10V, Positive-QTOF	splash10-000i-0490000000-e3deb5b7eae94af66727	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 20V, Positive-QTOF	splash10-000f-0950000000-56310c74e97df83eeaa1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 40V, Positive-QTOF	splash10-004l-1900000000-a684fc7cc97b1d78c05a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 10V, Negative-QTOF	splash10-001l-1690000000-98d721d039f6a4ca39e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 20V, Negative-QTOF	splash10-000x-0930000000-1c23f08c200150d9f4fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 40V, Negative-QTOF	splash10-002e-1900000000-57c84c293e7f72b2f72d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 10V, Positive-QTOF	splash10-0006-0930000000-f4a2ce45e1810ce149c9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 20V, Positive-QTOF	splash10-0006-0920000000-fa7f32002e4e28343ea5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 40V, Positive-QTOF	splash10-01ow-0900000000-c4575705f2d169ec3baf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 10V, Negative-QTOF	splash10-001i-0490000000-58539b2bcd1fbd80ea5f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 20V, Negative-QTOF	splash10-0a4i-9300000000-997d08a7da867e8898cc	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-6-methoxycoumarin 40V, Negative-QTOF	splash10-052f-9200000000-d62f74f3d888fc948bf5	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB012706

KNApSAcK ID

C00054087

Chemspider ID

8167192

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9991610

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1842131

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-Acetoxy-6-methoxycoumarin (HMDB0034345)

MOL for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

3D MOL for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

3D SDF for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

3D-SDF for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

PDB for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

3D PDB for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

SMILES for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

INCHI for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

Structure for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

3D Structure for HMDB0034345 (7-Acetoxy-6-methoxycoumarin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra