Showing Compound 4-Methylumbelliferyl acetate (FDB010978)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:24 UTC

Update date

2019-11-26 03:04:25 UTC

Primary ID

FDB010978

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Methylumbelliferyl acetate

Description

4-Methylumbelliferyl acetate, also known as 4-methyl-7-acetyloxy coumarin or 7-acetoxy-4-methylchromen-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). 4-Methylumbelliferyl acetate has been detected, but not quantified in, a few different foods, such as fenugreeks (Trigonella foenum-graecum), green vegetables, and herbs and spices. This could make 4-methylumbelliferyl acetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Methylumbelliferyl acetate.

CAS Number

2747-05-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Search:

Synonym	Source
4-Methyl-7-acetyloxy coumarin	ChEBI
4-Methylumbelliferyl acetate	manual
4-Methylumbelliferyl acetic acid	Generator
4-MUA	MeSH, HMDB
7-(Acetyloxy)-4-methyl-2-benzopyrone	ChEBI
7-(Acetyloxy)-4-methyl-2H-1-benzopyran-2-one	ChEBI
7-Acetoxy-4-methyl-2H-1-benzopyran-2-one	HMDB
7-Acetoxy-4-methylchromen-2-one	ChEBI
7-Acetoxy-4-methylcoumarin	ChEBI
7AMC	MeSH, HMDB

Showing 1 to 10 of 18 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	2.03	ALOGPS
logP	1.69	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.96 m³·mol⁻¹	ChemAxon
Polarizability	21.95 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

Chemical Formula

C12H10O4

IUPAC name

4-methyl-2-oxo-2H-chromen-7-yl acetate

InChI Identifier

InChI=1S/C12H10O4/c1-7-5-12(14)16-11-6-9(15-8(2)13)3-4-10(7)11/h3-6H,1-2H3

InChI Key

HXVZGASCDAGAPS-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)OC1=CC=C2C(C)=CC(=O)OC2=C1

Average Molecular Weight

218.2054

Monoisotopic Molecular Weight

218.057908808

Classification

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
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acetate ester (CHEBI:17763 )
a small molecule (CPD-181 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 66.05%; H 4.62%; O 29.33%	DFC
Melting Point	Mp 153-154° (150-151°)	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	4-Methylumbelliferyl acetate, non-derivatized, GC-MS Spectrum	splash10-004j-2900000000-f75610fc78ca3d32dd79	Spectrum
GC-MS	4-Methylumbelliferyl acetate, non-derivatized, GC-MS Spectrum	splash10-004j-2900000000-f75610fc78ca3d32dd79	Spectrum
Predicted GC-MS	4-Methylumbelliferyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004l-2900000000-4267e1e77eb9d9dcbee8	Spectrum
Predicted GC-MS	4-Methylumbelliferyl acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - DI-ESI-qTof , Positive	splash10-004i-0900000000-753934ab52d089698ed4	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-0900000000-36712d71fef251629738	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-016u-0960000000-4f0ef3fdd40ff1b4d6ed	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0203-9800000000-4157ef07ace27bea9130	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-002f-0900000000-7ce28a29d8110d31b9fd	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0490000000-26407206c57311443416	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00or-0950000000-aa0ca5cf360ec4cf3aa3	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004r-1900000000-29deb7d0d2b2e4012b56	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0590000000-19694b83396690d43652	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00or-0940000000-7d7feb1c46dccfdc2c4b	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-2900000000-f24d69be162c5bd74aff	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-016r-0490000000-73adff2b07b86e966789	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0900000000-9f3d78c965db15d8fd1a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053s-0900000000-fcda56fb2233f5aa43d6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0890000000-07e7736ea722c16a94e2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00or-0980000000-d47bc866c3368df46eb5	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001j-0900000000-6b6417c3afe21d20c5a0	2021-09-24	View Spectrum