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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2023-02-21 17:29:09 UTC

HMDB ID

HMDB0059622

Secondary Accession Numbers

HMDB59622

Metabolite Identification

Common Name

4-Methylumbelliferone

Description

4-Methylumbelliferone, also known as hymecromone or 4-MU, belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. 4-Methylumbelliferone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-methylumbelliferone is a substrate for: Liver carboxylesterase 1, Cocaine esterase, and S-formylglutathione hydrolase.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 4MU                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.339  -1.594   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.673  -0.824   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.673   0.716   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.662   0.716   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.662  -0.824   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.329  -1.594   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.996   1.486   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.329   1.486   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.329  -3.134   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.005  -0.824   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.005   0.716   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.339   1.486   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.006   1.486   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2   12   13                                                  
CONECT    4    5    7    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    9   10                                                  
CONECT    7    4                                                            
CONECT    8    4   11                                                       
CONECT    9    6                                                            
CONECT   10    1    6   11                                                  
CONECT   11    8   10   12                                                  
CONECT   12    3   11                                                       
CONECT   13    3                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Methyl-7-hydroxycoumarin	ChEBI
4-MU	ChEBI
7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran	ChEBI
7-Hydroxy-4-methyl-2-oxo-3-chromene	ChEBI
7-Hydroxy-4-methyl-2H-1-benzopyran-2-one	ChEBI
7-Hydroxy-4-methylcoumarin	ChEBI
beta-Methylumbelliferone	ChEBI
Himecromona	ChEBI
Hymecromone	ChEBI
Hymecromonum	ChEBI
Imecromone	ChEBI
Cantabiline	Kegg
b-Methylumbelliferone	Generator
Β-methylumbelliferone	Generator
4 Methylumbelliferone	HMDB
Methylumbelliferone	HMDB
Resocyanine	HMDB
7-Hydroxy-4-methyl-coumarin	HMDB
Mendiaxon	HMDB
7 Hydroxy 4 methyl coumarin	HMDB
Cholestil	HMDB
4-Methylumbelliferone	MeSH

Chemical Formula

C₁₀H₈O₃

Average Molecular Weight

176.1687

Monoisotopic Molecular Weight

176.047344122

IUPAC Name

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

Traditional Name

4-methylumbelliferone

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)OC2=C1C=CC(O)=C2

InChI Identifier

InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3

InChI Key

HSHNITRMYYLLCV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxycoumarin (CHEBI:17224 )
a small molecule (CPD-182 )

Ontology

Not Available

Exogenous (HMDB: HMDB0059622)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.99 g/L	ALOGPS
logP	2.19	ALOGPS
logP	1.78	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	47.81 m³·mol⁻¹	ChemAxon
Polarizability	17.42 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]+	136.912	31661259
DarkChem	[M-H]-	134.428	31661259
DeepCCS	[M+H]+	136.48	30932474
DeepCCS	[M-H]-	133.655	30932474
DeepCCS	[M-2H]-	169.846	30932474
DeepCCS	[M+Na]+	145.384	30932474
AllCCS	[M+H]+	134.5	32859911
AllCCS	[M+H-H2O]+	129.9	32859911
AllCCS	[M+NH4]+	138.8	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	134.0	32859911
AllCCS	[M+Na-2H]-	134.3	32859911
AllCCS	[M+HCOO]-	134.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Methylumbelliferone	CC1=CC(=O)OC2=C1C=CC(O)=C2	2843.3	Standard polar	33892256
4-Methylumbelliferone	CC1=CC(=O)OC2=C1C=CC(O)=C2	1904.8	Standard non polar	33892256
4-Methylumbelliferone	CC1=CC(=O)OC2=C1C=CC(O)=C2	2064.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Methylumbelliferone,1TMS,isomer #1	CC1=CC(=O)OC2=CC(O[Si](C)(C)C)=CC=C12	2048.6	Semi standard non polar	33892256
4-Methylumbelliferone,1TBDMS,isomer #1	CC1=CC(=O)OC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C12	2299.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone EI-B (Non-derivatized)	splash10-002b-3900000000-9efd3962e332f4fe7d26	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone EI-B (Non-derivatized)	splash10-002b-6900000000-936015a6cd7badae842d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0f8a-2980000000-3aeee58378773e7d1219	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0ugj-2960000000-f6994262beea96fffc26	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0f89-2960000000-1ab50bc14647991bd5d2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0faj-2970000000-4b2dc64a826d132a7ac2	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0fna-9870000000-9adb76fb1e3b45a0c884	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0fna-9870000000-4e4875af7ba45d8e6b44	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0ugj-2970000000-884a310f76d9d267a70b	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone EI-B (Non-derivatized)	splash10-002b-3900000000-9efd3962e332f4fe7d26	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone EI-B (Non-derivatized)	splash10-002b-6900000000-936015a6cd7badae842d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0f8a-2980000000-3aeee58378773e7d1219	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0ugj-2960000000-f6994262beea96fffc26	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0f89-2960000000-1ab50bc14647991bd5d2	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0faj-2970000000-4b2dc64a826d132a7ac2	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0fna-9870000000-9adb76fb1e3b45a0c884	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0fna-9870000000-4e4875af7ba45d8e6b44	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 4-Methylumbelliferone GC-EI-TOF (Non-derivatized)	splash10-0ugj-2970000000-884a310f76d9d267a70b	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylumbelliferone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-0900000000-61e4a7e4dde1895885e1	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylumbelliferone GC-MS (1 TMS) - 70eV, Positive	splash10-00ej-5790000000-01d3673ec552268394fb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Methylumbelliferone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone ESI-TOF 30V, Negative-QTOF	splash10-00lr-0900000000-3fbf9ca915c0d92b76b8	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone ESI-TOF , Negative-QTOF	splash10-00lr-0900000000-3fbf9ca915c0d92b76b8	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone ESI-TOF 30V, Negative-QTOF	splash10-00lr-0900000000-3fbf9ca915c0d92b76b8	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone ESI-TOF , Negative-QTOF	splash10-004i-0900000000-7310a945d17eac4e2059	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone DI-ESI-qTof , Positive-QTOF	splash10-00b9-0900000000-dbaabe103373f8223a00	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone DI-ESI-qTof , Negative-QTOF	splash10-00lr-0900000000-f5b0dc40956eb4d6a0c3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-QTOF , negative-QTOF	splash10-004i-0900000000-15179f6a234b8a7d3cf6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-QTOF , negative-QTOF	splash10-004i-0900000000-4a4f4d19d44ec53053cf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-QTOF , negative-QTOF	splash10-0159-5900000000-67144e5ea0eccd502633	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-afc39113149e898d6ec7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-be2b46a238d108a6f9d3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-ITFT , negative-QTOF	splash10-004i-0900000000-6e6f0d61b2f7d894a33f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-ITFT , negative-QTOF	splash10-001i-0900000000-bb66d78d1350716d5378	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone Linear Ion Trap , negative-QTOF	splash10-00e9-0900000000-80bbdd2e5005d9ff91dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone Linear Ion Trap , negative-QTOF	splash10-00e9-0900000000-99219a886e7805901941	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-TOF , negative-QTOF	splash10-00lr-0900000000-3fbf9ca915c0d92b76b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-QTOF , positive-QTOF	splash10-004i-2900000000-4991f1c9aad4efc830aa	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-QTOF , positive-QTOF	splash10-004i-2900000000-dde217681388bfa4bc93	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 4-Methylumbelliferone LC-ESI-ITFT , positive-QTOF	splash10-004i-0900000000-86b0f5bf4b6d213d6c7d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylumbelliferone 10V, Positive-QTOF	splash10-004i-0900000000-8291807d2225eacd271c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylumbelliferone 20V, Positive-QTOF	splash10-004i-0900000000-ca6205f9f97f55456bf7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylumbelliferone 40V, Positive-QTOF	splash10-002r-4900000000-9f86a6318eefcf9b69ce	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylumbelliferone 10V, Negative-QTOF	splash10-004i-0900000000-cc2b1e7f3f612901e8bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylumbelliferone 20V, Negative-QTOF	splash10-004i-0900000000-7e08315e76bb28199f32	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Methylumbelliferone 40V, Negative-QTOF	splash10-0059-2900000000-8e6be50bdb9190fc6a05	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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+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

Not Available

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

DB07118

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4444190

KEGG Compound ID

C03081

BioCyc ID

CPD-182

BiGG ID

Not Available

Wikipedia Link

Hymecromone

METLIN ID

Not Available

PubChem Compound

5280567

PDB ID

Not Available

ChEBI ID

17224

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Nakamura T, Ishikawa T, Nanashima N, Miura T, Nozaka H, Nakaoka R, Sato T: 4-Methylumbelliferone induces the expression of membrane type 1-matrix metalloproteinase in cultured human skin fibroblasts. Biochem Biophys Res Commun. 2002 Nov 15;298(5):646-50. [PubMed:12419303 ]
Nakamura R, Kuwabara H, Yoneda M, Yoshihara S, Ishikawa T, Miura T, Nozaka H, Nanashima N, Sato T, Nakamura T: Suppression of matrix metalloproteinase-9 by 4-methylumbelliferone. Cell Biol Int. 2007 Sep;31(9):1022-6. Epub 2007 Mar 20. [PubMed:17470403 ]
Saito T, Tamura D, Nakamura T, Makita Y, Ariyama H, Komiyama K, Yoshihara T, Asano R: 4-methylumbelliferone leads to growth arrest and apoptosis in canine mammary tumor cells. Oncol Rep. 2013 Jan;29(1):335-42. doi: 10.3892/or.2012.2100. Epub 2012 Oct 23. [PubMed:23124556 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

4-Methylumbelliferone → 3,4,5-trihydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylic acid	details

Enzyme Details

2. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

4-Methylumbelliferyl acetate + Water → 4-Methylumbelliferone + Acetic acid	details

Enzyme Details

3. Cocaine esterase

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Shows high catalytic efficiency for hydrolysis of cocaine, 4-methylumbelliferyl acetate, heroin and 6-monoacetylmorphine.
Gene Name:: CES2
Uniprot ID:: O00748
Molecular weight:: 68898.39

Reactions

4-Methylumbelliferyl acetate + Water → 4-Methylumbelliferone + Acetic acid	details

Enzyme Details

4. S-formylglutathione hydrolase

General function:: Involved in carboxylesterase activity
Specific function:: Serine hydrolase involved in the detoxification of formaldehyde.
Gene Name:: ESD
Uniprot ID:: P10768
Molecular weight:: 31462.545

Reactions

4-Methylumbelliferyl acetate + Water → 4-Methylumbelliferone + Acetic acid	details

Showing metabocard for 4-Methylumbelliferone (HMDB0059622)

MOL for HMDB0059622 (4-Methylumbelliferone)

3D MOL for HMDB0059622 (4-Methylumbelliferone)

3D SDF for HMDB0059622 (4-Methylumbelliferone)

3D-SDF for HMDB0059622 (4-Methylumbelliferone)

PDB for HMDB0059622 (4-Methylumbelliferone)

3D PDB for HMDB0059622 (4-Methylumbelliferone)

SMILES for HMDB0059622 (4-Methylumbelliferone)

INCHI for HMDB0059622 (4-Methylumbelliferone)

Structure for HMDB0059622 (4-Methylumbelliferone)

3D Structure for HMDB0059622 (4-Methylumbelliferone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

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