CAS No. :	90-33-5
Formula :	C₁₀H₈O₃
M.W :	176.17
SMILES Code :	O=C1C=C(C)C2=C(O1)C=C(O)C=C2
Synonyms :	Hymecromone; 4-MU; Imecromone
MDL No. :	MFCD00006866
InChI Key :	HSHNITRMYYLLCV-UHFFFAOYSA-N
Pubchem ID :	5280567

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

PC3-ML cells	0.4 mM	72 hours	Inhibited cell proliferation, IC50 0.4 mM	Cancer Res. 2010 Apr 1;70(7):2613-23.
DU145 cells	0.4 mM	72 hours	Inhibited cell proliferation, IC50 0.4 mM	Cancer Res. 2010 Apr 1;70(7):2613-23.
T37i brown preadipocytes	100 μM	24 hours	4-MU increased lactate concentration and Ucp1 mRNA expression	Nat Metab. 2019 May;1(5):546-559.
Human primary brown adipocytes	100 μM	24 hours	4-MU increased the expression of UCP1, CIDEA, and PPARGC1A mRNA	Nat Metab. 2019 May;1(5):546-559.
Murine primary brown adipocytes	100 μM	24 hours	4-MU increased the expression of Ucp1, Cidea, and Ppargc1a mRNA	Nat Metab. 2019 May;1(5):546-559.
HUVEC cells	200 μg/mL		To evaluate the inhibitory effect of 4-Methylumbelliferone on hyaluronan synthesis. Results showed that 4-Methylumbelliferone significantly reduced hyaluronan levels in HUVEC cells and inhibited hyaluronan production by downregulating HAS2/HAS3 expression.	Signal Transduct Target Ther. 2022 Mar 18;7(1):91.
HEK293T cells	200 μg/mL	24 hours	To evaluate the inhibitory effect of 4-Methylumbelliferone on hyaluronan synthesis. Results showed that 4-Methylumbelliferone significantly reduced hyaluronan levels in HEK293T cells and inhibited hyaluronan production by downregulating HAS2/HAS3 expression.	Signal Transduct Target Ther. 2022 Mar 18;7(1):91.
LAPC-4 cells	0.4 mM	72 hours	Inhibited cell proliferation, IC50 0.4 mM	Cancer Res. 2010 Apr 1;70(7):2613-23.
C4-2B cells	0.4 mM	72 hours	Inhibited cell proliferation, IC50 0.4 mM	Cancer Res. 2010 Apr 1;70(7):2613-23.
LNCaP cells	0.4 mM	72 hours	Inhibited cell proliferation, IC50 0.4 mM	Cancer Res. 2010 Apr 1;70(7):2613-23.
Hepatic stellate cells	0.5 mM	6 days	Inhibited Col1a1 promoter activity and mRNA expression	Sci Transl Med. 2019 Jun 12;11(496):eaat9284.
Breast cancer stem-like cells (CSCs)	0.5 mM		Inhibited hyaluronan synthesis, reduced adhesion and migration abilities of breast cancer stem cells	Cancer Res. 2012 Jan 15;72(2):537-47.
CT26 cells	0.125, 0.25, 0.5 mmol/l	24 hours	To evaluate the effect of 4Mu on hyaluronan (HA) production by CT26 cells. Results showed that 4Mu inhibited HA production in a dose-dependent manner, with significant reduction at 0.5 mmol/l.	Mol Ther. 2015 Sep;23(9):1444-55.

NMRI nu/nu mice	Human oesophageal squamous cell carcinoma (ESCC) xenograft model	Oral	250 mg/day	Daily administration for 7 weeks	4-MU inhibited the progression of xenograft tumours and caused morphological changes in the tumour, including a more differentiated phenotype and inhibition of cell proliferation.	Mol Cancer. 2011 Mar 23;10:30
Athymic mice	PC3-ML xenograft model	Oral gavage	225 mg/kg or 450 mg/kg	Twice daily until tumor volume exceeded 0.5 cc	Significantly inhibited tumor growth (>3-fold), reduced microvessel density (~3-fold), increased TUNEL positive cells	Cancer Res. 2010 Apr 1;70(7):2613-23.
Mice	Bile duct ligation (BDL) and carbon tetrachloride (CCl4)-induced liver fibrosis models	Oral gavage	450 mg/kg	Once daily for 2 weeks	Suppressed liver HA content, Notch1 mRNA expression, HSC activation, and liver fibrosis	Sci Transl Med. 2019 Jun 12;11(496):eaat9284.
Mice	High-fat-high-sucrose diet-induced obese mice	Dietary supplementation	5%	5 weeks	4-MU treatment significantly reduced body weight, improved glucose tolerance, reduced fasting insulin levels, decreased hepatic triglyceride accumulation, and improved serum lipid profiles. However, 4-MU failed to reduce HA levels in adipose tissue and instead increased circulating HA levels.	Nat Commun. 2021 Aug 10;12(1):4829
Mice	DO11.10xRIPmOVA (DORmO) mouse model	Oral	250 mg/mouse/d 4-MU chow	Treatment started at 8 weeks of age and maintained	4-MU treatment prevented progression to diabetes and preserved insulin content within islets in DORmO mice, despite ongoing, robust lymphocytic infiltrates.	J Clin Invest. 2015 Oct 1;125(10):3928-40
Nude mice	Breast cancer bone metastasis model	Oral	400 mg/kg/day	Once daily for 45 days	Significantly suppressed the incidence and growth of metastatic lesions of breast cancer stem cells in bone	Cancer Res. 2012 Jan 15;72(2):537-47.
BALB/c mice	Colorectal carcinoma CT26 tumor model	Oral	200 mg/kg/day	Once daily for 8 days	To evaluate the effect of 4Mu on hyaluronan (HA) production in the tumor microenvironment. Results showed that 4Mu significantly reduced HA deposits in tumors.	Mol Ther. 2015 Sep;23(9):1444-55.
Mice	Diabetogenic diet-induced obesity model	Oral dietary supplementation	50 g/kg diet	22 weeks	4-MU reduced weight gain, increased BAT thermogenic capacity, and improved glucose homeostasis	Nat Metab. 2019 May;1(5):546-559.

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CAS No.: 90-33-5

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CAS No.: 90-33-5

Alternative Products

Product Details of 4-Methylumbelliferone

Safety of 4-Methylumbelliferone

Related Pathways of 4-Methylumbelliferone

Isoform Comparison

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Precautionary Statements-General

Prevention

Response

Storage

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Physical hazards

Health hazards

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Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed