CAS No. :	485-72-3
Formula :	C₁₆H₁₂O₄
M.W :	268.26
SMILES Code :	O=C1C(C2=CC=C(OC)C=C2)=COC3=C1C=CC(O)=C3
Synonyms :	Biochanin B; Flavosil; Formononetol Formononetin
MDL No. :	MFCD00016948
InChI Key :	HKQYGTCOTHHOMP-UHFFFAOYSA-N
Pubchem ID :	5280378

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

HCC827 OR	10μM	24 hours	Formononetin significantly inhibited the cell viability of HCC827 OR cells.	J Exp Clin Cancer Res. 2020 Apr 10;39(1):62.
H1299	10μM	24 hours	Formononetin significantly inhibited the cell viability of H1299 cells.	J Exp Clin Cancer Res. 2020 Apr 10;39(1):62.
A549	10μM	24 hours	Formononetin significantly inhibited the cell viability of A549 cells.	J Exp Clin Cancer Res. 2020 Apr 10;39(1):62.
H1975	10μM	24 hours	Formononetin significantly inhibited the cell viability of H1975 cells.	J Exp Clin Cancer Res. 2020 Apr 10;39(1):62.
H3255	10μM	24 hours	Formononetin significantly inhibited the cell viability of H3255 cells.	J Exp Clin Cancer Res. 2020 Apr 10;39(1):62.
Human umbilical vein endothelial cells	10 μM	24 hours	FN stabilizes NRF2 levels in HUVECs, protecting cells from oxaliplatin-induced damage.	Redox Biol. 2020 Sep;36:101677.
Mouse dorsal root ganglion neurons	10 μM	24 hours	FN protects DRG neurons from oxaliplatin-induced damage by activating the NRF2-GSTP1 axis.	Redox Biol. 2020 Sep;36:101677.
ND7/23 neuron cells	10 μM	24 hours	FN protects neurons from oxaliplatin-induced damage by activating the NRF2 pathway, increasing NRF2 protein levels and reducing ROS production.	Redox Biol. 2020 Sep;36:101677.
BUMPT cells	25 mg/kg	3 days	Induced PRDM16 expression, peaking at 25 mg kg−1	Adv Sci (Weinh). 2024 Feb;11(7):e2306704.
Human aortic smooth muscle cells (HASMCs)	1-5 μM	24 hours	Inhibited oxLDL-induced foam cell formation and reduced lipid droplet accumulation	Theranostics. 2020 Jan 1;10(3):1090-1106.
Peritoneal macrophages (PMs)	1-5 μM	24 hours	Inhibited oxLDL-induced foam cell formation and reduced lipid droplet accumulation	Theranostics. 2020 Jan 1;10(3):1090-1106.
Hep3B cells	20μM, 40μM		Formononetin treatment inhibited the binding of SLUG to the promoter of E-cadherin, upregulated the expression level of epithelial markers (E-cadherin, cytokeratin, and occludin), and downregulated the expression level of mesenchymal markers (Vimentin, N-cadherin, and myosin).	Theranostics. 2019 Jan 1;9(2):573-587.
PLC-PRF-5 cells	20μM, 40μM		Formononetin treatment inhibited the binding of SLUG to the promoter of E-cadherin, upregulated the expression level of epithelial markers (E-cadherin, cytokeratin, and occludin), and downregulated the expression level of mesenchymal markers (Vimentin, N-cadherin, and myosin).	Theranostics. 2019 Jan 1;9(2):573-587.
BUMPT cells	20 µM	30 minutes	Formononetin significantly reduced I/R-stimulated BUMPT cell apoptosis and inhibited the activation of p38MAPK and JNK by upregulating the PRDM16/S100A6/PKC-η/ROS signaling pathways.	MedComm (2020). 2024 Sep 21;5(10):e737.

Nude mice	Xenograft model	Intraperitoneal injection	10 mg/kg	Once daily until the endpoint of the experiment	Formononetin significantly inhibited the growth of xenograft tumors, including HCC827, H3255, H1975, A549, and H1299-derived tumors.	J Exp Clin Cancer Res. 2020 Apr 10;39(1):62.
C57BL/6 male mice	Oxaliplatin-induced peripheral neuropathy model	Intraperitoneal injection	10.0 mg/kg	Daily injections for two cycles (5 days of injection and 5 days of rest per cycle)	FN alleviates mechanical and cold sensitivity in mice by activating the NRF2 signaling pathway and reduces morphological damage in DRG neurons.	Redox Biol. 2020 Sep;36:101677.
ApoE-deficient mice	High-fat diet-induced atherosclerosis model	Oral	10 mg/kg/day	Once daily for 16 weeks	Formononetin significantly reduced atherosclerotic lesion size, enhanced plaque stability, reduced macrophage accumulation and calcification	Theranostics. 2020 Jan 1;10(3):1090-1106.
Db/db diabetic mice	Diabetic kidney disease model	Intragastric administration	25 mg/kg	Once a day for four weeks	Attenuated renal fibrosis, MAPK activation, and TGF-β1 expression	Adv Sci (Weinh). 2024 Feb;11(7):e2306704.
Nude mice	Hepatocellular carcinoma xenograft model	Subcutaneous injection	100 mg/kg	Every 2 days for 15 days	Formononetin treatment inhibited tumor volume, fluorescence intensity, tumor weight, and the formation of pulmonary metastatic nodules. IHC analysis showed that Formononetin treatment decreased the expression of SLUG, Vimentin, and Ki67, and increased the expression of E-cadherin.	Theranostics. 2019 Jan 1;9(2):573-587.
C57BL/6J mice	Cecal ligation and puncture (CLP)-induced sepsis model	Tail vein injection	20 mg/kg	Single dose, observed for 18 hours	To evaluate the protective effect of Formononetin/PLGA on sepsis-induced multi-organ injury. Results showed that Formononetin/PLGA inhibited ferroptosis by upregulating the PRDM16/NRF2/GPX4 axis, alleviating sepsis-induced kidney injury and other organ injuries.	Redox Biol. 2024 Dec;78:103417.
Mice	Ischemia/reperfusion (I/R) and cisplatin-induced acute kidney injury (AKI) model	Oral administration	25 mg/kg	3 consecutive days	Formononetin significantly ameliorated the progression of I/R- and cisplatin-triggered AKI in mice by regulating the PRDM16/S100A6/PKC-η/ROS/p38MAPK and JNK axes.	MedComm (2020). 2024 Sep 21;5(10):e737.

NCT02174666	Osteopenia Os... More >>teoporosis Less <<	Not Applicable	Unknown	September 2016	Denmark ... More >> Aarhus University Hospital Aarhus, Central Jutland Region, Denmark, 8000 Less <<
NCT01497977	Low Serum Lipid Levels	Phase 4	Completed	-	Serbia ... More >> Ultramedica Clinic, American Medical Academy Belgrade, Serbia, 11000 Less <<

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CAS No.: 485-72-3

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CAS No.: 485-72-3

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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