FICZ | AhR Agonist | AmBeed.com

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CAS No. :	172922-91-7
Formula :	C₁₉H₁₂N₂O
M.W :	284.31
SMILES Code :	O=CC1=C2C(NC3=C2C=CC=C3)=CC4=C1NC5=C4C=CC=C5
Synonyms :	6-Formylindolo[3,2-b]carbazole
MDL No. :	MFCD09879259
InChI Key :	ZUDXFBWDXVNRKF-UHFFFAOYSA-N
Pubchem ID :	1863

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

N2a cells	250 nM	12 hours	Activating AhR significantly increases NEP expression and enzyme activity	PMC8419060
HaCaT cells	5 pM	2 hours	FICZ significantly enhanced the level of CYP1A1 mRNA	PMC3311358
Normal human epidermal keratinocytes (NHEKs)	100 nM	2 hours and 4 hours	To assess the effect of FICZ pretreatment time on UVA-induced apoptosis, results showed that 2-hour pretreatment significantly increased caspase-3 activity, while 4-hour pretreatment had no significant effect.	PMC8379514
HaCaT keratinocytes	100 nM	2 hours and 4 hours	To assess the effect of FICZ pretreatment time on UVA-induced apoptosis, results showed that 2-hour pretreatment significantly increased caspase-3 activity, while 4-hour pretreatment had no significant effect.	PMC8379514
Bone marrow-derived macrophages (BMDMs)	100 nM, 200 nM, 300 nM	24 hours	FICZ promoted the expression of AhR, which in turn suppressed HIF-1α, IRF1, NF-κB p65, and iNOS expression and enhanced Arg-1, Chi3l3, Fizz1 levels.	PMC7667681
MNK-3 cells	400 nM	24 hours	To evaluate the effect of FICZ on the AhR/IL-22 pathway, results showed FICZ significantly increased CYP1A1 expression and IL-22 production.	PMC9160000
HaCaT keratinocytes	10 nM, 25 nM, 50 nM, 100 nM	30 minutes	To assess the effect of FICZ on UVA-induced apoptosis, results showed that FICZ pretreatment dose-dependently increased caspase-3 activity.	PMC8379514
Caco-2 cells	100 nM	48 hours	To investigate the protective effect of FICZ on TNF-α/IFN-γ-induced disruption of intestinal epithelial barrier function. Results showed that FICZ significantly attenuated TNF-α/IFN-γ-induced decrease in TER and alterations in TJ protein distribution.	PMC5821050
HL-60 human myeloblastic leukemia cells	100 nM	6 hours to 72 hours	To evaluate the effect of FICZ on RA-induced differentiation of HL-60 cells, results showed that FICZ enhanced RA-induced CD11b expression, respiratory burst, and G0/G1 cell cycle arrest.	PMC3693992
HEKa cells	5 nM	6-24 hours	H2O2 and MNF inhibited the clearance rate of FICZ	PMC3311358
MCF10A-M2 cells	5 μM	8 hours	FICZ significantly upregulated OVOL1 mRNA and protein levels, inhibited TGF-β signaling and EMT	PMC9050647
LoVo human intestinal epithelial cells	100 nM	8 hours	To investigate the effect of FICZ on LPS-induced inflammatory responses. Results showed that FICZ significantly downregulated the mRNA expression levels of IL-1β and IL-6, while upregulating TTP expression.	PMC5752189
MDA-MB-231 cells	5 μM		FICZ activates OVOL1 expression, partially antagonizing TGF-β-mediated EMT and migration	PMC9050647

Zebrafish embryos	Zebrafish embryo xenograft model	Added to egg water	1 μM	From the first day post injection	FICZ reduces extravasation of MCF10A-M2 cells and inhibits early metastatic events	PMC9050647
C57BL/6J mice	Calcium oxalate nephrocalcinosis model	Intraperitoneal injection	50, 100, 200 mg/kg	Once daily for 10 days	FICZ treatment significantly reduced renal CaOx crystal deposition and kidney injury by suppressing M1 macrophage polarization and promoting M2 macrophage polarization via the AhR-miR-142a-IRF1/HIF-1α axis.	PMC7667681
CD2F1 mice	Cancer cachexia model (C26)	Intraperitoneal injection	1 μg/Mice	Injected on days 1, 5, and 9, lasting for 10 days	To evaluate the effect of FICZ on hepatic inflammation and glycemic disorders in cancer cachexia mice. Results showed that FICZ treatment improved the expression of genes related to hepatic inflammation and partially restored blood glucose levels.	PMC10235873
C57BL/6J mice	Liver cancer model	Intraperitoneal injection	1 μg/Mice	Once daily for 21 days	Activate AhR to inhibit SREBP2 expression, thereby slowing down liver cancer initiation	PMC9907126
C57BL/6 mice	DSS-induced colitis model	Intraperitoneal injection	1 µg/Mice	Once daily for 5 days	To investigate the protective effect of FICZ on DSS-induced colitis. Results showed that FICZ significantly alleviated DSS-induced colitis symptoms, including reduced inflammatory infiltration, restored TJ protein expression, and decreased intestinal permeability.	PMC5821050
C57BL/6J mice	DSS-induced colitis model	Intraperitoneal injection	1 µg/Mice	Once daily for 5 days	To investigate the effect of FICZ on DSS-induced colitis. Results showed that FICZ significantly attenuated DSS-induced colitis symptoms, reduced the expression levels of inflammatory cytokines, and upregulated AhR and TTP expression.	PMC5752189
C57BL/6 mice	DSS-induced colitis model	Intraperitoneal injection	1 μg/Mice	10 days	To evaluate the effect of FICZ on colitis symptoms and gut barrier function, results showed FICZ ameliorated symptoms and gut barrier function.	PMC9160000
Zebrafish	Zebrafish embryos	Water exposure	0.001 to 100 nM	Exposure initiated at 24 hours post fertilization and continued until 6 days post fertilization	To investigate the impact of CYP1A loss of function on the biological effects of FICZ in vivo, results showed that loss of CYP1A function enhanced the toxic effects of FICZ, including increased mortality, incidence and severity of pericardial edema and circulation failure, reduced hatching frequency, blocked swim bladder inflation, and strongly potentiated expression of Ahr2-regulated genes. These effects were substantially reduced in embryos with a combined knockdown of Ahr2 and CYP1A, indicating that the toxicity was mediated at least partly by Ahr2.	PMC4887394
C57BL/6 mice	Delayed-type hypersensitivity (DTH) model induced by methylated bovine serum albumin (mBSA)	Intraperitoneal injection	50 µg/kg	Single dose	FICZ exacerbated the DTH response, induced heightened Th17 cells, and failed to cause a major shift in gut microbiota.	PMC8277436
C57BL/6J mice	Pressure overload-induced heart failure model	Intraperitoneal injection	5 mg/kg	Initiated 5 min after surgery and repeated 2 days after surgery	To evaluate the effect of FICZ on cardiac remodeling in the early phase of pressure overload. Results showed that FICZ improved cardiac function, attenuated cardiac hypertrophy, inhibited the transcriptional expression of pro-fibrotic genes, and mediated antioxidant effects via the NRF2/NQO1 pathway.	PMC9141655

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CAS No.: 172922-91-7

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CAS No.: 172922-91-7

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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