CAS No. :	224452-66-8
Formula :	C₃₀H₄₇NO₄S
M.W :	517.76
SMILES Code :	C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CS[C@@H]4C[C@H]5CC[C@@H](C4)N5C)C
Synonyms :	SB-275833
MDL No. :	MFCD11045316
InChI Key :	STZYTFJPGGDRJD-FJJJPKKESA-N
Pubchem ID :	6918462

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

Escherichia coli BL21	100X MIC (5 μg/mL)	2 minutes	Ribo-RET analysis identified 620 iTISs in the BL21 strain	Mol Cell. 2019 May 2;74(3):481-493.e6.
Staphylococcus aureus N9	0.0625 mg/L	24 hours	Evaluate the synergistic effect of Retapamulin with tetracycline (TET), showing synergy.	Front Pharmacol. 2017 Aug 22;8:553.
Staphylococcus aureus N54	0.0625 mg/L	24 hours	Evaluate the synergistic effect of Retapamulin with tetracycline (TET), showing synergy.	Front Pharmacol. 2017 Aug 22;8:553.
Staphylococcus aureus ATCC 43300	0.03125 mg/L	24 hours	Evaluate the synergistic effect of Retapamulin with tetracycline (TET), showing synergy.	Front Pharmacol. 2017 Aug 22;8:553.
Staphylococcus aureus ATCC 29213	0.0625 mg/L	24 hours	Evaluate the synergistic effect of Retapamulin with tetracycline (TET), showing synergy.	Front Pharmacol. 2017 Aug 22;8:553.
Moraxella catarrhalis	0.03 μg/ml		Evaluate the antibacterial activity of Retapamulin against Moraxella catarrhalis, showing an MIC90 of 0.03 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Haemophilus inﬂuenzae	2 μg/ml		Evaluate the antibacterial activity of Retapamulin against Haemophilus inﬂuenzae, showing an MIC90 of 2 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Streptococcus pneumoniae	0.12 μg/ml		Evaluate the antibacterial activity of Retapamulin against Streptococcus pneumoniae, showing an MIC90 of 0.12 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Streptococcus agalactiae	0.03 μg/ml		Evaluate the antibacterial activity of Retapamulin against Streptococcus agalactiae, showing an MIC90 of 0.03 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Staphylococcus saprophyticus	0.12 μg/ml		Evaluate the antibacterial activity of Retapamulin against Staphylococcus saprophyticus, showing an MIC90 of 0.12 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Human liver microsomes	3 μM	1 hour	Study the metabolic pathways of retapamulin in human liver microsomes, finding that the main metabolites were monohydroxylated and dihydroxylated derivatives.	Antimicrob Agents Chemother. 2018 Mar 27;62(4):e02388-17.
Swine liver microsomes	3 μM	1 hour	Study the metabolic pathways of retapamulin in swine liver microsomes, finding that the main metabolites were monohydroxylated and dihydroxylated derivatives.	Antimicrob Agents Chemother. 2018 Mar 27;62(4):e02388-17.
Rat liver microsomes	3 μM	1 hour	Study the metabolic pathways of retapamulin in rat liver microsomes, finding that the main metabolites were monohydroxylated and dihydroxylated derivatives.	Antimicrob Agents Chemother. 2018 Mar 27;62(4):e02388-17.
Bacillus thuringiensis BMB171	0.5 μg/ml	6 hours	To evaluate the effect of Retapamulin on LRR-regulated LacZ expression, results showed that 0.5 μg/ml Rtm induced approximately 63.9-fold change in expression.	Microb Biotechnol. 2021 Nov;14(6):2538-2551.
Methicillin-resistant S. aureus (MRSA, A1024)	17-20 ng/ml	2 doubling times	Inhibition of protein synthesis and 50S ribosomal subunit formation, no effect on 30S subunit	Antimicrob Agents Chemother. 2007 Sep;51(9):3385-7.
Wild-type Staphylococcus aureus (RN1786)	5-27 ng/ml	2 doubling times	Inhibition of protein synthesis and 50S ribosomal subunit formation, no effect on 30S subunit	Antimicrob Agents Chemother. 2007 Sep;51(9):3385-7.
S. epidermidis	0.12 μg/ml		Evaluate the antibacterial activity of Retapamulin against S. epidermidis, showing an MIC90 of 0.12 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Streptococcus pyogenes	0.016 μg/ml		Evaluate the antibacterial activity of Retapamulin against Streptococcus pyogenes, showing an MIC90 of 0.016 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Staphylococcus aureus	0.12 μg/ml		Evaluate the antibacterial activity of Retapamulin against Staphylococcus aureus, showing an MIC90 of 0.12 μg/ml.	Antimicrob Agents Chemother. 2006 Nov;50(11):3882-5.
Streptococcus pneumoniae D39	62.5 ng/mL	2.5 minutes	Identification of unannotated small open reading frames (sORFs) via ribosome profiling	mBio. 2022 Aug 30;13(4):e0124722.
Vero cells	5 μM, 7.5 μM, 10 μM	48 hours	Retapamulin dose-dependently and significantly inhibited SARS-CoV-2-induced CPE, with a maximum inhibition of 75% (at 7.5 μM) and IC50 of 4.23 μM.	Front Cell Infect Microbiol. 2023 Nov 27;13:1273982.
Vero cells	5 µM	48 hours	To evaluate the inhibitory effect of Retapamulin on SARS-CoV-2-induced cytopathic effect (CPE), results showed ≥60% inhibition	Front Pharmacol. 2023 Mar 1;14:1130828.

Mice	Skin wound infection model	Topical application	1% ointment	Twice daily for 7 days	Evaluate the efficacy of Retapamulin against USA300 MRSA skin infection, showing an 85-fold reduction in bacterial burden and a 53% decrease in inflammation	J Invest Dermatol. 2011 Apr;131(4):907-15
Escherichia coli	ΔtolC derivative of the E. coli strain BW25113		32-fold MIC of RET	2 minutes	RET treatment led to a striking ribosome redistribution	Mol Cell. 2019 May 2;74(3):481-493.e6.
Galleria mellonella	Galleria mellonella larvae infection model	Injection	10 mg/kg	Single dose, observed for 5 days	Evaluate the in vivo synergistic effect of Retapamulin with tetracycline (TET), showing significant improvement in larval survival rates.	Front Pharmacol. 2017 Aug 22;8:553.
Rat	Wistar rats	Oral	15 mg/kg	Single dose	Study the metabolic pathways of retapamulin in rats, finding that the main metabolites were monohydroxylated and dihydroxylated derivatives.	Antimicrob Agents Chemother. 2018 Mar 27;62(4):e02388-17.

NCT01397461	Impetigo	Phase 3	Completed	-	Germany ... More >> Georg Popp Augsburg, Germany Roland Aschoff Dresden, Germany Diamant Thaci Frankfurt/Main, Germany Klaus Chelius Köln, Germany Stephan Schilling Mahlow, Germany South Africa Ismail Mitha Benoni, South Africa Johan Lombaard Bloemfontein, South Africa Jan Fourie Dundee, South Africa Dawie Kruger George, South Africa Philip Nel Hatfield, South Africa Essack Mitha Johannesburg, South Africa J Trokis Kraaifontein, South Africa Mohammed Tayob Middelburg, South Africa Mashra Gani Port Elizabeth, South Africa Zelda Punt Port Elizabeth, South Africa Molefe Phayane Pretoria, South Africa Gail Todd Rondebosch, South Africa Yacoob Vahed Welkom, South Africa Christo van Dyk Worcester, South Africa Less <<
NCT01397461	-		Completed	-	-
NCT00133874	Skin Infections, Bacterial	Phase 3	Completed	-	-
NCT01591785	Hand Eczema F... More >>oot Eczema Less <<	Not Applicable	Completed	-	United States, New York ... More >> Mount Sinai School of Medicine New York, New York, United States, 10029 Less <<
NCT00133848	Impetigo	Phase 3	Completed	-	India ... More >> GSK Investigational Site Bangalore, India, 560 054 GSK Investigational Site Hyderabad, India, 40000 Italy GSK Investigational Site Roma, Lazio, Italy, 00133 Mexico GSK Investigational Site Zapopan, Jalisco, Jalisco, Mexico, 45190 GSK Investigational Site Mexico city, Mexico, 06780 Netherlands GSK Investigational Site Beek En Donk, Netherlands, 5741 CG GSK Investigational Site Deurne, Netherlands, 5751 XJ GSK Investigational Site Ermelo, Netherlands, 3851 EX GSK Investigational Site Gouda, Netherlands, 2806 DA GSK Investigational Site Musselkanaal, Netherlands, 9581 AD GSK Investigational Site Musselkanaal, Netherlands, 9581 AJ GSK Investigational Site Nijmegen, Netherlands, 6531 NB GSK Investigational Site Nijverdal, Netherlands, 7442 LS GSK Investigational Site Roelofarendsveen, Netherlands, 2371 RB GSK Investigational Site Rotterdam, Netherlands, 3015 GE GSK Investigational Site Rotterdam, Netherlands, 3082 DC GSK Investigational Site Soerendonk, Netherlands, 6027 RN GSK Investigational Site Woerden, Netherlands, 3443 GG GSK Investigational Site Zieuwent, Netherlands, 7136 KH GSK Investigational Site Zwijndrecht, Netherlands, 3331 LZ Peru GSK Investigational Site Callao, Peru, Callao 1 GSK Investigational Site Lima, Peru, Lima 31 Less <<
NCT00903279	Orthopedic Procedures ... More >> Methicillin-resistant Staphylococcus Aureus Less <<	Phase 2	Withdrawn(Funding)	December 2010	United States, Florida ... More >> Bay Pines VAHCS Bay Pines, Florida, United States, 33744 Less <<
NCT00871208	Atopic Dermatitis	Phase 4	Withdrawn(Funding withdrawn)	-	United States, New York ... More >> Department of Dermatology, Beth Israel Medical Center NY, New York, United States, 10003 Department of Dermatology, Roosevelt Hospital NY, New York, United States, 10019 Department of Dermatology, St. Luke's-Roosevelt-Hospital Center NY, New York, United States, 10025 Less <<
NCT00539994	Infections, Bacterial	Phase 2	Completed	-	United States, California ... More >> GSK Investigational Site San Diego, California, United States, 92123 United States, Hawaii GSK Investigational Site Honolulu, Hawaii, United States, 96813 United States, Maryland GSK Investigational Site Baltimore, Maryland, United States, 21225 United States, Washington GSK Investigational Site Tacoma, Washington, United States, 98418 Less <<
NCT00852540	-		Completed	-	-
NCT01064947	Atopic Dermatitis ... More >> Secondary Infection Less <<	Phase 4	Completed	-	United States, Kentucky ... More >> DermResearch, PLLC Louisville, Kentucky, United States, 40217 Less <<
NCT01064947	-		Completed	-	-
NCT00684177	Skin Infections, Bacterial	Phase 3	Completed	-	-
NCT00852540	Skin Infections, Bacterial	Phase 3	Completed	-	-
NCT00684177	-		Completed	-	-
NCT00856089	Methicillin-resistant Staphylo... More >>coccus Aureus Less <<	PHASE4	WITHDRAWN	2025-10-09	Tulane University School of Me... More >>dicine, New Orleans, Louisiana, 70112, United States\|Ochsner Health System, New Orleans, Louisiana, 70121, United States Less <<
NCT01126268	Impetigo Foll... More >>iculitis Secondarily Infected Eczema Minor Soft Tissue Infections Less <<	Phase 4	Completed	-	United States, Texas ... More >> Houston Medical Center Building Houston, Texas, United States, 77030 Less <<
NCT00539994	-		Completed	-	-
NCT01126268	-		Completed	-	-
NCT00555061	Skin Infections, Bacterial	Phase 4	Completed	-	-
NCT01153828	-		Completed	-	-
NCT01461668	-		Completed	-	-
NCT01445600	-		Completed	-	Korea, Republic of ... More >> GSK Investigational Site Seoul, Korea, Republic of, 138-736 Less <<
NCT01153880	-		Completed	-	-
NCT03304873	MRSA	Phase 3	Recruiting	February 2020	United States, New York ... More >> New York University School of Medicine Recruiting New York, New York, United States, 10016 Contact: Ami Patel, MD, MPH 212-263-5454 Principal Investigator: Jennifer Lighter, MD Less <<
NCT00555061	-		Completed	-	-
NCT01812382	Skin Infections, Bacterial	Phase 1	Completed	-	United States, Florida ... More >> GSK Investigational Site Gainesville, Florida, United States, 32610 Less <<
NCT01461668	Methicillin-Resistant Staphylo... More >>coccus Aureus Less <<	Phase 4	Completed	-	United States, California ... More >> University of California, Irivne Irvine, California, United States, 92617 Less <<

{[proInfo.proName]}

CAS No.: 224452-66-8

{[proInfo.proName]}

CAS No.: 224452-66-8

Alternative Products

Product Details of Retapamulin

Safety of Retapamulin

Isoform Comparison

Biological Activity

Protocol

References

Historical Records

Categories

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Molarity Calculator

Total Compounds Calculator

Dissolution Calculator

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