Daptomycin

Daptomycin
Daptomycin
	1. Daptomycin binds and inserts into the cell membrane. 2. It aggregates in the membrane. 3. It alters the shape of the membrane to form a hole, allowing ions in and out of the cell easily.
Identifiers
Symbol	N/A
TCDB	1.D.15
OPM superfamily	163
OPM protein	1t5n

Daptomycin
Clinical data
Trade names	Cubicin, Cubicin RF, Dapzura RT
Other names	LY 146032
AHFS/Drugs.com	Monograph
License data	EU EMA: by INN; US DailyMed: Daptomycin;
Pregnancy; category	AU: B1;
Routes of; administration	Intravenous
ATC code	J01XX09 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Pharmacokinetic data
Bioavailability	n/a
Protein binding	90–95%
Metabolism	Renal (speculative)
Elimination half-life	7–11 hours (up to 28 hours in renal impairment)
Excretion	Kidney (78%; primarily as unchanged drug); faeces (5.7%)
Identifiers
	IUPAC name N-Decanoyl-L-tryptophyl-L-asparaginyl-L-aspartyl-L-threonylglycyl-L-ornithyl-L-aspartyl-D-alanyl-L-aspartylglycyl-D-seryl-threo-3-methyl-L-glutamyl-3-anthraniloyl-L-alanine[egr]1-lactone;
CAS Number	103060-53-3 ;
PubChem CID	16129629;
DrugBank	DB00080 ;
ChemSpider	10482098 ;
UNII	NWQ5N31VKK;
KEGG	D01080 ;
ChEBI	CHEBI:600103 ;
ChEMBL	ChEMBL508162 ;
CompTox Dashboard (EPA)	DTXSID1041009 ;
ECHA InfoCard	100.116.065
Chemical and physical data
Formula	C72H101N17O26
Molar mass	1620.693 g·mol−1
	InChI InChI=1S/C72H101N17O26/c1-5-6-7-8-9-10-11-22-53(93)81-44(25-38-31-76-42-20-15-13-17-39(38)42)66(108)84-45(27-52(75)92)67(109)86-48(30-59(102)103)68(110)89-61-37(4)115-72(114)49(26-51(91)40-18-12-14-19-41(40)74)87-71(113)60(35(2)24-56(96)97)88-69(111)50(34-90)82-55(95)32-77-63(105)46(28-57(98)99)83-62(104)36(3)79-65(107)47(29-58(100)101)85-64(106)43(21-16-23-73)80-54(94)33-78-70(61)112/h12-15,17-20,31,35-37,43-50,60-61,76,90H,5-11,16,21-30,32-34,73-74H2,1-4H3,(H2,75,92)(H,77,105)(H,78,112)(H,79,107)(H,80,94)(H,81,93)(H,82,95)(H,83,104)(H,84,108)(H,85,106)(H,86,109)(H,87,113)(H,88,111)(H,89,110)(H,96,97)(H,98,99)(H,100,101)(H,102,103)/t35-,36-,37-,43+,44+,45+,46+,47+,48+,49+,50-,60+,61+/m1/s1 --> ; Key:DOAKLVKFURWEDJ-RWDRXURGSA-N ;
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Daptomycin, sold under the brand name Cubicin among others, is a lipopeptide antibiotic used in the treatment of systemic and life-threatening infections caused by Gram-positive organisms.

Daptomycin was removed from the World Health Organization's List of Essential Medicines in 2019. The World Health Organization classifies daptomycin as critically important for human medicine.

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