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Liraglutide

Liraglutide structure

CAS No:
204656-20-2
Formula:
C172H265N43O51
Chemical Name:
Liraglutide
Synonyms:
Liraglutide;Glycine, L-histidyl-L-alanyl-L-alpha-glutamylglycyl-L-threonyl-L-phenylalanyl-L-threonyl-L-seryl-L-alpha-aspartyl-L-valyl-L-seryl-L-seryl-L-tyrosyl-L-leucyl-L-alpha-glutamylglycyl-L-glutaminyl-L-alanyl-L-alanyl-N6-(N-(1-oxohexadecyl)-L-gamma-glutamyl)-L-lysyl-L-alpha-glutamyl-L-phenylalanyl-L-isoleucyl-L-alanyl-L-tryptophyl-L-leucyl-L-valyl-L-arginylglycyl-L-arginyl-;Liraglutida;Liraglutida [inn-spanish];Liraglutide [usan:inn];Liraglutidum;Liraglutidum [inn-latin];N26-(Hexadecanoyl-gamma-glutamyle)-(34-arginine)glp-1-(7-37)-peptide
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

Description

Liraglutide is a glucagon-like peptide-1 (GLP-1) receptor agonist used clinically to treat type 2 diabetes mellitus.

Liraglutide is characterized as a white to almost white powder. It is freely soluble in aqueous base solutions (> 270 mg/mL), but its water solubility decreases below pH 7 and reaches its lowest level at pH 4-5 (approximately 0.05 mg/mL). Solubility increases marginally at pH 2.5 where it is very slightly soluble (≤ 0.8 mg/mL). Liraglutide is soluble in methanol (68 mg/mL) and very slightly soluble in ethanol (1.1 mg/mL). The isoelectric point of liraglutide is approximately 4.9. The pH of a 1 mg/mL aqueous solution of drug substance is approximately 9.3.

ChEBI: Liraglutide, a lipopeptide and polypeptide, is an analogue of human GLP-1 in which the lysine residue at position 27 is replaced by arginine and a hexadecanoyl group attached to the remaining lysine via a glutamic acid spacer. It is used alongside diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. Liraglutide functions as a glucagon-like peptide-1 receptor agonist and serves as a neuroprotective agent.

Liraglutide is GLP-1(1–37) modified at Ly: the -amino group is acylated with an (N-hexadecanoyl)glutam- -yl moiety that noncovalently but avidly binds tohuman serum albumin. (Also, Lys is conservatively replacedwith Arg.) These changes provide for a greatly extendedserum t12 of～10 to 15 hours after sc administration(0.6–1.8 mg), allowing for once-daily dosing.Liraglutide (Victoza, Novo Nordisk) is awaiting approvalby the FDA, EMEA, and the Koˉ roˉ -shoˉ (Japan).

Liraglutide peptide is a single, non-glycosylated polypeptide chain containing 31 amino acids, having a molecular mass of 3751 Dalton and a Molecular formula of C172H265N43O51.

Liraglutide Basic Attributes

Molecular Weight：

3751.202

Exact Mass：

3748.95000

EC Number：

810-818-7

Color/Form：

White to Off-White

Characteristics

PSA：

1513.76000

XLogP3：

6.12960

Melting Point：

>182°C (dec.)

Critical Temperature & Pressure：

Refrigerator

Safety Information

wgk germany：

WGK 3

Storage features：

Store at -20°C

Liraglutide Use and Manufacturing

Liraglutide is a new type of hypoglycemic drug that activates AMP-activated protein kinase thus enhancing insulin sensitivity. It not only has a significant hypoglycemic effect, but also has the functions of weight loss, blood pressure reduction, and improvement of blood lipid profile.Liraglutide, a human glucagon-like peptide-1 (GLP-1) receptor agonist, slows gastric emptying, increases satiety, and reduces patient eating, while reducing the brain's desire to eat and allowing the body to Increased energy expenditure plays a role in weight loss; it prevents the liver from producing too much glucose and promotes the pancreas to produce more insulin to lower blood sugar; in addition, liraglutide also has cardiovascular benefits and kidney protection.

Computed Properties

Molecular Weight:3751
XLogP3:-3.4
Hydrogen Bond Donor Count:54
Hydrogen Bond Acceptor Count:55
Rotatable Bond Count:132
Exact Mass:3749.9498161
Monoisotopic Mass:3748.9464612
Topological Polar Surface Area:1510
Heavy Atom Count:266
Complexity:8760
Defined Atom Stereocenter Count:31
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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