ChemicalBook > CAS DataBase List > Linaclotide

Linaclotide

Product Name: Linaclotide
CAS No.: 851199-59-2
Chemical Name: Linaclotide
Synonyms: Linacllotide;Rinalodipine Acetate;CY-14;Argpessin;Liclotide;inaclotide;Linalotide;Linaclotide;Linaelotide;Linaelotide Acetate
CBNumber: CB82498818
Molecular Formula: C59H79N15O21S6
Formula Weight: 1526.74
MOL File: 851199-59-2.mol

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Linaclotide Property

Melting point:: 231-235°C (dec.)
Boiling point:: 2045.0±65.0 °C(Predicted)
Density: 1.60
storage temp.: Hygroscopic, Refrigerator, under inert atmosphere
solubility: DMSO (Slightly, Heated), Methanol ((Slightly, Heated)), Water (Slightly, Heated)
pka: 3.05±0.10(Predicted)
form: Solid
color: White
Stability:: Hygroscopic
InChI: InChI=1S/C59H79N15O21S6/c1-26-47(82)69-41-25-101-99-22-38-52(87)65-33(13-14-45(80)81)49(84)66-34(16-28-5-9-30(76)10-6-28)50(85)71-40(54(89)72-39(23-97-96-20-32(60)48(83)70-38)53(88)67-35(18-43(61)78)58(93)74-15-3-4-42(74)56(91)63-26)24-100-98-21-37(64-44(79)19-62-57(92)46(27(2)75)73-55(41)90)51(86)68-36(59(94)95)17-29-7-11-31(77)12-8-29/h5-12,26-27,32-42,46,75-77H,3-4,13-25,60H2,1-2H3,(H2,61,78)(H,62,92)(H,63,91)(H,64,79)(H,65,87)(H,66,84)(H,67,88)(H,68,86)(H,69,82)(H,70,83)(H,71,85)(H,72,89)(H,73,90)(H,80,81)(H,94,95)/t26-,27+,32-,33+,34-,35-,36-,37-,38-,39-,40-,41-,42-,46?/m0/s1
InChIKey: KXGCNMMJRFDFNR-VRMHCMCOSA-N
SMILES: [C@@]12(NC([C@]3([H])CSSC[C@@H](C(=O)N[C@@H](CC4C=CC(O)=CC=4)C(=O)O)NC(=O)CNC(=O)C([C@H](O)C)NC(=O)[C@]([H])(CSSC[C@@]([H])(C(=O)N[C@H](CCC(=O)O)C(N[C@@H](CC4C=CC(O)=CC=4)C(=O)N3)=O)NC(=O)[C@@H](N)CSSC1)NC(=O)[C@H](C)NC(=O)[C@]1([H])CCCN1C(=O)[C@H](CC(=O)N)NC2=O)=O)[H]

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Safety

Hazardous Substances Data: 851199-59-2(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML3710
Product name: Linaclotide
Purity: ≥95% (HPLC)
Packaging: 5 mg
Price: $133
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML3710
Product name: Linaclotide
Purity: ≥95% (HPLC)
Packaging: 25 mg
Price: $534
Updated: 2025/07/31

Cayman Chemical

Product number: 24085
Product name: Linaclotide
Purity: ≥95%
Packaging: 500μg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 24085
Product name: Linaclotide
Purity: ≥95%
Packaging: 1mg
Price: $57
Updated: 2024/03/01

Cayman Chemical

Product number: 24085
Product name: Linaclotide
Purity: ≥95%
Packaging: 5mg
Price: $184
Updated: 2024/03/01

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Linaclotide Chemical Properties,Usage,Production

Description

In August 2012, the US FDA approved linaclotide (also referred to as MD-1100), a first-in-class, orally administered 14-amino acid peptide as a therapy for patients suffering from chronic idiopathic constipation (CIC) and irritable bowel syndrome with constipation (IBS-C). Linaclotide and its active metabolite MM-419447, which results from the cleavage of the C-terminal tyrosine residue by carboxypeptidase A, mimic the actions of the endogenous intestinal peptides guanylin (15 amino acids) and uroguanylin (16 amino acids) by activating guanylyl cyclase C (GC-C) on the intestinal epithelium. Activation of GC-C leads to increased intra- and extracellular levels of cGMP and activation of the CFTR ion channel, resulting in increased levels of HCO₃^-, Cl^-, and water in the intestinal lumen and accelerated gastrointestinal transit. Based on an in vitro assaymeasuring the accumulation of cGMP in T84 cell exposed to an agonist, the EC₅₀ of linaclotide at pH 7.0 was 99±17.5 nM. In preclinical studies in mice using the transit of activated charcoal as ameasure of efficacy, linaclotide at 100 μg/kg significantly accelerated transit compared to wild-type mice treated with charcoal only or GC-Cnullmice treatedwith and without linaclotide.118 Efficacy was also seen in rats treatedwith linaclotide atdoses of 5, 10, and 20 μg/kg. Linaclotide has been synthesized using conventional solid-phase peptide technology.

Originator

Ironwood Pharmaceuticals and Forest Pharmaceuticals (United States)

Uses

Linaclotide is a guanylate cyclase-C agonist currently being studied in Phase 3 trials for the treatment of irritable bowel syndrome with constipation.

Definition

ChEBI: Linaclotide is a fourteen-membered heterodetic cyclic peptide consisting of Cys, Cys, Glu, Tyr, Cys, Cys, Asn, Pro, Ala, Cys, Thr, Gly, Cys and Tyr residues joined in sequence and cyclised by three disulfide bonds: between Cys(1) and Cys(6), between Cys(2) and Cys(10), and between Cys(5) and Cys(13). Used for treatment of irritable bowel syndrome accompanied by constipation. It has a role as a guanylate cyclase 2C agonist.

brand name

Linzess

Biological Functions

Linaclotide works by increasing fluid in your intestines and helping speed up movement of food through the gut. Linaclotide may improve stool texture and lessen symptoms such as bloating, abdominal pain/discomfort, straining, and feelings of incomplete bowel movements.

Side effects

Side effects include:Diarrhea, abdominal pain, flatulence, abdominal distension, viral gastroenteritis, headache, upper respiratory tract infection, sinusitis

Linaclotide Preparation Products And Raw materials

Raw materials

Preparation Products

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Linaclotide Suppliers

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View Lastest Price from Linaclotide manufacturers

Hainan Fubai Trading Co., LTD

Product: Linaclotide 851199-59-2
Price: US $1.00/g
Min. Order: 10g
Purity: 99
Supply Ability: 999
Release date: 2025-09-22

Chengdu Shengnuo Biopharm Co.,Ltd

Product: Linaclotide 851199-59-2
Price: US $1000.00-1000.00/g
Min. Order: 1g
Purity: ≥99% (HPLC); USP43
Supply Ability: 10000000
Release date: 2025-09-15

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Linaclotide 851199-59-2
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2025-09-10

851199-59-2, LinaclotideRelated Search:

Goserelin Nafarelin Leuprorelin acetate Triptorelin Zafirlukast Tenofovir Elcatonin Somatostatin Leuprorelin Pinaverium bromide Mosapride Rifaximin Sofosbuvir Bisacodyl Bivalirudin Ziconotide Polyacetate Liraglutide Octreotide acetate

Linacllotide

Linaclotide

Linaelotide Acetate

Linaelotide

CY-14

Liclotide

Argpessin

L-Tyrosine, L-cysteinyl-L-cysteinyl-L-α-glutamyl-L-tyrosyl-L-cysteinyl-L-cysteinyl-L-asparaginyl-L-prolyl-L-alanyl-L-cysteinyl-L-threonylglycyl-L-cysteinyl-, cyclic (1→6),(2→10),(5→13)-tris(disulfide)

Linaclotide USP/EP/BP

Rinalodipine Acetate

L-Tyrosine,L-cysteinyl-L-cysteinyl-L-α-glutamyl-L-tyrosylChemicalbook-L-cysteinyl-L-cysteinyl-L-asparaginyl-L-prolyl-L-alanyl-L-cysteinyl-L-threonylglycyl-L-cysteinyl-,cyclic(1→6),(2→10),(5→13)-tris(disulfide)

Linaclotide D4Q: What is Linaclotide D4 Q: What is the CAS Number of Linaclotide D4 Q: What is the storage condition of Linaclotide D4 Q: What are the applications of Linaclotide D4

inaclotide

Linaclotide/Linaelotide Acetate

Linaclotide (free base)

Linalotide

Linaclotide, 10 mM in DMSO

(2S)-2-[[(1R,4S,7S,13S,16R,21R,24R,27S,30S,33R,38R,44S)-21-amino-13-(2-amino-2-oxoethyl)-27-(2-carboxyethyl)-44-[(1R)-1-hydroxyethyl]-30-[(4-hydroxyphenyl)methyl]-4-methyl-3,6,12,15,22,25,28,31,40,43,46,51-dodecaoxo-18,19,35,36,48,49-hexathia-2,5,11,14,23,26,29,32,39,42,45,52-dodecazatetracyclo[22.22.4.216,33.07,11]dopentacontane-38-carbonyl]amino]-3-(4-hydroxyphenyl)propanoic acid

((3S,6R,15R,20R,23S,26R,29R,32R,37R,40S,45aS)-32-Amino-40-(2-amino-2-oxoethyl)-26-(2-carboxyethyl)-23-(4-hydroxybenzyl)-9-((R)-1-hydroxyethyl)-3-methyl-1,4,7,10,13,22,25,28,31,38,41,47-dodecaoxotetracontahydro-19H-37,20-(epiminomethano)-6,29-(methanodithiomethano)pyrrolo[2,1-s][1,2,27,28]tetrathia[5,8,11,14,17,20,23,32,35,38,41]undecaazacyclotritetracontine-15-carbonyl)-L-tyrosine

851199-59-2

C59H79N15O21S6

C59H78N16O22S6

Inhibitors

851199-59-2