Mass spectrum and IR spectrum testing are not performed on this product.
SML3710
Linaclotide
≥95% (HPLC)
Synonym(s):
CCEFCCNPACTGCF-OH cyclo(1-6),(2-10),(5-13)-tris(disulfide), Cys-Cys-Glu-Tyr-Cys-Cys-Asn-Pro-Ala-Cys-Thr-Gly-Cys-Tyr-OH cyclo(1-6),(2-10),(5-13)-tris(disulfide), 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-L-tyrosine-OH cyclo(1-6),(2-10),(5-13)-tris(disulfide)
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About This Item
Empirical Formula (Hill Notation):
C59H79N15O21S6
CAS Number:
Molecular Weight:
1526.74
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.
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Quality Level
Assay
≥95% (HPLC)
form
(Powder or Lyophilized powder or film)
storage condition
desiccated
color
white to off-white
storage temp.
-10 to -25°C
SMILES string
S1SC[C@@H]2NC(=O)[C@@H](NC(=O)[C@H]3N(CCC3)C(=O)[C@@H](NC(=O)[C@H]4NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CSSC4)N)C1)CCC(=O)O)Cc6ccc(cc6)O)CSSC[C@H](NC(=O)CNC(=O)C(NC2=O)[C@H](O)C)C(=O)N[C@@H](Cc5ccc(cc5)O)C(=O)O)CC(=O)N)C
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-
InChI key
KXGCNMMJRFDFNR-IURAOCFRSA-N
Biochem/physiol Actions
Linaclotide is an orally active guanylate cyclase-C (GC-C) agonist that competes against bacterial STa enterotoxin binding to intestinal mucosal membranes from wild-type, but not GC-C null, mice (Ki = 16.4 nM). Linaclotide stimulates fluid secretion, upregulates cGMP accumulation in the intestinal lumen (5 μg/100 μL via injection into surgically ligated intestinal loops), and significantly increases the rate of gastrointestinal transit when administered orally in mice in vivo (100 μg/kg p.o.).
Orally active guanylate cyclase-C (GC-C) agonist that elicits in vivo pharmacological effects locally in the gastrointestinal tract.
Caution
Hygroscopic
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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John Cuppoletti et al.
BMC pharmacology, 12, 3-3 (2012-05-05)
Linaclotide has been proposed as a treatment for the same gastrointestinal indications for which lubiprostone has been approved, chronic idiopathic constipation and irritable bowel syndrome with constipation. Stressors damage the epithelial cell barrier and cellular homeostasis leading to loss of
Alexander P Bryant et al.
Life sciences, 86(19-20), 760-765 (2010-03-24)
Linaclotide is an orally administered 14-amino acid peptide being developed for the treatment of constipation-predominant irritable bowel syndrome (IBS-C) and chronic constipation. We determined the stability of linaclotide in the intestine, measured the oral bioavailability, and investigated whether the pharmacodynamic
Robert W Busby et al.
European journal of pharmacology, 649(1-3), 328-335 (2010-09-25)
Linaclotide is a first-in-class, orally administered 14-amino acid peptide that is in development for the treatment of irritable bowel syndrome with constipation and chronic constipation. We have characterized the solution structure of linaclotide, the in vitro binding and agonist activity
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