A peptide agonist of the guanylate cyclase C receptor
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Plecanatide (acetate)

Item No. 33878

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-asparaginyl-L-α-aspartyl-L-α-glutamyl-L-cysteinyl-L-α-glutamyl-L-leucyl-L-cysteinyl-L-valyl-L-asparaginyl-L-valyl-L-alanyl-L-cysteinyl-L-threonylglycyl-L-cysteinyl-L-leucine, cyclic (4→12),(7→15)-bis(disulfide), monoacetate
CAS Number
1075732-84-1
Synonyms
  • SP-304
Molecular Formula
C65H104N18O26S4 • C2H4O2
Formula Weight
1741.9
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 3 mg/mlPBS (pH 7.2): 10 mg/ ml
λmax
259 nm
SMILES
O=C([C@H](CCC(O)=O)NC([C@H](CC(O)=O)NC([C@@H](N)CC(N)=O)=O)=O)N[C@](CSSC[C@@](NC([C@@H](NC([C@@H](NC1=O)C(C)C)=O)C)=O)([H])C(N[C@@]([H])([C@H](O)C)C(NC2)=O)=O)([H])C(N[C@H](C(N[C@@](C(N[C@](CSSC[C@@H](C(N[C@H](C(O)=O)CC(C)C)=O)NC2=O)([H])C(N[C@H](C(N[C@H]1CC(N)=O)=O)C(C)C)=O)=O)([H])CC(C)C)=O)CCC(O)=O)=O.OC(C)=O
InChi Code
InChI=1S/C65H104N18O26S4.C2H4O2/c1-25(2)15-34-55(98)80-41-24-113-110-21-38(58(101)77-37(65(108)109)16-26(3)4)71-44(87)20-69-62(105)50(30(10)84)83-61(104)40(78-51(94)29(9)70-63(106)48(27(5)6)81-57(100)35(18-43(68)86)76-64(107)49(28(7)8)82-60(41)103)23-112-111-22-39(59(102)73-32(53(96)75-34)11-13-45(88)89)79-54(97)33(12-14-46(90)91)72-56(99)36(19-47(92)93)74-52(95)31(66)17-42(67)85;1-2(3)4/h25-41,48-50,84H,11-24,66H2,1-10H3,(H2,67,85)(H2,68,86)(H,69,105)(H,70,106)(H,71,87)(H,72,99)(H,73,102)(H,74,95)(H,75,96)(H,76,107)(H,77,101)(H,78,94)(H,79,97)(H,80,98)(H,81,100)(H,82,103)(H,83,104)(H,88,89)(H,90,91)(H,92,93)(H,108,109);1H3,(H,3,4)/t29-,30+,31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,48-,49-,50-;/m0./s1
InChi Key
NTDAGCOLNINBIG-DVBUSZEGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Plecanatide is a peptide agonist of the guanylate cyclase C receptor.1 It stimulates cGMP production in T84 colon cancer cells (EC50 = 170 nM). Plecanatide (10 ppm in the diet) reduces increases in the number of neoplastic colon epithelial cells expressing Ki-67, a marker of cell proliferation, induced by dextran sulfate (DSS; Item No. 23250) in cancer-prone Apc+/Min-FCCC mice.2 It suppresses trinitrobenzenesulfonic acid-induced increases in abdominal contractions in a rat model of visceral hypersensitivity when administered at doses of 0.01 and 0.05 mg/kg.3 Formulations containing plecanatide have been used in the treatment of chronic idiopathic constipation.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shailubhai, K., Palejwala, V., Arjunan, K.P., et al. Plecanatide and dolcanatide, novel guanylate cyclase-C agonists, ameliorate gastrointestinal inflammation in experimental models of murine colitis. World J. Gastrointest. Pharmacol. Ther. 6(4), 213-222 (2015).

    2. Chang, W.-C.L., Masih, S., Thadi, A., et al. Plecanatide-mediated activation of guanylate cyclase-C suppresses inflammation-induced colorectal carcinogenesis in Apc+/Min-FCCC mice. World J. Gastrointest. Pharmacol. Ther. 8(1), 47-59 (2017).

    3. Boulete, I.-M., Thai, A., Beaufrand, C., et al. Oral treatment with plecanatide or dolcanatide attenuates visceral hypersensitivity via activation of guanylate cyclase-C in rat models. World J. Gastroenterol. 24(17), 1888-1900 (2018).