ADH 1
ADH 1 Basic information
- Product Name:
- ADH 1
- Synonyms:
-
- ADH 1
- Exherin
- Exherin TFA
- Exherin (ADH-1)
- ADH-1 Exherin
- CS-2142
- L-Cysteinamide, N-acetyl-L-cysteinyl-L-histidyl-L-alanyl-L-valyl-, cyclic (1→5)-disulfide
- (4R,7S,10S,13S,16R)-13-((1H-Imidazol-5-yl)methyl)-16-acetamido-7-isopropyl-10-methyl-6,9,12,15-tetraoxo-1,2-dithia-5,8,11,14-tetraazacycloheptadecane-4-carboxamide
- CAS:
- 229971-81-7
- MF:
- C22H34N8O6S2
- MW:
- 570.69
- Product Categories:
-
- Inhibitors
- API
- Mol File:
- 229971-81-7.mol
ADH 1 Chemical Properties
- Boiling point:
- 1183.4±65.0 °C(Predicted)
- Density
- 1.40±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- solubility
- DMSO:2.2(Max Conc. mg/mL);3.86(Max Conc. mM)
- form
- A solid
- pka
- 13.13±0.70(Predicted)
- color
- White to off-white
- InChIKey
- FQVLRGLGWNWPSS-BXBUPLCLSA-N
- SMILES
- S1SC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C1)C(=O)N)C(C)C)C)Cc2[nH]cnc2)NC(=O)C
ADH 1 Usage And Synthesis
Uses
ADH-1, an N-cadherin antagonist, inhibits N-cadherin mediated cell adhesion.
Biological Activity
ADH-1 is an N-cadherin (CD325; NCAD) antagonist th at selectively inhibits NCAD-dependent neurite outgrowth (IC50 = 323 μM; PN1-2 r at cerebral neurons on monolayer of chick NCAD-expressing 3T3), while exhibiting no effect against integrin receptor-dependent neurite outgrowth. ADH-1 inhibits NCAD-mediated signaling events in cultures (0.2-2.5 mg/mL) and exhibits anti-tumor efficacy in vivo (50-100 mg/kg i.p. in rats and mice).
in vivo
ADH-1 (50 mg/kg) significantly prevents tumor growth and metastasis in a mouse model for pancreatic cancer. ADH-1 prevents tumor cell invasion and metastasis in an orthotopic model for pancreatic cancer using N-cadherin overexpressing BxPC-3 cells[1].
ADH-1, at the dosages evaluated, does not display either antiangiogenic activity in a rat aortic ring assay or antitumor potential in a PC3 subcutaneous xenograft tumor model[2].
In A375, but not DM443 xenografts, ADH-1 treatment increases phosphorylation of AKT at serine 473. ADH-1 slightly diminishes N-cadherin expression in both xenografts[3].
References
[1] Shintani Y, et al. ADH-1 suppresses N-cadherin-dependent pancreatic cancer progression. Int J Cancer. 2008 Jan 1;122(1):71-7. DOI:10.1002/ijc.23027
[2] Li H, et al. ADH1, an N-cadherin inhibitor, evaluated in preclinical models of angiogenesis and androgen-independent prostate cancer. Anticancer Drugs. 2007 Jun;18(5):563-8. DOI:10.1097/CAD.0b013e328020043e
[3] Turley RS, et al. Targeting N-cadherin increases vascular permeability and differentially activates AKT in melanoma. Ann Surg. 2015 Feb;261(2):368-77 DOI:10.1097/SLA.0000000000000635
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