SML3469

ADH-1 trifluoroacetate

≥95% (HPLC)

• Synonym(s): (ADH-1)c trifluoroacetate, Cyclic-N-Ac-CHAVC-NH2 trifluoroacetate, Cyclic-N-Ac-Cys-His-Ala-Val-Cys-NH2 trifluoroacetate, Exherin trifluoroacetate, N-Ac-CHAVC-NH2 (C1-C5 disulfide) trifluoroacetate, N-Ac-CHAVC-NH2 trifluoroacetate, N-Ac-Cys-His-Ala-Val-Cys-NH2 (Cys1-Cys5 disulfide) trifluoroacetate, c(N-Ac-CHAVC-NH2) trifluoroacetate, c(N-Ac-Cys-His-Ala-Val-Cys-NH2) trifluoroacetate
• CAS Number: 229971-81-7
• MDL number: MFCD30207838
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to off-white
• storage temp.: −20°C
• SMILES string: 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
• InChI: 1S/C22H34N8O6S2/c1-10(2)17-22(36)29-15(18(23)32)7-37-38-8-16(27-12(4)31)21(35)28-14(5-13-6-24-9-25-13)20(34)26-11(3)19(33)30-17/h6,9-11,14-17H,5,7-8H2,1-4H3,(H2,23,32)(H,24,25)(H,26,34)(H,27,31)(H,28,35)(H,29,36)(H,30,33)/t11-,14-,15-,16-,17-/m0/s1
• InChI key: FQVLRGLGWNWPSS-BXBUPLCLSA-N

Description

Biochem/physiol Actions

ADH-1 is an N-cadherin (CD325; NCAD) antagonist that selectively inhibits NCAD-dependent neurite outgrowth (IC50 = 323 μM; PN1-2 rat 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).

N-cadherin (CD325; NCAD) antagonist that selectively inhibits NCAD-mediated cellular signaling and exhibits anti-tumor efficacy in vivo.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable