Verucopeptin

Verucopeptin is a potent HIF-1 (IC50=0.22 μM) inhibitor and decreases the expression of HIF-1 target genes and HIF-1α protein levels. Verucopeptin strongly inhibits v-ATPase activity by directly targeting the v-ATPase ATP6V1G subunit but not ATP1V1B2 or ATP6V1D. Verucopeptin exhibits antitumor activity against multidrug resistance (MDR) cancers and can be used for cancer research.

Product Specifications

CAS Number

[138067-14-8]

UNSPSC

12352209

Target

Endogenous Metabolite; HIF/HIF Prolyl-Hydroxylase; Proton Pump

Type

Peptides

Related Pathways

Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/verucopeptin.html

Purity

99.0

Solubility

10 mM in DMSO

Smiles

O=C([C@@](O)(C(O[C@@H]1/C(C)=C/[C@@H](C)C[C@@H](C)C[C@H](C)CC)(CC[C@@H]1OC)O)C)N[C@H](C(N(NCCC2)[C@@]2([H])C(N(CC(N(C3)C)=O)O)=O)=O)[C@@H](OC(CN(C(CNC3=O)=O)C)=O)C(C)C

Molecular Formula

C43H73N7O13

Molecular Weight

896.08

References & Citations

[1]Aya Yoshimura, et al.Structure Elucidation of Verucopeptin, a HIF-1 Inhibitory Polyketide-Hexapeptide Hybrid Metabolite from an Actinomycete. Org Lett. 2015 Nov 6;17 (21) :5364-7.|[2]Nobuaki Takahashi, et al. Total synthesis of verucopeptin, an inhibitor of hypoxia-inducible factor 1 (HIF-1) . Chem Commun (Camb) . 2019 Oct 1;55 (79) :11956-11959.|[3]Yuezhou Wang, et al. Pharmacological Targeting of Vacuolar H +-ATPase via Subunit V1G Combats Multidrug-Resistant Cancer. Cell Chem Biol. 2020 Jun 30; S2451-9456 (20) 30234-8.