Structure

Tunicamycin

CAS
11089-65-9
Catalog Number
ACM11089659
Category
Inhibitors
Molecular Weight
816.89
Molecular Formula
C37H60N4O16

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Specification

Description
Tunicamycin is a mixture of homologous nucleoside antibiotic that inhibits N-linked glycosylation and blocks GlcNAc phosphotransferase (GPT). Tunicamycin causes accumulation of unfolded proteins in cell endoplasmic reticulum (ER) and induces ER stress, and causes blocking of DNA synthesis and cell cycle arrest in G1 phase. Tunicamycin inhibits gram-positive bacteria, yeasts, fungi, and viruses and has anti-cancer activity.Tunicamycin increases exosome release in cervical cancer cells.
Synonyms
tunicamycin, Tunicamycin A1, CID5607, 11089-65-9
IUPAC Name
N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl]-4,5-dihydroxyoxan-3-yl]-12-methyltridec-2-enamide
Canonical SMILES
CC(C)CCCCCCCCC=CC(=O)NC1C(C(C(OC1OC2C(C(C(C(O2)CO)O)O)NC(=O)C)CC(C3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)O)O)O
InChI Key
YJQCOFNZVFGCAF-UHFFFAOYSA-N
Melting Point
234 - 235ºC
Density
1.57g/cm³
Appearance
White to off-white powder
Storage
Powder-20°C, 3 years; In solvent-80°C. 6 months; -20°C, 1 month.
Exact Mass
816.40000
Hazard Statements
T+: Very toxic;
H-Bond Acceptor
16
H-Bond Donor
11
Packing Group
II
Safety Description
28-37/39-45
Shipping
Can be shipped at room temperature, where not in use may vary.
Source
Streptomyces lysosuperficus
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