IKARUGAMYCIN

IKARUGAMYCIN Structure
CAS No.
36531-78-9
Chemical Name:
IKARUGAMYCIN
Synonyms
TU-6239 C3;IKARUGAMYCIN;turbinomycin;WSUGGLXIPUHOSG-XSYQVIBFSA-N;14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione;3-Ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)-;14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione, 3-ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)-
CBNumber:
CB2754262
Molecular Formula:
C29H38N2O4
Molecular Weight:
478.62
MOL File:
36531-78-9.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:04

IKARUGAMYCIN Properties

Boiling point 741.9±60.0 °C(Predicted)
Density 1.22±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility chloroform: soluble1mg/mL (requires heating and sonication)
form White to off-white crystalline solid.
pka 4.50±1.00(Predicted)
color White to light yellow

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
Hazard Codes  T
Risk Statements  25
Safety Statements  45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
HS Code  29419000

IKARUGAMYCIN Chemical Properties,Uses,Production

Description

Ikarugamycin is a macrocyclic antibiotic first isolated from Streptomyces sp. that demonstrates potent antiprotozoal activity. It exhibits cytotoxic effects in cancer cell lines, inhibiting cell proliferation (IC50 = 221.3 nM in HL-60 cells) through genotoxicity and by inducing apoptosis and activation of caspases. It also was shown to significantly inhibit oxidized low-density lipoprotein-induced accumulation of cholesteryl esters in macrophages at 1-4 μM. Additionally, ikarugamycin is used to inhibit clathrin-coated pit-mediated endocytosis.

Uses

Ikarugamycin is an unusual pentacyclic tetramic acid produced by Streptomyces phaeochromogenes, with potent activity against the protozoan, Trichomonas vaginalis, reported in 1972. Ikarugamycin also demonstrates selective Gram positive antibacterial activity, and anti-ucler activity possibly via inhibition of H. pylori. In addition, ikarugamycin inhibits the uptake of oxidized low-density lipoprotein in mouse macrophages, blocks PMA and Nef-mediated cell surface CD4 down-regulation, and inhibits clathrin-coated pit-mediated endocytosis. Importantly, ikarugamycin is emerging as a useful agent for studying the process of endocytosis.

Definition

ChEBI: A polyketide macrolactam containing a tetramic acid (2,4-pyrrolidine-2,4-dione) ring system. It is isolated from Streptomyces as an antibitoic with antiprotozoal and cytotoxic activities.

IKARUGAMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 64)Suppliers
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TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
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Cayman Chemical Company (800) 364-9897 United States 6618 81 Inquiry
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 China 9707 58 Inquiry
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 China 4428 55 Inquiry

36531-78-9(IKARUGAMYCIN)Related Search:

TU-6239 C3 IKARUGAMYCIN 14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione 3-Ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)- 14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione, 3-ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)- WSUGGLXIPUHOSG-XSYQVIBFSA-N turbinomycin 36531-78-9 C29H4N2O4 C29H38N2O4 Antibiotic