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QUINOMYCINA

QUINOMYCINA structure

QUINOMYCINA 

structure
  • CAS No:

    512-64-1

  • Formula:

    C51H64N12O12S2

  • Chemical Name:

    QUINOMYCINA

  • Synonyms:

    SK-302B;nsc526417;NSC13502;ECHINOMYCIN;QUINOMYCINA;echinomycina;Echinomycin>97%;AntibioticA654I;EchinoMycin,Actinoleukin,1491,59266,X948,X53III;9,22-Dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosanecyclicpeptidederiv.

Description

Echinomycin (Quinomycin A) is potent small-molecule and cell-permeable inhibitor of hypoxia-inducible factor-1 (HIF-1) DNA-binding activity. Echinomycin selectively inhibits the cancer stem cells (CSCs) with an IC50 of 29.4 pM[1][2].


A cytotoxic polypeptide quinoxaline antibiotic isolated from Streptomyces echinatus that binds to DNA and inhibits RNA synthesis.

QUINOMYCINA Basic Attributes

1101.26000

1100.42000

526417|13502

DTXSID5031266

Characteristics

352.40000

1.82630

1.41 g/cm3

217-218℃

1427.2ºC at 760 mmHg

817ºC

1.536

Soluble in 5% Cremophor EL /5% ethanol /90% water at 0.4mg/mL. Very insoluble in water.

(c = 1.10, chloroform) [a]23D = -321 ± 2°

Safety Information

III

6.1(b)

UN 3462 6.1/PG 2

3

R46

53-36/37/39-45

JW5250000

T: Toxic;

Bulk: Should be stored at 5 °C or less.

P261-P280-P301 + P310-P311

H301 + H311 + H331-H361

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P310, P302+P352, P304+P340, P308+P313, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)|Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Compounds that inhibit cell production of DNA or RNA. (See all compounds classified as Nucleic Acid Synthesis Inhibitors.)

Echinomycin

QUINOMYCINA Use and Manufacturing

Quiniomycin A is a cyclic depsipeptide metabolite. Quinomycin A has broad activity against bacteria, fungi and viruses, and has found application as an antitumour agent. Quinomycin A acts by bifunctional intercalation of nucleic acids. Recent research has shown quinomycin A to be an extremely potent inhibitor of hypoxia-inducible factor-1 (HIF-1). This transcription factor plays an essential role in tumour progression and metastasis. Quinomycin A is a cyclic depsipeptide metabolite. Quinomycin A has broad activity against bacteria, fungi and viruses, and has found application as an antitumor agent. Quinomycin A acts by bifunctional intercalation of nucleic acids. Recent research has shown quinomycin A to be an extremely potent inhibitor of hypoxia-inducible factor-1 (HIF-1). This transcription factor plays an essential role in tumor progression and metastasis.

Computed Properties

Molecular Weight:1101.3
XLogP3:2.7
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:18
Rotatable Bond Count:7
Exact Mass:1100.42080787
Monoisotopic Mass:1100.42080787
Topological Polar Surface Area:352
Heavy Atom Count:77
Complexity:2200
Undefined Atom Stereocenter Count:9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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