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QUINOMYCIN A

CAS No.
512-64-1
Chemical Name:
QUINOMYCIN A
Synonyms
SK-302B;nsc526417;NSC 13502;ECHINOMYCIN;echinomycina;QUINOMYCIN A;Echinomycin >97%;Antibiotic A 654I;Echinomycin (NSC-13502);EchinoMycin, Actinoleukin, 1491, 59266, X 948, X 53III
CBNumber:
CB6394145
Molecular Formula:
C51H64N12O12S2
Molecular Weight:
1101.26
MDL Number:
MFCD00156105
MOL File:
512-64-1.mol
MSDS File:
SDS
Last updated:2023-07-14 17:45:39

QUINOMYCIN A Properties

Melting point 217-218℃
alpha D20 -310° (c = 0.86 in chloroform)
Boiling point 1427.2±65.0 °C(Predicted)
Density 1.0964 (rough estimate)
refractive index 1.6700 (estimate)
storage temp. -20°C
solubility Soluble in DMSO (up to 5 mg/ml)
pka 9.38±0.70(Predicted)
form White solid
color white to beige
Merck 13,3531
Stability Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months
EWG's Food Scores 1
FDA UNII TG824J6RQT
NCI Drug Dictionary echinomycin

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301+H311+H331-H361
Precautionary statements  P201-P202-P280-P301+P310-P302+P352+P312-P304+P340+P311
Hazard Codes  T
Risk Statements  46-23/24/25
Safety Statements  53-36/37/39-45
RIDADR  UN 3462 6.1/PG 2
WGK Germany  3
RTECS  JW5250000
10
HazardClass  6.1(b)
PackingGroup  III
HS Code  2941900000
NFPA 704
0
4 0

QUINOMYCIN A price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0477 Echinomycin ≥98% (HPLC) 512-64-1 1mg $142 2024-03-01 Buy
Cayman Chemical 11049 Echinomycin ≥98% 512-64-1 1mg $97 2024-03-01 Buy
Cayman Chemical 11049 Echinomycin ≥98% 512-64-1 5mg $360 2024-03-01 Buy
Sigma-Aldrich SML0477 Echinomycin ≥98% (HPLC) 512-64-1 5mg $588 2024-03-01 Buy
Tocris 5520 Echinomycin ≥98%(HPLC) 512-64-1 1 $118 2021-12-16 Buy
Product number Packaging Price Buy
SML0477 1mg $142 Buy
11049 1mg $97 Buy
11049 5mg $360 Buy
SML0477 5mg $588 Buy
5520 1 $118 Buy

QUINOMYCIN A Chemical Properties,Uses,Production

Description

Hypoxia-inducible factor-1 (HIF-1) is a transcription factor that controls genes involved in glycolysis, angiogenesis, migration, and invasion. Echinomycin is a cell-permeable inhibitor of HIF-1-mediated gene transcription. It acts by intercalating into DNA in a sequence-specific manner, blocking the binding of either HIF-1α or HIF-1β to the hypoxia-responsive element. Echinomycin reversibly inhibits hypoxia-induced HIF-1 transcription activity in U215 cells with an EC50 value of 1.2 nM. It inhibits hypoxia-induced expression of vascular endothelial growth factor, blocking angiogenesis and altering excitatory synaptic transmission in hippocampal neurons. Echinomycin also impairs expression of survivin, enhancing the sensitivity of multiple myeloma cells to melphalan.

Uses

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.

Uses

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.

Uses

Echinomycin has been used for inhibition of hypoxia-inducible factor 1.

Biochem/physiol Actions

Echinomycin is an antitumor antibiotic and potent hypoxia inducible factor 1α (HIF-1α) inhibitor. It binds to DNA via bifunctional intercalation, blocking the binding of HIF-1α, a transcription factor important in tumor growth. Echinomycin selectively eliminated cancer stem cells in a study with mouse lymphoma and human AML xenogeneic models, eradicating the lymphomas. Recently, echinomycin was also found to act as an antibiotic adjuvant having synergistic effects with novobiocin in gram negative bacteria.

storage

Store at -20°C

References

1) Kong?et al.?(2005),?Echinomycin, a small-molecule inhibitor of hypoxia-inducible factor-1 DNA-binding activity; Cancer Res.,?65?9047 2) Wang?et al. (2014),?Echinomycin protects mice against relapsed acute myeloid leukemia without adverse effect on hematopoietic stem cells; Blood,?124?1127 3) Wang?et al. (2011),?Targeting HIF1α eliminates cancer stem cells in hematological malignancies; Cell Stem Cell.,?8?399 4) Li?et al. (2015),?Hypoxia-inducible factor-1α regulates the expression of L-type voltage-dependent Ca(2+) channels in PC12 cells under hypoxia; Cell Stress Chaperones,?20?507

QUINOMYCIN A Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 64)Suppliers
Supplier Tel Email Country ProdList Advantage
Fuxin Pharmaceutical
+86-021-021-50872116 +8613122107989 contact@fuxinpharm.com China 10297 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Zhejiang Huida Biotech Co., LTD
008613515763466 8615669048680 wendy@huidabiotech.com CHINA 87 58
BOC Sciences
+16314854226 inquiry@bocsci.com United States 19743 58
Nextpeptide Inc
+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19915 58
Alfa Chemistry
+1-5166625404 Info@alfa-chemistry.com United States 21317 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8474 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
+86-19164747840 +86-13119157289 13119157289@163.com China 2971 58
echinomycina nsc526417 ECHINOMYCIN N-[(1R,4S,8R,11S,14R,17S,21R,24S)-3,11,13,16,24,26-hexamethyl-27-methylsulfanyl-2,5,9,12,15,18,22,25-octaoxo-4,17-di(propan-2-yl)-8-(quinoxaline-2-carbonylamino)-6,19-dioxa-28-thia-3,10,13,16,23,26-hexazabicyclo[12.12.3]nonacosan-21-yl]quinoxaline-2-carbo N-(2-Quinoxalinylcarbonyl)cyclo(D-Ser*-Ala-N-methyl-L-Cys(1)-N-methyl-L-Val-N-(quinoxaline-2-ylcarbonyl)-D-Ser*-Ala-N-methyl-3-methylthio-L-Ala(1)-N-methyl-L-Val-) SK-302B Echinomycin >97% N-(2-Quinoxalinylcarbonyl)-O-[N-(2-quinoxalinylcarbonyl)-D-seryl-L-alanyl-3-mercapto-N,S-dimethylcysteinyl-N-methyl-L-valyl]-D-seryl-L-alanyl-N-methylcysteinyl-N-methyl L-valine (81)-lactone cyclic (37)-thioester Echinomycin (NSC-13502) QUINOMYCIN A EchinoMycin, Actinoleukin, 1491, 59266, X 948, X 53III 9,22-Dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosane cyclic peptide deriv. Antibiotic A 654I NSC 13502 Echinomycin Streptomyces sp. - CAS 512-64-1 - Calbiochem N-(2-Quinoxalinylcarbonyl)-O-[N-(2-quinoxalinylcarbonyl)-D-seryl-L-alanyl-3-mercapto-N,S-dimethylcysteinyl-N-methyl-L-valyl]-D-seryl-L-alanyl-N-methylcysteinyl-N-methyl-L-valine-(81)-lactone-cyclic (37)-thioether N-[2,4,12,15,17,25-hexamethyl-29-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-7-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-20-yl]quinoxaline-2-carboxamide L-Valine, N-(2-quinoxalinylcarbonyl)-O-[N-(2-quinoxalinylcarbonyl)-D-seryl-L-alanyl-3-mercapto-N,S-dimethylcysteinyl-N-methyl-L-valyl]-D-seryl-L-alanyl-N-methylcysteinyl-N-methyl-, (8→1)-lactone, cyclic (3→7)-thioether 512-64-1 C51H64N12O12S2 Antibiotics Antibiotics A-F Antibiotics A to Z BioChemical Antitumour Antibiotic