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QUINOMYCIN A

Product Name
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
Formula Weight
1101.26
MOL File
512-64-1.mol
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QUINOMYCIN A Property

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
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Safety

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
F 
10
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2941900000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0477
Product name
Echinomycin
Purity
≥98% (HPLC)
Packaging
1mg
Price
$142
Updated
2024/03/01
Cayman Chemical
Product number
11049
Product name
Echinomycin
Purity
≥98%
Packaging
1mg
Price
$97
Updated
2024/03/01
Cayman Chemical
Product number
11049
Product name
Echinomycin
Purity
≥98%
Packaging
5mg
Price
$360
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0477
Product name
Echinomycin
Purity
≥98% (HPLC)
Packaging
5mg
Price
$588
Updated
2024/03/01
Tocris
Product number
5520
Product name
Echinomycin
Purity
≥98%(HPLC)
Packaging
1
Price
$118
Updated
2021/12/16
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QUINOMYCIN A Chemical Properties,Usage,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

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

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

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

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QUINOMYCIN A Suppliers

China 43 Germany 1 Switzerland 1 United Kingdom 7 United States 14 Global 66
Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
Apollo Scientific Ltd.
Tel
--
Fax
--
Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
MOLEKULA Ltd.
Tel
--
Fax
--
Email
kevinbanks@molekula.com
Country
United Kingdom
ProdList
6140
Advantage
66
Fluorochem Ltd
Tel
--
Fax
--
Email
vernam@fluorochem.co.uk
Country
United Kingdom
ProdList
6375
Advantage
65
Glentham Life Sciences
Tel
--
Fax
--
Email
info@glenthamls.com
Country
United Kingdom
ProdList
1429
Advantage
0
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United Kingdom
ProdList
6401
Advantage
74

512-64-1, QUINOMYCIN ARelated Search:

Chrysin Anifostine trihydrate CHAETOMIN BISPHENOL A DIMETHYL ETHER Sunitinib Malate Geldanamycin Imatinib mesylate Azithromycin 4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID 2-QUINOXALINECARBALDEHYDE AC-VAL-OME QUINOMYCIN A DIMETHYLAMINOETHOXY PROPYLAMINE quinomycin N,N-DIMETHYL-L-VALINE 2-QUINOXALINYLMETHYLAMINE,97% 2-Quinoxalinemethanamine,N-methyl-(9CI) 3-[(3-AMINO-3-OXOPROPYL)THIO]PROPANAMIDE

  • echinomycina
  • nsc526417
  • ECHINOMYCIN
  • 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-[(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)
  • 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
  • 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
  • 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