CAS 512-64-1|Echinomycin

Introduction：Basic information about CAS 512-64-1|Echinomycin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Echinomycin BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Articles28
7. Synonyms

Common Name	Echinomycin
CAS Number	512-64-1	Molecular Weight	1101.26000
Density	1.41 g/cm3	Boiling Point	1427.2ºC at 760 mmHg
Molecular Formula	C₅₁H₆₄N₁₂O₁₂S₂	Melting Point	/
MSDS	ChineseUSA	Flash Point	817ºC
Symbol	GHS06, GHS08	Signal Word	Danger

Names

Name	quinomycin a
Synonym	More Synonyms

Echinomycin BiologicalActivity

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].
Related Catalog	Research Areas >>Cancer
In Vitro	Echinomycin (0-10 nM; 16 hours; U251 cells) treatment significantly inhibits hypoxia-induced VEGF mRNA expression in a dose-dependent fashion. Echinomycin very potently inhibits hypoxic induction of luciferase expression in U251-HRE in a dose-dependent fashion with an EC50 of 1.2 nM[1]. RT-PCR[1] Cell Line: U251 cells Concentration: 0 nM, 0.625 nM, 1.25 nM, 5 nM, 10 nM Incubation Time: 16 hours Result: Significantly inhibited VEGF mRNA expression induced by hypoxia in a dose-dependent fashion.
In Vivo	Echinomycin (10 μg/kg; intravenous injection; for 40 days; NOD-SCID mice) treatment efficiently eradicates mouse lymphoma and serially transplantable human acute myeloid leukemia (AML) in xenogeneic model by preferential elimination of cancer stem cells (CSCs). HIF1α maintains mouse lymphoma CSCs by repressing a negative feedback loop in the Notch pathway[2]. Animal Model: NOD-SCID mice received 1.8Gy of irradiation and i.v. injection with peripheral blood cells from patients AML-71 and AML-150[2] Dosage: 10 μg/kg Administration: Intravenous injection; for 40 days Result: Efficiently eradicated mouse lymphoma and serially transplantable human AML in xenogeneic model by preferential elimination of CSCs.
References	[1]. Kong D, et al. Echinomycin, a small-molecule inhibitor of hypoxia-inducible factor-1 DNA-binding activity. Cancer Res. 2005 Oct 1;65(19):9047-55. [2]. Wang Y, et al. Targeting HIF1α eliminates cancer stem cells in hematological malignancies. Cell Stem Cell. 2011 Apr 8;8(4):399-411.

Chemical & Physical Properties

Density	1.41 g/cm3
Boiling Point	1427.2ºC at 760 mmHg
Molecular Formula	C₅₁H₆₄N₁₂O₁₂S₂
Molecular Weight	1101.26000
Flash Point	817ºC
Exact Mass	1100.42000
PSA	352.40000
LogP	1.82630
Index of Refraction	1.536
InChIKey	AUJXLBOHYWTPFV-UJILECMYSA-N
SMILES	CSC1SCC2C(=O)N(C)C(C(C)C)C(=O)OCC(NC(=O)c3cnc4ccccc4n3)C(=O)NC(C)C(=O)N(C)C1C(=O)N(C)C(C(C)C)C(=O)OCC(NC(=O)c1cnc3ccccc3n1)C(=O)NC(C)C(=O)N2C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: JW5250000

CHEMICAL NAME :: Echinomycin

CAS REGISTRY NUMBER :: 512-64-1

BEILSTEIN REFERENCE NO. :: 0078671

LAST UPDATED :: 199712

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C51-H64-N12-O12-S2

MOLECULAR WEIGHT :: 1101.39

WISWESSER LINE NOTATION :: T C-16-6-16-/CE& A B C- C-- 2CP E& AS CX C-S DNV GMV KOV NNV PXNV TMV A&OV D&NVTJ D1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 280 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3800 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 629 ug/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - ataxia Skin and Appendages - hair

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 89 ug/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - ataxia Gastrointestinal - nausea or vomiting

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 27 umol/L

REFERENCE :: HXPHAU Handbuch der Experimentellen Pharmakologie. (Berlin, Ger.) New series: V.1-49, 1935-78. For publisher information, see HEPHD2. Volume(issue)/page/year: 38(Pt 2),623,1975

Safety Information

Symbol	GHS06, GHS08
Signal Word	Danger
Hazard Statements	H301 + H311 + H331-H361
Precautionary Statements	P261-P280-P301 + P310-P311
Hazard Codes	T: Toxic;
Risk Phrases	R46
Safety Phrases	53-36/37/39-45
RIDADR	UN 3462 6.1/PG 2
WGK Germany	3
RTECS	JW5250000
Packaging Group	III
Hazard Class	6.1(b)

Articles28

Regulatory effect of hypoxia-inducible factor-1α on hCG-stimulated endothelin-2 expression in granulosa cells from the PMSG-treated rat ovary.

J. Reprod. Dev. 58(6) , 678-84, (2012)

Endothelin (ET)-2 plays a crucial role in ovarian ovulation in mammals. The present study was designed to test the hypothesis that hypoxia-inducible factor (HIF)-1α-mediated transcriptional activation...

Interaction of an echinomycin-DNA complex with manganese ions.

Acta Crystallogr. Sect. F Struct. Biol. Cryst. Commun. 65(Pt 7) , 660-4, (2009)

The crystal structure of an echinomycin-d(ACGTACGT) duplex interacting with manganese(II) was solved by Mn-SAD using in-house data and refined to 1.1 A resolution against synchrotron data. This comple...

Effects of echinomycin on endothelin-2 expression and ovulation in immature rats primed with gonadotropins.

Exp. Mol. Med. 44(10) , 615-21, (2012)

Echinomycin is a small-molecule inhibitor of hypoxia- inducible factor-1 DNA-binding activity, which plays a crucial role in ovarian ovulation in mammalians. The present study was designed to test the...

Synonyms

echinomycin

quinomycin-A

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