Echinomycin

Modify Date: 2025-08-25 18:11:08

Echinomycin Structure
Echinomycin structure
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 N/A
MSDS Chinese USA Flash Point 817ºC
Symbol GHS06 GHS08
GHS06, GHS08
Signal Word Danger

 Use of Echinomycin


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].

 Names

Name quinomycin a
Synonym More Synonyms

 Echinomycin Biological Activity

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
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

 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
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

More Articles
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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