Heliquinomycin

AdipoGen Life Sciences
Product Code: AG-CN2-0091
CodeSizePrice
AG-CN2-0091-C250250 ug£290.00
Quantity:
AG-CN2-0091-C500500 ug£510.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Blue Ice
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Rubymycin; NSC 702208
Appearance:
Red powder.
CAS:
178182-49-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C33H30O17/c1-10-23(36)15(44-3)9-18(46-10)48-30-22-25(38)20-13(34)8-14(43-2)24(37)21(20)27(40)29(22)50-33(30)17(35)7-12-5-11-6-16(31(41)45-4)47-32(42)19(11)26(39)28(12)49-33/h5-6,8,10,15,17-18,23,30,35-36,38-40H,7,9H2,1-4H3/t10?,15?,17-,18?,23?,30-,33-/m1/s1
InChiKey:
MLFZQFHGXSVTGX-VJANPNJTSA-N
Long Description:
Chemical. CAS: 178182-49-5. Formula: C33H30O17. MW: 698.6. Isolated from Streptomyces sp. MJ929-SF2. Antibiotic. DNA helicase inhibitor. Inhibits the DNA helicase activity of the human minichromosome maintenance (MCM) 4/6/7 complex. Topoisomerase I and II inhibitor (weaker than DNA helicase). DNA and RNA synthesis inhibitor in cell culture. Does not inhibit protein synthesis. Induces cell cycle arrest. Anticancer compound. Antibacterial against Gram-positive bacteria.
MDL:
MFCD01759997
Molecular Formula:
C33H30O17
Molecular Weight:
698.6
Package Type:
Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Antibiotic [1]. DNA helicase inhibitor [1]. Inhibits the DNA helicase activity of the human minichromosome maintenance (MCM) 4/6/7 complex [3, 4]. Topoisomerase I and II inhibitor (weaker than DNA helicase) [2]. DNA and RNA synthesis inhibitor in cell culture. Does not inhibit protein synthesis [2]. Induces cell cycle arrest [2]. Anticancer compound [1, 2]. Antibacterial against Gram-positive bacteria [1].
Purity:
>80% (HPLC)
Signal word:
Warning
SMILES:
COC1CC(O[C@@H]2C3=C(O[C@@]22OC4=C(C[C@H]2O)C=C2C=C(OC(=O)C2=C4O)C(=O)OC)C(O)=C2C(=O)C(OC)=CC(=O)C2=C3O)OC(C)C1O
Solubility Chemicals:
Soluble in DMSO, ethanol, chloroform or ethyl acetate. Insoluble in water or n-hexane.
Source / Host:
Isolated from Streptomyces sp. MJ929-SF2.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.

References

Heliquinomycin, a new inhibitor of DNA helicase, produced by Streptomyces sp. MJ929-SF2 I. Taxonomy, production, isolation, physico-chemical properties and biological activities: M. Chino, et al.; J. Antibiot. 49, 752 (1996) | Effect of a novel antibiotic, heliquinomycin, on DNA helicase and cell growth: M. Chino, et al.; J. Antibiot. 51, 480 (1998) | Effect of heliquinomycin on the activity of human minichromosome maintenance 4/6/7 helicase: Y. Ishimi, et al.; FEBS J. 276, 3382 (2009) | Interaction of heliquinomycin with single-stranded DNA inhibits MCM4/6/7 helicase: T. Sugiyama, et al.; J. Biochem. 151, 129 (2012)

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