Bioviotica

gamma-Rubromycin

Product Code:
 
BVT-0007
Supplier:
 
Bioviotica
Regulatory Status:
 
RUO
Shipping:
 
20°C
Storage:
 
-20°C
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Chemical Structure
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Chemical Structure

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BVT-0007-M0011 mg£95.00
Quantity:
BVT-0007-M0055 mg£350.00
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Further Information

Appearance:
Red powder.
CAS:
27267-71-6
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07,GHS08
Handling Advice:
Protect from light when in solution.
Hazards:
H302, H312, H319, H351
InChi:
InChI=1S/C26H18O12/c1-34-13-7-12(27)16-17(19(13)29)21(31)23-11(18(16)28)8-26(38-23)4-3-9-5-10-6-14(24(32)35-2)36-25(33)15(10)20(30)22(9)37-26/h5-7,28,30-31H,3-4,8H2,1-2H3
InChiKey:
CKLKRRFSZZUFKT-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 27267-71-6. Formula: C26H18O12. MW: 522.4. Isolated from Streptomyces sp. Antibiotic. HIV-1 reverse transcriptase and human telomerase inhibitor. Antibacterial. Cytostatically active against different tumor cell lines.
MDL:
MFCD28898520
Molecular Formula:
C26H18O12
Molecular Weight:
522.4
Package Type:
Plastic Vial
Precautions:
P201, P270, P281, P301, P312, P302, P352, P405
Product Description:
Antibiotic. HIV-1 reverse transcriptase and human telomerase inhibitor. Antibacterial. Anticancer agent. ytostatically active against different tumor cell lines. Human telomerase inhibitor.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
COC(=O)C1=CC2=CC3=C(O[C@@]4(CC5=C(O)C6=C(C(O)=C5O4)C(=O)C(OC)=CC6=O)CC3)C(O)=C2C(=O)O1
Solubility Chemicals:
Soluble in methylene chloride, DMSO or methanol.
Source / Host:
Isolated from Streptomyces sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.

References

Rubromycins. 3. The constitution of alpha-rubromycin, beta-rubromycin, gamma-rubromycin, and gamma-iso-rubromycin: H. Brockmann & A. Zeeck; Chem. Ber. 103, 170 (1970) | Inhibition of human immunodeficiency virus-1 reverse transcriptase activity by rubromycins: competitive interaction at the template.primer site: M.E. Goldman, et al.; Mol. Pharmacol. 38, 20 (1990) | Inhibition of human telomerase by rubromycins: implication of spiroketal system of the compounds as an active moiety: T. Ueno, et al.; Biochemistry 39, 5995 (2000) | Structural and biosynthetic investigations of the rubromycins: C. Puder, et al.; Eur. J. Org. Chem. 2000, 729 (2000) | Determination of the absolute configurations of gamma-rubromycins and related spiro compounds: G. Bringmann, et. al.; Eur. J. Org. Chem. 2000, 2729 (2000) | Rubromycins: Structurally intriguing, biologically valuable, synthetically challenging antitumour antibiotics: M. Brasholz, et al.; Eur. J. Org. Chem. 3801 (2007) | Total synthesis of (+/-)-gamma-rubromycin on the basis of two aromatic Pummerer-type reactions: S. Akai, et al.; Angew. Chem. Int. Ed. 46, 7458 (2007) | Interaction of heliquinomycin with single-stranded DNA inhibits MCM4/6/7 helicase: T. Sugiyama, et. al.; J. Biochem. 151, 129 (2012) | A Convergent Total Synthesis of the Telomerase Inhibitor (?)-gamma-Rubromycin: M. Wilsdorf & H.-U. Rei?ig; Angew. Chem. Int. Ed. 53, 4495 (2014) | Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products: D.J. Atkinson & M.A. Brimble; Nat. Prod. Rep. 32, 811 (2015)