beta-Rubromycin
| Code | Size | Price |
|---|
| BVT-0251-M001 | 1 mg | £90.00 |
Quantity:
| BVT-0251-M005 | 5 mg | £330.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
20°C
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Methyl-8,10'-dihydroxy-5,7-dimethoxy-4,9,9'-trioxo-4,4',9,9'-tetrahydro-3H,3'H-spiro[naphtho[2,3-b]furan-2,2'-pyrano[4,3-g]chromene]-7'-carboxylate
Appearance:
Dark blue solid.
CAS:
27267-70-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07,GHS08
Hazards:
H302, H312, H319, H351
InChi:
InChI=1S/C27H20O11/c1-33-13-8-14-19(16(9-13)34-2)20(28)15-10-27(38-24(15)21(14)29)5-4-11-6-12-7-17(25(31)35-3)36-26(32)18(12)22(30)23(11)37-27/h6-9,30H,4-5,10H2,1-3H3
InChiKey:
YYQMDOZKNSEHDS-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 27267-70-5. Formula: C27H20O12. MW: 536.4. Isolated from Streptomyces sp. Antibiotic. HIV-1 reverse transcriptase inhibitor. Human telomerase inhibitor. Cytostatic against different tumor cell lines.
MDL:
MFCD03095570
Molecular Formula:
C27H20O12
Molecular Weight:
536.4
Package Type:
Plastic Vial
Precautions:
P201, P270, P281, P301, P312, P302, P352, P405
Product Description:
Antibiotic. HIV-1 reverse transcriptase inhibitor. Human telomerase inhibitor. Anticancer agent. Cytostatic against different tumor cell lines.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
COC(=O)C1=CC2=CC3=C(O[C@@]4(CC5=C(O4)C(=O)C4=C(O)C(OC)=CC(OC)=C4C5=O)CC3)C(O)=C2C(=O)O1
Solubility Chemicals:
Soluble in DMSO or chloroform.
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
The structure of rubromycin: H. Brockmann, et al.; THL 30, 3525 (1966) | Rubromycin II: H. Brockmann, et al.; Chem. Ber. 102, 126 (1969) | Rubromycins. 3. The constitution of alpha-rubromycin, beta-rubromycin, gamma-rubromycin, and gamma-iso-rubromycin: H. Brockmann & A. Zeeck; Chem. Ber. 103, 1709 (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. 2007, 3801 (2007) | Anti-cancer targeting telomerase inhibitors: beta-rubromycin and oleic acid: Y. Mizushina, et al.; Mini-Rev. Med. Chem. 12, 1135 (2012) | 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)
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