Variamycin | CAS#12677-11-1 | antibiotic

MedKoo Cat#: 585362 | Name: Variamycin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Variamycin is a glycoside antibiotic from aureolic acid group that disrupts RNA synthesis in Staph aureus and HeLa cells.

Chemical Structure

Variamycin

CAS#12677-11-1

Theoretical Analysis

MedKoo Cat#: 585362

Name: Variamycin

CAS#: 12677-11-1

Chemical Formula: C52H76O24

Exact Mass: 1084.4727

Molecular Weight: 1085.16

Elemental Analysis: C, 57.56; H, 7.06; O, 35.38

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Variamycin; Variamitsin; Antibiotic 6604-9A

IUPAC/Chemical Name

(2S,3S)-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-2-[5-hydroxy-4-[5-hydroxy-4-(4-hydroxy-5-methoxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-7-methyl-3,4-dihydro-2H-anthracen-1-one

InChi Key

NKGFIFLSQXHQOK-QGZUPYPISA-N

InChi Code

InChI=1S/C52H76O24/c1-18-30(72-36-15-31(44(59)21(4)68-36)73-34-13-28(54)43(58)20(3)67-34)12-26-10-25-11-27(51(66-9)49(64)42(57)19(2)53)52(48(63)40(25)47(62)39(26)41(18)56)76-38-17-33(46(61)23(6)70-38)75-37-16-32(45(60)22(5)69-37)74-35-14-29(55)50(65-8)24(7)71-35/h10,12,19-24,27-29,31-38,42-46,50-62H,11,13-17H2,1-9H3/t19-,20?,21?,22?,23?,24?,27+,28?,29?,31?,32?,33?,34?,35?,36?,37?,38?,42+,43?,44?,45?,46?,50?,51+,52+/m1/s1

SMILES Code

O=C1[C@@H](OC2OC(C)C(O)C(OC3OC(C)C(O)C(OC4OC(C)C(OC)C(O)C4)C3)C2)[C@H]([C@H](OC)C([C@@H](O)[C@H](O)C)=O)CC5=C1C(O)=C6C(O)=C(C)C(OC7OC(C)C(O)C(OC8OC(C)C(O)C(O)C8)C7)=CC6=C5

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,085.16 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Shashkov AS, Iashunskiĭ DV, Zhdanovich IuV, Lokshin GB. [Structure of the antineoplastic antibiotic variamycin]. Bioorg Khim. 1991 Mar;17(3):410-6. Russian. PubMed PMID: 1829608. 2: Gupta RS, Murray W, Gupta R. Cross resistance pattern towards anticancer drugs of a human carcinoma multidrug-resistant cell line. Br J Cancer. 1988 Oct;58(4):441-7. PubMed PMID: 3207599; PubMed Central PMCID: PMC2246790. 3: Romodanov SA, Annin EA, Verkhogliadova TP, Semenova VM, Egorenko GG. [Toxicity of anti-tumor preparations after intracranial, subarachnoid and suboccipital administration (experimental study)]. Zh Vopr Neirokhir Im N N Burdenko. 1987 Mar-Apr;(2):38-40. Russian. PubMed PMID: 2954348. 4: Kondakov LI, Khalanskiĭ AS, Terent'eva TG, Iablonovskaia LIa. [Effect of the antibiotic variamycin on the growth of a rabbit brain tumor]. Antibiot Med Biotekhnol. 1986 Aug;31(8):620-4. Russian. PubMed PMID: 2945512. 5: Maĭdanov VV, Egutkin NL, Nikitin IuE. [Surface-active properties of antibiotics]. Antibiotiki. 1983 Sep;28(9):663-5. Russian. PubMed PMID: 6638981. 6: Zhdanovich IuV, Kuzovkov AD, Veselova SI, Vagina IM, Sapozhnikov IuM. [Isolation of the new antibiotic variamycin B from the biosynthetic products of a Streptomyces olivovariabilis sp. nov. culture]. Antibiotiki. 1982 Feb;27(2):83-7. Russian. PubMed PMID: 6461290. 7: Terent'eva TG, Sokolov AB, Navashin SM. [Comparative experimental antitumor activity of the antibiotics variamycin and mitramycin]. Antibiotiki. 1978 Apr;23(4):349-51. Russian. PubMed PMID: 148238. 8: Radzievskaia VV, Terent'eva TG, Sokolov AB. [Action of aureolic acid and dactinomycin group antibiotics on human brain tumors in culture]. Antibiotiki. 1978 Feb;23(2):103-9. Russian. PubMed PMID: 204247. 9: Solov'ev VN, Egorenko GG. [Parameters of the toxic action of antibiotic derivatives of aureolic acid in acute and subchronic experiments]. Antibiotiki. 1976 Mar;21(3):258-61. Russian. PubMed PMID: 132138. 10: Terent'eva TG, Torbochkina LI, Bobikov EV, Sokolov AB, Aniskina RI. [C14-variamycin content in normal and tumorous brain tissues of white rats]. Antibiotiki. 1975 Nov;20(11):1032-5. Russian. PubMed PMID: 178269. 11: Bobikov EV, Terent'eva TG, Torbochkina LI, Sokolov AB, Sazykin IuO. [Study of the distribution of C14-variamycin and C14-mitramycim after intravenous administration to mice]. Antibiotiki. 1975 Aug;20(8):705-9. Russian. PubMed PMID: 132892. 12: Dzegilenko NB, Korchagin VB, Zhdanovich IV, Petrakushina ZV. [Quantitative method for determining variamycin]. Antibiotiki. 1975 Feb;20(2):154-8. Russian. PubMed PMID: 235239. 13: Zhdanovich IuV, Lokshin GB, Petrakushina ZV. [Method of determining variamycin using thin-layer chromatography]. Antibiotiki. 1974 Aug;19(8):687. Russian. PubMed PMID: 4455118. 14: Eselevich MM, Torbochkina LI, Bobikov EV, Sazykin IuO. [Complex formation of variamycin with DNA]. Antibiotiki. 1973 Jan;18(1):15-9. Russian. PubMed PMID: 4265402. 15: Eselevich MM, Torbochkina LI, Sazykin IuO. [Comparative study of the action of variamycin and its degradation products on the synthesis of nucleic acids and protein]. Antibiotiki. 1972 Nov;17(11):975-8. Russian. PubMed PMID: 4664267. 16: Rubtsova GV, Eselevich MM, Votrin II, Debov SS, Sazykin IuO. [Effect of variamycin on RNA biosynthesis in isolated cell nuclei of rat M-1 sarcoma and liver]. Biokhimiia. 1972 May-Jun;37(3):531-6. Russian. PubMed PMID: 4261537. 17: Rudaia SM, Singal EM, Il'inskaia SA, Solov'eva NK. [Act. olivovariabilis sp.nov., an organism producing variamycin, a new antitumor antibiotic]. Antibiotiki. 1971 Nov;16(11):969-76. Russian. PubMed PMID: 4947970. 18: Eselevich MM, Sazykin IuO, Torbochkina LI. [Study of the mechanism of action of variamycin]. Antibiotiki. 1971 May;16(5):400-4. Russian. PubMed PMID: 5002220.