MedKoo Cat#: 598844 | Name: Lienomycin

Description:

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

Lienomycin is a pentaene macrolide antitumor antibiotic produced by Actinomyces vendargensis Struyk et Stheeman. It is a polyene with inonphore-like action.

Chemical Structure

Lienomycin
Lienomycin
CAS#12710-02-0

Theoretical Analysis

MedKoo Cat#: 598844

Name: Lienomycin

CAS#: 12710-02-0

Chemical Formula: C67H107NO18

Exact Mass: 1213.7488

Molecular Weight: 1214.58

Elemental Analysis: C, 66.26; H, 8.88; N, 1.15; O, 23.71

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 #
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Synonym
Lienomycin;
IUPAC/Chemical Name
(5Z,7Z,9Z,11Z,13Z,19Z,23Z,35Z)-44-((1E,4R,5E,8R)-11-amino-4,8-dihydroxyundeca-1,5-dien-1-yl)-23-(but-3-en-1-yl)-16,18,30,32,34,38,40,42-octahydroxy-15,17,27-trimethyl-26-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)oxacyclotetratetraconta-5,7,9,11,13,19,23,35-octaene-2,28-dione
InChi Key
YUGKVAOWNQMSPU-VJQRYWHOSA-N
InChi Code
InChI=1S/C67H107NO18/c1-6-7-25-49-26-18-19-34-59(77)47(4)63(80)45(2)24-16-14-12-10-8-9-11-13-15-17-35-62(79)85-58(33-22-29-50(69)27-20-28-51(70)32-23-38-68)43-56(75)41-54(73)39-52(71)30-21-31-53(72)40-55(74)42-57(76)44-60(78)46(3)61(37-36-49)86-67-66(83)65(82)64(81)48(5)84-67/h6,8-16,19-22,24,27,31,33-34,36,45-48,50-59,61,63-67,69-77,80-83H,1,7,17-18,23,25-26,28-30,32,35,37-44,68H2,2-5H3/b10-8-,11-9-,14-12-,15-13-,24-16-,27-20+,31-21-,33-22+,34-19-,49-36-/t45?,46?,47?,48-,50-,51-,52?,53?,54?,55?,56?,57?,58?,59?,61?,63?,64-,65+,66+,67-/m0/s1
SMILES Code
C[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](OC2CC=C(CCC=C)CCC=CC(O)C(C)C(O)C(C)C=CC=CC=CC=CC=CCCC(OC(/C=C/C[C@@H](O)/C=C/C[C@H](O)CCCN)CC(O)CC(O)CC(O)CC=CC(O)CC(O)CC(O)CC(C2C)=O)=O)O1
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,214.58 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.

Recalculate based on batch purity %
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: Pawlak J, Zieliński J, Golik J, Gumieniak J, Borowski E. The structure of lienomycin, a pentaene macrolide antitumor antibiotic. I. The structure of the carbon skeleton and the location of functionalities. J Antibiot (Tokyo). 1980 Sep;33(9):989-97. PubMed PMID: 7440420. 2: Brazhnikova MG, Kudinova MK, Lavrova MF, Borisova VN, Krugliak EB. [Isolation, purification and physico-chemical properties of antibiotic lienomycin]. Antibiotiki. 1971 Jun;16(6):483-6. Russian. PubMed PMID: 4939468. 3: Pawlak J, Zieliński J, Golik J, Jereczek E, Borowski E. The structure of lienomycin, a pentaene macrolide antitumor antibiotic. II. The location of the pentaene chromophore and of six isolated double bonds. The complete structure of the antibiotic. J Antibiot (Tokyo). 1980 Sep;33(9):998-1004. PubMed PMID: 7440421. 4: Belova IP. [Histopathological changes in dog kidneys following administration of lienomycin]. Antibiotiki. 1973 Jul;18(7):645-50. Russian. PubMed PMID: 4773829. 5: Shorin VA, Rossolimo OK, Bazhanov VS, Averbukh LA, Kriàtova GA. [Study of the antineoplastic effect of lienomycin in animal experiments]. Antibiotiki. 1971;16(8):708-13. Russian. PubMed PMID: 5171847. 6: Filippos'iants ST, Gol'dberg LE, Stepanova ES. [Lienomycin effect on the kidney and liver function and on cholesterol blood levels in animals]. Antibiotiki. 1972 Jul;17(7):623-9. Russian. PubMed PMID: 4655012. 7: Zieniawa T, Popinigis J, Wozniak M, Cybulska B, Borowski E. Ionophore-like action of lienomycin on energized membrane of rat-liver mitochondria. FEBS Lett. 1977 Apr 1;76(1):81-5. PubMed PMID: 67057. 8: Filippos'iants ST, Gol'dberg LE, Stepanova ES, Belova IP, Kunrat IA. [Study of the toxicity and pharmacological properties of the new antibiotic lienomycin]. Antibiotiki. 1971 Jul;16(7):604-9. Russian. PubMed PMID: 5157509. 9: Gauze GF, Maksimova TS, Ol'khovatova OL, Kudrina ES, Il'chenko GB. [Production of the antibiotic lienomycin in a culture of diastato chromogenes var. lienomycini]. Antibiotiki. 1971 May;16(5):387-90. Russian. PubMed PMID: 5002219. 10: Shvesnikova MA, Maksimova TS, Ol'khovatova OL, Tuliakova TV, Lavrova MF. [Lienomycin production by strains of Actinomyces vendargensis Struyk et Stheeman, 1957]. Antibiotiki. 1973 Feb;18(2):102-5. Russian. PubMed PMID: 4776389. 11: Bazhanov VS. [Comparative studies on the selective antitumor effect of lienomycin in the treatment of transplantable ascitic tumors in mice]. Antibiotiki. 1972 Jul;17(7):593-8. Russian. PubMed PMID: 4655008. 12: Malewicz B, Momsen M, Jenkin HM, Borowski E. Potentiation of antiviral activity of acyclovir by polyene macrolide antibiotics. Antimicrob Agents Chemother. 1984 Jun;25(6):772-4. PubMed PMID: 6331301; PubMed Central PMCID: PMC185640.