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MedKoo Cat#: 598740 | Name: Levorin

Description:

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

Levorin is an antibiotic of the polyene series, obtained from cultures of Actinomyces levoris.

Chemical Structure

Levorin
CAS#11014-70-3

Theoretical Analysis

MedKoo Cat#: 598740

Name: Levorin

CAS#: 11014-70-3

Chemical Formula: C59H84N2O18

Exact Mass: 1108.5719

Molecular Weight: 1109.32

Elemental Analysis: C, 63.88; H, 7.63; N, 2.53; O, 25.96

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
Levorin; Levorine; Levorinum; Levorina;
IUPAC/Chemical Name
(23E,25E,27E,29E,31E,33E,35E)-22-(((2R,4S,5S)-4-amino-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-38-(7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl)-10,12,14,18,20-pentahydroxy-37-methyl-2,4,8,16-tetraoxooxacyclooctatriaconta-23,25,27,29,31,33,35-heptaene-19-carboxylic acid
InChi Key
OPGSFDUODIJJGF-LIACIYQQSA-N
InChi Code
InChI=1S/C59H84N2O18/c1-35-18-15-13-11-9-7-5-6-8-10-12-14-16-21-47(78-59-56(74)54(61)55(73)38(4)77-59)33-51(71)53(58(75)76)50(70)31-46(67)30-45(66)29-44(65)28-43(64)27-41(62)19-17-20-42(63)32-52(72)79-57(35)37(3)26-36(2)48(68)34-49(69)39-22-24-40(60)25-23-39/h5-16,18,21-25,35-38,43-45,47-48,50-51,53-57,59,64-66,68,70-71,73-74H,17,19-20,26-34,60-61H2,1-4H3,(H,75,76)/b6-5+,9-7+,10-8+,13-11+,14-12+,18-15+,21-16+/t35?,36?,37?,38?,43?,44?,45?,47?,48?,50?,51?,53?,54-,55+,56?,57?,59-/m0/s1
SMILES Code
CC(C(CC(c1ccc(N)cc1)=O)O)CC(C2OC(CC(CCCC(CC(CC(CC(CC(CC(C(C(O)=O)C(CC(/C=C/C=C/C=C/C=C/C=C/C=C/C=C/C2C)O[C@@H]3OC([C@H]([C@@H](C3O)N)O)C)O)O)=O)O)O)O)=O)=O)=O)C
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Levorin is an antibiotic of the polyene series, obtained from cultures of Actinomyces levoris.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 1,109.32 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
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Szwarc K, Szczeblewski P, Sowiński P, Borowski E, Pawlak J. The structure, including stereochemistry, of levorin A1. Magn Reson Chem. 2015 Jun;53(6):479-84. doi: 10.1002/mrc.4229. Epub 2015 Mar 13. PubMed PMID: 25773336. 2: Kurbanov OG, Kasumov KhM. [An aromatic heptaene antibiotic levorin and its derivatives in muscle activity]. Antibiot Khimioter. 2004;49(3):40-6. Review. Russian. PubMed PMID: 15344396. 3: Fradkova TA, Venediktov VV, Kharitonova NM. [Characteristics of diffusion of polyene antibiotic levorin]. Antibiot Khimioter. 1991 Feb;36(2):8-11. Russian. PubMed PMID: 2025123. 4: Szwarc K, Szczeblewski P, Sowiński P, Borowski E, Pawlak J. The stereostructure of candicidin D. J Antibiot (Tokyo). 2015 Aug;68(8):504-10. doi: 10.1038/ja.2015.17. Epub 2015 Feb 25. PubMed PMID: 25712395. 5: Ziuzina ML, Kulaev IS, Bobyk MA, Efimova TP, Tereshin IM. [Interrelationship of polyphosphate metabolism and levorin biosynthesis in Streptomyces levoris]. Biokhimiia. 1981 May;46(5):782-8. Russian. PubMed PMID: 6271258. 6: Bronov LV, Kroshilova TM, Komarov EV, Krunchak VG. [Inactivation mechanism of polyene antibiotics. The change in the functional component of levorin during inactivation]. Antibiotiki. 1980 Aug;25(8):566-71. Russian. PubMed PMID: 7406467. 7: Stanchev VS, Kozhuharova LY, Zhekova BY, Gochev VK. Optimisation of synthetic medium composition for levorin biosynthesis by Streptomyces levoris 99/23 and investigation of its accumulation dynamics using mathematical modelling methods. Pol J Microbiol. 2010;59(3):179-83. PubMed PMID: 21033581. 8: Mitrofanov AA, Shenin IuD, Mitrofanova VG. [Azo derivatives of levorin]. Antibiot Med Biotekhnol. 1986 Jan;31(1):13-6. Russian. PubMed PMID: 3947046. 9: Malkov MA, Golubeva LA, L'vova LE. [Biosynthesis of the components of levorin and fatty acids in the process of Str. levoris cultivation]. Antibiotiki. 1980 Dec;25(12):895-8. Russian. PubMed PMID: 7469393. 10: Zhang P, Zhao Z, Li H, Chen XL, Deng Z, Bai L, Pang X. Production of the antibiotic FR-008/candicidin in Streptomyces sp. FR-008 is co-regulated by two regulators, FscRI and FscRIV, from different transcription factor families. Microbiology. 2015 Mar;161(Pt 3):539-52. doi: 10.1099/mic.0.000033. Epub 2015 Jan 9. PubMed PMID: 25575546. 11: Zhukova RA, Lanskaia LN. [Toxic action of the polyene antibiotic levorin on the superproducer Streptomyces levoris]. Antibiot Med Biotekhnol. 1987 Oct;32(10):731-4. Russian. PubMed PMID: 3426176. 12: Peshkova NA. [Pharmacological properties of water-soluble levorin]. Antibiotiki. 1978 Oct;23(10):906-10. Russian. PubMed PMID: 708000. 13: Kharitonenko TS, Lishnevskaia EB, Shneĭ IV, Sizova IA, Mikhaĭlets GA. [Doses levorin display an antiandrogenic action?]. Antibiotiki. 1979 Oct;24(10):772-6. Russian. PubMed PMID: 556230. 14: Bob TG, Barabanshchikova GV, Raĭgorodskaia VIa, Etingov ED, Fradkova TA. [Differential spectrophotometric method of analysing levorin in the culture broth and in the mycelium]. Antibiotiki. 1978 Oct;23(10):882-5. Russian. PubMed PMID: 81654. 15: Shenin IuD, Filippova AI. [Isomerization of levorin. The structure of isolevorin A2]. Antibiot Med Biotekhnol. 1987 May;32(5):333-7. Russian. PubMed PMID: 3606052. 16: Shenin IuD, Belakhov VV, Kontelova TN, Levina AA, Shchinova NE. [Stabilization of standard samples of levorin and nystatin with antioxidants]. Antibiot Khimioter. 1991 Aug;36(8):20-4. Russian. PubMed PMID: 1755704. 17: Chuenkova MV, Ius'kovich /AK, Sukhareva-Nemakova NN. [Effect of levorin and its combination with a modifying factor on the fatty acid composition of Crithidia oncopelti lipids]. Antibiot Med Biotekhnol. 1985 May;30(5):344-8. Russian. PubMed PMID: 4026254. 18: Kravchenko LS, Nesterova LA, Glubokovskaia OI, Tereshin IM. [Effect of levorin on the rat liver plasma membranes in experimental fatty dystrophy]. Antibiotiki. 1978 Sep;23(9):823-9. Russian. PubMed PMID: 697340. 19: Bo'lshakova LO, Shenin IuD, Fradkova TA, Ermolova OB, Astanina LN, Grigo'reva VM. [Determining the biological activity of levorin by the international standard of candicidin]. Antibiot Khimioter. 1989 Oct;34(10):732-6. Russian. PubMed PMID: 2619403. 20: Belakhov VV, Levina AA, Shenin IuD, Ionin BI, Shatik LI, Zaĭtseva MB, Grinberg GE, Shtil'bans EB, Rachkovskaia LA. [Synthesis and biological activity of aminophenylphosphonic derivatives of levorin]. Antibiot Khimioter. 1990 Aug;35(8):31-5. Russian. PubMed PMID: 2264750.

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