MedKoo Cat#: 559016 | Name: Leptosin

Description:

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

Leptosin is a novel glycoside.

Chemical Structure

Leptosin
Leptosin
CAS#486-23-7

Theoretical Analysis

MedKoo Cat#: 559016

Name: Leptosin

CAS#: 486-23-7

Chemical Formula: C22H22O11

Exact Mass: 462.1162

Molecular Weight: 462.40

Elemental Analysis: C, 57.14; H, 4.80; O, 38.06

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
Leptosin;
IUPAC/Chemical Name
2-((Z)-3,4-dihydroxybenzylidene)-7-methoxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)benzofuran-3(2H)-one
InChi Key
NXOKVARAWXQHGX-JPNDPKSOSA-N
InChi Code
InChI=1S/C22H22O11/c1-30-21-13(32-22-19(29)18(28)17(27)15(8-23)33-22)5-3-10-16(26)14(31-20(10)21)7-9-2-4-11(24)12(25)6-9/h2-7,15,17-19,22-25,27-29H,8H2,1H3/b14-7-/t15-,17-,18+,19-,22-/m1/s1
SMILES Code
O=C1/C(OC2=C(OC)C(O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)=CC=C12)=C/C4=CC=C(O)C(O)=C4
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

Preparing Stock Solutions

The following data is based on the product molecular weight 462.40 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: Kato Y, Umeda N, Maeda A, Matsumoto D, Kitamoto N, Kikuzaki H. Identification of a novel glycoside, leptosin, as a chemical marker of manuka honey. J Agric Food Chem. 2012 Apr 4;60(13):3418-23. doi: 10.1021/jf300068w. Epub 2012 Mar 22. PubMed PMID: 22409307. 2: DeLorbe JE, Horne D, Jove R, Mennen SM, Nam S, Zhang FL, Overman LE. General approach for preparing epidithiodioxopiperazines from trioxopiperazine precursors: enantioselective total syntheses of (+)- and (-)-gliocladine C, (+)-leptosin D, (+)-T988C, (+)-bionectin A, and (+)-gliocladin A. J Am Chem Soc. 2013 Mar 13;135(10):4117-28. doi: 10.1021/ja400315y. Epub 2013 Mar 1. PubMed PMID: 23452236; PubMed Central PMCID: PMC3640572. 3: Nigam SS, Saxena VK. Isolation and study of the aurone glycoside leptosin from the leaves of Flemengia strobilifera. Planta Med. 1975 Feb;27(1):98-100. PubMed PMID: 1161882. 4: Beitlich N, Koelling-Speer I, Oelschlaegel S, Speer K. Differentiation of manuka honey from kanuka honey and from jelly bush honey using HS-SPME-GC/MS and UHPLC-PDA-MS/MS. J Agric Food Chem. 2014 Jul 9;62(27):6435-44. doi: 10.1021/jf501818f. Epub 2014 Jun 26. PubMed PMID: 24941132. 5: Mannina L, Sobolev AP, Coppo E, Di Lorenzo A, Nabavi SM, Marchese A, Daglia M. Antistaphylococcal activity and metabolite profiling of manuka honey (Leptospermum scoparium L.) after in vitro simulated digestion. Food Funct. 2016 Mar;7(3):1664-70. doi: 10.1039/c5fo01409c. PubMed PMID: 26948514. 6: Overy DP, Berrue F, Correa H, Hanif N, Hay K, Lanteigne M, Mquilian K, Duffy S, Boland P, Jagannathan R, Carr GS, Vansteeland M, Kerr RG. Sea foam as a source of fungal inoculum for the isolation of biologically active natural products. Mycology. 2014 Jul 3;5(3):130-144. Epub 2014 Jul 9. PubMed PMID: 25379337; PubMed Central PMCID: PMC4205912. 7: Oelschlaegel S, Gruner M, Wang PN, Boettcher A, Koelling-Speer I, Speer K. Classification and characterization of manuka honeys based on phenolic compounds and methylglyoxal. J Agric Food Chem. 2012 Jul 25;60(29):7229-37. doi: 10.1021/jf300888q. Epub 2012 Jul 11. PubMed PMID: 22676798.