MedKoo Cat#: 598603 | Name: Leptine I, from Solanum chacoense

Description:

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

Leptine I, from Solanum chacoense is a glycoalkaloid in the foliage of the wild potato species Solanum chacoense; a potent feeding deterrent to the economically serious insect pest, the Colorado potato beetle (Leptinotarsa decemlineata Say).

Chemical Structure

Leptine I, from Solanum chacoense
Leptine I, from Solanum chacoense
CAS#101030-83-5

Theoretical Analysis

MedKoo Cat#: 598603

Name: Leptine I, from Solanum chacoense

CAS#: 101030-83-5

Chemical Formula: C47H75NO16

Exact Mass: 909.5086

Molecular Weight: 910.10

Elemental Analysis: C, 62.03; H, 8.31; N, 1.54; O, 28.13

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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Synonym
Leptine I, from Solanum chacoense; Leptine I;
IUPAC/Chemical Name
(4S,6aS,6bS,8aR,8bS,9S,9aS,10S,12R,14aR,15aR,15bS)-4-(((2S,3S,4S,5R,6R)-4-hydroxy-6-(hydroxymethyl)-5-(((2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-(((2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6a,8a,9,12-tetramethyl-3,4,5,6,6a,6b,7,8,8a,8b,9,9a,10,11,12,13,14a,15,15a,15b-icosahydro-1H-naphtho[2',1':4,5]indeno[1,2-b]indolizin-10-yl acetate
InChi Key
XMZHRQCSOUZPRM-KRNNGWIJSA-N
InChi Code
InChI=1S/C47H75NO16/c1-19-14-30(60-23(5)50)33-20(2)32-29(48(33)17-19)16-28-26-9-8-24-15-25(10-12-46(24,6)27(26)11-13-47(28,32)7)61-45-42(64-44-39(56)37(54)35(52)22(4)59-44)40(57)41(31(18-49)62-45)63-43-38(55)36(53)34(51)21(3)58-43/h8,19-22,25-45,49,51-57H,9-18H2,1-7H3/t19-,20+,21+,22-,25+,26-,27+,28-,29-,30+,31-,32-,33+,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44+,45+,46-,47-/m1/s1
SMILES Code
C[C@@H]([C@H](O)[C@H]([C@@H]1O)O)O[C@H]1O[C@@H]2[C@H](O)[C@H](O[C@@H]3O[C@H](C)[C@H](O)[C@H](O)[C@@H]3O)[C@H](O[C@@H]2CO)O[C@@H]4CC5=CC[C@@H]([C@@H]6[C@@]([C@@H]7[C@H](C)[C@@H]8N(C[C@H](C)C[C@@H]8OC(C)=O)[C@@H]7C6)(C)CC9)[C@H]9[C@]5(C)CC4
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 910.10 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: Kowalski SP, Perez FG, Sanford LL, Deahl KL. Partial preparative purification of leptine I from foliage of the wild potato, Solanum chacoense (Bitt.). Prep Biochem Biotechnol. 2000 May;30(2):133-44. PubMed PMID: 10794183. 2: Lorenzen JH, Balbyshev NF, Lafta AM, Casper H, Tian X, Sagredo B. Resistant potato selections contain leptine and inhibit development of the Colorado potato beetle (Coleoptera: Chrysomelidae). J Econ Entomol. 2001 Oct;94(5):1260-7. PubMed PMID: 11681692. 3: Molnár I, Besenyei E, Thieme R, Thieme T, Aurori A, Baricz A, Banciu HL, Rakosy-Tican E. Mismatch repair deficiency increases the transfer of antibiosis and antixenosis properties against Colorado potato beetle in somatic hybrids of Solanum tuberosum + S. chacoense. Pest Manag Sci. 2017 Jul;73(7):1428-1437. doi: 10.1002/ps.4473. Epub 2016 Dec 20. PubMed PMID: 27862922.