MedKoo Cat#: 598630 | Name: Leualacin

Description:

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

Leualacin is a novel calcium blocker isolated from Hapsidospora irregularis.

Chemical Structure

Leualacin
Leualacin
CAS#128140-12-5

Theoretical Analysis

MedKoo Cat#: 598630

Name: Leualacin

CAS#: 128140-12-5

Chemical Formula: C31H47N3O7

Exact Mass: 573.3414

Molecular Weight: 573.73

Elemental Analysis: C, 64.90; H, 8.26; N, 7.32; O, 19.52

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
Leualacin;
IUPAC/Chemical Name
(S)-N-((4S,6S,7R,9R)-4-amino-7-(3-aminopropanoyl)-6-formyl-9-hydroxy-2,11-dimethyl-5,8-dioxo-7-phenyldodecan-6-yl)-2-hydroxy-N,4-dimethylpent-4-enamide
InChi Key
ZPYMSTAWPQJBRU-IEMGZYBISA-N
InChi Code
InChI=1S/C31H47N3O7/c1-19(2)15-23(33)27(39)30(18-35,34(7)29(41)25(37)17-21(5)6)31(26(38)13-14-32,22-11-9-8-10-12-22)28(40)24(36)16-20(3)4/h8-12,18-20,23-25,36-37H,5,13-17,32-33H2,1-4,6-7H3/t23-,24+,25-,30-,31+/m0/s1
SMILES Code
CN(C([C@@H](O)CC(C)=C)=O)[C@]([C@@](C([C@H](O)CC(C)C)=O)(C(CCN)=O)c1ccccc1)(C([C@H](CC(C)C)N)=O)C=O
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 573.73 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: Hamano K, Kinoshita M, Furuya K, Miyamoto M, Takamatsu Y, Hemmi A, Tanzawa K. Leualacin, a novel calcium blocker from Hapsidospora irregularis. I. Taxonomy, fermentation, isolation, physico-chemical and biological properties. J Antibiot (Tokyo). 1992 Jun;45(6):899-905. Erratum in: J Antibiot (Tokyo) 1992 Aug;45(8):C-4. PubMed PMID: 1500357. 2: Hu MK, Yang FC, Chou CC, Yen MH. Synthesis and evaluation of backbone/amide-modified analogs of leualacin. Bioorg Med Chem Lett. 1999 Feb 22;9(4):563-8. PubMed PMID: 10098664. 3: Hamano K, Kinoshita M, Tanzawa K, Yoda K, Ohki Y, Nakamura T, Kinoshita T. Leualacin, a novel calcium blocker from Hapsidospora irregularis. II. Structure determination. J Antibiot (Tokyo). 1992 Jun;45(6):906-13. Erratum in: J Antibiot (Tokyo) 1992 Aug;45(8):C-4. PubMed PMID: 1500358. 4: Zhang S, Qiu Y, Kakule TB, Lu Z, Xu F, Lamb JG, Reilly CA, Zheng Y, Sham SW, Wang W, Xuan L, Schmidt EW, Zhan J. Identification of Cyclic Depsipeptides and Their Dedicated Synthetase from Hapsidospora irregularis. J Nat Prod. 2017 Feb 24;80(2):363-370. doi: 10.1021/acs.jnatprod.6b00808. Epub 2017 Jan 20. PubMed PMID: 28106998; PubMed Central PMCID: PMC5975237. 5: McLaren KL. Total Synthesis of the Cyclic Depsipeptide Leualacin. J Org Chem. 1996 Apr 19;61(8):2914. PubMed PMID: 11667139.