MedKoo Cat#: 599190 | Name: Longicin

Description:

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

Longicin is a cytotoxic agent isolated from Asimina longifolia.

Chemical Structure

Longicin
Longicin
CAS#170902-34-8

Theoretical Analysis

MedKoo Cat#: 599190

Name: Longicin

CAS#: 170902-34-8

Chemical Formula: C35H64O7

Exact Mass: 596.4652

Molecular Weight: 596.89

Elemental Analysis: C, 70.43; H, 10.81; O, 18.76

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
Longicin;
IUPAC/Chemical Name
(S)-5-methyl-3-((2R,8R,11R)-2,8,11-trihydroxy-11-((2R,5R)-5-((S)-1-hydroxypentadecyl)tetrahydrofuran-2-yl)undecyl)furan-2(5H)-one
InChi Key
NBVJDUCRUAUMAA-ZDTLKTIVSA-N
InChi Code
InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-12-13-17-20-31(38)33-23-24-34(42-33)32(39)22-21-29(36)18-15-14-16-19-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3/t27-,29+,30+,31-,32+,33+,34+/m0/s1
SMILES Code
C[C@H]1C=C(C[C@H](O)CCCCC[C@@H](O)CC[C@@H](O)[C@@H]2O[C@@H]([C@@H](O)CCCCCCCCCCCCCC)CC2)C(O1)=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 596.89 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: Talactac MR, Yoshii K, Maeda H, Kusakisako K, Hernandez EP, Tsuji N, Fujisaki K, Galay RL, Tanaka T, Mochizuki M. Virucidal activity of Haemaphysalis longicornis longicin P4 peptide against tick-borne encephalitis virus surrogate Langat virus. Parasit Vectors. 2016 Feb 2;9:59. doi: 10.1186/s13071-016-1344-5. PubMed PMID: 26830840; PubMed Central PMCID: PMC4736483. 2: Tanaka T, Maeda H, Matsuo T, Boldbattar D, Umemiya-Shirafuji R, Kume A, Suzuki H, Xuan X, Tsuji N, Fujisaki K. Parasiticidal activity of Haemaphysalis longicornis longicin P4 peptide against Toxoplasma gondii. Peptides. 2012 Mar;34(1):242-50. doi: 10.1016/j.peptides.2011.07.027. Epub 2011 Aug 9. PubMed PMID: 21849158. 3: Tsuji N, Battsetseg B, Boldbaatar D, Miyoshi T, Xuan X, Oliver JH Jr, Fujisaki K. Babesial vector tick defensin against Babesia sp. parasites. Infect Immun. 2007 Jul;75(7):3633-40. Epub 2007 May 7. PubMed PMID: 17485458; PubMed Central PMCID: PMC1932947. 4: Galay RL, Maeda H, Aung KM, Umemiya-Shirafuji R, Xuan X, Igarashi I, Tsuji N, Tanaka T, Fujisaki K. Anti-babesial activity of a potent peptide fragment derived from longicin of Haemaphysalis longicornis. Trop Anim Health Prod. 2012 Feb;44(2):343-8. doi: 10.1007/s11250-011-0027-7. Epub 2011 Nov 20. PubMed PMID: 22102016. 5: Takeo T, Tanaka T, Matsubayashi M, Tsujio M, Umemiya-Shirafuji R, Tsuji N, Fujisaki K, Matsui T, Matsuo T. Evaluation of Eimeria krijgsmanni as a murine model for testing the efficacy of anti-parasitic agents. Acta Parasitol. 2015 Jun;60(2):190-5. doi: 10.1515/ap-2015-0027. PubMed PMID: 26203984. 6: Rahman M, Tsuji N, Boldbaatar D, Battur B, Liao M, Umemiya-Shirafuji R, You M, Tanaka T, Fujisaki K. Structural characterization and cytolytic activity of a potent antimicrobial motif in longicin, a defensin-like peptide in the tick Haemaphysalis longicornis. J Vet Med Sci. 2010 Feb;72(2):149-56. Epub 2009 Nov 25. PubMed PMID: 19940394. 7: Ye Q, Zeng L, Zhang Y, Zhao GX, McLaughlin JL, Woo MH, Evert DR. Longicin and goniothalamicinone: novel bioactive monotetrahydrofuran acetogenins from Asimina longifolia. J Nat Prod. 1995 Sep;58(9):1398-406. PubMed PMID: 7494147. 8: Hanessian S, Giroux S, Buffat M. Total synthesis and structural confirmation of (+)-longicin. Org Lett. 2005 Sep 1;7(18):3989-92. PubMed PMID: 16119949. 9: Tsuji N, Fujisaki K. Longicin plays a crucial role in inhibiting the transmission of Babesia parasites in the vector tick Haemaphysalis longicornis. Future Microbiol. 2007 Dec;2(6):575-8. PubMed PMID: 18041897. 10: Takechi R, Galay RL, Matsuo T, Maeda H, Kusakisako K, Talactac MR, Mochizuki M, Fujisaki K, Tanaka T. Role of the tumor necrosis factor receptor-associated factor-type zinc finger domain containing protein 1 (TRAFD1) from the hard tick Haemaphysalis longicornis in immunity against bacterial infection. Ticks Tick Borne Dis. 2016 Feb;7(1):36-45. doi: 10.1016/j.ttbdis.2015.08.002. Epub 2015 Aug 7. PubMed PMID: 26283173.