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MedKoo Cat#: 598650 | Name: Leukoefdin

Description:

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

Leukoefdin is a colorless chemical compound related to leucoanthocyanidins. It can be found in Acacia auriculiformis, in the bark of Karada (Cleistanthus collinus) and in the kino (gum) from Eucalyptus pilularis.

Chemical Structure

Leukoefdin
CAS#491-52-1

Theoretical Analysis

MedKoo Cat#: 598650

Name: Leukoefdin

CAS#: 491-52-1

Chemical Formula: C15H14O8

Exact Mass: 322.0689

Molecular Weight: 322.26

Elemental Analysis: C, 55.91; H, 4.38; O, 39.72

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
Leukoefdin; Leukoephdin; Leucodelphinidin; Leucoephdine; Leucoefdin; Leucoanthocyanidin; (+)-Leucodelphinidin
IUPAC/Chemical Name
2-(3,4,5-trihydroxyphenyl)chromane-3,4,5,7-tetraol
InChi Key
ZEACOKJOQLAYTD-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H14O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,13-22H
SMILES Code
OC1C(C2=CC(O)=C(O)C(O)=C2)OC3=C(C(O)=CC(O)=C3)C1O
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 322.26 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: Scherr TD, Hanke ML, Huang O, James DB, Horswill AR, Bayles KW, Fey PD, Torres VJ, Kielian T. Staphylococcus aureus Biofilms Induce Macrophage Dysfunction Through Leukocidin AB and Alpha-Toxin. MBio. 2015 Aug 25;6(4). pii: e01021-15. doi: 10.1128/mBio.01021-15. PubMed PMID: 26307164; PubMed Central PMCID: PMC4550693. 2: Sheikh HQ, Aqil A, Kirby A, Hossain FS. Panton-Valentine leukocidin osteomyelitis in children: a growing threat. Br J Hosp Med (Lond). 2015 Jan;76(1):18-24. doi: 10.12968/hmed.2015.76.1.18. Review. PubMed PMID: 25585179. 3: Lohith GK, Kingston JJ, Singh AK, Murali HS, Batra HV. Evaluation of recombinant leukocidin domain of VvhA exotoxin of Vibrio vulnificus as an effective toxoid in mouse model. Immunol Lett. 2015 Sep;167(1):47-53. doi: 10.1016/j.imlet.2015.06.015. Epub 2015 Jun 30. PubMed PMID: 26141623. 4: Spaan AN, Henry T, van Rooijen WJM, Perret M, Badiou C, Aerts PC, Kemmink J, de Haas CJC, van Kessel KPM, Vandenesch F, Lina G, van Strijp JAG. The staphylococcal toxin Panton-Valentine Leukocidin targets human C5a receptors. Cell Host Microbe. 2013 May 15;13(5):584-594. doi: 10.1016/j.chom.2013.04.006. PubMed PMID: 23684309. 5: Chaouch C, Kacem S, Tilouche L, Ketata S, Bouallegue O, Boujaafar N. [Panton-Valentine leukocidin-positive osteoarticular infections]. Med Sante Trop. 2015 Apr-Jun;25(2):184-8. doi: 10.1684/mst.2015.0441. French. PubMed PMID: 26039246. 6: Crémieux AC, Saleh-Mghir A, Danel C, Couzon F, Dumitrescu O, Lilin T, Perronne C, Etienne J, Lina G, Vandenesch F. α-Hemolysin, not Panton-Valentine leukocidin, impacts rabbit mortality from severe sepsis with methicillin-resistant Staphylococcus aureus osteomyelitis. J Infect Dis. 2014 Jun 1;209(11):1773-80. doi: 10.1093/infdis/jit840. Epub 2013 Dec 26. PubMed PMID: 24376272. 7: Cardot-Martin E, Casalegno JS, Badiou C, Dauwalder O, Keller D, Prévost G, Rieg S, Kern WV, Cuerq C, Etienne J, Vandenesch F, Lina G, Dumitrescu O. α-Defensins partially protect human neutrophils against Panton-Valentine leukocidin produced by Staphylococcus aureus. Lett Appl Microbiol. 2015 Aug;61(2):158-64. doi: 10.1111/lam.12438. Epub 2015 Jun 1. PubMed PMID: 25963798. 8: Dabrera G, Vickers A, Conaglen P, Evlampidou I, Lamagni T, Shetty N, Verlander N, Hill R, Gobin M, Campbell R, Zhao H, Johnson A, Ellis J, Lackenby A, Pichon B, Oliver I, Kearns A, Pebody R. Risk factors for fatality in Panton-Valentine leukocidin-producing Staphylococcus aureus pneumonia cases, England, 2012-2013. J Infect. 2014 Aug;69(2):196-9. doi: 10.1016/j.jinf.2014.03.007. Epub 2014 Mar 14. PubMed PMID: 24637235. 9: Miyagi A, Nakasone I, Yamane N. [Laboratory-based evaluation of PVL-RPLA "Seiken" to detect Panton-Valentine leukocidin produced by Staphylococcus aureus]. Rinsho Byori. 2014 Jun;62(6):533-7. Japanese. PubMed PMID: 25151771. 10: Bouchiat C, Bes M, Bouveyron C, Vandenesch F, Tristan A. Evaluation of the R-Biopharm RIDA®GENE Panton-Valentine leukocidin (PVL) kit for the detection of Staphylococcus aureus PVL from pus samples. Eur J Clin Microbiol Infect Dis. 2015 Sep;34(9):1905-8. doi: 10.1007/s10096-015-2431-9. Epub 2015 Jul 3. PubMed PMID: 26139561. 11: Shan W, Bu S, Zhang C, Zhang S, Ding B, Chang W, Dai Y, Shen J, Ma X. LukS-PV, a component of Panton-Valentine leukocidin, exerts potent activity against acute myeloid leukemia in vitro and in vivo. Int J Biochem Cell Biol. 2015 Apr;61:20-8. doi: 10.1016/j.biocel.2015.01.007. Epub 2015 Jan 16. PubMed PMID: 25601295. 12: Vrieling M, Koymans KJ, Heesterbeek DA, Aerts PC, Rutten VP, de Haas CJ, van Kessel KP, Koets AP, Nijland R, van Strijp JA. Bovine Staphylococcus aureus Secretes the Leukocidin LukMF' To Kill Migrating Neutrophils through CCR1. MBio. 2015 Jun 4;6(3):e00335. doi: 10.1128/mBio.00335-15. PubMed PMID: 26045537; PubMed Central PMCID: PMC4462618. 13: Wearn CM, Breuning EE, Chester DL. Recurrent primary abscesses in the hand: consider panton-valentine leukocidin-positive Staphylococcus aureus. J Hand Surg Eur Vol. 2015 Mar;40(3):314-5. doi: 10.1177/1753193413480316. Epub 2013 Mar 5. PubMed PMID: 23461911. 14: Laventie BJ, Guérin F, Mourey L, Tawk MY, Jover E, Maveyraud L, Prévost G. Residues essential for Panton-Valentine leukocidin S component binding to its cell receptor suggest both plasticity and adaptability in its interaction surface. PLoS One. 2014 Mar 18;9(3):e92094. doi: 10.1371/journal.pone.0092094. eCollection 2014. PubMed PMID: 24643034; PubMed Central PMCID: PMC3958440. 15: Chi CY, Lin CC, Liao IC, Yao YC, Shen FC, Liu CC, Lin CF. Panton-Valentine leukocidin facilitates the escape of Staphylococcus aureus from human keratinocyte endosomes and induces apoptosis. J Infect Dis. 2014 Jan 15;209(2):224-35. doi: 10.1093/infdis/jit445. Epub 2013 Aug 15. PubMed PMID: 23956440. 16: Göçmen Jülide Sedef, Sahiner N, Koçak M, Karahan ZC. PCR investigation of Panton-Valentine leukocidin, enterotoxin, exfoliative toxin, and agr genes in Staphylococcus aureus strains isolated from psoriasis patients. Turk J Med Sci. 2015;45(6):1345-52. PubMed PMID: 26775393. 17: Hammer C, Rath PM, Steinmann J, Stoffels-Weindorf M, Klode J, Dissemond J. [Panton-Valentine leukocidin in patients with chronic wounds. Results from a clinical investigation in 100 patients]. Hautarzt. 2014 Feb;65(2):148-52. doi: 10.1007/s00105-013-2728-5. German. PubMed PMID: 24327133. 18: Chen Y, Yeh AJ, Cheung GY, Villaruz AE, Tan VY, Joo HS, Chatterjee SS, Yu Y, Otto M. Basis of virulence in a Panton-Valentine leukocidin-negative community-associated methicillin-resistant Staphylococcus aureus strain. J Infect Dis. 2015 Feb 1;211(3):472-80. doi: 10.1093/infdis/jiu462. Epub 2014 Aug 19. PubMed PMID: 25139021; PubMed Central PMCID: PMC4296174. 19: Chamon RC, Iorio NL, da Silva Ribeiro S, Cavalcante FS, Dos Santos KR. Molecular characterization of Staphylococcus aureus isolates carrying the Panton-Valentine leukocidin genes from Rio de Janeiro hospitals. Diagn Microbiol Infect Dis. 2015 Dec;83(4):331-4. doi: 10.1016/j.diagmicrobio.2015.09.004. Epub 2015 Sep 9. PubMed PMID: 26431830. 20: Elledge RO, Dasari KK, Roy S. Panton-Valentine leukocidin-positive Staphylococcus aureus osteomyelitis of the tibia in a 10-year-old child. J Pediatr Orthop B. 2014 Jul;23(4):358-63. doi: 10.1097/BPB.0000000000000021. PubMed PMID: 24322533.