Oleylphosphocholine | CAS#76622-80-5 | antifungal

MedKoo Cat#: 584958 | Name: Oleylphosphocholine

Description:

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

Oleylphosphocholine is an antifungal agent that reduces Candida albicans biofilm formation.

Chemical Structure

Oleylphosphocholine

CAS#76622-80-5

Theoretical Analysis

MedKoo Cat#: 584958

Name: Oleylphosphocholine

CAS#: 76622-80-5

Chemical Formula: C23H48NO4P

Exact Mass: 433.3321

Molecular Weight: 433.61

Elemental Analysis: C, 63.71; H, 11.16; N, 3.23; O, 14.76; P, 7.14

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Oleylphosphocholine; OIPC; OLPC

IUPAC/Chemical Name

cis-9-Octadecenylphosphocholine

InChi Key

MWMPPDLKWUOROW-SEYXRHQNSA-N

InChi Code

InChI=1S/C23H48NO4P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23(22-24(2,3)4)28-29(25,26)27/h12-13,23H,5-11,14-22H2,1-4H3,(H-,25,26,27)/b13-12-

SMILES Code

OP([O-])(OC(CCCCCCCC/C=C\CCCCCCCC)C[N+](C)(C)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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 433.61 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.

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: Fortin A, Dorlo TP, Hendrickx S, Maes L. Pharmacokinetics and pharmacodynamics of oleylphosphocholine in a hamster model of visceral leishmaniasis. J Antimicrob Chemother. 2016 Jul;71(7):1892-8. doi: 10.1093/jac/dkw089. Epub 2016 Apr 15. PubMed PMID: 27084920. 2: Holtappels M, Swinnen E, De Groef L, Wuyts J, Moons L, Lagrou K, Van Dijck P, Kucharíková S. Antifungal Activity of Oleylphosphocholine on In Vitro and In Vivo Candida albicans Biofilms. Antimicrob Agents Chemother. 2017 Dec 21;62(1). pii: e01767-17. doi: 10.1128/AAC.01767-17. Print 2018 Jan. PubMed PMID: 29061737; PubMed Central PMCID: PMC5740347. 3: Paulussen C, Boulet G, Bosschaerts T, Cos P, Fortin A, Maes L. Efficacy of oleylphosphocholine (OlPC) in vitro and in a mouse model of invasive aspergillosis. Mycoses. 2015 Mar;58(3):127-32. doi: 10.1111/myc.12286. Epub 2015 Jan 15. PubMed PMID: 25590577. 4: Sonzogni-Desautels K, Renteria AE, Camargo FV, Di Lenardo TZ, Mikhail A, Arrowood MJ, Fortin A, Ndao M. Oleylphosphocholine (OlPC) arrests Cryptosporidium parvum growth in vitro and prevents lethal infection in interferon gamma receptor knock-out mice. Front Microbiol. 2015 Sep 23;6:973. doi: 10.3389/fmicb.2015.00973. eCollection 2015. PubMed PMID: 26441906; PubMed Central PMCID: PMC4585137. 5: Hernández L, Gálvez R, Montoya A, Checa R, Bello A, Bosschaerts T, Jansen H, Rupérez C, Fortin A, Miró G. First study on efficacy and tolerability of a new alkylphosphocholine molecule (oleylphosphocholine-OlPC) in the treatment of canine leishmaniosis due to Leishmania infantum. Parasitol Res. 2014 Jan;113(1):157-64. doi: 10.1007/s00436-013-3638-2. Epub 2013 Nov 6. PubMed PMID: 24192865. 6: Fortin A, Caridha DP, Leed S, Ngundam F, Sena J, Bosschaerts T, Parriott S, Hickman MR, Hudson TH, Grogl M. Direct comparison of the efficacy and safety of oral treatments with oleylphosphocholine (OlPC) and miltefosine in a mouse model of L. major cutaneous leishmaniasis. PLoS Negl Trop Dis. 2014 Sep 11;8(9):e3144. doi: 10.1371/journal.pntd.0003144. eCollection 2014 Sep. PubMed PMID: 25210745; PubMed Central PMCID: PMC4161350. 7: Fortin A, Hendrickx S, Yardley V, Cos P, Jansen H, Maes L. Efficacy and tolerability of oleylphosphocholine (OlPC) in a laboratory model of visceral leishmaniasis. J Antimicrob Chemother. 2012 Nov;67(11):2707-12. doi: 10.1093/jac/dks273. Epub 2012 Jul 10. PubMed PMID: 22782488. 8: Shio MT, Paquet M, Martel C, Bosschaerts T, Stienstra S, Olivier M, Fortin A. Drug delivery by tattooing to treat cutaneous leishmaniasis. Sci Rep. 2014 Feb 24;4:4156. doi: 10.1038/srep04156. PubMed PMID: 24561704; PubMed Central PMCID: PMC3932479. 9: Thaler A, Hottkowitz T, Eibl H. Separation and quantification of alkylphosphocholines by reversed phase high performance liquid chromatography. Chem Phys Lipids. 2000 Sep;107(1):131-9. PubMed PMID: 10974237. 10: Eibl KH, Banas B, Schoenfeld CL, May CA, Neubauer AS, Priglinger S, Kampik A, Welge-Lussen U. Alkylphosphocholines inhibit proliferation of human retinal pigment epithelial cells. Invest Ophthalmol Vis Sci. 2003 Aug;44(8):3556-61. PubMed PMID: 12882807.