Oleylphosphocholine

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

MedKoo CAT#: 584958

CAS#: 76622-80-5

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

Chemical Structure

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Oleylphosphocholine
CAS# 76622-80-5
Instruction

Theoretical Analysis

MedKoo Cat#: 584958
Name: Oleylphosphocholine
CAS#: 76622-80-5
Chemical Formula: C23H48NO4P
Exact Mass: 433.33
Molecular Weight: 433.614
Elemental Analysis: C, 63.71; H, 11.16; N, 3.23; O, 14.76; P, 7.14

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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.

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.