Glyceryl monooleate | CAS#25496-72-4 | otitis externa treatment

MedKoo Cat#: 592311 | Name: Glyceryl monooleate

Description:

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

Glyceryl monooleate is used for the treatment of otitis externa.

Chemical Structure

Glyceryl monooleate

CAS#25496-72-4

Theoretical Analysis

MedKoo Cat#: 592311

Name: Glyceryl monooleate

CAS#: 25496-72-4

Chemical Formula: C21H40O4

Exact Mass: 0.0000

Molecular Weight: 356.55

Elemental Analysis: C, 70.74; H, 11.31; O, 17.95

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Synonym

Monoolein; Monooleoylglycerol; Glyceryl monooleate; 2,3-Dihydroxypropyl oleate; Glycerin 1-monooleate; Glycerol 1-monooleate; 1-Glyceryl oleate; Glyceryl 1-oleate

IUPAC/Chemical Name

2,3-dihydroxypropyl (Z)-octadec-9-enoate

InChi Key

RZRNAYUHWVFMIP-GDCKJWNLSA-N

InChi Code

InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-/t20-/m1/s1

SMILES Code

CCCCCCCC/C=C\CCCCCCCC(=O)OCC(CO)O

Appearance

To be determined

Purity

>90% (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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Glycerol Monoleate is a nontoxic, biodegradable and biocompatible, lipophilic glycerol fatty acid ester.

In vitro activity:

Pretreatment of monoolein (glyceryl monoleate) attenuated the activation of MAPK and NF-κB pathways in the LPS-stimulated BMDCs by inhibiting the phosphorylation of p38, ERK1/2, JNK1/2, and IκBα. Furthermore, monoolein inhibited the production of NO and iNOS in RAW264.7 cells. Reference: Food Sci Biotechnol. 2017 Apr 30;26(2):507-511. https://pubmed.ncbi.nlm.nih.gov/30263572/

In vivo activity:

When 1-MO (glyceryl monoleate) was administered with glucose plus TO, peak insulin and GIP levels decreased. Postprandial insulin (AUCInsulin30 min) and GIP (AUCGIP60 min) responses were significantly lower in the 1-MO-administered mice than in the control (glucose plus TO-administered) mice (Fig. 4, E and F). Reference: Am J Physiol Gastrointest Liver Physiol. 2012 Aug 1;303(3):G298-310. https://pubmed.ncbi.nlm.nih.gov/22651926/

Preparing Stock Solutions

The following data is based on the product molecular weight 356.55 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

Formulation protocol:

1. Ali I, Manzoor Z, Koo JE, Moon SR, Byeon SH, Yoo ES, Kang HK, Hyun JW, Lee NH, Koh YS. Monoolein, isolated from Ishige sinicola, inhibits lipopolysaccharide-induced inflammatory response by attenuating mitogen-activated protein kinase and NF-κB pathways. Food Sci Biotechnol. 2017 Apr 30;26(2):507-511. doi: 10.1007/s10068-017-0070-x. PMID: 30263572; PMCID: PMC6049443. 2. Wang Z, Wang X, Ding W, Wang M, Qi X, Gao C. Impact of monoolein on aquaporin1-based supported lipid bilayer membranes. Sci Technol Adv Mater. 2015 Aug 13;16(4):045005. doi: 10.1088/1468-6996/16/4/045005. PMID: 27877825; PMCID: PMC5090184. 3. Shimotoyodome A, Osaki N, Onizawa K, Mizuno T, Suzukamo C, Okahara F, Fukuoka D, Hase T. Dietary 1-monoolein decreases postprandial GIP release by reducing jejunal transport of glucose and fatty acid in rodents. Am J Physiol Gastrointest Liver Physiol. 2012 Aug 1;303(3):G298-310. doi: 10.1152/ajpgi.00457.2011. Epub 2012 May 31. PMID: 22651926.

In vitro protocol:

In vivo protocol:

1. Shimotoyodome A, Osaki N, Onizawa K, Mizuno T, Suzukamo C, Okahara F, Fukuoka D, Hase T. Dietary 1-monoolein decreases postprandial GIP release by reducing jejunal transport of glucose and fatty acid in rodents. Am J Physiol Gastrointest Liver Physiol. 2012 Aug 1;303(3):G298-310. doi: 10.1152/ajpgi.00457.2011. Epub 2012 May 31. PMID: 22651926.

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