Glyceryl monooleate is a biodegradable/biocompatible, non-toxic and lipophilic glycerol fatty acid ester for treatment of otitis externa. It can also be used as an emulsifier and an absorption enhancer in combination with bile salts, as well as in drug delivery systems and siRNA delivery.

Physicochemical Properties

Molecular Formula	C21H40O4
Molecular Weight	356.55
Exact Mass	356.292
CAS #	25496-72-4
PubChem CID	5283468
Appearance	PLATES FROM ETHANOL YELLOW OIL OR SOFT SOLID
Density	1.0±0.1 g/cm3
Boiling Point	483.3±35.0 °C at 760 mmHg
Melting Point	36 - 40ºC
Flash Point	155.4±19.4 °C
Vapour Pressure	0.0±2.8 mmHg at 25°C
Index of Refraction	1.479
LogP	6.71
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	19
Heavy Atom Count	25
Complexity	315
Defined Atom Stereocenter Count	0
SMILES	O(C(=O)CCCCCCC/C=C\CCCCCCCC)CC(CO)O
InChi Key	RZRNAYUHWVFMIP-KTKRTIGZSA-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-
Chemical Name	2,3-dihydroxypropyl (Z)-octadec-9-enoate
Synonyms	Glyceryl monooleate; Monooleoylglycerol; Aldo 40; Emasol MO 50; Emcol O; Aldo MO; Aldo MO-FG; Monoolein; (Z)-9-Octadecenoic Acid Monoester with 1,2,3-Propanetriol; Crossential GMO; Dimodan GMO 90; Dimodan LSQK; Dremulse; Dur-Em 114; Dur-Em 204; EAR 300; Edenor GMO; Emalsy MO; Emalsy OL; Alkamuls GMO 45LG; Agnique GMO; Ajax GMO; Arlacel 129; Atmer 1007; Atsurf 595; Canamex Glicepol 182; Capmul GMO 50; ; Emalsy OL 100; Emalsy OL 100H; Emasol MO; Emerest 2400; Emerest 2421; Emrite 6009; EmuldanOlein, mono- (6CI,8CI); A 300; A 300 (ester); Adchem GMO;
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1].Milak S, et al. Glycerol monooleate liquid crystalline phases used in drug delivery systems. Int J Pharm. 2015 Jan 30;478(2):569-87. [2].Zhen G, et al. Glycerol monooleate-based nanocarriers for siRNA delivery in vitro. Mol Pharm. 2012 Sep 4;9(9):2450-7.
Additional Infomation	1-oleoylglycerol is a 1-monoglyceride where the acyl group is oleoyl. It has a role as a plant metabolite. It is a 1-acylglycerol 18:1 and a monooleoylglycerol. It is functionally related to an oleic acid. Glyceryl monooleate has been reported in Nelumbo nucifera and Saposhnikovia divaricata with data available.

Solubility Data

Solubility (In Vitro)

May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples

Solubility (In Vivo)

Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.8047 mL	14.0233 mL	28.0466 mL
	5 mM	0.5609 mL	2.8047 mL	5.6093 mL
	10 mM	0.2805 mL	1.4023 mL	2.8047 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.