Skip to Content
Merck
All Photos(5)

Key Documents

M7765

Sigma-Aldrich

1-Oleoyl-rac-glycerol

≥99%

Synonym(s):

MG(18:1(9Z)/0:0/0:0)[rac], 1-(cis-9-Octadecenoyl)-rac-glycerol, rac-Glycerol 1-monooleate, DL-α-Monoolein, Glyceryl cis-9-octadecenoate, Monoolein

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOCH2CHOHCH2OH
CAS Number:
Molecular Weight:
356.54
Beilstein:
1728976
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

description

non-ionic

Assay

≥99%

form

powder

mp

35 °C

functional group

ester

lipid type

neutral glycerides

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

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-

InChI key

RZRNAYUHWVFMIP-KTKRTIGZSA-N

Looking for similar products? Visit Product Comparison Guide

General description

1-Oleoyl-rac-glycerol is a monoglyceride, obtained from natural oils and fats. It contains two alcohol groups that are reactive. It is soluble in chloroform and hexane. It can be crystallized from hexane.

Application

1-Oleoyl-rac-glycerol has been used:
  • to mix with the sample by two-syringe method, to achieve lipidic cubic phase in crystallization technique
  • as a substrate for monoglyceride (MG) lipase assay
  • in the preparation of MG solution for the measurement of in vitro MG hydrolase activity

Biochem/physiol Actions

1-Oleoyl-rac-glycerol shows both inhibition and anti-inhibition action on the lipoprotein lipase mediated triglyceride hydrolysis.
Monoolein (1-Oleoyl-rac-glycerol) is used in the development of monoolein-based nanoparticulate liquid dispersions as possible vehicles for drug delivery.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

309.2 °F - closed cup

Flash Point(C)

154.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Assays of lipolytic enzymes
Adipose Tissue Protocols, 97-119 (2001)
Measurement of lipolysis
Methods in Enzymology, 538, 171-193 (2014)
Thomas G Meikle et al.
Journal of colloid and interface science, 587, 90-100 (2020-12-29)
The growing global threat of antimicrobial resistance, combined with the slowed development of novel antibiotics, has resulted in a critical need for new antimicrobial therapies. Naturally occurring antimicrobial peptides (AMPs) can act as highly potent, broad-spectrum antibiotics which may be
Tuo Zhang et al.
Science advances, 3(8), e1700344-e1700344 (2017-09-07)
Zrt/Irt-like proteins (ZIPs) play fundamental roles in metal metabolism/homeostasis and are broadly involved in numerous physiological and pathological processes. The lack of high-resolution structure of the ZIPs hinders understanding of the metal transport mechanism. We report two crystal structures of
Recent Advances in Environmentally Compatible Polymers: Cellucon?99 Proceedings, 205-205 (2001)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service