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Merck

M7765

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

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOCH2CHOHCH2OH
CAS Number:
111-03-5
Molecular Weight:
356.54
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24897178
EC Number:
203-827-7
Beilstein/REAXYS Number:
1728976
MDL number:
MFCD00042735

Key Documents

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Product Name

1-Oleoyl-rac-glycerol, ≥99%

InChI key

RZRNAYUHWVFMIP-KTKRTIGZSA-N

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-

SMILES string

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

biological source

synthetic (organic)

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

Quality Level

200

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

309.2 °F - closed cup

flash_point_c

154.0 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBW7286
SLBV3291
SLBQ9395V
SLBN9903V
SLBL2112V

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Recent Advances in Environmentally Compatible Polymers: Cellucon?99 Proceedings, 205-205 (2001)
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
Structure of the agonist-bound neurotensin receptor
White JF, et al.
Nature, 490(7421), 508-508 (2012)
Measurement of lipolysis
Methods in Enzymology, 538, 171-193 (2014)
Biophysical effects of monoglycerides in membrane systems, 16-16 (1995)
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