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Merck

Y0001113

Triolein

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Glyceryl trioleate, (9Z)9-Octadecenoic acid 1,2,3-propanetriyl ester, 1,2,3-Tri(cis-9-octadecenoyl)glycerol, Glycerol trioleate, Glycerol triolein, Oleic acid triglyceride, Oleic triglyceride, TG(18:1(9Z)/18:1(9Z)/18:1(9Z)), Triolein

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About This Item

Linear Formula:
(C17H33COOCH2)2CHOCOC17H33
CAS Number:
Molecular Weight:
885.43
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1718692
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grade

pharmaceutical primary standard

API family

triolein

manufacturer/tradename

EDQM

bp

235-240 °C/18 mmHg (lit.)

density

0.91 g/mL (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

−20°C

SMILES string

[H]C(COC(CCCCCCC/C=C\CCCCCCCC)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O

InChI

1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-

InChI key

PHYFQTYBJUILEZ-IUPFWZBJSA-N

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Triolein EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.


Storage Class

10 - Combustible liquids

wgk

awg

flash_point_f

626.0 °F - closed cup

flash_point_c

330.0 °C - closed cup



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Lili Xiong et al.
Cell transplantation, 28(6), 704-712 (2018-11-20)
Fat embolism syndrome (FES) is a common complication following long bone fracture; fat droplets are released into the blood circulation and form embolisms, mainly in lung and brain. However, the potential mechanisms involved remain to be clarified. In this study
Bo Xia et al.
PLoS genetics, 13(12), e1007110-e1007110 (2017-12-13)
Fatty liver is a major health problem worldwide. People with hereditary deficiency of hormone-sensitive lipase (HSL) are reported to develop fatty liver. In this study, systemic and tissue-specific HSL-deficient mice were used as models to explore the underlying mechanism of
Marco Muth et al.
Colloids and surfaces. B, Biointerfaces, 149, 280-287 (2016-10-23)
Lipase-catalyzed hydrolysis of triglycerides yields glycerol and free fatty-acids, provided that the enzyme is non-regioselective. For an Sn-1,3 regioselective enzyme, such as lipase from Thermomyces lanuginosus, the final product is no longer glycerol but Sn-2 monoglyceride instead. However, surface active