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MedKoo Cat#: 412695 | Name: Triolein
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Description:

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

Triolein (18:1 TG) is a triglyceride composed of three oleic acid (18:1) molecules esterified to a glycerol backbone, serving as a key energy storage lipid in living organisms. It is hydrolyzed by lipases into glycerol and free oleic acid, which are metabolized through β-oxidation for energy production and lipoprotein synthesis. Its biological role extends to lipid transport and membrane fluidity regulation, making it essential for cellular function.

Chemical Structure

Triolein
Triolein
CAS#122-32-7

Theoretical Analysis

MedKoo Cat#: 412695

Name: Triolein

CAS#: 122-32-7

Chemical Formula: C57H104O6

Exact Mass: 884.7833

Molecular Weight: 885.45

Elemental Analysis: C, 77.32; H, 11.84; O, 10.84

Price and Availability

Size Price Availability Quantity
500mg USD 250.00 2 Weeks
1g USD 350.00 2 Weeks
5g USD 650.00 2 Weeks
10g USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Glyceryl trioleate; Glycerol trioleate; Raoline; Triolein; Glycerol triolein; Oleic triglyceride; Trioleoylglycerol; Oleic acid triglyceride; Trioleoylglyceride; Glycerin trioleate; Lorenzo's oil
IUPAC/Chemical Name
(9Z)9-Octadecenoic acid 1,2,3-propanetriyl ester,
InChi Key
PHYFQTYBJUILEZ-IUPFWZBJSA-N
InChi Code
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-
SMILES Code
[H]C(COC(CCCCCCC/C=C\CCCCCCCC)=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
Appearance
Purity
>98% (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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 885.45 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.

Recalculate based on batch purity %
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
1: Kim HJ, Kim YW, Choi SH, Cho BM, Bandu R, Ahn HS, Kim KP. Triolein Emulsion Infusion Into the Carotid Artery Increases Brain Permeability to Anticancer Agents. Neurosurgery. 2016 May;78(5):726-33. doi: 10.1227/NEU.0000000000001104. PMID: 26540353. 2: Stamm A, Svendsen A, Skjold-Jørgensen J, Vissing T, Berts I, Nylander T. The triolein/aqueous interface and lipase activity studied by spectroscopic ellipsometry and coarse grained simulations. Chem Phys Lipids. 2018 Mar;211:37-43. doi: 10.1016/j.chemphyslip.2017.10.011. Epub 2017 Nov 10. PMID: 29129569. 3: Yamaguchi T, Murano T, Tatsuno I, Hiruta N, Suzuki T, Sawada S, Katagiri H, Shirai K, Schneider WJ, Bujo H. Severely impaired activity of lipoprotein lipase Arg243His is partially ameliorated by emulsifying phospholipids in in vitro triolein hydrolysis analysis. Ann Clin Biochem. 2017 Nov;54(6):712-715. doi: 10.1177/0004563217693258. Epub 2017 Jan 23. PMID: 28114790. 4: Luo T, Deng ZY, Li XP, Rao H, Fan YW. Triolein and trilinolein ameliorate oxidized low-density lipoprotein-induced oxidative stress in endothelial cells. Lipids. 2014 May;49(5):495-504. doi: 10.1007/s11745-014-3889-4. Epub 2014 Mar 7. PMID: 24604600. 5: Lu Y, Wang Z, Huckins J. Review of the background and application of triolein-containing semipermeable membrane devices in aquatic environmental study. Aquat Toxicol. 2002 Oct 2;60(1-2):139-53. doi: 10.1016/s0166-445x(02)00056-5. PMID: 12204593. 6: Kim YW, Park YM, Yoon S, Kim HJ, Park DY, Cho BM, Choi SH. Effect of intra- arterial infusion with triolein emulsion on rabbit liver. World J Gastroenterol. 2014 Oct 21;20(39):14442-9. doi: 10.3748/wjg.v20.i39.14442. PMID: 25339830; PMCID: PMC4202372. 7: Kim HJ, Kim YW, Lee IS, Song JW, Jeong YJ, Choi SH, Choi KU, Suh KT, Cho BM. Intra-arterial delivery of triolein emulsion increases vascular permeability in skeletal muscles of rabbits. Acta Vet Scand. 2009 Jul 16;51(1):30. doi: 10.1186/1751-0147-51-30. PMID: 19604410; PMCID: PMC2717075. 8: Zhang Z, Fang X, Hao J, Li Y, Sha X. Triolein-based polycation lipid nanocarrier for efficient gene delivery: characteristics and mechanism. Int J Nanomedicine. 2011;6:2235-44. doi: 10.2147/IJN.S24720. Epub 2011 Oct 7. PMID: 22114487; PMCID: PMC3215164. 9: Abraham MH, Acree WE Jr. Equations for water-triolein partition coefficients for neutral species; comparison with other water-solvent partitions, and environmental and toxicological processes. Chemosphere. 2016 Jul;154:48-54. doi: 10.1016/j.chemosphere.2016.03.086. Epub 2016 Mar 31. PMID: 27038899. 10: Wang Z, Wang Y, Ma M, Lu Y, Huckins J. Use of triolein-semipermeable membrane devices to assess the bioconcentration and sediment sorption of hydrophobic organic contaminants in the Huaihe River, China. Environ Toxicol Chem. 2002 Nov;21(11):2378-84. PMID: 12389917.

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