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Technical details about Tristearin, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 555-43-1, Glycerol tristearate, Glyceryl tristearate, Propane-1,2,3-triyl tristearate, Trioctadecanoin, Stearic triglyceride
Molecular Formula
C57H110O6
Molecular Weight
891.5  g/mol
InChI Key
DCXXMTOCNZCJGO-UHFFFAOYSA-N
FDA UNII
P6OCJ2551R

TG(18:0/18:0/18:0) is a metabolite found in or produced by Saccharomyces cerevisiae.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2,3-di(octadecanoyloxy)propyl octadecanoate
2.1.2 InChI
InChI=1S/C57H110O6/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/h54H,4-53H2,1-3H3
2.1.3 InChI Key
DCXXMTOCNZCJGO-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC
2.2 Other Identifiers
2.2.1 UNII
P6OCJ2551R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Glyceryl Tristearate

2. Stearic Acid Triglyceride

3. Tristearoylglycerol

2.3.2 Depositor-Supplied Synonyms

1. 555-43-1

2. Glycerol Tristearate

3. Glyceryl Tristearate

4. Propane-1,2,3-triyl Tristearate

5. Trioctadecanoin

6. Stearic Triglyceride

7. Tristearoylglycerol

8. Triacylglycerol

9. Hardened Oil

10. Stearin, Tri-

11. Spezialfett 118

12. Stearoyl Triglyceride

13. Dynasan 118

14. Glycowax S 932

15. 2,3-di(octadecanoyloxy)propyl Octadecanoate

16. Stearic Acid Triglycerin Ester

17. Stearic Acid Triglyceride

18. Glycerol, Trioctadecanoate

19. 68334-00-9

20. Octadecanoic Acid, 1,2,3-propanetriyl Ester

21. Tg(18:0/18:0/18:0)

22. P6ocj2551r

23. 1,2,3-trioctadecanoyl-glycerol

24. 1,2,3-trioctadecanoyl-sn-glycerol

25. Propane-1,2,3-triyl Trioctadecanoate

26. Glyceryl Tristearate (nf)

27. Glyceryl Tristearate [nf]

28. Octadecanoic Acid, 1,1',1''-(1,2,3-propanetriyl) Ester

29. Hsdb 5690

30. Einecs 209-097-6

31. Hydrogenated Cottonseed Oil

32. Unii-p6ocj2551r

33. Ai3-01633

34. 1,2,3-propanetriol Trioctadecanoate

35. Pationic 919

36. Trioctadecanoylglycerol

37. Beta-tristearin (sss)

38. Glycerol Trioctadecanoate

39. Tristearin [ii]

40. Tristearin [mi]

41. Tristearin [hsdb]

42. Tristearin [inci]

43. Cottonseedoil, Hydrogenated

44. Ec 209-097-6

45. Schembl9507

46. Kemester 6000 (salt/mix)

47. Glyceryl Tristearate, >=99%

48. Glyceryl Tristearate, Technical

49. Dtxsid8047503

50. Propane-1,2,3-triyltristearate

51. Chebi:45956

52. Glyceryl Tristearate [fcc]

53. 1,2,3-propanetriyl Trioctadecanoate

54. Lmgl03010002

55. Mfcd00036230

56. Zinc85545202

57. Akos015899779

58. Beta-1,2,3-tri-octadecanoyl-glycerol

59. 2,3-bis(stearoyloxy)propyl Stearate #

60. As-11714

61. 1-stearoyl-2-stearoyl-3-stearoyl-glycerol

62. Hy-127035

63. Cs-0092148

64. Ft-0675675

65. G0212

66. D10637

67. D90727

68. Q425640

69. Tristearin, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 891.5 g/mol
Molecular Formula C57H110O6
XLogP325.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count56
Exact Mass890.83024122 g/mol
Monoisotopic Mass890.83024122 g/mol
Topological Polar Surface Area78.9 Ų
Heavy Atom Count63
Formal Charge0
Complexity886
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

In the small intestine, most triglycerides are split into monoglycerides, free fatty acids, and glycerol, which are absorbed by the intestinal mucosa. Within the epithelial cells, resynthesized triglycerides collect into globules along with cholesterol and phospholipids and are encased in a protein coat as chylomicrons . Chylomicrons are transported in the lymph to the thoracic duct and eventually to the venous system. The chylomicrons are removed from the blood as they pass through the capillaries of adipose tissue. Fat is stored in adipose cells until it is transported to other tissues as free fatty acids which are used for cellular energy or incorporated into cell membranes.

Cosmetic Ingredient Review Expert Panel; International Journal of Toxicology: 20 (suppl. 4): 61-94 (2001)


When 14C-labeled long-chain triglycerides are administered intravenously, 25% to 30% of the radiolabel is found in the liver within 30 to 60 minutes, with less than 5% remaining after 24 hours. Lesser amounts of radiolabel are found in the spleen and lungs. After 24 hours, nearly 50% of the radiolabel has been expired in carbon dioxide, with 1% of the carbon label remaining in the brown fat. The concentration of radioactivity in the epididymal fat is less than half that of the brown fat.

Cosmetic Ingredient Review Expert Panel; International Journal of Toxicology: 20 (suppl. 4): 61-94 (2001)


The absorption of [1- 14C]tristearin was evaluated using groups consisting of six to seven male Wistar rats (weights =200 to 250 g). The rats were prepared either with an external bile fistula or a sham operation (control group), and then allowed to recover for 6 to 12 hours. Weighed doses of [1- 14C]tristearin were fed in a pellet of bran. Doses of 25, 50, 100, and 200 mg were administered to four groups, respectively. The rats were killed after 16 hours and lipid from the stomach, small gut, and colon (with feces) was extracted. Absorption was expressed as the percentage of the dose that had left the stomach. Only rats in which 80% or more of the dose had left the stomach were used. Tristearin absorption was classified as poor at all administered doses. Significantly lower absorption of tristearin was noted only in the 200 mg dose group ( p <.02, n=6)

Cosmetic Ingredient Review Expert Panel; International Journal of Toxicology: 20 (suppl. 4): 61-94 (2001)


Feeding expt with (14)C-labelled tristearin indicated that ruminal bacteria actively hydrogenated, degraded, and synthesized fatty acids. Stearic acid seemed to be absorbed from small intestine at slower rate than other fatty acids.

Miller LG, Cramer DA; J Anim Sci 29(5) 738 (1969)


4.2 Metabolism/Metabolites

Hydrolysis of /Tristearin/ by hepatic triacylglycerol lipase in plasma from ICR mice has been demonstrated in vitro.

Cosmetic Ingredient Review Expert Panel; International Journal of Toxicology: 20 (suppl. 4): 61-94 (2001)


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