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Chemistry

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Also known as: Trioctanoin, 538-23-8, Tricaprilin, Glycerol trioctanoate, Glycerol tricaprylate, Rato
Molecular Formula
C27H50O6
Molecular Weight
470.7  g/mol
InChI Key
VLPFTAMPNXLGLX-UHFFFAOYSA-N
FDA UNII
6P92858988

Tricaprylin
Glycerol tricaprylate is a metabolite found in the aging mouse brain.
1 2D Structure

Tricaprylin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2,3-di(octanoyloxy)propyl octanoate
2.1.2 InChI
InChI=1S/C27H50O6/c1-4-7-10-13-16-19-25(28)31-22-24(33-27(30)21-18-15-12-9-6-3)23-32-26(29)20-17-14-11-8-5-2/h24H,4-23H2,1-3H3
2.1.3 InChI Key
VLPFTAMPNXLGLX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCCCCC(=O)OCC(COC(=O)CCCCCCC)OC(=O)CCCCCCC
2.2 Other Identifiers
2.2.1 UNII
6P92858988
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-ethylhexanoic Acid, 1,2,3-propanetriyl Ester

2. Glycerol Tricaprylate

3. Glycerol Trioctanoate

4. Glyceryl Tricaprylate

5. Glyceryl Trioctanoate

6. Octanoic Acid, 1,2,3- Propanetriyl Ester

7. Panasate 800

8. Triethylhexanoin

9. Trioctanoin

10. Trioctanoylglyceride

2.3.2 Depositor-Supplied Synonyms

1. Trioctanoin

2. 538-23-8

3. Tricaprilin

4. Glycerol Trioctanoate

5. Glycerol Tricaprylate

6. Rato

7. Caprylin

8. Glyceryl Trioctanoate

9. Trioctanoylglycerol

10. Tricaprylic Glyceride

11. Maceight

12. Propane-1,2,3-triyl Trioctanoate

13. Glyceryl Tricaprylate

14. Caprylic Acid Triglyceride

15. Caprylic Triglyceride

16. Octanoin, Tri-

17. Axona

18. 1,2,3-tri-n-octanoylglycerol

19. Trioctanoin Oil

20. Octanoic Acid Triglyceride

21. Tricaprylyl Glycerin

22. 2,3-di(octanoyloxy)propyl Octanoate

23. Octanoic Acid, 1,2,3-propanetriyl Ester

24. Panacete 800

25. Glycerol Tri-n-octanoate

26. Miglyol 808

27. Nsc 4059

28. Tricapryloylglycerol

29. Tricaprylyl Glycerol

30. Glycerin Tricaprylate

31. Ac-1202

32. 1,2,3-propanetriol Trioctanoate

33. Cer-0001

34. Nsc-4059

35. Caprylic Acid, 1,2,3-propanetriyl Ester

36. Octanoic Acid, 1,1',1''-(1,2,3-propanetriyl) Ester

37. Trioctanoin;glyceryl Trioctanoate

38. Chebi:76978

39. Ac-1204

40. Ncgc00091285-01

41. Dsstox_cid_1375

42. Dsstox_rid_76119

43. Dsstox_gsid_21375

44. Tg(8:0/8:0/8:0)

45. Tricaprilin [jan]

46. 6p92858988

47. Sefsol 800

48. Caprylidene

49. Tri-n-octanoin

50. Trioctanoylglyceride

51. Cas-538-23-8

52. Einecs 208-686-5

53. 1,2,3-tricapryloylglycerol

54. Brn 1717202

55. Tricaprylm

56. Tri-octanoin

57. Tri-n-caprylin

58. Hsdb 7829

59. Emalex Ktg

60. Glycerol Trioctanoin

61. Mfcd00036236

62. Unii-6p92858988

63. Sefsol 810

64. Captex 8000

65. Axona [vandf]

66. Glycerol Trioctanoic Acid

67. Tricaprylin [ii]

68. Tricaprilin [inn]

69. Tricaprilin (jan/usan)

70. Tricaprilin [usan:jan]

71. Tricaprilin [hsdb]

72. Tricaprilin [usan]

73. Tricaprylin [inci]

74. 1,2,3-trioctanoylglycerol

75. Tricaprylin [mart.]

76. Schembl61958

77. Tricaprilin [who-dd]

78. 4-02-00-00991 (beilstein Handbook Reference)

79. Mls002454452

80. Glyceryl Trioctanoate, >=99%

81. Chembl1406148

82. Dtxsid6021375

83. Nsc4059

84. Propane-1,2,3-triyltrioctanoate

85. Glyceryl Tricaprylate [nf]

86. Hms3039h17

87. Hy-b1804

88. Zinc8214697

89. Tox21_111110

90. Tox21_201480

91. Tox21_302762

92. Caprylic Triglyceride [vandf]

93. S6342

94. Who 10584

95. Octanoic Acid,2,3-propanetriyl Ester

96. Akos015899778

97. Glyceryl Tricaprylate [usp-rs]

98. Tox21_111110_1

99. Ccg-214786

100. Db12176

101. 2,3-bis(octanoyloxy)propyl Octanoate #

102. Ncgc00091285-02

103. Ncgc00091285-03

104. Ncgc00256431-01

105. Ncgc00259031-01

106. As-75522

107. Smr001372028

108. Db-071745

109. Cs-0013846

110. Ft-0720359

111. T0365

112. D01587

113. Glyceryl Trioctanoate, Technical, >=90% (gc)

114. Sr-01000854712

115. Q2747851

116. Sr-01000854712-2

117. 3-(2-chlorophenyl)-1-(3,4-dichlorophenyl)-1-hydroxyurea

118. Tricaprylin, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 470.7 g/mol
Molecular Formula C27H50O6
XLogP38.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count26
Exact Mass470.36073931 g/mol
Monoisotopic Mass470.36073931 g/mol
Topological Polar Surface Area78.9 Ų
Heavy Atom Count33
Formal Charge0
Complexity461
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 MeSH Pharmacological Classification

Excipients

Usually inert substances added to a prescription in order to provide suitable consistency to the dosage form. These include binders, matrix, base or diluent in pills, tablets, creams, salves, etc. (See all compounds classified as Excipients.)


4.2 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. 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; Final Report of the Cosmetic Ingredient Review Expert Panel; Final Report on the Safety Assessment of Trilaurin, Triarachidin, Tribehenin, Tricaprin, Tricaprylin, Trierucin, Triheptanoin, Triheptylundecanoin, Triisononanoin, Triisopalmitin, Triisostearin, Trilinolein, Trimyristin, Trioctanoin, Triolein, Tripalmitin, Tripalmitolein, Triricinolein, Tristearin, Triundecanoin, Glyceryl Triacetyl Hydroxystearate, Glyceryl Triacetyl Ricinoleate, and Glyceryl Stearate; Scientific Regulatory Reference CD-ROM (2006). Cosmetic, Toiletry, and Fragrance Association, Washington D.C.


After absorption, long- chain saturated fatty acids are transported mainly via the intestinal lymph as triglycerides. Fatty acids with 10 or less carbon atoms are transported mainly from the intestine via the portal blood vessels. There are also data indicating that unsaturated long-chain fatty acids are absorbed mainly via the lymph vessels.

Cosmetic Ingredient Review; Final Report of the Cosmetic Ingredient Review Expert Panel; Final Report on the Safety Assessment of Trilaurin, Triarachidin, Tribehenin, Tricaprin, Tricaprylin, Trierucin, Triheptanoin, Triheptylundecanoin, Triisononanoin, Triisopalmitin, Triisostearin, Trilinolein, Trimyristin, Trioctanoin, Triolein, Tripalmitin, Tripalmitolein, Triricinolein, Tristearin, Triundecanoin, Glyceryl Triacetyl Hydroxystearate, Glyceryl Triacetyl Ricinoleate, and Glyceryl Stearate; Scientific Regulatory Reference CD-ROM (2006). Cosmetic, Toiletry, and Fragrance Association, Washington D.C.


The skin penetration enhancement of drugs by tricaprylin has been demonstrated in vivo using Wistar rats and in vitro using hairless female mice. ... The drug permeation ratio in the presence of triglycerides increased in the following order: Tricaprylin (C8) > Triolein (CI8) > Tributyrin (C4) > Triacetin (C2).

Cosmetic Ingredient Review; Final Report of the Cosmetic Ingredient Review Expert Panel; Final Report on the Safety Assessment of Trilaurin, Triarachidin, Tribehenin, Tricaprin, Tricaprylin, Trierucin, Triheptanoin, Triheptylundecanoin, Triisononanoin, Triisopalmitin, Triisostearin, Trilinolein, Trimyristin, Trioctanoin, Triolein, Tripalmitin, Tripalmitolein, Triricinolein, Tristearin, Triundecanoin, Glyceryl Triacetyl Hydroxystearate, Glyceryl Triacetyl Ricinoleate, and Glyceryl Stearate; Scientific Regulatory Reference CD-ROM (2006). Cosmetic, Toiletry, and Fragrance Association, Washington D.C.


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Excipient Market Overview: Roquette, Seqens, Evonik make strategic moves; new guidelines deal with contamination
The pharmaceutical industry has long recognized the critical role excipients or inactive ingredients play in drug formulation and delivery. Excipients can comprise up to 90 percent of a medicine's total ingredients and serve crucial functions as binders, disintegrants, coatings, preservatives, colors, and flavorings. According to recent market research, the pharmaceutical excipients market was valued at US$ 9.27 billion in 2023. It is growing at a compound annual growth rate (CAGR) of 7.03 percent and is projected to reach US$ 18.48 billion by 2032. The main factors driving market growth is an increased demand for multifunctional excipients, coupled with the expanding use of generic medications. The development in the biologics sector and advancements in nanotechnology are also contributing significantly to market growth. Major excipient providers include BASF, Evonik, Merck KGaA owned MilliporeSigma, Gangwal Healthcare, Roquette Frères, DuPont, Croda International, Seqens, Boai NKY Pharmaceuticals, PMC Isochem, Minakem, Kewpie Corporation, Ashland Global, SPI Pharma, Pfanstiehl, Nanjing Well Pharmaceutical, ICE Pharma, Anhui Ribobay Pharmaceutical and Nippon Fine Chemical.  View Our Dashboard on Major Excipient Companies in 2024 (Free Excel Available) WHO, India’s CDSCO tighten regulations; new GMP guidelines implemented to curb contamination Last year, the World Health Organization (WHO) issued a health alert linking at least 300 child deaths in the Gambia, Uzbekistan, and Indonesia to the ingestion of contaminated cough syrups containing unacceptable levels of diethylene glycol (DEG) and ethylene glycol (EG). In response to the tragic events, the WHO released two draft appendices to its guideline on good manufacturing practices (GMPs) for excipients this year. Manufacturers are now required to use suitable risk assessment tools to identify and mitigate potential hazards.  Since India-made cough syrups had been linked to the deaths, India’s drug regulator — Central Drugs Standard Control Organization (CDSCO) — took steps to prevent contamination, and advised drugmakers to only use pharmaceutical-grade excipients from approved sources. Furthermore, the Indian Health Ministry proposed amendments to the Drugs and Cosmetics Rules, 1945 to include details of excipients on drug labels. While listing all excipients on every strip of medicine may be challenging, the ministry suggested mentioning those causing hypersensitivity on the label. Applicants now mandatorily need to submit evidence of stability and safety of excipients. These regulatory developments have significant implications for excipient manufacturers and pharmaceutical companies worldwide. Leading pharmaceutical excipient firms like Gangwal Healthcare, Sigachi Industries, and Nitika Pharmaceuticals are well-positioned to meet these heightened quality and safety standards, given their long-standing commitment to producing high-quality, compliant excipients.  View Our Dashboard on Major Excipient Companies in 2024 (Free Excel Available)   Roquette buys IFF’s pharma unit for US$ 2.85 bn; Evonik opens new spray-drying facility in Darmstadt In a significant industry move, France-based Roquette entered into an agreement to acquire IFF's pharma solutions business in a deal valued at US$ 2.85 billion. This acquisition is set to rebalance family-owned Roquette’s portfolio around health and nutrition. The deal is expected to accelerate Roquette’s growth and significantly strengthen its presence in the excipients market. Evonik has opened a new facility for drying aqueous dispersions of its Eudragit polymers at its site in Darmstadt, Germany. The facility will help Evonik meet increasing demand from drugmakers for its oral drug delivery solutions. The plant uses green energy solutions. The company has also partnered University of Mainz to commercialize a new class of polyethylene glycols (PEG) lipids for nucleic acid delivery. Evonik’s Health Care business has been growing its nucleic acid drug and vaccine delivery portfolio.  Germany’s Johannes Gutenberg University of Mainz was the first to develop randomized polyethylene glycols (rPEGs). This collaboration aims to expand Evonik’s toolbox of technologies for nucleic acid-based medicines, offering an improved immunogenicity profile for lipid nanoparticle carriers used in mRNA vaccines and therapeutics. Asahi Kasei made significant strides in addressing a pressing industry concern that emerged in 2018 when potentially carcinogenic nitrosamine impurities were detected in several pharmaceuticals. Guided by regional authorities, such as the European Medicines Agency and the US Food and Drug Administration, the pharmaceutical industry has been carrying out extensive assessments and research to identify the cause of these impurities. In response to this challenge, Asahi Kasei developed its Ceolus microcrystalline cellulose with extremely low nitrite levels. The Japanese company achieved nitrite concentrations of 0.1 micrograms per gram or less, which is equivalent to 0.1 parts per million (ppm). The company also started full commercial operation of its second manufacturing facility for Ceolus in Japan, enhancing supply capacity and stability. JRS Pharma and Gujarat Microwax opened a state-of-the-art cotton-based croscarmellose sodium plant in Mehsana, Gujarat (India). This facility aims to produce high-quality excipients that meet global standards, potentially reducing India's dependency on imports and boosting its presence in the global excipient market. The Indian excipient industry accounts for less than 1 percent of the global market share.  View Our Dashboard on Major Excipient Companies in 2024 (Free Excel Available)   Seqens to advance innovative polymer; biologics, personalized medicine create demand for specialized excipients Recent industry collaborations highlight the ongoing innovation in novel excipients. France’s Seqens, with over 20 years of polymer development experience, was chosen by Pleryon Therapeutics to advance its leading osteoarthritis candidate – an innovative GMP polymer. This collaboration leverages Seqens’ newly expanded and modernized cGMP plant in Aramon, France, demonstrating the industry’s commitment to investing in advanced manufacturing capabilities for novel excipients.  The rise of biologics and personalized medicine has created a demand for specialized excipients capable of stabilizing complex molecules and enabling targeted drug delivery. Roquette’s launch of Lycagel Flex, a hydroxypropyl pemix for nutraceutical and pharmaceutical softgel capsules, exemplifies this trend. Built on Roquette’s market-first Lycagel pea starch technology, this plant-based alternative to gelatin offers manufacturers the flexibility to customize formulations for a range of production and end-user needs. The innovative pea starch foundation also underscores the industry’s move towards sustainable bio-based excipients. The trend towards patient-centric drug development has also influenced excipient innovation. Excipients that can improve palatability, ease of swallowing, or enable novel dosage forms (such as orally disintegrating tablets) are in high demand. For example, IFF brought a super disintegrant Ac-Di-Sol, that supports faster disintegration and drug dissolution in oral disintegrating tablets, improving patient experience.  View Our Dashboard on Major Excipient Companies in 2024 (Free Excel Available)   Our view The heightened regulatory scrutiny on excipients due to product contamination incidents has created a high risk perception and uncertainty around the regulatory acceptance of novel excipients. That said, novel excipients are central to the development of new drug modalities and therapies. Going forward, sustainability will also become an increasingly important factor in excipient selection and development. As the industry innovates towards biologics, personalized therapies, and patient-centric formulations, the role of high-quality, multifunctional excipients will only grow more vital in ensuring drug stability, bioavailability, and patient compliance. Companies that can navigate the complex regulatory landscape, invest in R&D, and offer high-quality, multifunctional excipients will be well-positioned to succeed in this evolving market.   

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12 Sep 2024

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Tricaprylin manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Tricaprylin API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Tricaprylin manufacturer or Tricaprylin supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Tricaprylin manufacturer or Tricaprylin supplier.

PharmaCompass also assists you with knowing the Tricaprylin API Price utilized in the formulation of products. Tricaprylin API Price is not always fixed or binding as the Tricaprylin Price is obtained through a variety of data sources. The Tricaprylin Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Tricaprylin

Synonyms

Trioctanoin, 538-23-8, Tricaprilin, Glycerol trioctanoate, Glycerol tricaprylate, Rato

Cas Number

538-23-8

Unique Ingredient Identifier (UNII)

6P92858988

About Tricaprylin

Glycerol tricaprylate is a metabolite found in the aging mouse brain.

Tricaprylin Manufacturers

A Tricaprylin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Tricaprylin, including repackagers and relabelers. The FDA regulates Tricaprylin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Tricaprylin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Tricaprylin Suppliers

A Tricaprylin supplier is an individual or a company that provides Tricaprylin active pharmaceutical ingredient (API) or Tricaprylin finished formulations upon request. The Tricaprylin suppliers may include Tricaprylin API manufacturers, exporters, distributors and traders.

click here to find a list of Tricaprylin suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Tricaprylin USDMF

A Tricaprylin DMF (Drug Master File) is a document detailing the whole manufacturing process of Tricaprylin active pharmaceutical ingredient (API) in detail. Different forms of Tricaprylin DMFs exist exist since differing nations have different regulations, such as Tricaprylin USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Tricaprylin DMF submitted to regulatory agencies in the US is known as a USDMF. Tricaprylin USDMF includes data on Tricaprylin's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Tricaprylin USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Tricaprylin suppliers with USDMF on PharmaCompass.

Tricaprylin GMP

Tricaprylin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Tricaprylin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Tricaprylin GMP manufacturer or Tricaprylin GMP API supplier for your needs.

Tricaprylin CoA

A Tricaprylin CoA (Certificate of Analysis) is a formal document that attests to Tricaprylin's compliance with Tricaprylin specifications and serves as a tool for batch-level quality control.

Tricaprylin CoA mostly includes findings from lab analyses of a specific batch. For each Tricaprylin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Tricaprylin may be tested according to a variety of international standards, such as European Pharmacopoeia (Tricaprylin EP), Tricaprylin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Tricaprylin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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