Triheptanoin
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Triheptanoin
structure -
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CAS No:
620-67-7
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Formula:
C24H44O6
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Chemical Name:
Triheptanoin
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Synonyms:
Heptanoic acid,1,1′,1′′-(1,2,3-propanetriyl) ester;Heptanoin,tri-;Heptanoic acid,1,2,3-propanetriyl ester;Glycerol triheptanoate;Triheptanoin;Trioenanthoin;Triheptanoic glyceride;Trienanthoin;Glyceryl triheptanoate;Dermofeel TC 7;Lanol 37T;Dojolvi
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CAS No:
Description
colourless liquid
Triheptanoin is a source of heptanoate fatty acids, which can be metabolized without the enzymes of long chain fatty acid oxidation. In clinical trials, patients with long chain fatty acid oxidation disorders (lc-FAODs) treated with triheptanoin are less likely to develop hypoglycemia, cardiomyopathy, rhabdomyolysis, and hepatomegaly. Complications in lc-FAOD patients are reduced from approximately 60% to approximately 10% with the addition of triheptanoin. Triheptanoin was granted FDA approval on 30 June 2020.
Triheptanoin Basic Attributes
428.61
428.60
210-647-2
2P6O7CFW5K
A - Alimentary tract and metabolism
2915900090
Characteristics
78.9
7.73
colourless liquid
0.904 g/cm3 @ Temp: 100 °C
178 °C @ Press: 0.3 Torr
195.5±19.6 °C
1.457
LD50 intravenous in mouse: 320mg/kg
Safety Information
1
38
Xi
Stable. Incompatible with strong oxidizing agents.
P264, P273, P280, P302+P352, P321, P332+P313, P362, P391, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P321, P332+P313, P362, P391, and P501|Aggregated GHS information provided by 103 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Triheptanoin is a medium chain triglyceride indicated to provide calories and fatty acids to treat long chain fatty acid oxidation disorders (lc-FAODs).|FDA Label
Triheptanoin is a source of medium chain fatty acids for patients with lc-FAODs. It has a moderate duration of action and a wide therapeutic window. Patients should be counselled regarding the risk of feeding tube dysfunction and intestinal malabsorption due to pancreatic insufficiency.
A single 0.3 g/kg dose of triheptanoin reaches a Cmax of 178.9 µmol/L, with a Tmax 0.5 h, and an AUC of 336.5 µmol\*h/L. A single 0.4 g/kg dose of triheptanoin reaches a Cmax of 259.1 µmol/L, with a Tmax 0.8 h, and an AUC of 569.1 µmol\*h/L.|Triheptanoin is minimally eliminated in the urine.|A single dose of 0.3 g/kg results in a mean apparent clearance of 6.05 L/h/kg for heptanoate. A single dose of 0.4 g/kg results in a mean apparent clearance of 4.31 L/h/kg for heptanoate.
Triheptanoin is hydrolysed to heptanoate, which can be further metabolized to β-hydroxypentanoate or β-hydroxybutyrate.
Due to multiple peak concentrations of the heptanoate metabolite, the half life of triheptanoin could not be determined.
Triheptanoin is a source of heptanoate fatty acids, which can be metabolized without the enzymes of long chain fatty acid oxidation. In clinical trials, patients with lc-FAODs treated with triheptanoin experienced improvements in hypoglycemia, cardiomyopathy, and rhabdomyolysis.
glyceroltriheptanoate
Triheptanoin Use and Manufacturing
triheptanoin is a triglyceride that acts as a surfactant and skinconditioning agent, it also helps increase product viscosity. often used in cleansers, face and neck products, moisturizers and lipsticks.
Heptanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Human drugs -> Rare disease (orphan)|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Cosmetics -> Skin conditioning; Surfactant
Computed Properties
Molecular Weight:428.6
XLogP3:7.3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:23
Exact Mass:428.31378912
Monoisotopic Mass:428.31378912
Topological Polar Surface Area:78.9
Heavy Atom Count:30
Complexity:421
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Triheptanoin
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