TRIHEPTANOIN

Names

[ CAS No. ]:
620-67-7

[ Name ]:
TRIHEPTANOIN

[Synonym ]:
Triheptanoin
Glycerol-1,2,3-triheptanoate
TRIHEPTANION
trioenanthoin
Propane-1,2,3-triyl triheptanoate
trienanthoin
propane-1,2,3-triyl trisheptanoate
1,2,3-Propanetriyl triheptanoate
glyceryl triheptanoate
glycerol trienanthate
1,2,3-tris-heptanoyloxy-propane
glyceroltriheptanoate
triheptylin
tri-heptanoi
1,2,3-Tris-heptanoyloxy-propan
Heptanoic acid, 1,2,3-propanetriyl ester
triheptanoicglyceride
TRIOENANTHIN

Biological Activity

[Description]:

Triheptanoin (Propane-1,2,3-triyl triheptanoate) is a synthetic medium-chain triglyceride (MCT) consisting of three odd-chain 7-carbon (heptanoate) fatty acids on a glycerol backbone. Triheptanoin can be used for the research of inherited metabolic disorders[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[In Vivo]

In long-chain fatty acid oxidation disorders (LC-FAOD), Triheptanoin is used as an anaplerotic compound, acting as a source of calories and fatty acids to bypass the LC-FAOD enzyme deficiencies[1]. Triheptanoin can be used for the research of ataxia-telangiectasia (A-T)[2]. Triheptanoin functions as an anaplerotic agent replenishing tricarboxylic acid (TCA) cycle intermediates by metabolism to heptanoate (C7) and subsequently acetyl-CoA and propionyl-CoA that feed into the TCA cycle to supply energy[2]. Triheptanoin mitigates brain ATP depletion and mitochondrial dysfunction, including respiration and redox balance in a mouse model of Alzheimer's disease, supporting the energy failure hypothesis for that disorder[2]. Triheptanoin (Mice were treated with Triheptanoin (35E%) for 10 days prior to pilocarpine injection to induce status epilepticus) preserved mitochondrial functions in the hippocampal formations of pilocarpine-induced status epilepticus (SE) mice[3]. Animal Model: 7-8 week old male CD1 (35-40 g)[3] Dosage: 35E% oral Triheptanoin was mixed into mouse chow Administration: Given 35E% Triheptanoin treatment 10 days prior to SE induction Result: Preserved mitochondrial functions in SE mice.

[References]

[1]. Matt Shirley. Triheptanoin: First Approval. Drugs. 2020 Oct;80(15):1595-1600.

[2]. A J Yeo, et al. An anaplerotic approach to correct the mitochondrial dysfunction in ataxia-telangiectasia (A-T). Mol Metab. 2021 Dec;54:101354.

[3]. Kah Ni Tan, et al. Triheptanoin protects against status epilepticus-induced hippocampal mitochondrial dysfunctions, oxidative stress and neuronal degeneration. J Neurochem. 2018 Feb;144(4):431-442.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
470.0±12.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₄H₄₄O₆

[ Molecular Weight ]:
428.603

[ Flash Point ]:
195.5±19.6 °C

[ Exact Mass ]:
428.313782

[ PSA ]:
78.90000

[ LogP ]:
7.73

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.457

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MB2660000

CHEMICAL NAME :: Glycerol triheptanoate

CAS REGISTRY NUMBER :: 620-67-7

BEILSTEIN REFERENCE NO. :: 1807724

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H44-O6

MOLECULAR WEIGHT :: 428.68

WISWESSER LINE NOTATION :: 6VO1YOV6&1OV6

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 320 mg/kg

TOXIC EFFECTS :: Behavioral - muscle contraction or spasticity Lungs, Thorax, or Respiration - other changes Kidney, Ureter, Bladder - urine volume increased

REFERENCE :: APSCAX Acta Physiologica Scandinavica. (Karolinska Institutet, S-10401 Stockholm, Sweden) V.1- 1940- Volume(issue)/page/year: 40,338,1957

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
38

[ HS Code ]:
2915900090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2915900090

[ Summary ]:
2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:5.5% General tariff:30.0%