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Glycerol triheptanoate

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Name

Glycerol triheptanoate

EINECS 210-647-2
CAS No. 620-67-7 Density 0.984 g/cm3
PSA 78.90000 LogP 5.89580
Solubility N/A Melting Point N/A
Formula C24H44O6 Boiling Point 470 °C at 760 mmHg
Molecular Weight 428.61 Flash Point 195.5 °C
Transport Information N/A Appearance colourless liquid
Safety Risk Codes 38
Molecular Structure Molecular Structure of 620-67-7 (TRIHEPTANOIN) Hazard Symbols IrritantXi
Synonyms

Heptanoicacid, 1,2,3-propanetriyl ester (9CI);Heptanoin, tri- (6CI,7CI,8CI);DermofeelTC 7;Glycerol triheptanoate;Glyceryl triheptanoate;Trienanthoin;Triheptanoic glyceride;Triheptanoin;Trioenanthoin;

Article Data 3

Glycerol triheptanoate Synthetic route

111-14-8

oenanthic acid

56-81-5

glycerol

620-67-7

glycerol triheptanoate

Conditions
ConditionsYield
With Twitchell's reagent at 100℃;
With dmap; dicyclohexyl-carbodiimide 1.) CH2Cl2, 2.) CH2Cl2; Multistep reaction;

Glycerol triheptanoate Specification

The Glycerol triheptanoate is an organic compound with the formula C24H44O6. The IUPAC name of this chemical is 2,3-di(heptanoyloxy)propyl heptanoate. With the CAS registry number 620-67-7, it is also named as Trienanthoin. It is colourless liquid which is stable and incompatible with strong oxidizing agents. Besides, it is irritating to skin.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.73; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.73; (4)ACD/LogD (pH 7.4): 7.73; (5)ACD/BCF (pH 5.5): 443477.97; (6)ACD/BCF (pH 7.4): 443477.97; (7)ACD/KOC (pH 5.5): 383356.56; (8)ACD/KOC (pH 7.4): 383356.56; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 23; (12)Polar Surface Area: 78.9 Å2; (13)Index of Refraction: 1.456; (14)Molar Refractivity: 118.52 cm3; (15)Molar Volume: 435.5 cm3; (16)Surface Tension: 34.9 dyne/cm; (17)Enthalpy of Vaporization: 73.25 kJ/mol; (18)Vapour Pressure: 5.24E-09 mmHg at 25°C; (19)Rotatable Bond Count: 23; (20)Exact Mass: 428.313789; (21)MonoIsotopic Mass: 428.313789; (22)Topological Polar Surface Area: 78.9; (23)Heavy Atom Count: 30; (24)Complexity: 421.

Uses of Glycerol triheptanoate: It is used clinically in humans to treat inherited metabolic diseases, such as Pyruvate carboxylase deficiency and Carnitine palmitoyltransferase II deficiency. It is also used to increase the efficacy of the ketogenic diet as a treatment for epilepsy.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(OCC(OC(=O)CCCCCC)COC(=O)CCCCCC)CCCCCC
2. InChI:InChI=1/C24H44O6/c1-4-7-10-13-16-22(25)28-19-21(30-24(27)18-15-12-9-6-3)20-29-23(26)17-14-11-8-5-2/h21H,4-20H2,1-3H3 
3. InChIKey:PJHKBYALYHRYSK-UHFFFAOYAC

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 320mg/kg (320mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Acta Physiologica Scandinavica. Vol. 40, Pg. 338, 1957.

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