Responsive image

Common name


Acetylcarnitine

IUPAC name


[(2R)-2-(acetyloxy)-3-carboxypropyl]trimethylazanium

SMILES


CC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C

Compound class


Therapeutic area


Acetylcarnitine is not approved for any indication in the United states and Canada, but it is approved and indicated in Italy for cerebrovascular disorders, mental function disorders, peripheral nerve disorders, diabetic neuropathy, and nutritional supplementation; Portugal for mental function disorders; Argentina for cerebral vasculopathy, nutritional supplementation, and peripheral neuropathy; Chile for dementia; Philippines for cerebrovascular disorders and mental function disorders; Australia for nutritional supplementation; and India for nutritional supplementation to increase sperm count. Acetylcarnitine also has several potential therapeutic indications for which it is still being investigated: in Norway, acetylcarnitine is in a phase IV trial for prophylactic treatment of migraines; in Italy acetylcarnitine is in a phase II trial for use in patients with type 2 Diabetes Mellitus, a phase III trial for alleviating fatigue in patients with chronic hepatitis C, and for use in patients with Minimal Hepatic Encephalopathy; in the United States acetylcarnitine is in a phase II trial for the neurodegenerative disorder Progressive Supranuclear Palsy, a phase II and III trial for reducing peripheral neuropathy in cancer patients as an adjunct to chemotherapy, a phase I and II trial for treating patients in septic shock, a phase II trial for bipolar depression, a phase II trial to reduce oxidative stress in patients with Sickle Cell disease, a phase I and II trial for chronic fatigue syndrome, and a study for preventing nerve damage in HIV patients; in China acetylcarnitine is in a phase III trial for reducing peripheral neuropathy in cancer patients as an adjunct to chemotherapy; in the United Kingdom acetylcarnitine is being investigated for preventing nerve damage in HIV patients; and in Israel acetylcarnitine is being studied for the treatment of male infertility.

Common name


Acetylcarnitine

IUPAC name


[(2R)-2-(acetyloxy)-3-carboxypropyl]trimethylazanium

SMILES


CC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C

INCHI


InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/p+1/t8-/m1/s1

FORMULA


C9H18NO4

Responsive image

Common name


Acetylcarnitine

IUPAC name


[(2R)-2-(acetyloxy)-3-carboxypropyl]trimethylazanium

Molecular weight


204.244

clogP


-2.632

clogS


-1.411

HBond Acceptor


4

HBond Donor


1

Total Polar
Surface Area


63.6

Number of Rings


0

Rotatable Bond


6

Drug ID Common name Structure CAS SMILE Frequency
FDBF00004 acetic acid Responsive image CC(=O)O 0.0687
FDBF00063 (trimethyl-λ4-azanyl)methane Responsive image C[N](C)(C)C 0.0048
FDBF00064 N,N-dimethylmethanamine Responsive image N(C)(C)C 0.0371
FDBF00101 methyl acetate Responsive image O(C(=O)C)C 0.0151
FDBF00103 ethyl acetate Responsive image O(C(=O)C)CC 0.0127
5 , 1