Compound: DL-Carnitine
SMILES: O=C([O-])CC(O)C[N+](C)(C)C
InChIKey: PHIQHXFUZVPYII-UHFFFAOYSA-N
Synonyms: DL-Carnitine, Carnitine, Carnitina, 3-hydroxy-4-(trimethylazaniumyl)butanoate, D,L-carnitine, S7UI8SM58A, NSC-757390, CHEBI:17126, (3-Carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt, Carnitinum, CHEBI:3424, (3-carboxy-2-hydroxypropyl)-trimethylazanium, Carnitine dl-, RefChem:574690, (3-carboxy-2-hydroxypropyl)trimethylazanium, 206-976-6, 406-76-8, 461-06-3, L(-)-Carnitine, 3-hydroxy-4-(trimethylammonio)butanoate, Carnitine DL-form, Carnitine [INN], CARNITINE, DL-, 3-hydroxy-4-trimethylammoniobutanoate, 1-Propanaminium, 3-carboxy-2-hydroxy-N,N,N-trimethyl-, inner salt,(2R)-, (+/-)-Carnitin, Levocarnitine;Vitamin B(T), (+-)-Carnitine, Excitine, Novaine, Vitacarn, Carnum, Novain, EINECS 206-976-6, UNII-S7UI8SM58A, Carnitin, ()-Carnitin, Prestwick_877, Carnitine (L-Carnitine), Carnitine, (+/-)-, CARNITINE [VANDF], CARNITINE [MART.], CARNITINE [WHO-DD], SCHEMBL21971, CHEMBL172513, orb1310332, CARNITINE DL-FORM [MI], DTXSID3022744, HY-B0399A, (1)-(3-Carboxy-2-hydroxypropyl)trimethylammonium hydroxide, HMS5080P20, HMS5087I07, STL356005, AKOS006229283, CS-4771, NSC 757390, 1-Propanaminium, 3-carboxy-2-hydroxy-N,N,N-trimethyl-, hydroxide, inner salt, (+-)-, AMMONIUM, (3-CARBOXY-2-HYDROXYPROPYL)TRIMETHYL-, HYDROXIDE, inner salt, DL-, DA-72820, DB-052482, DB-052484, NS00009461, L-Carnitine hydrochloride (from beef extract), H37682, EN300-6389073, Q243309, 3-Hydroxy-4-(trimethylammonio)butanoate; Vitamin BT, F0001-2377, 2-Hydroxy 3-carboxyalkyl trimethyl ammonium compound C4 (2h3cATMAC C4), ( inverted exclamation markA)-Carnitine; 3-hydroxy-4-(trimethylammonio)butanoate
Theoretical properties:
molecular_formula: C7H15NO3
molecular_weight: 161.20 g/mol
exact_mass: 161.10519334 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 11
topological_polar_surface_area: 60.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Carnitine is an amino-acid betaine that is butanoate substituted with a hydroxy group at position C-3 and a trimethylammonium group at C-4. It has a role as a mouse metabolite and a human metabolite. It is functionally related to a butyrate. It is a conjugate base of a carnitinium.", "chebi": "An amino-acid betaine that is butanoate substituted with a hydroxy group at position C-3 and a trimethylammonium group at C-4.", "chembl": "CARNITINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.", "wikipedia": "Carnitine is a quaternary ammonium compound involved in metabolism in most mammals, plants, and some bacteria. In support of energy metabolism, carnitine transports long-chain fatty acids from the cytosol into mitochondria to be oxidized for free energy production, and also participates in removing products of metabolism from cells. Given its key metabolic roles, carnitine is concentrated in tissues like skeletal and cardiac muscle that metabolize fatty acids as an energy source. Generally individuals, including strict vegetarians, synthesize enough L-carnitine in vivo.\nCarnitine exists as one of two stereoisomers: the two enantiomers d-carnitine (S-(+)-) and l-carnitine (R-(\u2212)-). Both are biologically active, but only l-carnitine naturally occurs in animals, and d-carnitine is toxic as it inhibits the activity of the l-form. At room temperature, pure carnitine is a whiteish powder, and a water-soluble zwitterion with relatively low toxicity. Derived from amino acids, carnitine was first extracted from meat extracts in 1905, leading to its name from Latin, \"caro/carnis\" or flesh.\nSome individuals with genetic or medical disorders (such as preterm infants) cannot make enough carnitine, requiring dietary supplementation. Despite common carnitine supplement consumption among athletes for improved exercise performance or recovery, there is insufficient high-quality clinical evidence to indicate it provides any benefit."}