Acetyl-L-Carnitine

Details

• Internal ID: acad1567-3721-4ae0-a502-5e9bfc379792
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Acyl carnitines
• IUPAC Name: (3R)-3-acetyloxy-4-(trimethylazaniumyl)butanoate
• InChI: InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/t8-/m1/s1
• InChI Key: RDHQFKQIGNGIED-MRVPVSSYSA-N
• Popularity: 1,477 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.11575802 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• acetylcarnitine
• L-ACETYLCARNITINE
• O-Acetyl-L-carnitine
• ALCAR
• Levocarnitine acetyl
• 3040-38-8
• L-O-Acetylcarnitine
• (-)-Acetylcarnitine
• O-acetylcarnitine
• (R)-Acetylcarnitine
• R-Acetylcarnitine
• L-Acetyl carnitine
• Nicetile
• L-Carnitine acetyl ester
• Acetyl-L-(-)-carnitine
• Acetylcarnitine, L-
• (3R)-3-acetyloxy-4-(trimethylazaniumyl)butanoate
• acetyl l-carnitine
• Branigen
• Acetyl carnitine
• 6DH1W9VH8Q
• CHEBI:57589
• Normobren
• Zibren
• Oristar ach
• (R)-3-acetoxy-4-(trimethylammonio)butanoate
• (3R)-3-(acetyloxy)-4-(trimethylazaniumyl)butanoate
• Levacecarnine hydrochloride
• ACETYL CARNITINE HCL
• Acetyl L Carnitine
• ST-200
• Carnitine, acetyl-, L-
• UNII-6DH1W9VH8Q
• acetyl-carnitine
• HSDB 7587
• (-)O-acetylcarnitine
• ORISTAR ACC
• (+-)-Acetylcarnitine
• O-acetyl-(R)-carnitine
• VITAMIN BT, ACETATE
• ACETYLCARNITINE [MI]
• SCHEMBL118455
• ACETYLCARNITINE [VANDF]
• GTPL4520
• ACETYL CARNITINE [INCI]
• ACETYLCARNITINE [WHO-DD]
• CHEMBL1697733
• DTXSID1040956
• ACETYL-L-CARNITINE [HSDB]
• LMFA07070050
• (2R)-2-(Acetyloxy)-3-carboxy-N,N,N-trimethyl-1-propanaminium inner salt
• AKOS040747759
• L-(3-carboxy-2-hydroxypropyl)trimethylammonium hydroxide inner salt acetate
• DB08842
• 1-Propanaminium, 2-(acetyloxy)-3-carboxy-N,N,N-trimethyl-, hydroxide, inner salt, (R)-
• (3R)-3-(acetyloxy)-4-(trimethylammonio)butanoate
• Q311992
• 1-Propanaminium, 2-(acetyloxy)-3-carboxy-N,N,N-trimethyl-, inner salt, (2R)-
• Ammonium, (3-carboxy-2-hydroxypropyl)trimethyl-, hydroxide, inner salt, acetate, L-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9854	98.54%
Caco-2	+	0.5494	54.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7017	70.17%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9504	95.04%
P-glycoprotein inhibitior	-	0.9546	95.46%
P-glycoprotein substrate	-	0.9310	93.10%
CYP3A4 substrate	-	0.5915	59.15%
CYP2C9 substrate	-	0.5924	59.24%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.8496	84.96%
CYP2C9 inhibition	-	0.9234	92.34%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.9267	92.67%
CYP2C8 inhibition	-	0.8952	89.52%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5749	57.49%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.7360	73.60%
Eye irritation	+	0.9760	97.60%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.8759	87.59%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7916	79.16%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8218	82.18%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7443	74.43%
Acute Oral Toxicity (c)	III	0.6457	64.57%
Estrogen receptor binding	-	0.9218	92.18%
Androgen receptor binding	-	0.8224	82.24%
Thyroid receptor binding	-	0.8388	83.88%
Glucocorticoid receptor binding	-	0.6921	69.21%
Aromatase binding	-	0.8514	85.14%
PPAR gamma	-	0.8955	89.55%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	-	0.7723	77.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.64%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.95%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 7045767
• LOTUS: LTS0091027
• wikiData: Q311992