Gamma-Aminobutyric Acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	b28fbfe7-934d-4bed-a7d1-dcb864d9c372
Taxonomy	Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Gamma amino acids and derivatives
IUPAC Name	4-aminobutanoic acid
SMILES (Canonical)	C(CC(=O)O)CN
SMILES (Isomeric)	C(CC(=O)O)CN
InChI	InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
InChI Key	BTCSSZJGUNDROE-UHFFFAOYSA-N
Popularity	82,230 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄H₉NO₂
Molecular Weight	103.12 g/mol
Exact Mass	103.063328530 g/mol
Topological Polar Surface Area (TPSA)	63.30 Å²
XlogP	-3.20
Atomic LogP (AlogP)	-0.19
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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4-Aminobutanoic acid

gamma-aminobutyric acid

GABA

56-12-2

Piperidic acid

Piperidinic acid

Aminalon

Gaballon

Gammalon

Gammalone

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5732	57.32%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9606	96.06%
OATP1B3 inhibitior	+	0.9532	95.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9460	94.60%
P-glycoprotein inhibitior	-	0.9870	98.70%
P-glycoprotein substrate	-	0.9786	97.86%
CYP3A4 substrate	-	0.8089	80.89%
CYP2C9 substrate	+	0.6180	61.80%
CYP2D6 substrate	-	0.7526	75.26%
CYP3A4 inhibition	-	0.9420	94.20%
CYP2C9 inhibition	-	0.9641	96.41%
CYP2C19 inhibition	-	0.9777	97.77%
CYP2D6 inhibition	-	0.9786	97.86%
CYP1A2 inhibition	-	0.9495	94.95%
CYP2C8 inhibition	-	0.9869	98.69%
CYP inhibitory promiscuity	-	0.9821	98.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6135	61.35%
Carcinogenicity (trinary)	Non-required	0.6105	61.05%
Eye corrosion	-	0.9170	91.70%
Eye irritation	+	0.9152	91.52%
Skin irritation	-	0.6051	60.51%
Skin corrosion	+	0.8539	85.39%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8115	81.15%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7297	72.97%
Acute Oral Toxicity (c)	IV	0.5212	52.12%
Estrogen receptor binding	-	0.9546	95.46%
Androgen receptor binding	-	0.9348	93.48%
Thyroid receptor binding	-	0.9144	91.44%
Glucocorticoid receptor binding	-	0.8702	87.02%
Aromatase binding	-	0.8738	87.38%
PPAR gamma	-	0.7849	78.49%
Honey bee toxicity	-	0.9882	98.82%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8900	89.00%
Fish aquatic toxicity	-	0.9859	98.59%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293237	P54132	Bloom syndrome protein	3.5 nM	Potency	via Super-PRED
CHEMBL3561	P24046	GABA receptor rho-1 subunit	269.15 nM	EC50	via Super-PRED
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	79.4 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	7.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.46%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.43%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.46%	92.26%
CHEMBL4581	P52732	Kinesin-like protein 1	83.41%	93.18%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Angelica gigas

Antirrhinum majus

Arabidopsis thaliana

Astragalus lehmannianus

Astragalus trimestris