Compound details

Gamma-Aminobutyric acid

Compound ID	CDAMM00567
Common name	Gamma-Aminobutyric acid
IUPAC name	4-aminobutanoic acid
Molecular formula	C₄H₉NO₂

Experimental data

Retention time	8.97
Adduct	[M+Na]+
Actual mz	126.053
Theoretical mz	126.052
Error	4.62
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.8141

Identifiers and class information

Inchi key	BTCSSZJGUNDROE-UHFFFAOYSA-N
Smiles	O=C(O)CCCN
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives

Plant source

Piper longum L.

Piper retrofractum Vahl

External sources

HMDB ID	HMDB0000112
KNApSAcK ID	C00001337
FooDB ID	FDB008937
DrugBank ID	DB02530
ChEBI ID	CHEBI:16865
Pubchem Compound ID	119
PlantCyc ID	4-AMINO-BUTYRATE
UNPD ID	UNPD1731
Coconut ID	CNP0116256
LipidMAPS ID	LMFA01100039
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	6
Number of non-conjugated amine groups (#amine)	1
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	1
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	4
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	103.121
Computed dipole moment(dipole)	5.184
Total solvent accessible surface area (SASA)	299.423
Hydrophobic component of SASA (FOSA)	127.546
Hydrophilic component of SASA (FISA)	171.877
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	436.99
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	3
Free energy of solvation of dipole (dip^2/V)	0.061504
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0173539
Globularity descriptor (glob)	0.930096
Predicted polarizability in cubic angstroms (QPpolrz)	8.766
Predicted hexadecane/gas partition coefficient (QPlogPC16)	4.158
Predicted octanol/gas partition coefficient (QPlogPoct)	9.057
Predicted water/gas partition coefficient (QPlogPw)	8.075
Predicted octanol/water partition coefficient (QPlogPo/w)	-2.028
Predicted aqueous solubility (QPlogS)	-0.094
Conformation-independent predicted aqueous solubility (CIQPlogS)	0.558
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-1.582
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	14.672
Predicted brain/blood partition coefficient (QPlogBB)	-0.604
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	7.259
Predicted skin permeability, log Kp (QPlogKp)	-6.366
PM3 calculated ionization potential (IP(ev))	9.807
PM3 calculated electron affinity (EA(eV))	-0.91
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	-1.049
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	35.948
Solvent-accessible surface area of fluorine atoms (SAFluorine)	0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)	0
Van der Waals surface area (PSA)	78.404
Number of nitrogen and oxygen atoms (#NandO)	3
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P34903	GABRA3	GABA A receptor alpha-3/beta-2/gamma-2	T62292	SwissTargetPrediction and SEA
P47869	GABRA2	GABA A receptor alpha-2/beta-2/gamma-2	T51452	SwissTargetPrediction and SEA
P30531	SLC6A1	GABA transporter 1	T62184	SwissTargetPrediction and SEA
P24046	GABRR1	GABA receptor rho-1 subunit	T99665	SwissTargetPrediction and SEA
O75899	GABBR2	GABA-B receptor	T42446	SwissTargetPrediction and SEA
P48066	SLC6A11	GABA transporter 3	T38200	SwissTargetPrediction and SEA
O75899	GABBR2	GABA-B receptor	T42446	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
P14867	GABRA1	GABA-A receptor; alpha-1/beta-2/gamma-2	T51487	SwissTargetPrediction and SEA
Q9H3R0	KDM4C	Lysine-specific demethylase 4C	T73863	SEA
Q9H4A4	RNPEP	Aminopeptidase B	T57818	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
O75164	KDM4A	Lysine-specific demethylase 4A	T18904	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P48065	SLC6A12	Betaine transporter	T08446	SwissTargetPrediction
P80404	ABAT	Gamma-amino-N-butyrate transaminase	T59045	SEA
Q96IY4	CPB2	Carboxypeptidase B2 isoform A	T98022	SEA
Q07075	ENPEP	Aminopeptidase A	T31956	SEA
P15090	FABP4	Fatty acid binding protein adipocyte	T07217	SEA
Q6QHF9	PAOX	Polyamine oxidase	T88699	SEA
P41229	KDM5C	Lysine-specific demethylase 5C	T85540	SEA
Q9Y2K7	KDM2A	Lysine-specific demethylase 2A	T71949	SEA
Q8TDS5	OXER1	Oxoeicosanoid receptor 1	T68834	SEA
Q6ZMT4	KDM7A	Lysine-specific demethylase 7A/7B	T18784	SEA
Q9Y3Q0	NAALAD2	NAALADase II	T70036	SEA
Q9UPP1	PHF8	Histone lysine demethylase PHF8	T00933	SEA
P18507	GABRG2	GABA-A receptor; alpha-6/beta-3/gamma-2	T08910	SwissTargetPrediction
Q04609	FOLH1	Glutamate carboxypeptidase II	T97071	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
Q9Y4G9	PCSK6	Proprotein convertase subtilisin/kexin type 6	T86503	SEA
P28476	GABRR2	GABA(A) receptor rho2	T90682	SEA
Q9UN88	GABRQ	GABA(A) receptor theta	T15161	SEA
P78329	CYP4F2	Cytochrome P450 4f	T82604	SEA
O60603	TLR2	Toll-like receptor 2	T82078	SEA
Q16348	PEPT2	Solute carrier family 15 member 2	T52067	SEA
P47870	GABRB2	GABA(A) receptor beta-2	T80387	SwissTargetPrediction and SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T62292	DI0216	Intentional self-harm	[ICD-11: PC91]	P34903	GABRA3
T51452	DI0216	Intentional self-harm	[ICD-11: PC91]	P47869	GABRA2
T62184	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P30531	SLC6A1
T62184	DI0274	Multiple myeloma	[ICD-11: 2A83]	P30531	SLC6A1
T42446	DI0117	Depression	[ICD-11: 6A70-6A7Z]	O75899	GABBR2
T42446	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	O75899	GABBR2
T42446	DI0275	Multiple sclerosis	[ICD-11: 8A40]	O75899	GABBR2
T42446	DI0290	Narcolepsy	[ICD-11: 7A20]	O75899	GABBR2
T38200	DI0207	Indeterminate colitis	[ICD-11: DD72]	P48066	SLC6A11
T42446	DI0117	Depression	[ICD-11: 6A70-6A7Z]	O75899	GABBR2
T42446	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	O75899	GABBR2
T42446	DI0275	Multiple sclerosis	[ICD-11: 8A40]	O75899	GABBR2
T42446	DI0290	Narcolepsy	[ICD-11: 7A20]	O75899	GABBR2
T70680	DI0167	Gout	[ICD-11: FA25]	Q4U2R8	SLC22A6
T70680	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	Q4U2R8	SLC22A6
T70680	DI0310	Ocular disease	[ICD-11: N.A.]	Q4U2R8	SLC22A6
T51487	DI0014	Acute respiratory distress syndrome	[ICD-11: CB00]	P14867	GABRA1
T51487	DI0033	Anxiety disorder	[ICD-11: 6B00-6B0Z]	P14867	GABRA1
T51487	DI0082	Chronic insomnia	[ICD-11: 7A00]	P14867	GABRA1
T51487	DI0087	Chronic pain	[ICD-11: MG30]	P14867	GABRA1
T51487	DI0101	Corneal disease	[ICD-11: 9A76-9A78]	P14867	GABRA1
T51487	DI0112	Cystitis	[ICD-11: GC00]	P14867	GABRA1
T51487	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P14867	GABRA1
T51487	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P14867	GABRA1
T51487	DI0173	Headache	[ICD-11: 8A80-8A84]	P14867	GABRA1
T51487	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P14867	GABRA1
T51487	DI0243	Malaria	[ICD-11: 1F40-1F45]	P14867	GABRA1
T51487	DI0256	Mental/behavioural/neurodevelopmental disorder	[ICD-11: 6E20-6E8Z]	P14867	GABRA1
T51487	DI0411	Tonus and reflex abnormality	[ICD-11: MB47]	P14867	GABRA1
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T59045	DI0060	Brain cancer	[ICD-11: 2A00]	P80404	ABAT
T59045	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P80404	ABAT
T59045	DI0135	Epileptic encephalopathy	[ICD-11: 8A62]	P80404	ABAT
T59045	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P80404	ABAT
T59045	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P80404	ABAT
T98022	DI0073	Cerebral ischaemia	[ICD-11: 8B1Z]	Q96IY4	CPB2
T98022	DI0074	Cerebral ischaemic stroke	[ICD-11: 8B11]	Q96IY4	CPB2
T98022	DI0405	Thrombosis	[ICD-11: DB61-GB90]	Q96IY4	CPB2
T31956	DI0190	Hypertension	[ICD-11: BA00-BA04]	Q07075	ENPEP
T08910	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P18507	GABRG2
T08910	DI0256	Mental/behavioural/neurodevelopmental disorder	[ICD-11: 6E20-6E8Z]	P18507	GABRG2
T08910	DI0411	Tonus and reflex abnormality	[ICD-11: MB47]	P18507	GABRG2
T97071	DI0122	Diagnostic imaging	[ICD-11: N.A.]	Q04609	FOLH1
T97071	DI0346	Prostate cancer	[ICD-11: 2C82]	Q04609	FOLH1
T70680	DI0167	Gout	[ICD-11: FA25]	Q4U2R8	SLC22A6
T70680	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	Q4U2R8	SLC22A6
T70680	DI0310	Ocular disease	[ICD-11: N.A.]	Q4U2R8	SLC22A6
T82078	DI0346	Prostate cancer	[ICD-11: 2C82]	O60603	TLR2
T80387	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P47870	GABRB2
T80387	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P47870	GABRB2
T80387	DI0256	Mental/behavioural/neurodevelopmental disorder	[ICD-11: 6E20-6E8Z]	P47870	GABRB2
T80387	DI0411	Tonus and reflex abnormality	[ICD-11: MB47]	P47870	GABRB2