Compound ID	CDAMM02314
Common name	D-2-Hydroxyglutaric acid
IUPAC name	2-hydroxypentanedioic acid
Molecular formula	C₅H₈O₅

Experimental data

Retention time	14.46
Adduct	[M+H]+
Actual mz	149.044
Theoretical mz	149.044
Error	3.19
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.8112

Identifiers and class information

Inchi key	HWXBTNAVRSUOJR-YEQUQEJONA-N
Smiles	O=C(O)CCC(O)C(=O)O
Superclass	Organic acids and derivatives
Class	Hydroxy acids and derivatives

Plant source

Asparagus gonoclados Baker

External sources

HMDB ID	HMDB0000606
KNApSAcK ID	C00050428
FooDB ID	FDB022139
DrugBank ID
ChEBI ID	CHEBI:15801
Pubchem Compound ID	43
PlantCyc ID	CPD-381
UNPD ID	UNPD129124
Coconut ID	CNP0156996
LipidMAPS ID	LMFA01050483
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	2
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	5
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	148.115
Computed dipole moment(dipole)	7.23
Total solvent accessible surface area (SASA)	336.224
Hydrophobic component of SASA (FOSA)	83.572
Hydrophilic component of SASA (FISA)	252.652
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	509.032
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	5.7
Free energy of solvation of dipole (dip^2/V)	0.102684
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0293634
Globularity descriptor (glob)	0.916993
Predicted polarizability in cubic angstroms (QPpolrz)	11.007
Predicted hexadecane/gas partition coefficient (QPlogPC16)	5.4
Predicted octanol/gas partition coefficient (QPlogPoct)	12.204
Predicted water/gas partition coefficient (QPlogPw)	11.152
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.391
Predicted aqueous solubility (QPlogS)	-0.608
Conformation-independent predicted aqueous solubility (CIQPlogS)	-0.592
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	0.74
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2.554
Predicted brain/blood partition coefficient (QPlogBB)	-1.741
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.261
Predicted skin permeability, log Kp (QPlogKp)	-5.696
PM3 calculated ionization potential (IP(ev))	10.974
PM3 calculated electron affinity (EA(eV))	-0.229
Number of likely metabolic reactions (#metab)	2
Prediction of binding to human serum albumin (QPlogKhsa)	-1.244
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	31.942
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)	121.891
Number of nitrogen and oxygen atoms (#NandO)	5
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
O75899	GABBR2	GABA-B receptor	T42446	SEA
P48066	SLC6A11	GABA transporter 3	T38200	SEA
O75899	GABBR2	GABA-B receptor	T42446	SEA
O00222	GRM8	Metabotropic glutamate receptor 8	T77548	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
P78352	DLG4	Disks large homolog 4	T04507	SEA
O15303	GRM6	Metabotropic glutamate receptor 6	T55956	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
Q07075	ENPEP	Aminopeptidase A	T31956	SEA
P41229	KDM5C	Lysine-specific demethylase 5C	T85540	SEA
Q9Y2K7	KDM2A	Lysine-specific demethylase 2A	T71949	SEA
Q9Y3Q0	NAALAD2	NAALADase II	T70036	SEA
Q92820	GGH	Gamma-glutamyl hydrolase	T71646	SEA
P53396	ACLY	ATP-citrate synthase	T52189	SwissTargetPrediction
Q9UPP1	PHF8	Histone lysine demethylase PHF8	T00933	SEA
Q04609	FOLH1	Glutamate carboxypeptidase II	T97071	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
Q9UN88	GABRQ	GABA(A) receptor theta	T15161	SEA
O60603	TLR2	Toll-like receptor 2	T82078	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
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
T04507	DI0073	Cerebral ischaemia	[ICD-11: 8B1Z]	P78352	DLG4
T04507	DI0219	Ischaemic/haemorrhagic stroke	[ICD-11: 8B20]	P78352	DLG4
T31956	DI0190	Hypertension	[ICD-11: BA00-BA04]	Q07075	ENPEP
T52189	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	P53396	ACLY
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