Compound details

Adipic acid

Compound ID	CDAMM02062
Common name	Adipic acid
IUPAC name	hexanedioic acid
Molecular formula	C₆H₁₀O₄

Experimental data

Retention time	0.44
Adduct	[M+H]+
Actual mz	147.066
Theoretical mz	147.065
Error	2.2
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.0711

Identifiers and class information

Inchi key	WNLRTRBMVRJNCN-UHFFFAOYSA-N
Smiles	O=C(O)CCCCC(=O)O
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Asparagus racemosus Willd.

External sources

HMDB ID	HMDB0000448
KNApSAcK ID	C00001178
FooDB ID	FDB008309
DrugBank ID
ChEBI ID	CHEBI:17128
Pubchem Compound ID	196
PlantCyc ID	ADIPATE
UNPD ID	UNPD52406
Coconut ID	CNP0296801
LipidMAPS ID	LMFA01170048
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)	146.143
Computed dipole moment(dipole)	8.792
Total solvent accessible surface area (SASA)	361.311
Hydrophobic component of SASA (FOSA)	144.355
Hydrophilic component of SASA (FISA)	216.956
Pie component of the SASA (PISA)	0
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	551.013
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	4
Free energy of solvation of dipole (dip^2/V)	0.140301
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0156565
Globularity descriptor (glob)	0.899619
Predicted polarizability in cubic angstroms (QPpolrz)	12.687
Predicted hexadecane/gas partition coefficient (QPlogPC16)	5.209
Predicted octanol/gas partition coefficient (QPlogPoct)	10.725
Predicted water/gas partition coefficient (QPlogPw)	7.831
Predicted octanol/water partition coefficient (QPlogPo/w)	0.081
Predicted aqueous solubility (QPlogS)	-0.834
Conformation-independent predicted aqueous solubility (CIQPlogS)	-0.859
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	0.459
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	5.568
Predicted brain/blood partition coefficient (QPlogBB)	-1.525
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2.928
Predicted skin permeability, log Kp (QPlogKp)	-5.038
PM3 calculated ionization potential (IP(ev))	10.952
PM3 calculated electron affinity (EA(eV))	-0.766
Number of likely metabolic reactions (#metab)	2
Prediction of binding to human serum albumin (QPlogKhsa)	-1.077
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	40.765
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)	102.23
Number of nitrogen and oxygen atoms (#NandO)	4
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
P24046	GABRR1	GABA receptor rho-1 subunit	T99665	SEA
O75899	GABBR2	GABA-B receptor	T42446	SEA
P48066	SLC6A11	GABA transporter 3	T38200	SEA
O75899	GABBR2	GABA-B receptor	T42446	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SwissTargetPrediction and SEA
Q96RI1	NR1H4	Bile acid receptor FXR	T51426	SwissTargetPrediction
P34913	EPHX2	Epoxide hydratase	T35734	SEA
Q9H3R0	KDM4C	Lysine-specific demethylase 4C	T73863	SEA
P23141	CES1	Acyl coenzyme A:cholesterol acyltransferase	T76369	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
O75164	KDM4A	Lysine-specific demethylase 4A	T18904	SEA
P10275	AR	Androgen Receptor	T11211	SwissTargetPrediction
Q07075	ENPEP	Aminopeptidase A	T31956	SEA
P15090	FABP4	Fatty acid binding protein adipocyte	T07217	SwissTargetPrediction and SEA
Q07869	PPARA	Peroxisome proliferator-activated receptor alpha	T86591	SwissTargetPrediction
Q01469	FABP5	Fatty acid binding protein epidermal	T21507	SwissTargetPrediction and SEA
Q03181	PPARD	Peroxisome proliferator-activated receptor delta	T36557	SwissTargetPrediction
O14842	FFAR1	Free fatty acid receptor 1	T25608	SwissTargetPrediction
P30307	CDC25C	Dual specificity phosphatase Cdc25C	T40569	SwissTargetPrediction and SEA
P28845	HSD11B1	11-beta-hydroxysteroid dehydrogenase 1	T65200	SwissTargetPrediction
P11473	VDR	Vitamin D receptor	T34234	SwissTargetPrediction
Q8TDU6	GPBAR1	G-protein coupled bile acid receptor 1	T86273	SwissTargetPrediction
P06746	POLB	DNA polymerase beta (by homology)	T06958	SwissTargetPrediction
Q9Y4C1	KDM3A	Lysine-specific demethylase 3A	T25362	SEA
O15054	KDM6B	Lysine-specific demethylase 6B	T56057	SEA
P04035	HMGCR	HMG-CoA reductase	T53585	SEA
Q15722	LTB4R	Leukotriene B4 receptor 1	T59626	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
P00390	GSR	Glutathione reductase	T30803	SEA
Q9Y3Q0	NAALAD2	NAALADase II	T70036	SEA
P30307	CDC25C	Dual specificity phosphatase Cdc25C	T40569	SEA
Q9UPP1	PHF8	Histone lysine demethylase PHF8	T00933	SEA
Q9UJM8	HAO1	Hydroxyacid oxidase 1	T63170	SEA
P24557	TBXAS1	Thromboxane-A synthase	T78356	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
P78329	CYP4F2	Cytochrome P450 4f	T82604	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
T51426	DI0043	Autoimmune liver disease	[ICD-11: DB96]	Q96RI1	NR1H4
T51426	DI0077	Cholelithiasis	[ICD-11: DC11]	Q96RI1	NR1H4
T51426	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	Q96RI1	NR1H4
T35734	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P34913	EPHX2
T35734	DI0190	Hypertension	[ICD-11: BA00-BA04]	P34913	EPHX2
T76369	DI0335	Peroxisomal disease	[ICD-11: 5C57]	P23141	CES1
T76369	DI0398	Synthesis disorder	[ICD-11: 5C52-5C59]	P23141	CES1
T11211	DI0005	Acne vulgaris	[ICD-11: ED80]	P10275	AR
T11211	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P10275	AR
T11211	DI0021	Alcoholic liver disease	[ICD-11: DB94]	P10275	AR
T11211	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P10275	AR
T11211	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P10275	AR
T11211	DI0145	Female pelvic pain	[ICD-11: GA34]	P10275	AR
T11211	DI0194	Hypo-osmolality/hyponatraemia	[ICD-11: 5C72]	P10275	AR
T11211	DI0237	Low bone mass disorder	[ICD-11: FB83]	P10275	AR
T11211	DI0247	Mammary tumour	[ICD-11: 2C60-2C6Z]	P10275	AR
T11211	DI0346	Prostate cancer	[ICD-11: 2C82]	P10275	AR
T11211	DI0401	Testicular dysfunction	[ICD-11: 5A81]	P10275	AR
T31956	DI0190	Hypertension	[ICD-11: BA00-BA04]	Q07075	ENPEP
T86591	DI0187	Hyperlipidemia	[ICD-11: 5C80]	Q07869	PPARA
T86591	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	Q07869	PPARA
T86591	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q07869	PPARA
T36557	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	Q03181	PPARD
T36557	DI0308	Obesity	[ICD-11: 5B80-5B81]	Q03181	PPARD
T25608	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	O14842	FFAR1
T65200	DI0210	Influenza	[ICD-11: 1E30-1E32]	P28845	HSD11B1
T65200	DI0239	Lupus erythematosus	[ICD-11: 4A40]	P28845	HSD11B1
T65200	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P28845	HSD11B1
T34234	DI0083	Chronic kidney disease	[ICD-11: GB61]	P11473	VDR
T34234	DI0171	Hair/hair growth developmental defect	[ICD-11: LC30]	P11473	VDR
T34234	DI0189	Hyper-parathyroidism	[ICD-11: 5A51]	P11473	VDR
T34234	DI0195	Hypo-parathyroidism	[ICD-11: 5A50]	P11473	VDR
T34234	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P11473	VDR
T34234	DI0351	Psoriasis	[ICD-11: EA90]	P11473	VDR
T34234	DI0437	Vitamin deficiency	[ICD-11: 5B55-5B5F]	P11473	VDR
T86273	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q8TDU6	GPBAR1
T06958	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P06746	POLB
T53585	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P04035	HMGCR
T53585	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P04035	HMGCR
T53585	DI0128	Dyslipidemia	[ICD-11: 5C80-5C81]	P04035	HMGCR
T53585	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	P04035	HMGCR
T53585	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P04035	HMGCR
T53585	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	P04035	HMGCR
T53585	DI0324	Pain	[ICD-11: MG30-MG3Z]	P04035	HMGCR
T59626	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	Q15722	LTB4R
T59626	DI0355	Pulmonary disease	[ICD-11: 1B10-1F85]	Q15722	LTB4R
T59626	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	Q15722	LTB4R
T30803	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P00390	GSR
T63170	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	Q9UJM8	HAO1
T78356	DI0030	Angina pectoris	[ICD-11: BA40]	P24557	TBXAS1
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