Compound details

4-Hydroxybenzoic acid

Compound ID	CDAMM00347
Common name	4-Hydroxybenzoic acid
IUPAC name	4-hydroxybenzoic acid
Molecular formula	C₇H₆O₃

Experimental data

Retention time	25.425
Adduct	[M+H]+
Actual mz	139.04
Theoretical mz	139.039
Error	3.81
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.78

Identifiers and class information

Inchi key	FJKROLUGYXJWQN-UHFFFAOYSA-N
Smiles	O=C(O)C1=CC=C(O)C=C1
Superclass	Benzenoids
Class	Benzene and substituted derivatives

Plant source

Plumbago zeylanica Linn.

External sources

HMDB ID	HMDB0000500
KNApSAcK ID	C00000856
FooDB ID	FDB010508
DrugBank ID	DB04242
ChEBI ID	CHEBI:17879
Pubchem Compound ID	135
PlantCyc ID	4-hydroxybenzoate
UNPD ID	UNPD159615
Coconut ID
LipidMAPS ID
NANPDB ID	NANPDB_802

Pharmacokinetic properties

Number of descriptor values(#stars)	1
Number of non-conjugated amine groups (#amine)	0
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)	2
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	138.123
Computed dipole moment(dipole)	5.374
Total solvent accessible surface area (SASA)	320.954
Hydrophobic component of SASA (FOSA)	0
Hydrophilic component of SASA (FISA)	160.349
Pie component of the SASA (PISA)	160.605
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	484.213
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	2.75
Free energy of solvation of dipole (dip^2/V)	0.0596455
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0121173
Globularity descriptor (glob)	0.929138
Predicted polarizability in cubic angstroms (QPpolrz)	13.474
Predicted hexadecane/gas partition coefficient (QPlogPC16)	5.51
Predicted octanol/gas partition coefficient (QPlogPoct)	9.356
Predicted water/gas partition coefficient (QPlogPw)	7.871
Predicted octanol/water partition coefficient (QPlogPo/w)	0.581
Predicted aqueous solubility (QPlogS)	-1.534
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.369
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-1.637
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	75.668
Predicted brain/blood partition coefficient (QPlogBB)	-0.795
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	38.639
Predicted skin permeability, log Kp (QPlogKp)	-3.717
PM3 calculated ionization potential (IP(ev))	9.717
PM3 calculated electron affinity (EA(eV))	0.562
Number of likely metabolic reactions (#metab)	1
Prediction of binding to human serum albumin (QPlogKhsa)	-0.802
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	63.978
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)	72.326
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)	0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
O43570	CA12	Carbonic anhydrase XII	T16987	SwissTargetPrediction and SEA
Q16790	CA9	Carbonic anhydrase IX	T64567	SwissTargetPrediction and SEA
P00915	CA1	Carbonic anhydrase I	T13201	SwissTargetPrediction and SEA
P02766	TTR	Transthyretin	T86462	SEA
P00918	CA2	Carbonic anhydrase II	T20401	SwissTargetPrediction and SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
Q96RI1	NR1H4	Bile acid receptor FXR	T51426	SEA
P31213	SRD5A2	Steroid 5-alpha-reductase 2	T71390	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SwissTargetPrediction and SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SwissTargetPrediction and SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	SwissTargetPrediction and SEA
P22748	CA4	Carbonic anhydrase IV	T53378	SwissTargetPrediction and SEA
P15121	AKR1B1	Aldose reductase	T26623	SEA
Q9H3R0	KDM4C	Lysine-specific demethylase 4C	T73863	SEA
P23141	CES1	Acyl coenzyme A:cholesterol acyltransferase	T76369	SEA
P42330	AKR1C3	Aldo-keto-reductase family 1 member C3	T60857	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
O75164	KDM4A	Lysine-specific demethylase 4A	T18904	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
P80404	ABAT	Gamma-amino-N-butyrate transaminase	T59045	SEA
Q92731	ESR2	Estrogen receptor beta	T80896	SEA
Q07075	ENPEP	Aminopeptidase A	T31956	SEA
P08575	PTPRC	Leukocyte common antigen	T43115	SEA
P03372	ESR1	Estrogen receptor alpha	T02506	SEA
Q9Y4C1	KDM3A	Lysine-specific demethylase 3A	T25362	SEA
P27695	APEX1	DNA-(apurinic or apyrimidinic site) lyase	T13348	SEA
P10276	RARA	Retinoic acid receptor alpha	T94085	SEA
P41229	KDM5C	Lysine-specific demethylase 5C	T85540	SEA
Q9Y2K7	KDM2A	Lysine-specific demethylase 2A	T71949	SEA
O43174	CYP26A1	Cytochrome P450 26A1	T84634	SEA
P19793	RXRA	Retinoid X receptor alpha (by homology)	T13726	SEA
P62508	ESRRG	Estrogen-related receptor gamma	T59875	SEA
Q9UNI1	CELA1	Elastase 1	T22839	SEA
P28702	RXRB	Retinoid X receptor beta	T60077	SEA
P13631	RARG	Retinoic acid receptor gamma	T82146	SEA
P48443	RXRG	Retinoid X receptor gamma	T46456	SEA
P10826	RARB	Retinoic acid receptor beta	T61657	SEA
P22736	NR4A1	Nuclear receptor subfamily 4 group A member 1	T41119	SEA
P53582	METAP1	Methionine aminopeptidase 1	T42337	SEA
P41235	HNF4A	Hepatocyte nuclear factor 4-alpha	T15514	SEA
Q9UJM8	HAO1	Hydroxyacid oxidase 1	T63170	SEA
P24593	IGFBP5	Insulin-like growth factor binding protein 5	T17008	SEA
P24592	IGFBP6	Insulin-like growth factor binding protein 6	T61800	SEA
P18065	IGFBP2	Insulin-like growth factor binding protein 2	T64268	SEA
P08833	IGFBP1	Insulin-like growth factor binding protein 1	T15048	SEA
P45974	USP5	Ubiquitin carboxyl-terminal hydrolase 5	T17067	SEA
P51649	ALDH5A1	Succinate semialdehyde dehydrogenase	T13259	SEA
Q9UPY5	SLC7A11	Cystine/glutamate transporter	T11615	SEA
P13674	P4HA1	Prolyl 4-hydroxylasesubunit alpha-1	T61729	SEA
P49019	HCAR3	Hydroxycarboxylic acid receptor 3	T00890	SEA
Q04609	FOLH1	Glutamate carboxypeptidase II	T97071	SEA
Q4U2R8	SLC22A6	Solute carrier family 22 member 6 (by homology)	T70680	SEA
P09172	DBH	Dopamine beta hydroxylase	T74937	SEA
Q9UBS0	RPS6KB2	Ribosomal protein S6 kinase beta-2	T42760	SEA
P43354	NR4A2	Orphan nuclear receptor NURR1	T67163	SEA
Q96LD8	SENP8	Deneddylase-1	T13928	SEA
Q9C000	NLRP1	NLR pyrin domain containing 1	T86910	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
T13201	DI0166	Glaucoma	[ICD-11: 9C61]	P00915	CA1
T13201	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P00915	CA1
T86462	DI0026	Amyloidosis	[ICD-11: 5D00]	P02766	TTR
T20401	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P00918	CA2
T20401	DI0137	Essential hypertension	[ICD-11: BA00]	P00918	CA2
T20401	DI0166	Glaucoma	[ICD-11: 9C61]	P00918	CA2
T20401	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P00918	CA2
T20401	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P00918	CA2
T20401	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P00918	CA2
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
T71390	DI0348	Prostate hyperplasia	[ICD-11: GA90]	P31213	SRD5A2
T06569	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P23280	CA6
T06569	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P23280	CA6
T31992	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q9ULX7	CA14
T31992	DI0204	Inborn metabolism deficiency	[ICD-11: 5C50-5C59]	Q9ULX7	CA14
T53378	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P22748	CA4
T53378	DI0166	Glaucoma	[ICD-11: 9C61]	P22748	CA4
T53378	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P22748	CA4
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T76369	DI0335	Peroxisomal disease	[ICD-11: 5C57]	P23141	CES1
T76369	DI0398	Synthesis disorder	[ICD-11: 5C52-5C59]	P23141	CES1
T60857	DI0145	Female pelvic pain	[ICD-11: GA34]	P42330	AKR1C3
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
T80896	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q92731	ESR2
T80896	DI0108	Cushing syndrome	[ICD-11: 5A70]	Q92731	ESR2
T80896	DI0254	Menopausal disorder	[ICD-11: GA30]	Q92731	ESR2
T80896	DI0432	Vasomotor/allergic rhinitis	[ICD-11: CA08]	Q92731	ESR2
T31956	DI0190	Hypertension	[ICD-11: BA00-BA04]	Q07075	ENPEP
T43115	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P08575	PTPRC
T43115	DI0414	Transplanted organ/tissue	[ICD-11: QB63]	P08575	PTPRC
T02506	DI0106	COVID-19	[ICD-11: 1D6Y]	P03372	ESR1
T13348	DI0365	Retinopathy	[ICD-11: 9B71]	P27695	APEX1
T13348	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P27695	APEX1
T94085	DI0025	Alzheimer disease	[ICD-11: 8A20]	P10276	RARA
T94085	DI0251	Mature T-cell lymphoma	[ICD-11: 2A90]	P10276	RARA
T84634	DI0314	Oesophagitis	[ICD-11: DA24]	O43174	CYP26A1
T13726	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P19793	RXRA
T13726	DI0283	Mycosis fungoides	[ICD-11: 2B01]	P19793	RXRA
T22839	DI0024	Alpha-1-antitrypsin deficiency	[ICD-11: 5C5A]	Q9UNI1	CELA1
T22839	DI0065	Bronchitis	[ICD-11: CA20]	Q9UNI1	CELA1
T60077	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P28702	RXRB
T82146	DI0005	Acne vulgaris	[ICD-11: ED80]	P13631	RARG
T82146	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P13631	RARG
T82146	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P13631	RARG
T82146	DI0277	Muscle calcification/ossification	[ICD-11: FB31]	P13631	RARG
T82146	DI0351	Psoriasis	[ICD-11: EA90]	P13631	RARG
T46456	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P48443	RXRG
T46456	DI0232	Light sensitivity impairment	[ICD-11: 9D45]	P48443	RXRG
T61657	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P10826	RARB
T63170	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	Q9UJM8	HAO1
T17067	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P45974	USP5
T17067	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P45974	USP5
T13259	DI0122	Diagnostic imaging	[ICD-11: N.A.]	P51649	ALDH5A1
T13259	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P51649	ALDH5A1
T11615	DI0054	Body-focused behaviour disorder	[ICD-11: 6B25]	Q9UPY5	SLC7A11
T61729	DI0178	Hepatic fibrosis/cirrhosis	[ICD-11: DB93]	P13674	P4HA1
T61729	DI0413	Transplant rejection	[ICD-11: NE84]	P13674	P4HA1
T00890	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P49019	HCAR3
T00890	DI0128	Dyslipidemia	[ICD-11: 5C80-5C81]	P49019	HCAR3
T00890	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	P49019	HCAR3
T00890	DI0351	Psoriasis	[ICD-11: EA90]	P49019	HCAR3
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
T74937	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P09172	DBH
T74937	DI0341	Post-traumatic stress disorder	[ICD-11: 6B40]	P09172	DBH
T42760	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q9UBS0	RPS6KB2