Gentisic acid



Compound IDCDAMM02906
Common nameGentisic acid
IUPAC name2,5-dihydroxybenzoic acid
Molecular formulaC7H6O4

Experimental data

Retention time10.66
Adduct[M+H]+
Actual mz155.032
Theoretical mz155.034
Error12.75
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.3064

Identifiers and class information

Inchi keyWXTMDXOMEHJXQO-UHFFFAOYSA-N
SmilesO=C(O)C1=CC(O)=CC=C1O
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)0
    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)3
    Number of reactive functional groups (#rtvFG)0
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)154.122
    Computed dipole moment(dipole)6.431
    Total solvent accessible surface area (SASA)328.302
    Hydrophobic component of SASA (FOSA)0
    Hydrophilic component of SASA (FISA)198.975
    Pie component of the SASA (PISA)129.326
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)501.928
    Number of hydrogen bond donors (donorHB)2
    Number of hydrogen bond acceptors (accptHB)2.5
    Free energy of solvation of dipole (dip^2/V)0.0824087
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0107692
    Globularity descriptor (glob)0.930365
    Predicted polarizability in cubic angstroms (QPpolrz)13.242
    Predicted hexadecane/gas partition coefficient (QPlogPC16)5.773
    Predicted octanol/gas partition coefficient (QPlogPoct)9.562
    Predicted water/gas partition coefficient (QPlogPw)7.472
    Predicted octanol/water partition coefficient (QPlogPo/w)0.77
    Predicted aqueous solubility (QPlogS)-1.042
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.697
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.468
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)32.555
    Predicted brain/blood partition coefficient (QPlogBB)-1.15
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)15.528
    Predicted skin permeability, log Kp (QPlogKp)-4.443
    PM3 calculated ionization potential (IP(ev))9.332
    PM3 calculated electron affinity (EA(eV))0.663
    Number of likely metabolic reactions (#metab)2
    Prediction of binding to human serum albumin (QPlogKhsa)-0.785
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)58.526
    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)91.953
    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)0

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P36544CHRNA7Neuronal acetylcholine receptor protein alpha-7 subunitT34429SEA
    O43570CA12Carbonic anhydrase XIIT16987SwissTargetPrediction and SEA
    Q16790CA9Carbonic anhydrase IXT64567SwissTargetPrediction and SEA
    Q07820MCL1Induced myeloid leukemia cell differentiation protein Mcl-1T14912SEA
    Q8TDS4HCAR2Hydroxycarboxylic acid receptor 2T88185SEA
    P00915CA1Carbonic anhydrase IT13201SwissTargetPrediction and SEA
    P02766TTRTransthyretinT86462SEA
    P05067APPBeta amyloid A4 proteinT87024SEA
    P00918CA2Carbonic anhydrase IIT20401SwissTargetPrediction and SEA
    Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
    P43166CA7Carbonic anhydrase VIIT37541SwissTargetPrediction and SEA
    P23280CA6Carbonic anhydrase VIT06569SwissTargetPrediction and SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SwissTargetPrediction and SEA
    P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction and SEA
    Q9H3R0KDM4CLysine-specific demethylase 4CT73863SEA
    P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
    Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
    O75164KDM4ALysine-specific demethylase 4AT18904SEA
    Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
    P80404ABATGamma-amino-N-butyrate transaminaseT59045SEA
    Q92731ESR2Estrogen receptor betaT80896SEA
    P07101THTyrosine 3-hydroxylaseT62390SEA
    P18031PTPN1Protein-tyrosine phosphatase 1BT16347SEA
    P03372ESR1Estrogen receptor alphaT02506SEA
    Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
    P16050ALOX15Arachidonate 15-lipoxygenaseT16042SEA
    P24723PRKCHProtein kinase C etaT40149SEA
    P08263GSTA1Glutathione S-transferase A1T17221SEA
    Q12791KCNMA1Calcium-activated potassium channel subunit alpha-1T66538SEA
    P14679TYRTyrosinaseT97035SEA
    Q9NPH5NOX4NADPH oxidase 4T29741SEA
    P05129PRKCGProtein kinase C gammaT47107SEA
    P22736NR4A1Nuclear receptor subfamily 4 group A member 1T41119SEA
    Q15120PDK3Pyruvate dehydrogenase kinase isoform 3T99029SEA
    Q96RR4CAMKK2CaM-kinase kinase betaT82262SEA
    P24593IGFBP5Insulin-like growth factor binding protein 5T17008SEA
    P24592IGFBP6Insulin-like growth factor binding protein 6T61800SEA
    P18065IGFBP2Insulin-like growth factor binding protein 2T64268SEA
    P08833IGFBP1Insulin-like growth factor binding protein 1T15048SEA
    P51649ALDH5A1Succinate semialdehyde dehydrogenaseT13259SEA
    P09172DBHDopamine beta hydroxylaseT74937SEA
    O15427SLC16A3Monocarboxylate transporter 4T31788SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T34429DI0101Corneal disease[ICD-11: 9A76-9A78]P36544CHRNA7
    T34429DI0370Schizophrenia[ICD-11: 6A20]P36544CHRNA7
    T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
    T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T14912DI0012Acute myeloid leukaemia[ICD-11: 2A60]Q07820MCL1
    T14912DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]Q07820MCL1
    T14912DI0250Mature B-cell lymphoma[ICD-11: 2A85]Q07820MCL1
    T14912DI0252Melanoma[ICD-11: 2C30]Q07820MCL1
    T14912DI0274Multiple myeloma[ICD-11: 2A83]Q07820MCL1
    T14912DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q07820MCL1
    T88185DI0203Inborn lipid metabolism error[ICD-11: 5C52]Q8TDS4HCAR2
    T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
    T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
    T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
    T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
    T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
    T20401DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P00918CA2
    T20401DI0137Essential hypertension[ICD-11: BA00]P00918CA2
    T20401DI0166Glaucoma[ICD-11: 9C61]P00918CA2
    T20401DI0175Heart failure[ICD-11: BD10-BD1Z]P00918CA2
    T20401DI0214Insomnia[ICD-11: 7A00-7A0Z]P00918CA2
    T20401DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00918CA2
    T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
    T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
    T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
    T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
    T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
    T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
    T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
    T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
    T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
    T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
    T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
    T59045DI0060Brain cancer[ICD-11: 2A00]P80404ABAT
    T59045DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P80404ABAT
    T59045DI0135Epileptic encephalopathy[ICD-11: 8A62]P80404ABAT
    T59045DI0266Mineral deficiency[ICD-11: 5B5K]P80404ABAT
    T59045DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P80404ABAT
    T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
    T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
    T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
    T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
    T62390DI0019Adrenomedullary hyperfunction[ICD-11: 5A75]P07101TH
    T62390DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P07101TH
    T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
    T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
    T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
    T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
    T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1
    T40149DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P24723PRKCH
    T66538DI0037Asthma[ICD-11: CA23]Q12791KCNMA1
    T66538DI0154Functional bladder disorder[ICD-11: GC50]Q12791KCNMA1
    T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
    T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
    T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
    T47107DI0012Acute myeloid leukaemia[ICD-11: 2A60]P05129PRKCG
    T47107DI0248Mastocytosis[ICD-11: 2A21]P05129PRKCG
    T13259DI0122Diagnostic imaging[ICD-11: N.A.]P51649ALDH5A1
    T13259DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P51649ALDH5A1
    T74937DI0175Heart failure[ICD-11: BD10-BD1Z]P09172DBH
    T74937DI0341Post-traumatic stress disorder[ICD-11: 6B40]P09172DBH

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