3-Hydroxyanthranilic acid



Compound IDCDAMM00303
Common name3-Hydroxyanthranilic acid
IUPAC name2-amino-3-hydroxybenzoic acid
Molecular formulaC7H7NO3

Experimental data

Retention time17.681
Adduct[M+H]+
Actual mz154.049
Theoretical mz154.05
Error4.34
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score8.88

Identifiers and class information

Inchi keyWJXSWCUQABXPFS-UHFFFAOYSA-N
SmilesO=C(O)C=1C=CC=C(O)C1N
SuperclassBenzenoids
ClassBenzene and substituted derivatives

Plant source

  • Pedalium murex 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)153.137
    Computed dipole moment(dipole)7.341
    Total solvent accessible surface area (SASA)330.239
    Hydrophobic component of SASA (FOSA)0
    Hydrophilic component of SASA (FISA)194.642
    Pie component of the SASA (PISA)135.597
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)506.98
    Number of hydrogen bond donors (donorHB)3
    Number of hydrogen bond acceptors (accptHB)2.75
    Free energy of solvation of dipole (dip^2/V)0.106297
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0144233
    Globularity descriptor (glob)0.931102
    Predicted polarizability in cubic angstroms (QPpolrz)13.504
    Predicted hexadecane/gas partition coefficient (QPlogPC16)6.078
    Predicted octanol/gas partition coefficient (QPlogPoct)11.56
    Predicted water/gas partition coefficient (QPlogPw)9.201
    Predicted octanol/water partition coefficient (QPlogPo/w)0.331
    Predicted aqueous solubility (QPlogS)-0.784
    Conformation-independent predicted aqueous solubility (CIQPlogS)-1.554
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.486
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)35.786
    Predicted brain/blood partition coefficient (QPlogBB)-1.114
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)17.2
    Predicted skin permeability, log Kp (QPlogKp)-4.341
    PM3 calculated ionization potential (IP(ev))8.606
    PM3 calculated electron affinity (EA(eV))0.465
    Number of likely metabolic reactions (#metab)3
    Prediction of binding to human serum albumin (QPlogKhsa)-0.863
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)56.691
    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)93.326
    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
    Q16790CA9Carbonic anhydrase IXT64567SEA
    P02766TTRTransthyretinT86462SEA
    P43166CA7Carbonic anhydrase VIIT37541SEA
    P23280CA6Carbonic anhydrase VIT06569SEA
    Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
    P05164MPOMyeloperoxidaseT23471SEA
    P23141CES1Acyl coenzyme A:cholesterol acyltransferaseT76369SEA
    P42330AKR1C3Aldo-keto-reductase family 1 member C3T60857SEA
    Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
    O75164KDM4ALysine-specific demethylase 4AT18904SEA
    Q6B0I6KDM4DLysine-specific demethylase 4DT17036SEA
    Q16719KYNUKynureninaseT99912SEA
    Q9Y4C1KDM3ALysine-specific demethylase 3AT25362SEA
    P24723PRKCHProtein kinase C etaT40149SEA
    P08263GSTA1Glutathione S-transferase A1T17221SEA
    Q02127DHODHDihydroorotate dehydrogenaseT61400SEA
    P17936IGFBP3Insulin-like growth factor binding protein 3T33455SEA
    P05129PRKCGProtein kinase C gammaT47107SEA
    P22736NR4A1Nuclear receptor subfamily 4 group A member 1T41119SEA
    P15169CPN1Carboxypeptidase N, catalytic subunitT34471SEA
    Q15109AGERAdvanced glycosylation end product receptorT07400SEA
    P09172DBHDopamine beta hydroxylaseT74937SEA
    P46952HAAO3-hydroxyanthranilate oxygenaseT46527SEA
    P09936UCHL1Ubiquitin thioesterase L1T56051SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
    T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
    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
    T23471DI0229Left ventricular failure[ICD-11: BD11]P05164MPO
    T23471DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P05164MPO
    T76369DI0335Peroxisomal disease[ICD-11: 5C57]P23141CES1
    T76369DI0398Synthesis disorder[ICD-11: 5C52-5C59]P23141CES1
    T60857DI0145Female pelvic pain[ICD-11: GA34]P42330AKR1C3
    T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
    T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
    T40149DI0184Human immunodeficiency virus disease[ICD-11: 1C60-1C62]P24723PRKCH
    T61400DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q02127DHODH
    T61400DI0275Multiple sclerosis[ICD-11: 8A40]Q02127DHODH
    T33455DI0115Dementia[ICD-11: 6D80-6D8Z]P17936IGFBP3
    T47107DI0012Acute myeloid leukaemia[ICD-11: 2A60]P05129PRKCG
    T47107DI0248Mastocytosis[ICD-11: 2A21]P05129PRKCG
    T07400DI0025Alzheimer disease[ICD-11: 8A20]Q15109AGER
    T07400DI0083Chronic kidney disease[ICD-11: GB61]Q15109AGER
    T07400DI0115Dementia[ICD-11: 6D80-6D8Z]Q15109AGER
    T07400DI0196Hypotension[ICD-11: BA20-BA21]Q15109AGER
    T74937DI0175Heart failure[ICD-11: BD10-BD1Z]P09172DBH
    T74937DI0341Post-traumatic stress disorder[ICD-11: 6B40]P09172DBH
    T56051DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P09936UCHL1

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