Gallic acid






Names

    • MFCD00002510
    • NSC 20103
    • SPECTRUM210369
    • HY-N0523
    • Gallic acid, tech.
    • Kyselina 3,4,5-trihydroxybenzoova
    • SpecPlus_000307
    • STK298718
    • SY038078
    • Kyselina gallova [Czech]
    • 137657-43-3
    • NSC-755825
    • Tox21_111089_1
    • PS-8710
    • 1,5-Cyclohexadiene-1-carboxylic acid, 5-hydroxy-3,4-dioxo-
    • CAS-149-91-7
    • BSPBio_001668
    • KBio1_001347
    • F1908-0156
    • Gallic acid tech.
    • NCGC00091125-07
    • GALOP
    • Spectrum2_000399
    • 3,4,5-Trihydroxybenzoicacid
    • KBio3_001168
    • 5-Trihydroxybenzoic acid
    • HMS2091A07
    • C01424
    • Spectrum5_000108
    • Gallic acid, 97.5-102.5% (titration)
    • SR-05000001537-3
    • 3,4,5-Trihydroxybenzoic acid, anhydrous
    • GALLIC ACID [HSDB]
    • Z104501122
    • SDCCGMLS-0066503.P001
    • CS-8191
    • HSDB 2117
    • AC-1206
    • NCGC00091125-13
    • DTXSID50420476
    • 3,4,5-Trihydroxybenzoate, X
    • BDBM50085536
    • AI3-16412
    • SR-05000001537
    • Gallic acid
    • D85056
    • NSC20103
    • CCG-38670
    • BCP18127
    • Tox21_111089
    • CHEMBL288114
    • BRN 2050274
    • CCRIS 5523
    • AKOS000119625
    • NSC-20103
    • Gallic acid (Standard)
    • Spectrum3_000254
    • gallic-acid
    • G0011
    • gallate
    • BRD-K77345217-001-01-9
    • Gallic acid, certified reference material, TraceCERT(R)
    • NCGC00091125-01
    • InChI=1/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12
    • NSC-674319
    • NSC755825
    • WLN: QVR CQ DQ EQ
    • DA-33612
    • HY-N0523R
    • GALLIC ACID [WHO-DD]
    • 3,4,5-trihydroxy-Benzoate
    • Spectrum4_001544
    • NCGC00091125-04
    • KBioGR_002008
    • Gallic Acid, F
    • GALLIC ACID [MI]
    • NCGC00091125-03
    • NSC674319
    • 65271-60-5
    • BIDD:ER0374
    • Gallic Acid1520
    • Benzoic acid, 3,4,5-trihydroxy-
    • SPBio_000617
    • 3,5-Trihydroxybenzoic acid
    • KBio2_000822
    • BBL009937
    • 3-10-00-02070 (Beilstein Handbook Reference)
    • 3,4,5-trihydroxybenzoic acid (ACD/Name 4.0)
    • SCHEMBL15012
    • Q375837
    • GTPL5549
    • Gallic acid [NF]
    • Pyrogallol-5-carboxylic acid
    • NCGC00091125-14
    • bmse000389
    • NSC-36997
    • NCGC00091125-05
    • Q-201146
    • Spectrum_000342
    • NSC36997
    • UNII-632XD903SP
    • 3,4,5-Trihydroxybenzoate
    • 632XD903SP
    • NSC 674319
    • 78563C7D-0E2D-4766-A8EA-670A03C78FCF
    • s4603
    • Kyselina 3,4,5-trihydroxybenzoova [Czech]
    • Benzoic acid,4,5-trihydroxy-
    • GALLIC ACID ANHYDROUS
    • BRD-K77345217-001-05-0
    • 3,4,5-hydroxybenzoic acid
    • SR-05000001537-2
    • 3,4,5-Trihydroxybenzoic acid
    • CPD-183
    • DivK1c_006403
    • DTXCID60650
    • CHEBI:30778
    • Acid, Gallic
    • Oprea1_087792
    • Tox21_202515
    • SBI-0052184.P002
    • 149-91-7
    • EINECS 205-749-9
    • HMS1923K07
    • AB00052697_03
    • KBio2_003390
    • NCGC00260064-01
    • SR-05000001537-1
    • GALLIC ACID (CONSTITUENT OF GRAPE SEEDS OLIGOMERIC PROANTHOCYANIDINS)
    • KBio2_005958
    • NCGC00091125-02
    • KBioSS_000822
    • DTXSID0020650
    • NS00013682
    • EN300-21542
    • Kyselina gallova
    • GDE
    • Gallic acid, puriss., 98.0%
    • 3,4,5-trihydroxy-Benzoic acid
    • Pharmakon1600-00210369

Attributes

  • Canonical SMILES

    C1=C(C=C(C(=C1O)O)O)C(=O)O

  • InChI

    InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)

  • Molecule Class: Flavonoids
  • TPSA: 97.99
  • #RotBonds: 1
  • MW: 170.11999999999998
  • HBD: 4
  • HBA: 4
  • logP: 0.5016000000000003
  • Chemical Formula: C7H6O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862

External Databases


References

  • HPLC analysis and antimicrobial, antimycobacterial and antiviral activities of Tabernaemontana catharinensis A. DC Journal of Applied Biomedicine, 2015 (DOI).

Compound-Protein Relationships

Compound Activities

    • Antimycobacterial
    • Antiviral
    • Antiherpes
    • Antimicrobial
    • Antiherpetic
    • Cytotoxicity

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.


Predicted ADMET Properties

    Property Model Name Predicted Value

    Absorption Caco-2 (logPaap) -5.33
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.8
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.04

    Distribution Blood-Brain Barrier (Central Nervous System) -3.12
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.53
    Plasma Protein Binding 32.52
    Steady State Volume of Distribution None

    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor

    Excretion Clearance 9.83
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life >= 3hs

    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor -0.3
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 0.64
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 3.09
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis 1.92
    Rat (Acute) 1.95
    Rat (Chronic Oral) 3.64
    Fathead Minnow 3.51
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe

    General Properties Boiling Point 371.47
    Hydration Free Energy -12.64
    Log(D) at pH=7.4 -1.89
    Log(P) 0.54
    Log S -0.72
    Log(Vapor Pressure) -6.13
    Melting Point 231.74
    pKa Acid 5.69
    pKa Basic 3.71