1,2-Benzenedicarboxylic acid






Names

    • Kyselina ftalova
    • o-dicarboxybenzene
    • o-Carboxybenzoic acid
    • CAS-88-99-3
    • WLN: QVR BVQ
    • EC 201-873-2
    • Phthalic acid, European Pharmacopoeia (EP) Reference Standard
    • s6215
    • Naphthalinate
    • Q423876
    • FLUORESCEIN IMPURITY B [EP IMPURITY]
    • NS00008610
    • NSC 5348
    • Phthalic acid, Vetec(TM) reagent grade, 98%
    • STL168879
    • AKOS000118898
    • CHEBI:29069
    • ortho-phthalic acid
    • NSC-5348
    • 1,2-benzendicarboxylic acid
    • Picoxystrobin metabolite 15
    • 4-09-00-03167 (Beilstein Handbook Reference)
    • MFCD00002467
    • DA-48993
    • FLUORESCEIN SODIUM IMPURITY B [EP IMPURITY]
    • folpet TP2
    • 88-99-3
    • DB02746
    • benzoic acid, 2-carboxy-
    • HY-I0508
    • DA-76837
    • Phthalinic acid
    • PHTHALIC ACID [MI]
    • 1,2-benzenedicarboxylic acid
    • 1,2-Benzenedicarboxylic acid
    • 254110-94-6
    • Phthalic acid, ACS reagent, >=99.5%
    • SCHEMBL1808
    • PHTHALIC ACID (USP IMPURITY)
    • DTXSID8021484
    • PHTHALIC ACID (USP-RS)
    • AI3-02409
    • BP-21159
    • 4kww
    • o-phthalic acid
    • HMS3039E17
    • 1ST000852
    • NCGC00090869-02
    • Phthalate standard for IC
    • Phthalic acid, SAJ first grade, >=99.0%
    • AC-14464
    • Phthalic acid, ~99%
    • BCP15370
    • phthalic acid
    • Acide phtalique [French]
    • Phthalic acid, 99.5%
    • PhthalicAcid-13C2
    • Copper(ii)phthalate
    • Alizarinate
    • Phthalinate
    • PHTHALICACID
    • CCRIS 1446
    • o-Carboxybenzoate
    • Acide phtalique
    • P0287
    • BRN 0608199
    • CHEMBL1045
    • Naphthalinic acid
    • F3110-2832
    • InChI=1/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12
    • Pathalc acd
    • Phthalic acid (Standard)
    • Phthalic acid, SAJ special grade, >=99.0%
    • Orthophthalic acid
    • PHTHALIC ACID [USP-RS]
    • AB-131/40237186
    • Phthalic Acid (Phenyl-13C6, D4)
    • o-benzenedicarboxylic acid
    • PHTHALIC ACID [HSDB]
    • FLUORESCEIN SODIUM IMPURITY B (EP IMPURITY)
    • EN300-17992
    • J-523870
    • Pathalic acid
    • HY-I0508R
    • NSC5348
    • PHTHALIC ACID [USP IMPURITY]
    • NCGC00258469-01
    • FLUORESCEIN IMPURITY B (EP IMPURITY)
    • HMS3604J03
    • C01606
    • Benzene-1,2-dicarboxylic Acid (Phthalic Acid)
    • Phthalic acid, puriss. p.a., >=99.5% (T)
    • Phthalic acid, United States Pharmacopeia (USP) Reference Standard
    • Phthalic acid, analytical standard
    • Kyselina ftalova [Czech]
    • HSDB 1339
    • Tox21_200915
    • CS-0009407
    • bmse000391
    • MLS002152931
    • BDBM50080272
    • 6O7F7IX66E
    • NCGC00090869-01
    • o-Benzenedicarboxylate
    • phthalsäure
    • Benzene-1,2-dicarboxylic Acid; Phthalic acid; Fluorescein Sodium Imp. B (EP); Fluorescein Imp. B (EP); Fluorescein Sodium Impurity B; Fluorescein Impurity B
    • Phthalic acid, reagent grade, 98%
    • UNII-6O7F7IX66E
    • DTXCID901484
    • Alizarinic acid
    • EINECS 201-873-2
    • SMR001224528
    • Z57127456
    • benzene-1,2-dicarboxylic acid
    • STR06656
    • Sunftal 20

Attributes

  • Canonical SMILES

    OC(C1=CC=CC=C1C(O)=O)=O

  • InChI

    InChI=1S/C8H6O4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)(H,11,12)

  • Molecule Class: Minor compounds
  • TPSA: 74.6
  • #RotBonds: 2
  • MW: 166.13199999999998
  • HBD: 2
  • HBA: 2
  • logP: 1.083
  • Chemical Formula: C8H6O4


Species

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

External Databases


References

  • Chromatographic analysis and antioxidant capacity of Tabernaemontana catharinensis. Nat Prod Commun, 2014 (PMID 24660464).

Compound-Protein Relationships

Compound Activities

    • Antioxidant

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) -5.42
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.35
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.94

    Distribution Blood-Brain Barrier (Central Nervous System) -4.26
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.32
    Plasma Protein Binding 43.75
    Steady State Volume of Distribution 0.17

    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 4.8
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs

    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor 0.45
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 2.54
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 2.12
    Micronucleos Safe
    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 0.71
    Rat (Acute) 1.65
    Rat (Chronic Oral) 3.97
    Fathead Minnow 3.53
    Respiratory Disease Safe
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe

    General Properties Boiling Point 313.76
    Hydration Free Energy -5.82
    Log(D) at pH=7.4 -1.98
    Log(P) 0.81
    Log S -1.51
    Log(Vapor Pressure) -6.0
    Melting Point 198.54
    pKa Acid 3.07
    pKa Basic 5.48