Syringaldehyde






Names

    • 134-96-3
    • BRN 0784514
    • Benzaldehyde, 3,5dimethoxy4hydroxy
    • CHEBI:67380
    • DTXCID6034182
    • 3,5Dimethoxy4hydroxybenzene carbonal
    • Syringaldehyde, Vetec(TM) reagent grade, 98%
    • EINECS 205-167-5
    • bmse000595
    • 2ZR01KTT21
    • 4-H-3,5-DMBA
    • NSC 41153
    • AC7930
    • syringaldehye
    • 4-FORMYL-2,6-DIMETHOXYPHENOL
    • BBL023037
    • 3,5-Dimethoxy-4-hydroxybenzaldehyde
    • IJV
    • DTXSID2059643
    • D0635
    • Benzaldehyde, 3,5-dimethoxy-4-hydroxy-
    • NSC41153
    • AI3-28796
    • AKOS000119539
    • Benzaldehyde,5-dimethoxy-4-hydroxy-
    • Syringaldehyde
    • Gallaldehyde 3,5-dimethyl ether
    • BP-12551
    • 4-hydroxy-3,5-dimethoxy-benzaldehyde
    • 4Hydroxy3,5dimethoxybenzaldehyde
    • Syringealdehyde
    • 3,5-Dimethoxy-4-hydroxy benzaldehyde
    • s4765
    • CHEMBL225303
    • SY014703
    • Syringaldehyde, >=98%, FG
    • 3,5-Dimethoxy-4-hydroxybenzene carbonal
    • UNII-2ZR01KTT21
    • 4-Hydroksy-3,5-dwumetoksybenzaldehyd
    • DA-67881
    • 4-Hydroksy-3,5-dwumetoksybenzaldehyd [Polish]
    • FEMA NO. 4049
    • 4Hydroksy3,5dwumetoksybenzaldehyd
    • not relevant
    • SCHEMBL150376
    • Syringylaldehyde
    • Benzaldehyde, 4hydroxy3,5dimethoxy
    • Z104501688
    • W-108274
    • SYRINGALDEHYDE
    • Cedar aldehyde
    • 3,5Dimethoxy4hydroxybenzaldehyde
    • STK801968
    • 3,5-dimethoxy-4-oxidanyl-benzaldehyde
    • Syringaldehyde, 98%
    • Gallaldehyde 3,5dimethyl ether
    • AC-7993
    • 4-Formylsyringol
    • NS00020999
    • EN300-21558
    • Benzaldehyde, 4-hydroxy-3,5-dimethoxy-
    • NSC-41153
    • MFCD00006943
    • HY-N1390R
    • 2,6-DIMETHOXY-4-FORMYLPHENOL
    • Syringe aldehyde
    • CCG-266448
    • AP-065/41884112
    • VND3207
    • 4-Hydroxy-3,5-dimethoxybenzaldehyde
    • HY-N1390
    • 4-hydroxy-3,5-dimethoxy benzaldehyde
    • bmse010204
    • 3,5-Dimethoxy-4-Hydroxy-Benzaldehyde
    • 4-HYDROXY-3,5-DIMETHOXYBENZALDEHYDE [FHFI]
    • Syringaldehyde, analytical standard
    • Syringaldehyde (3,5-Dimethoxy-4-hydroxybenzaldehyde)
    • Syringaldehyde (Standard)
    • Syringic aldehyde
    • Q411695
    • F2190-0619
    • SYRINGALDEHYDE [MI]
    • 86220_FLUKA
    • STR09162
    • CS-0016810
    • ZINC00152926
    • Springaldehyde

Attributes

  • Canonical SMILES

    COC1=C(O)C(OC)=CC(C=O)=C1

  • InChI

    InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3

  • Molecule Class: Minor compounds
  • TPSA: 55.76
  • #RotBonds: 3
  • MW: 182.17499999999998
  • HBD: 1
  • HBA: 4
  • logP: 1.2219
  • Chemical Formula: C9H10O4


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. ternifolia Palawan - 2022

External Databases


References

  • An iboga alkaloid chemotaxonomic marker from endemic Tabernaemontana ternifolia with antitubercular activity. Nat Prod Res, 2020 (PMID 30773907).

Compound-Protein Relationships


Compound Activities

    • Antituberculosis

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) -4.29
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -3.85
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.41
    Distribution Blood-Brain Barrier (Central Nervous System) -2.89
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.27
    Plasma Protein Binding 15.73
    Steady State Volume of Distribution 1.25
    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 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 7.84
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor 0.38
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Toxic
    Eye irritation Toxic
    Maximum Tolerated Dose 1.21
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 5.85
    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 3.2
    Rat (Acute) 2.04
    Rat (Chronic Oral) 2.04
    Fathead Minnow 3.93
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 290.65
    Hydration Free Energy -8.62
    Log(D) at pH=7.4 0.56
    Log(P) 0.83
    Log S -1.68
    Log(Vapor Pressure) -3.63
    Melting Point 103.44
    pKa Acid 7.22
    pKa Basic 0.72