Jerantinine G






Names

    • AKOS000249424
    • InChI=1/C7H8O2/c8-5-6-2-1-3-7(9)4-6/h1-4,8-9H,5H
    • Benzenemethanol, 3-hydroxy-
    • NS00014669
    • EINECS 210-633-6
    • EN300-55888
    • NSC 60735
    • 3-hydroxybenzyl alcohol
    • F0001-1652
    • 3-(Hydroxymethyl)phenol #
    • 3-Hydroxybenzenemethanol; m-Hydroxybenzyl Alcohol; 3-(Hydroxymethyl)phenol; KSD 2405; NSC 60735;
    • NSC-60735
    • 3-hydroxymethylphenol
    • s6363
    • 3HY
    • Z335245000
    • AI3-31880
    • NSC60735
    • 3-Hydroxybenzylalcohol
    • CHEMBL3337531
    • 3-(hydroxy)benzyl alcohol
    • phenol, 3-hydroxymethyl-
    • 3-(hydroxymethyl)-phenol
    • 3-Hydroxymethyl-phenol
    • H652F6XF7Y
    • AC-10893
    • SY006445
    • 3-[(Hydroxy)methyl]phenol
    • CS-0008490
    • 3-Hydroxybenzyl alcohol, 99%
    • DTXSID20211035
    • H0918
    • DB-054044
    • 620-24-6
    • KSD 2405
    • Benzyl alcohol, m-hydroxy-
    • 3-(Hydroxymethy)phenol
    • HY-78446
    • UNII-H652F6XF7Y
    • 3-hydroxy-phenyl-methanol
    • 3-hydroxy benzyl alcohol
    • Q27102196
    • SCHEMBL96097
    • Jerantinine G
    • 3-(Hydroxymethyl)phenol
    • 3-hydroxymethyl phenol
    • MFCD00004643
    • W-105054
    • CHEBI:17069
    • 3-Hydroxybenzenemethanol
    • m-Hydroxybenzyl alcohol
    • AS-12681
    • C03351
    • HYDROXYBENZYL ALCOHOL, M-

Attributes

  • Canonical SMILES

    CC[C@]12CC(C(OC)=O)=C3[C@]4(C5=CC(C(OC)=CC5=N3)=O)[C@@]1([H])N(C[C@H]6[C@@H]2O6)CC4

  • InChI

    InChI=1S/C22H24N2O5/c1-4-21-9-11(19(26)28-3)17-22(5-6-24(20(21)22)10-16-18(21)29-16)12-7-14(25)15(27-2)8-13(12)23-17/h7-8,16,18,20H,4-6,9-10H2,1-3H3/t16-,18-,20-,21+,22-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 80.73
  • #RotBonds: 3
  • MW: 396.44300000000015
  • HBD: 0
  • HBA: 7
  • logP: 1.5492999999999997
  • Chemical Formula: C22H24N2O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604

External Databases


References

  • Jerantinines A-G, cytotoxic Aspidosperma alkaloids from Tabernaemontana corymbosa. J Nat Prod, 2008 (PMID 18778099).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • 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) -5.42
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.87
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.76
    Distribution Blood-Brain Barrier (Central Nervous System) -3.1
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.42
    Plasma Protein Binding 29.47
    Steady State Volume of Distribution 1.6
    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 Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 11.82
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.91
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.32
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 10.03
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Toxic
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -46.89
    Rat (Acute) 3.34
    Rat (Chronic Oral) 1.94
    Fathead Minnow 4.01
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 459.64
    Hydration Free Energy -3.14
    Log(D) at pH=7.4 1.62
    Log(P) 0.75
    Log S -3.58
    Log(Vapor Pressure) -7.55
    Melting Point 217.56
    pKa Acid 4.3
    pKa Basic 5.45