3R/S-Hydroxyconodurine






Names

    • 3R/S-Hydroxyconodurine

Attributes

  • Canonical SMILES

    CC[C@H]1C[C@@H]2C[C@]3(C(OC)=O)[C@H]1[N@@](CCC4=C3NC5=C4C=CC(OC)=C5[C@H]6C[C@@H]7[C@H](C(OC)=O)[C@@H](N(C)C/C7=C/C)CC8=C6NC9=CC=CC=C89)C2O

  • InChI

    InChI=1S/C43H52N4O6/c1-7-22-17-24-20-43(42(50)53-6)38-27(15-16-47(39(22)43)40(24)48)26-13-14-33(51-4)35(37(26)45-38)30-18-28-23(8-2)21-46(3)32(34(28)41(49)52-5)19-29-25-11-9-10-12-31(25)44-36(29)30/h8-14,22,24,28,30,32,34,39-40,44-45,48H,7,15-21H2,1-6H3/b23-8-/t22-,24+,28-,30+,32-,34-,39-,40?,43+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 120.12000000000002
  • #RotBonds: 5
  • MW: 720.9110000000001
  • HBD: 3
  • HBA: 8
  • logP: 5.807300000000007
  • Chemical Formula: C43H52N4O6


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. chippii Ivory Coast - Lg12291

External Databases


References

  • Antimicrobially active alkaloids from Tabernaemontana chippii. J Nat Prod, 1985 (PMID 4031898).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimicrobial

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) -6.05
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 29.3
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 4605.22
    Distribution Blood-Brain Barrier (Central Nervous System) -3.53
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.15
    Plasma Protein Binding 87.22
    Steady State Volume of Distribution 4.53
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 Inhibitor
    Excretion Clearance 9.7
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -111.55
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.2
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.97
    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 -8355214.25
    Rat (Acute) 2.93
    Rat (Chronic Oral) 2.6
    Fathead Minnow 10548.9
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 935808.99
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.15
    Log(P) 5.47
    Log S -5.57
    Log(Vapor Pressure) -30750.78
    Melting Point 283.17
    pKa Acid -183.19
    pKa Basic 5.4