3′-(2-Oxopropyl)ervahanine A






Names

    • 3′-(2-Oxopropyl)ervahanine A

Attributes

  • Canonical SMILES

    CC[C@@]1([H])C[C@]2([H])C[C@@]3(C(OC)=O)C4=NC5=CC([C@](N6[C@@]([C@H]7C(OC)=O)([H])C8)(C[C@]7([H])/C(C6)=C\C)C9=C8C%10=CC=CC=C%10N9)=CC=C5[C@@]4(O)CCN([C@@H]2CC(C)=O)[C@]31[H]

  • InChI

    InChI=1S/C44H50N4O6/c1-6-24-17-26-20-42(41(51)54-5)38(24)47(34(26)16-23(3)49)15-14-44(52)31-13-12-27(18-33(31)46-40(42)44)43-21-30-25(7-2)22-48(43)35(36(30)39(50)53-4)19-29-28-10-8-9-11-32(28)45-37(29)43/h7-13,18,24,26,30,34-36,38,45,52H,6,14-17,19-22H2,1-5H3/b25-7-/t24-,26+,30+,34+,35-,36-,38-,42-,43+,44-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 124.52999999999997
  • #RotBonds: 6
  • MW: 730.9060000000001
  • HBD: 2
  • HBA: 9
  • logP: 5.712100000000007
  • Chemical Formula: C44H50N4O6


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Flabellipparicine, a Flabelliformide-Apparicine-Type Bisindole Alkaloid from Tabernaemontana divaricata. J Nat Prod, 2018 (PMID 30169038).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative

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) -5.98
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 58.42
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 8408.26
    Distribution Blood-Brain Barrier (Central Nervous System) -3.23
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.49
    Plasma Protein Binding 95.22
    Steady State Volume of Distribution 3.54
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate 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 6.11
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -201.03
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.8
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.1
    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 Toxic
    T. Pyriformis -15259036.98
    Rat (Acute) 3.19
    Rat (Chronic Oral) 2.25
    Fathead Minnow 19262.63
    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 1712593.56
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.13
    Log(P) 4.45
    Log S -5.04
    Log(Vapor Pressure) -56317.38
    Melting Point 322.97
    pKa Acid -357.49
    pKa Basic 4.34