Tabernaemontine - Compound Card

Tabernaemontine

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Tabernaemontine

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles c1(ccc2c(c1)c1c([nH]2)[C@]2(C3[N@+](CC1)([O-])C[C@H](C2)C[C@H]3CC)C(=O)OC)OC
InChI InChI=1S/C22H28N2O4/c1-4-14-9-13-11-22(21(25)28-3)19-16(7-8-24(26,12-13)20(14)22)17-10-15(27-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14+,20?,22+,24+/m0/s1
InChIKey HMPSDOSVXQECEU-ATCNXUPFSA-N
Formula C22H28N2O4
HBA 4
HBD 1
MW 384.48
Rotatable Bonds 3
TPSA 74.38
LogP 3.28
Number Rings 6
Number Aromatic Rings 2
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 384.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tabernaemontana penduliflora Apocynaceae Plantae 761088

Showing of synonyms

  • Bitombo AN, Zintchem AAA, et al. (2021). Antiplasmodial activities of indole alkaloids from Tabernaemontana penduliflora K. Schum (Apocynaceae). Fitoterapia,2021, 153, 104941. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc2[nH]c(c3c12)C4C5[NH+](CC3)CC(C4)CC5

Level: 0

Mol. Weight: 384.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.92
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
69.43
Steady State Volume of Distribution
-

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
7.26
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.95
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.8
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.39
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
-20.01
Rat (Acute)
2.67
Rat (Chronic Oral)
2.01
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
473.7
Hydration Free Energy
-6.01
Log(D) at pH=7.4
2.65
Log(P)
1.81
Log S
-1.98
Log(Vapor Pressure)
-8.94
Melting Point
235.57
pKa Acid
6.26
pKa Basic
4.23

No predicted protein targets found for this compound.

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