Khayanolide D - Compound Card

Khayanolide D

Select a section from the left sidebar

Khayanolide D

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles COC(=O)C[C@H]1[C@]2(C)C[C@]3([C@]1(C)[C@H]1CC[C@@]4([C@@]5([C@]1([C@@H]3[C@H]([C@H]2O)O5)O)CC(=O)O[C@H]4c1ccoc1)C)O
InChI InChI=1S/C27H34O9/c1-22-12-25(31)19-18(20(22)30)36-26-10-17(29)35-21(13-6-8-34-11-13)23(26,2)7-5-14(27(19,26)32)24(25,3)15(22)9-16(28)33-4/h6,8,11,14-15,18-21,30-32H,5,7,9-10,12H2,1-4H3/t14-,15+,18-,19-,20-,21+,22+,23+,24-,25+,26-,27+/m1/s1
InChIKey LVKULLURUFYYEU-OVGGAQCPSA-N
Formula C27H34O9
HBA 9
HBD 3
MW 502.56
Rotatable Bonds 3
TPSA 135.66
LogP 1.88
Number Rings 7
Number Aromatic Rings 1
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 502.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Trichilia monadelpha Meliaceae Plantae 1640473

Showing of synonyms

  • Djoumessi AK, Nono RN, et al. (2023). Constituents of the Stem Bark of Trichilia monadelpha (Thonn.) J. J. De Wilde (Meliaceae) and Their Antibacterial and Antiplasmodial Activities. Metabolites 2023, 13, 298. [View] [PubMed]
Pubchem: 11730818

No compound-protein relationship available.

Structure

SMILES: c1occc1C(OC(=O)C2)C3CCC4C(C5C6C4C237)CC(C5)CC6O7

Level: 1

Mol. Weight: 502.56 g/mol

Structure

SMILES: O1C2CC(C3)CC(C3C2C4C156)C4CCC5COC(=O)C6

Level: 0

Mol. Weight: 502.56 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 502.56 g/mol

Anti-plasmodial
Antibacterial

Absorption

Caco-2 (logPapp)
-5.55
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.880
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.600
Plasma Protein Binding
81.19
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
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.650
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.480
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
-886.980
Rat (Acute)
5.090
Rat (Chronic Oral)
2.940
Fathead Minnow
3.030
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
459.760
Hydration Free Energy
-2.890
Log(D) at pH=7.4
2.070
Log(P)
1.88
Log S
-3.69
Log(Vapor Pressure)
-10.77
Melting Point
244.6
pKa Acid
6.05
pKa Basic
4.9

No predicted protein targets found for this compound.

Download SDF