Kostchyienones B - Compound Card

Kostchyienones B

Select a section from the left sidebar

Kostchyienones B

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@@]1(C)[C@H](C(=O)C2)[C@@]2(C)C=CC(=O)C([C@@H]2CC1(O)O)(C)C)C
InChI InChI=1S/C26H30O8/c1-21(2)15-11-25(30,31)24(5)17(22(15,3)8-6-16(21)28)14(27)10-23(4)18(13-7-9-32-12-13)33-20(29)19-26(23,24)34-19/h6-9,12,15,17-19,30-31H,10-11H2,1-5H3/t15-,17+,18-,19+,22-,23-,24-,26+/m0/s1
InChIKey ONQRRZCCZVZDGX-HIUPUUQPSA-N
Formula C26H30O8
HBA 8
HBD 2
MW 470.52
Rotatable Bonds 1
TPSA 126.57
LogP 2.49
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 470.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pseudocedrela kotschyi Meliaceae Plantae 356281

Showing of synonyms

  • Sidjui LS, Nganso YOD, et al. (2018). Kostchyienones A and B, new antiplasmodial and cytotoxicity of limonoids from the roots of Pseudocedrela kotschyi (Schweinf.) Harms.. Zeitschrift fur Naturforschung. C, Journal of biosciences,2018, 73(3-4), 153-160. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occc1C(OC(=O)C(C234)O4)C2CC(=O)C5C3CCC6C5C=CC(=O)C6

Level: 1

Mol. Weight: 470.52 g/mol

Structure

SMILES: C123C(O3)C(=O)OCC2CC(=O)C4C1CCC5C4C=CC(=O)C5

Level: 0

Mol. Weight: 470.52 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 470.52 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.23
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.76
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.63
Plasma Protein Binding
60.28
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.58
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.07
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.33
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.92
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
-211.9
Rat (Acute)
4.77
Rat (Chronic Oral)
2.24
Fathead Minnow
4.08
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
490.59
Hydration Free Energy
-3.15
Log(D) at pH=7.4
1.08
Log(P)
1.42
Log S
-4.03
Log(Vapor Pressure)
-10.15
Melting Point
278.65
pKa Acid
3.6
pKa Basic
3.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8416
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8086
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7774
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7725
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7345
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7344
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7242

Download SDF