1,3,7-trideacetylkhivorin - Compound Card

1,3,7-trideacetylkhivorin

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1,3,7-trideacetylkhivorin

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Limonoid
Canonical Smiles O=C1O[C@@H](c2ccoc2)[C@]2([C@]3([C@@H]1O3)[C@]1(C)[C@H](O)C[C@@H]3[C@]([C@H]1CC2)(C)[C@@H](O)C[C@H](C3(C)C)O)C
InChI InChI=1S/C26H36O7/c1-22(2)15-10-18(29)25(5)14(24(15,4)17(28)11-16(22)27)6-8-23(3)19(13-7-9-31-12-13)32-21(30)20-26(23,25)33-20/h7,9,12,14-20,27-29H,6,8,10-11H2,1-5H3/t14-,15+,16-,17+,18-,19+,20-,23+,24-,25+,26-/m1/s1
InChIKey MGQUMSFBIYXTTE-IVSJWCEBSA-N
Formula C26H36O7
HBA 7
HBD 3
MW 460.57
Rotatable Bonds 1
TPSA 112.66
LogP 2.98
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 460.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Khaya ivorensis Meliaceae Plantae 486173

Showing of synonyms

  • Abdelgaleil S, El-Aswad AF (2005). Antifeedant and Growth Inhibitory Effects of Tetranortriterpenoids Isolated from Three Meliaceous Species on the Cotton Leafworm, Spodoptera littoralis (Boisd.). Journal of Applied Sciences Research, 2005, 1(2). [View]
Pubchem: 46878932
Nmrshiftdb2: 60049513

No compound-protein relationship available.

Structure

SMILES: c1occc1C(OC(=O)C(C234)O4)C2CCC5C3CCC6C5CCCC6

Level: 1

Mol. Weight: 460.57 g/mol

Structure

SMILES: C123C(O3)C(=O)OCC2CCC4C1CCC5C4CCCC5

Level: 0

Mol. Weight: 460.57 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 460.57 g/mol

Antifeedant

Absorption

Caco-2 (logPapp)
-5.25
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
-2.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.43
Plasma Protein Binding
58.8
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
10.76
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.41
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.12
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.18
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
-171.03
Rat (Acute)
4.85
Rat (Chronic Oral)
2.16
Fathead Minnow
3.83
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
478.28
Hydration Free Energy
-2.94
Log(D) at pH=7.4
2.23
Log(P)
2.55
Log S
-3.85
Log(Vapor Pressure)
-10.5
Melting Point
242.12
pKa Acid
4.37
pKa Basic
5.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7450
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7427
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7350
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7319
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7260
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7155

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