Mzikonone - Compound Card

Mzikonone

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Mzikonone

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Limonoid
Canonical Smiles CC(=O)O[C@H]1C[C@H]2[C@@](C3=CC[C@H]([C@]13C)c1ccoc1)(C)[C@H](O)C[C@@H]1[C@]2(C)CCC(=O)C1(C)C
InChI InChI=1S/C28H38O5/c1-16(29)33-24-14-21-26(4)11-9-22(30)25(2,3)20(26)13-23(31)28(21,6)19-8-7-18(27(19,24)5)17-10-12-32-15-17/h8,10,12,15,18,20-21,23-24,31H,7,9,11,13-14H2,1-6H3/t18-,20-,21+,23+,24-,26-,27-,28-/m0/s1
InChIKey JBTSRQIIEOLTOD-FTEJKVAVSA-N
Formula C28H38O5
HBA 5
HBD 1
MW 454.61
Rotatable Bonds 2
TPSA 76.74
LogP 5.43
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.71
Exact Mass 454.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Turraea parvifolia Meliaceae Plantae 201020
2 Turraea robusta Meliaceae Plantae 1899148
3 Turraea nilotica Meliaceae Plantae 992803

Showing of synonyms

  • Irungu BN, Adipo N, et al. (2015). Antiplasmodial and cytotoxic activities of the constituents of Turraea robusta and Turraea nilotica.. Journal of Ethnopharmacology,2015,174,419-425. [View] [PubMed]
  • Cheplogoi PK, Mulholland DA. (2003). Limonoids from Turraea parvifolia (Meliaceae). Biochemical Systematics and Ecology,2003,31,799-803. [View] [PubMed]
Pubchem: 14109464
Nmrshiftdb2: 70001841

No compound-protein relationship available.

Structure

SMILES: c1occc1C(CC2)C(C=23)CCC4C3CCC5C4CCC(=O)C5

Level: 1

Mol. Weight: 454.61 g/mol

Structure

SMILES: C1CCC(C=12)CCC3C2CCC4C3CCC(=O)C4

Level: 0

Mol. Weight: 454.61 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 454.61 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.63
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.22
Plasma Protein Binding
83.69
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.26
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.24
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.89
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-138.53
Rat (Acute)
3.51
Rat (Chronic Oral)
1.82
Fathead Minnow
3.94
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
470.02
Hydration Free Energy
-2.91
Log(D) at pH=7.4
4.33
Log(P)
4.3
Log S
-5.05
Log(Vapor Pressure)
-8.67
Melting Point
188.25
pKa Acid
9.27
pKa Basic
5.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8345
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8345
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8290
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8290
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7823
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7823
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7580
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7580
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7513
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7513
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7487
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7487
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.7421
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.7421
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7340
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7340
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7303
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7303
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7211
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7211
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7164
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7164
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7155
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7155
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7134
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7134
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7101
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7101
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7026
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7026

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