5-O-methylembelin - Compound Card

5-O-methylembelin

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5-O-methylembelin

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Benzoquinone
Canonical Smiles CCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)OC
InChI InChI=1S/C18H28O4/c1-3-4-5-6-7-8-9-10-11-12-14-17(20)15(19)13-16(22-2)18(14)21/h13,20H,3-12H2,1-2H3
InChIKey KHBJLRRAMCJZLZ-UHFFFAOYSA-N
Formula C18H28O4
HBA 4
HBD 1
MW 308.42
Rotatable Bonds 11
TPSA 63.6
LogP 4.4
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 308.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Embelia schimperi Primulaceae Plantae 2595069
2 Embelia schimperi Myrsinaceae Plantae 2595069
3 Myrsine Africana Myrsinaceae Plantae 59982

Showing of synonyms

  • Midiwo JO, Ghebremeskel Y, et al. (1992). Benzoquinones in kenyan myrsinaceae part III 1: A new 2,3-dihydroxy alkyl-1,4-benzoquinone (myrsinone) and 5-O-methyl embelin from Myrsine africana.. Bulletin of the Chemical Society of Ethiopia,1992,6(1),15-19. [View] [PubMed]
  • Hussein G, Miyashiro H, et al. (2000). Inhibitory effects of sudanese medicinal plant extracts on hepatitis C virus (HCV) protease. Phytotherapy Research,2000,14(7),510-516. [View] [PubMed]
  • Hussein G, Miyashiro H, et al. (2000). Inhibitory effects of sudanese medicinal plant extracts on hepatitis C virus (HCV) protease.. Phytotherapy Research,2000,14(7),510-516. [View] [PubMed]
Pubchem: 171489
Kegg Ligand: C10373
Chebi: 65842
Nmrshiftdb2: 60023634
Metabolights: MTBLC65842
Bindingdb: 50078845

No compound-protein relationship available.

Structure

SMILES: O=C1C=CC(=O)C=C1

Level: 0

Mol. Weight: 308.42 g/mol

Anti-hcv protease
Antiviral

Absorption

Caco-2 (logPapp)
-4.83
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.24
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.28
Plasma Protein Binding
35.23
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
6.6
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.5
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.68
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.65
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
5.93
Rat (Acute)
1.88
Rat (Chronic Oral)
2.5
Fathead Minnow
4.13
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
366.52
Hydration Free Energy
-7.72
Log(D) at pH=7.4
3.86
Log(P)
5.29
Log S
-4.04
Log(Vapor Pressure)
-6.62
Melting Point
72.04
pKa Acid
5.55
pKa Basic
4.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8200
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8200
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.8168
3-hydroxy-3-methylglutaryl-coenzyme A reductase P13702 MVAA_PSEMV Pseudomonas mevalonii 3 0.8168
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8052
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8052
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7667
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7667
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7402
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7402
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7381
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7381
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7300
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7300
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7290
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7290
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7229
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7229
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7196
Triosephosphate isomerase P00942 TPIS_YEAST Saccharomyces cerevisiae 2 0.7196
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7074
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7074

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