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Embelin
- Family: Plantae - Myrsinaceae
- Kingdom: Plantae
-
Class: Quinone
- Subclass: Benzoquinone
| Canonical Smiles | CCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O |
|---|---|
| InChI | InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3 |
| InChIKey | IRSFLDGTOHBADP-UHFFFAOYSA-N |
| Formula | C17H26O4 |
| HBA | 4 |
| HBD | 2 |
| MW | 294.39 |
| Rotatable Bonds | 10 |
| TPSA | 74.6 |
| LogP | 4.31 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.65 |
| Exact Mass | 294.18 |
| 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 | Embelia schimperi | Myrsinaceae | Plantae | 2595069 |
| 4 | Embelia schimperi | Myrsinaceae | Plantae | 2595069 |
| 5 | Embelia schimperi | Myrsinaceae | Plantae | 2595069 |
| 6 | Myrsine africana | Myrsinaceae | Plantae | 59982 |
| 7 | Rapanea melanphloes | Myrsinaceae | Plantae | 85892 |
Showing of synonyms
Embelin
Embelic acid
Emberine
2,5-Dihydroxy-3-undecyl-1,4-benzoquinone
2,5-Dihydroxy-3-undecyl-p-benzoquinone
2,5-Dihydroxy-3-undecyl-2,5-cyclohexadiene-1,4-dione
CHEBI:4778
Potassium embelate
UNII-SHC6U8F5ER
SHC6U8F5ER
EINECS 208-979-8
NSC 91874
BRN 1885786
P-Benzoquinone, 2,5-dihydroxy-3-undecyl-
EMBELIN [MI]
NSC-91874
2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3-undecyl-
DTXSID80203537
4-08-00-02769 (Beilstein Handbook Reference)
Embelate
DTXCID10126028
2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3-undecyl-(9CI)
550-24-3
2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione
NSC91874
MFCD00016369
SR-01000597536
Embelin (Standard)
Spectrum_001513
Tocris-2156
SpecPlus_000501
Spectrum3_001931
Spectrum4_001760
Spectrum5_000620
BSPBio_003531
KBioGR_002240
KBioSS_001993
MLS000563189
BIDD:ER0529
DivK1c_006597
SCHEMBL148744
SPECTRUM1504074
CHEMBL221137
GTPL11209
KBio1_001541
KBio2_001993
KBio2_004561
KBio2_007129
KBio3_002783
HMS1922B07
HMS2271A03
HMS3268N13
HMS3413I11
HMS3652J16
HMS3677I11
BCP31134
TNP00137
BDBM50078850
CCG-39906
Embelin, >=98% (HPLC), powder
HSCI1_000123
HY-17473R
MSK165648
AKOS016010144
CS-1879
FE67636
P-Benzoquinone,5-dihydroxy-3-undecyl-
SDCCGMLS-0066817.P001
2,4-dione, 2,5-dihydroxy-3-undecyl-
NCGC00017248-01
NCGC00017248-02
NCGC00017248-03
NCGC00017248-04
NCGC00017248-05
NCGC00017248-06
NCGC00017248-07
NCGC00017248-08
NCGC00017248-10
NCGC00025359-01
NCGC00025359-02
NCGC00025359-03
NCGC00025359-04
NCGC00025359-05
AC-34763
AS-55903
BP-25395
DA-52867
HY-17473
NCI60_042031
SMR000470851
2,5-Dihydroxy-3-undecyl-[1,4]benzoquinone
NS00010319
S7025
SW219508-1
AC-542/20644009
AM-573/20891001
SR-01000597536-1
SR-01000597536-3
Q27068169
NCGC00017248-12!2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione
Embelin2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione
- Tessema EN, Neubert R, et al. (2018). Anthelmintic activity-guided fractionation and GC-MS analysis of extracts from Embelia schimperi fruits. International Journal of Applied Research in Natural Products,2018,11(1),11-16.. [View] [PubMed]
- Awino OS, Kiprono PC, et al. (2008). Antimicrobial activity of 2,5-dihydroxy-3-methyl-1,4-benzoquinone from Embelia schimperi.. Z Naturforsch C,2008,63(1-2),47-50. [View] [PubMed]
- Midiwo JO, Arot LM, et al. (1988). Distribution of benzoquinone pigments in Kenyan Myrsinaceae.. Bulletin of the Chemical Society of Ethiopia,1988,2(2),83-85. [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:
3218
Cas:
550-24-3
Gnps:
CCMSLIB00000846052
Zinc:
ZINC000001531764
Kegg Ligand:
C10342
Chebi:
4778
Nmrshiftdb2:
60025867
Metabolights:
MTBLC4778
Chembl:
CHEMBL221137
Comptox:
DTXSID80203537
Pdb Ligand:
EMJ
Bindingdb:
50078850
Selleck:
embelin
CPRiL:
60328
SMILES: O=C1C=CC(=O)C=C1
Level: 0
Mol. Weight: 294.39 g/mol
Anthelmintic
Anti-hcv protease
Antimicrobial
Antiviral
Absorption
- Caco-2 (logPapp)
- -4.87
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.2
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.13
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.24
- Plasma Protein Binding
- 37.82
- 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
- 6.11
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 0.16
- Biodegradation
- Toxic
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.72
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.06
- 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
- 6.31
- Rat (Acute)
- 1.86
- Rat (Chronic Oral)
- 2.61
- Fathead Minnow
- 3.92
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 372.26
- Hydration Free Energy
- -10.64
- Log(D) at pH=7.4
- 3.51
- Log(P)
- 5.08
- Log S
- -4.0
- Log(Vapor Pressure)
- -7.79
- Melting Point
- 99.99
- pKa Acid
- 4.36
- pKa Basic
- 4.59
| 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 | 0.8364 |
| Chorismate mutase AroH | P19080 | AROH_BACSU | Bacillus subtilis | 3 | 0.8364 |
| Sodium/potassium-transporting ATPase subunit alpha | Q4H132 | Q4H132_SQUAC | Squalus acanthias | 2 | 0.7698 |
| Sodium/potassium-transporting ATPase subunit alpha | Q4H132 | Q4H132_SQUAC | Squalus acanthias | 2 | 0.7698 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7449 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7449 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7400 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7400 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7332 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7332 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7259 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7259 |
| Triosephosphate isomerase | P00942 | TPIS_YEAST | Saccharomyces cerevisiae | 2 | 0.7205 |
| Triosephosphate isomerase | P00942 | TPIS_YEAST | Saccharomyces cerevisiae | 2 | 0.7205 |
| Phosphotriesterase | Q5KZU5 | Q5KZU5_GEOKA | Geobacillus kaustophilus | 2 | 0.7042 |
| Phosphotriesterase | Q5KZU5 | Q5KZU5_GEOKA | Geobacillus kaustophilus | 2 | 0.7042 |