Select a section from the left sidebar
Rapanone
- Family: Plantae - Myrsinaceae
- Kingdom: Plantae
-
Class: Quinone
- Subclass: Benzoquinone
| Canonical Smiles | CCCCCCCCCCCCCC1=C(O)C(=O)C=C(C1=O)O |
|---|---|
| InChI | InChI=1S/C19H30O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(22)16(20)14-17(21)19(15)23/h14,20,23H,2-13H2,1H3 |
| InChIKey | AMKNOBHCKRZHIO-UHFFFAOYSA-N |
| Formula | C19H30O4 |
| HBA | 4 |
| HBD | 2 |
| MW | 322.44 |
| Rotatable Bonds | 12 |
| TPSA | 74.6 |
| LogP | 5.09 |
| Number Rings | 1 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 23 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.68 |
| Exact Mass | 322.21 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Embelia schimperi | Primulaceae | Plantae | 2595069 |
| 2 | Embelia schimperi | Myrsinaceae | Plantae | 2595069 |
| 3 | Myrsine africana | Myrsinaceae | Plantae | 59982 |
| 4 | Rapanea melanphloes | Myrsinaceae | Plantae | 85892 |
Showing of synonyms
Rapanone
573-40-0
2,5-Dihydroxy-3-tridecylcyclohexa-2,5-diene-1,4-dione
SH52PPU72X
ROPANONE
UNII-SH52PPU72X
NSC 340285
NSC-340285
2,5-dihydroxy-3-tridecyl-1,4-benzoquinone
DTXSID80205915
2,5-Cyclohexadiene-1,4-dione, 2,5-dihydroxy-3-tridecyl-
2,5-DIHYDROXY-3-TRIDECYL-2,5-CYCLOHEXADIENE-1,4-DIONE
P-BENZOQUINONE, 2,5-DIHYDROXY-3-TRIDECYL-
DTXCID10128406
2,5-Dihydroxy-3-tridecyl-[1,4]benzoquinone
CHEBI:8779
AC1L2P79
SureCN2311835
CHEMBL462801
MEGxp0_002021
SCHEMBL2311835
ACon1_001259
HY-N8213
BDBM50078848
NSC340285
AKOS027440519
FS-6607
NCGC00169524-01
DA-67117
FR137931
CS-0140311
E88591
AC-542/20644008
AK-693/21169016
Q27108148
- 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]
Pubchem:
100659
Cas:
573-40-0
Zinc:
ZINC000038143715
Kegg Ligand:
C10399
Chebi:
8779
Nmrshiftdb2:
70016842
Chembl:
CHEMBL462801
Comptox:
DTXSID80205915
Bindingdb:
50078848
CPRiL:
94400
SMILES: O=C1C=CC(=O)C=C1
Level: 0
Mol. Weight: 322.44 g/mol
Antiviral
Absorption
- Caco-2 (logPapp)
- -4.98
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.23
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.22
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.54
- Plasma Protein Binding
- 39.03
- 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
- 4.98
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 0.17
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.75
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.08
- Micronucleos
- Safe
- 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
- 6.69
- Rat (Acute)
- 1.85
- Rat (Chronic Oral)
- 2.67
- Fathead Minnow
- 3.94
- 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
- 391.74
- Hydration Free Energy
- -9.74
- Log(D) at pH=7.4
- 4.05
- Log(P)
- 6.1
- Log S
- -4.44
- Log(Vapor Pressure)
- -8.32
- Melting Point
- 100.72
- pKa Acid
- 4.6
- pKa Basic
- 4.54
| 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 | 0.8386 |
| Chorismate mutase AroH | P19080 | AROH_BACSU | Bacillus subtilis | 3 | 0.8386 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7484 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7484 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7349 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7349 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7322 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7322 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7259 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7259 |
| Triosephosphate isomerase | P00942 | TPIS_YEAST | Saccharomyces cerevisiae | 2 | 0.7172 |
| Triosephosphate isomerase | P00942 | TPIS_YEAST | Saccharomyces cerevisiae | 2 | 0.7172 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 2 | 0.7026 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 2 | 0.7026 |