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Rheediaxanthone A
- Family: Plantae - Sapotaceae
- Kingdom: Plantae
- Class: Xanthone
| Canonical Smiles | Oc1cc2OC(C)(C)C=Cc2c2c1c(=O)c1c(o2)c(O)c2c(c1)C=CC(O2)(C)C |
|---|---|
| InChI | InChI=1S/C23H20O6/c1-22(2)8-6-12-15(28-22)10-14(24)16-17(25)13-9-11-5-7-23(3,4)29-19(11)18(26)21(13)27-20(12)16/h5-10,24,26H,1-4H3 |
| InChIKey | GSAPUFLPLOSGII-UHFFFAOYSA-N |
| Formula | C23H20O6 |
| HBA | 6 |
| HBD | 2 |
| MW | 392.41 |
| Rotatable Bonds | 0 |
| TPSA | 89.13 |
| LogP | 4.73 |
| Number Rings | 5 |
| Number Aromatic Rings | 3 |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.26 |
| Exact Mass | 392.13 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Garcinia epunctata | Guttiferae | Plantae | 2708839 |
| 2 | Synsepalum zenkeri | Sapotaceae | Plantae | 233754 |
Showing of synonyms
Rheediaxanthone A
77181-97-6
11,22-dihydroxy-7,7,19,19-tetramethyl-2,8,20-trioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),5,10,15,17,21-octaen-13-one
11,22-dihydroxy-7,7,19,19-tetramethyl-2,8,20-trioxapentacyclo(12.8.0.03,12.04,9.016,21)docosa-1(14),3(12),4(9),5,10,15,17,21-octaen-13-one
6,13-Dihydroxy-3,3,11,11-tetramethyl-3H,7H,11H-dipyrano[3,2-b
SCHEMBL22922166
6,13-Dihydroxy-3,3,11,11-tetramethyl-3H,7H,11H-dipyrano[3,2-b:3',2'-h]xanthen-7-one
- Kuete V, Ngnintedo D, et al. (2018). Cytotoxicity of seputhecarpan D, thonningiol and 12 other phytochemicals from African flora towards human carcinoma cells.. BMC complementary and alternative medicine,2018, 18(1), 36. [View] [PubMed]
- Fotso GW, Ntumy AN, et al. (2014). Epunctanone, a New Benzophenone, and Further Secondary Metabolites from Garcinia epunctata Stapf (Guttiferae). Helvetica, 2014, 97(7), 957-964. [View]
No compound-protein relationship available.
SMILES: C1=CCOc(cc2)c1c(c23)oc4c(c3=O)cc5c(c4)OCC=C5
Level: 0
Mol. Weight: 392.41 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.56
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.700
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -0.78
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.260
- Plasma Protein Binding
- 57.35
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 4.960
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.520
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.560
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.440
- Micronucleos
- Toxic
- NR-AhR
- Toxic
- 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
- Safe
- T. Pyriformis
- -11.310
- Rat (Acute)
- 2.840
- Rat (Chronic Oral)
- 2.270
- Fathead Minnow
- 5.110
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 501.040
- Hydration Free Energy
- -6.530
- Log(D) at pH=7.4
- 3.570
- Log(P)
- 5.37
- Log S
- -5.98
- Log(Vapor Pressure)
- -9.72
- Melting Point
- 278.91
- pKa Acid
- 7.06
- pKa Basic
- 5.06
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7873 |
| cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A | Q9Y233 | PDE10_HUMAN | Homo sapiens | 3 | 0.7842 |
| Serine/threonine-protein kinase SKY1 | Q03656 | SKY1_YEAST | Saccharomyces cerevisiae | 3 | 0.7593 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7458 |
| Fibroblast growth factor receptor 2 | P21802 | FGFR2_HUMAN | Homo sapiens | 3 | 0.7393 |
| Vascular endothelial growth factor receptor 2 | P35968 | VGFR2_HUMAN | Homo sapiens | 3 | 0.7264 |
| Epidermal growth factor receptor | P00533 | EGFR_HUMAN | Homo sapiens | 3 | 0.7067 |
| Phosphodiesterase | Q53I60 | Q53I60_TRYCR | Trypanosoma cruzi | 4 | 0.7061 |
| 4-hydroxyphenylacetate 3-monooxygenase | Q8YHT7 | Q8YHT7_BRUME | Brucella melitensis biotype 1 | 2 | 0.7052 |
| Capsid protein | Q9WBP8 | Q9WBP8_9VIRU | Adeno-associated virus - 1 | 3 | 0.7043 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7040 |