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(10R,10′S)-wentibianthrone C
- Family: Fungi - Trichocomaceae
- Kingdom: Fungi
- Class: Bianthrone
| Canonical Smiles | COc1cc(OC)c2c(c1)[C@@H](c1c(C2=O)c(O)cc(c1)C)[C@H]1c2cc(C)cc(c2C(=O)c2c1cc(O)cc2OC)O |
|---|---|
| InChI | InChI=1S/C33H28O8/c1-14-6-18-26(20-10-16(34)11-24(40-4)30(20)32(37)28(18)22(35)8-14)27-19-7-15(2)9-23(36)29(19)33(38)31-21(27)12-17(39-3)13-25(31)41-5/h6-13,26-27,34-36H,1-5H3/t26-,27+/m0/s1 |
| InChIKey | BWKZQMHHIFWJID-RRPNLBNLSA-N |
| Formula | C33H28O8 |
| HBA | 8 |
| HBD | 3 |
| MW | 552.58 |
| Rotatable Bonds | 4 |
| TPSA | 122.52 |
| LogP | 5.5 |
| Number Rings | 6 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 41 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.21 |
| Exact Mass | 552.18 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Aspergillus wentii | Trichocomaceae | Fungi | 5066 |
Showing of synonyms
(10R,10′S)-wentibianthrone C
(10R,10'S)-wentibianthrone C
CHEMBL4446545
CHEBI:227200
(10S)-1,6-dihydroxy-10-[(9R)-5-hydroxy-2,4-dimethoxy-7-methyl-10-oxo-9H-anthracen-9-yl]-8-methoxy-3-methyl-10H-anthracen-9-one
No compound-protein relationship available.
SMILES: c1cccc(C2=O)c1C(c(c23)cccc3)C(c(c45)cccc5)c6c(C4=O)cccc6
Level: 1
Mol. Weight: 552.58 g/mol
SMILES: c1cccc(c12)Cc3c(C2=O)cccc3
Level: 0
Mol. Weight: 552.58 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.37
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.760
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 3.38
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.480
- Plasma Protein Binding
- 87.62
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- 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
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 7.270
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.890
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.630
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.340
- Micronucleos
- Toxic
- 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
- -7803.470
- Rat (Acute)
- 2.420
- Rat (Chronic Oral)
- 3.390
- Fathead Minnow
- 24.910
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 501.490
- Hydration Free Energy
- -2.870
- Log(D) at pH=7.4
- 4.670
- Log(P)
- 6.85
- Log S
- -7.75
- Log(Vapor Pressure)
- -11.7
- Melting Point
- 257.51
- pKa Acid
- 7.45
- pKa Basic
- 3.22
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.9191 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8676 |
| Acetylcholinesterase | P21836 | ACES_MOUSE | Mus musculus | 3 | 0.8619 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q4WP27 | Q4WP27_ASPFU | Aspergillus fumigatus | 3 | 0.8006 |
| Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha | Q04631 | FNTA_RAT | Rattus norvegicus | 3 | 0.7686 |
| Glycylpeptide N-tetradecanoyltransferase | Q4Q5S8 | Q4Q5S8_LEIMA | Leishmania major | 3 | 0.7406 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7312 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7290 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7130 |
| Nuclear receptor subfamily 4immunitygroup A member 1 | P22736 | NR4A1_HUMAN | Homo sapiens | 3 | 0.7120 |
| PTS system glucose-specific EIIA component | P69783 | PTGA_ECOLI | Escherichia coli | 3 | 0.7066 |
| Ribosomal small subunit pseudouridine synthase A | P0AA43 | RSUA_ECOLI | Escherichia coli | 3 | 0.7033 |