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Rugulosin A
- Family: Fungi - Trichocomaceae
- Kingdom: Fungi
-
Class: Alkaloid
- Subclass: Cyclic Peptide
| Canonical Smiles | Cc1cc(O)c2c(c1)C(=O)[C@]13C(=C(O)[C@H]4[C@H]([C@@H]3[C@@H]3[C@@H]([C@H]1C(=C1[C@]43C(=O)c3c(C1=O)c(O)cc(c3)O)O)O)O)C2=O |
|---|---|
| InChI | InChI=1S/C29H20O11/c1-6-2-8-12(10(31)3-6)20(33)16-24(37)19-22(35)14-15-23(36)18(28(14,16)26(8)39)25(38)17-21(34)13-9(27(40)29(15,17)19)4-7(30)5-11(13)32/h2-5,14-15,18-19,22-23,30-32,35-38H,1H3/t14-,15+,18-,19+,22-,23-,28+,29-/m0/s1 |
| InChIKey | VQUOYKXFCPDMQL-ITYCUNGFSA-N |
| Formula | C29H20O11 |
| HBA | 11 |
| HBD | 7 |
| MW | 544.47 |
| Rotatable Bonds | 0 |
| TPSA | 209.89 |
| LogP | 1.41 |
| Number Rings | 8 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.31 |
| Exact Mass | 544.1 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Talaromyces wortmannii | Trichocomaceae | Fungi | 28567 |
Showing of synonyms
Rugulosin A
- Bara R (2012). Natural Products from Endophytic Fungus Talaromyces wortmannii: Their Structure and mechanism of Actions. PhD Thesis, Institute for Pharmaceutical Biology and Biotechnology, University of Dusseldorf,2012, pp. 1-142.. [View]
Pubchem:
162904213
No compound-protein relationship available.
SMILES: c1cccc(C2=O)c1C(=O)C(=CC3C4)C2(C4C5C367)C(C5)C=C6C(=O)c8c(C7=O)cccc8
Level: 0
Mol. Weight: 544.47 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.28
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.12
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 2.92
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.67
- Plasma Protein Binding
- 84.39
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-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
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 9.89
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -3.66
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.78
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.66
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -6157.23
- Rat (Acute)
- 3.13
- Rat (Chronic Oral)
- 5.12
- Fathead Minnow
- 15.76
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 522.28
- Hydration Free Energy
- -2.97
- Log(D) at pH=7.4
- 0.72
- Log(P)
- 4.16
- Log S
- -4.79
- Log(Vapor Pressure)
- -8.69
- Melting Point
- 305.25
- pKa Acid
- 7.47
- pKa Basic
- -0.3
No predicted protein targets found for this compound.