Select a section from the left sidebar
6,6′,9′-trinor-bipenicilisorin
- Family: Fungi - Trichocomaceae
- Kingdom: Fungi
-
Class: Coumarin
- Subclass: Dimeric Isocoumarin
| Canonical Smiles | COC(=O)c1cc2cc(O)c(c(c2c(=O)o1)O)c1c(O)cc2c(c1O)c(=O)oc(c2)C(=O)O |
|---|---|
| InChI | InChI=1S/C21H12O12/c1-31-19(28)11-5-7-3-9(23)15(17(25)13(7)21(30)33-11)14-8(22)2-6-4-10(18(26)27)32-20(29)12(6)16(14)24/h2-5,22-25H,1H3,(H,26,27) |
| InChIKey | CMWOSNSYDRYJOE-UHFFFAOYSA-N |
| Formula | C21H12O12 |
| HBA | 11 |
| HBD | 5 |
| MW | 456.32 |
| Rotatable Bonds | 3 |
| TPSA | 204.94 |
| LogP | 1.87 |
| Number Rings | 4 |
| Number Aromatic Rings | 4 |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.05 |
| Exact Mass | 456.03 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Aspergillus versicolor | Trichocomaceae | Fungi | 46472 |
Showing of synonyms
6,6′,9′-trinor-bipenicilisorin
6,6',9'-trinor-bipenicilisorin
CHEBI:215029
7-(6,8-dihydroxy-3-methoxycarbonyl-1-oxoisochromen-7-yl)-6,8-dihydroxy-1-oxoisochromene-3-carboxylic acid
- Ebada S, El-Neketi M, et al. (2018). Cytotoxic secondary metabolites from the endophytic fungus Aspergillus versicolor KU258497. Phytochemistry Letters,2018,24,88–93. [View]
No compound-protein relationship available.
SMILES: O=c1occc(c12)ccc(c2)-c(c3)ccc(c34)ccoc4=O
Level: 1
Mol. Weight: 456.32 g/mol
SMILES: c1cccc(c12)ccoc2=O
Level: 0
Mol. Weight: 456.32 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.39
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.310
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.79
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.280
- Plasma Protein Binding
- 82.77
- 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
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 5.800
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 0.510
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.830
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 4.710
- Micronucleos
- Toxic
- NR-AhR
- Toxic
- 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
- Safe
- T. Pyriformis
- -89.580
- Rat (Acute)
- 2.400
- Rat (Chronic Oral)
- 3.470
- Fathead Minnow
- 3.870
- 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
- 614.120
- Hydration Free Energy
- -3.690
- Log(D) at pH=7.4
- 1.010
- Log(P)
- 3.12
- Log S
- -4.57
- Log(Vapor Pressure)
- -10.81
- Melting Point
- 296.74
- pKa Acid
- 8.07
- pKa Basic
- 4.07
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Capsid protein | Q9WBP8 | Q9WBP8_9VIRU | Adeno-associated virus - 1 | 3 | 0.8862 |
| Polymerase acidic protein | C3W5S0 | C3W5S0_I09A0 | Influenza A virus | 3 | 0.8769 |
| Cyclin-dependent kinase 2 | P24941 | CDK2_HUMAN | Homo sapiens | 3 | 0.8490 |
| ABC-type polar amino acid transport system, ATPase component | Q8RCC2 | Q8RCC2_CALS4 | Caldanaerobacter subterraneus subsp. tengcongensis | 3 | 0.8489 |
| Thymidylate synthase | P00469 | TYSY_LACCA | Lacticaseibacillus casei | 3 | 0.8131 |
| Urokinase-type plasminogen activator | P00749 | UROK_HUMAN | Homo sapiens | 3 | 0.7911 |
| DNA polymerase III subunit epsilon | P03007 | DPO3E_ECOLI | Escherichia coli | 3 | 0.7896 |
| Nickel-binding periplasmic protein | P33590 | NIKA_ECOLI | Escherichia coli | 3 | 0.7714 |
| Tetracycline repressor protein class D | P0ACT4 | TETR4_ECOLX | Escherichia coli | 4 | 0.7712 |
| Biotin carboxylase | P43873 | ACCC_HAEIN | Haemophilus influenzae | 3 | 0.7628 |
| Pancreatic alpha-amylase | P04746 | AMYP_HUMAN | Homo sapiens | 2 | 0.7543 |
| FMN-dependent NAD(P)H:quinone oxidoreductase 1 | Q9I5F3 | AZOR1_PSEAE | Pseudomonas aeruginosa | 3 | 0.7408 |
| Gag-Pol polyprotein | P05896 | POL_SIVM1 | Simian immunodeficiency virus | 3 | 0.7327 |
| Beta-galactoside-specific lectin 4 | Q6ITZ3 | ML4_VISAL | Viscum album | 3 | 0.7205 |
| Ribonuclease J | H9CZL7 | H9CZL7_DEIRD | Deinococcus radiodurans | 3 | 0.7170 |
| 5-formyltetrahydrofolate cyclo-ligase | P75430 | MTHFS_MYCPN | Mycoplasma pneumoniae | 2 | 0.7144 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 4 | 0.7040 |