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Chaetomanone
- Family: Fungi - Chaetomiaceae
- Kingdom: Fungi
- Class: Alkaloid
| Canonical Smiles | COC(=O)[C@@]1(CC(=O)c2c(O1)cc1c(c2O)C2C=CC3(C1)C(=O)c1cc(C)cc(c1C(=O)[C@]3(C2=O)O)O)C1CCC(=O)O1 |
|---|---|
| InChI | InChI=1S/C31H24O12/c1-12-7-15-22(16(32)8-12)27(38)31(40)26(37)14-5-6-29(31,25(15)36)10-13-9-18-23(24(35)21(13)14)17(33)11-30(43-18,28(39)41-2)19-3-4-20(34)42-19/h5-9,14,19,32,35,40H,3-4,10-11H2,1-2H3/t14?,19?,29?,30-,31+/m1/s1 |
| InChIKey | SXOFSFPEYSEIJC-VVQMKVEVSA-N |
| Formula | C31H24O12 |
| HBA | 12 |
| HBD | 3 |
| MW | 588.52 |
| Rotatable Bonds | 2 |
| TPSA | 190.8 |
| LogP | 1.56 |
| Number Rings | 8 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.35 |
| Exact Mass | 588.13 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Chaetomium sp. | Chaetomiaceae | Fungi | 1769349 |
Showing of synonyms
Chaetomanone
Methyl (7R,15S)-11,15,18-trihydroxy-20-methyl-9,14,16,23-tetraoxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo(11.10.2.0,.0,.0,.0,)pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylic acid
Methyl (7R,15S)-11,15,18-trihydroxy-20-methyl-9,14,16,23-tetraoxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo(11.10.2.01,15.03,12.05,10.017,22)pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylate
Methyl (7R,15S)-11,15,18-trihydroxy-20-methyl-9,14,16,23-tetraoxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.0,.0,.0,.0,]pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylic acid
Methyl (7R,15S)-11,15,18-trihydroxy-20-methyl-9,14,16,23-tetraoxo-7-(5-oxooxolan-2-yl)-6-oxahexacyclo[11.10.2.01,15.03,12.05,10.017,22]pentacosa-3,5(10),11,17(22),18,20,24-heptaene-7-carboxylate
No compound-protein relationship available.
SMILES: O=C1CCC(O1)C(O2)CC(=O)c(c3)c2cc(C4)c3C(C=C5)C(=O)C(C456)C(=O)c7c(C6=O)cccc7
Level: 1
Mol. Weight: 588.52 g/mol
SMILES: c1cccc(C2=O)c1C(=O)C(C234)C(=O)C(C=C3)c5c(C4)cc6c(c5)C(=O)CCO6
Level: 0
Mol. Weight: 588.52 g/mol
SMILES: O=C1CCCO1
Level: 0
Mol. Weight: 588.52 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.66
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.630
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 10.98
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.960
- Plasma Protein Binding
- 67.39
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-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
- Non-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
- 11.110
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.370
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.800
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.810
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -22386.360
- Rat (Acute)
- 3.490
- Rat (Chronic Oral)
- 3.260
- Fathead Minnow
- 49.090
- 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
- 287.930
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 2.120
- Log(P)
- 2.94
- Log S
- -4.96
- Log(Vapor Pressure)
- -11.71
- Melting Point
- 348.89
- pKa Acid
- 4.73
- pKa Basic
- 2.56
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Glycogen synthase kinase-3 beta | P49841 | GSK3B_HUMAN | Homo sapiens | 3 | 0.8564 |
| Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase | F6MZ55 | F6MZ55_9FIRM | Sporomusa ovata | 3 | 0.8316 |
| Beta-lactoglobulin | P02754 | LACB_BOVIN | Bos taurus | 3 | 0.8102 |
| Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase | Q9TQS6 | DHDH_MACFA | Macaca fascicularis | 3 | 0.7829 |
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.7805 |
| Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.7498 |
| Heat shock protein HSP 90-alpha | P07900 | HS90A_HUMAN | Homo sapiens | 3 | 0.7481 |
| Carminomycin 4-O-methyltransferase DnrK | Q06528 | DNRK_STRPE | Streptomyces peucetius | 3 | 0.7434 |
| DNA-directed DNA polymerase | Q38087 | DPOL_BPR69 | Escherichia phage RB69 | 3 | 0.7280 |
| Aklanonic acid methyl ester cyclase AcmA | O52646 | DNRD_STRGJ | Streptomyces galilaeus | 3 | 0.7133 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 3 | 0.7087 |