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Repin monoacetate
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | CC(=O)O[C@H]1C[C@@H]2[C@H]([C@@]31CO3)[C@H]1OC(=O)C(=C)[C@@H]1[C@H](CC2=C)OC(=O)C1(C)CO1 |
|---|---|
| InChI | InChI=1S/C21H24O8/c1-9-5-13(28-19(24)20(4)7-25-20)15-10(2)18(23)29-17(15)16-12(9)6-14(27-11(3)22)21(16)8-26-21/h12-17H,1-2,5-8H2,3-4H3/t12-,13-,14-,15+,16-,17-,20?,21-/m0/s1 |
| InChIKey | ASFJLXDTSOQTGS-RFCMEEIRSA-N |
| Formula | C21H24O8 |
| HBA | 8 |
| HBD | 0 |
| MW | 404.42 |
| Rotatable Bonds | 3 |
| TPSA | 103.96 |
| LogP | 1.08 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.67 |
| Exact Mass | 404.15 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Centaurea musimomum | Asteraceae | Plantae | 41503 |
Showing of synonyms
Repin monoacetate
Pubchem:
162969752
No compound-protein relationship available.
SMILES: C=C1C(=O)OC2C1C(OC(=O)C3CO3)CC(=C)C(CC4)C2C45CO5
Level: 1
Mol. Weight: 404.42 g/mol
SMILES: O1CC12C3C4C(C(=C)C(=O)O4)CCC(=C)C3CC2
Level: 0
Mol. Weight: 404.42 g/mol
SMILES: C1CO1
Level: 0
Mol. Weight: 404.42 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.05
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.73
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.09
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.29
- Plasma Protein Binding
- 26.99
- 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
- Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 13.65
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.61
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- -0.08
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.98
- Micronucleos
- Toxic
- NR-AhR
- Safe
- 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
- -30.73
- Rat (Acute)
- 5.1
- Rat (Chronic Oral)
- 1.76
- Fathead Minnow
- 3.92
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 414.59
- Hydration Free Energy
- -3.74
- Log(D) at pH=7.4
- 1.06
- Log(P)
- 1.23
- Log S
- -3.1
- Log(Vapor Pressure)
- -7.65
- Melting Point
- 135.12
- pKa Acid
- 5.33
- pKa Basic
- 2.35
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8044 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8044 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.7357 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.7357 |
| Acetylcholinesterase | P04058 | ACES_TETCF | Tetronarce californica | 3 | 0.7141 |
| Acetylcholinesterase | P04058 | ACES_TETCF | Tetronarce californica | 3 | 0.7141 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7099 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7099 |