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Prototiamin F
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | CC(=CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)C[C@H]([C@@]1([C@@H]2CC[C@@]23[C@]1(CC[C@H]3[C@@H]1C[C@@H](O[C@H]1O)[C@@H](C(O)(C)C)O)C2)C)O)C)C |
|---|---|
| InChI | InChI=1S/C35H56O7/c1-19(2)15-27(37)42-26-11-12-32(7)23-10-13-34-18-35(34,33(23,8)25(36)17-24(32)30(26,3)4)14-9-21(34)20-16-22(41-29(20)39)28(38)31(5,6)40/h15,20-26,28-29,36,38-40H,9-14,16-18H2,1-8H3/t20-,21-,22+,23+,24-,25+,26-,28-,29+,32+,33-,34+,35+/m0/s1 |
| InChIKey | ULPRUFZDHRGIDN-ASJQIXIDSA-N |
| Formula | C35H56O7 |
| HBA | 7 |
| HBD | 4 |
| MW | 588.83 |
| Rotatable Bonds | 5 |
| TPSA | 116.45 |
| LogP | 5.13 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.91 |
| Exact Mass | 588.4 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Entandrophragma congoënse | Meliaceae | Plantae | 2590899 |
| 2 | Entandrophragma congoense | Meliaceae | Plantae | 2590899 |
Showing of synonyms
Prototiamin F
CHEMBL3581615
[[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methyl-propyl]-2-hydroxy-tetrahydrofuran-3-yl]-hydroxy-tetramethyl-[?]yl] 3-methylbut-2-enoate
No compound-protein relationship available.
SMILES: C1CCCC(CC2)C1C(CC3)C2C(C345)(C4)CCC5C6CCOC6
Level: 1
Mol. Weight: 588.83 g/mol
SMILES: C1CCC(C123)(C2)CCC4C3CCC5C4CCCC5
Level: 0
Mol. Weight: 588.83 g/mol
SMILES: C1CCOC1
Level: 0
Mol. Weight: 588.83 g/mol
Anti-plasmodial
Absorption
- Caco-2 (logPapp)
- -5.27
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.92
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 1.35
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.96
- Plasma Protein Binding
- 95.86
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 0.65
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.87
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.52
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.07
- Micronucleos
- Safe
- 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
- -6399.36
- Rat (Acute)
- 4.05
- Rat (Chronic Oral)
- 2.34
- Fathead Minnow
- 18.27
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 374.31
- Hydration Free Energy
- -2.83
- Log(D) at pH=7.4
- 5.06
- Log(P)
- 5.13
- Log S
- -5.38
- Log(Vapor Pressure)
- -10.64
- Melting Point
- 224.77
- pKa Acid
- 8.14
- pKa Basic
- 7.24
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Prolyl tripeptidyl peptidase | Q7MUW6 | PTP_PORGI | Porphyromonas gingivalis | 3 | 0.8622 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8301 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7297 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7263 |
| Neocarzinostatin | P0A3R9 | NCZS_STRCZ | Streptomyces carzinostaticus | 3 | 0.7193 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.7057 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 3 | 0.7052 |
| Protein BRASSINOSTEROID INSENSITIVE 1 | O22476 | BRI1_ARATH | Arabidopsis thaliana | 4 | 0.7031 |