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Prototiamin G
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
| Canonical Smiles | OC[C@]1(C)O[C@H]1[C@@H]1O[C@H]([C@@H](C1)[C@@H]1CC[C@@]23[C@]1(CC[C@H]1[C@@]3(C)[C@H](O)C[C@@H]3[C@]1(C)CC[C@@H](C3(C)C)OC(=O)C=C(C)C)C2)O |
|---|---|
| InChI | InChI=1S/C35H54O7/c1-19(2)14-27(38)41-26-10-11-31(5)23-9-12-34-17-35(34,33(23,7)25(37)16-24(31)30(26,3)4)13-8-21(34)20-15-22(40-29(20)39)28-32(6,18-36)42-28/h14,20-26,28-29,36-37,39H,8-13,15-18H2,1-7H3/t20-,21-,22+,23+,24-,25+,26-,28-,29+,31+,32-,33-,34+,35+/m0/s1 |
| InChIKey | CIYLCCAFXGFDDL-OANILYATSA-N |
| Formula | C35H54O7 |
| HBA | 7 |
| HBD | 3 |
| MW | 586.81 |
| Rotatable Bonds | 5 |
| TPSA | 108.75 |
| LogP | 5.15 |
| Number Rings | 7 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.91 |
| Exact Mass | 586.39 |
| 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 G
CHEMBL3581617
[hydroxy-[(2R,3S,5R)-2-hydroxy-5-[(2S,3S)-3-(hydroxymethyl)-3-methyl-oxiran-2-yl]tetrahydrofuran-3-yl]-tetramethyl-[?]yl] 3-methylbut-2-enoate
No compound-protein relationship available.
SMILES: C1CCCC(CC2)C1C(CC3)C2C(C345)(C4)CCC5C6CC(C7CO7)OC6
Level: 2
Mol. Weight: 586.81 g/mol
SMILES: C1CCCC(CC2)C1C(CC3)C2C(C345)(C4)CCC5C6CCOC6
Level: 1
Mol. Weight: 586.81 g/mol
SMILES: O1CC1C2CCCO2
Level: 1
Mol. Weight: 586.81 g/mol
SMILES: C1CCC(C123)(C2)CCC4C3CCC5C4CCCC5
Level: 0
Mol. Weight: 586.81 g/mol
SMILES: C1CCOC1
Level: 0
Mol. Weight: 586.81 g/mol
SMILES: C1CO1
Level: 0
Mol. Weight: 586.81 g/mol
Anti-plasmodial
Absorption
- Caco-2 (logPapp)
- -5.11
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.86
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 4.91
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.52
- Plasma Protein Binding
- 76.51
- 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
- 7.46
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.15
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.71
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.65
- Micronucleos
- Safe
- NR-AhR
- Safe
- 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
- Toxic
- T. Pyriformis
- -13932.75
- Rat (Acute)
- 3.77
- Rat (Chronic Oral)
- 2.33
- Fathead Minnow
- 33.38
- 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
- 403.03
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 5.07
- Log(P)
- 4.8
- Log S
- -5.96
- Log(Vapor Pressure)
- -12.95
- Melting Point
- 202.95
- pKa Acid
- 5.83
- pKa Basic
- 6.57
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Neocarzinostatin | P0A3R9 | NCZS_STRCZ | Streptomyces carzinostaticus | 3 | 0.8469 |
| Trichothecene 15-O-acetyltransferase TRI3 | Q9C1B7 | TRI3_FUSSP | Fusarium sporotrichioides | 3 | 0.8027 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 3 | 0.7924 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7828 |
| Prolyl tripeptidyl peptidase | Q7MUW6 | PTP_PORGI | Porphyromonas gingivalis | 3 | 0.7801 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 2 | 0.7315 |
| Vitamin D-binding protein | P02774 | VTDB_HUMAN | Homo sapiens | 2 | 0.7105 |