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Prototiamin A
- Family: Plantae - Meliaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpenoid
Canonical Smiles | CC(=O)O[C@@H]1C[C@@H]2[C@]([C@@H]3[C@]1(C)C1=CC[C@H]([C@]1(C)CC3)[C@@H]1C[C@@H](OC1=O)[C@@H](C(O)(C)C)O)(C)C=CC(=O)C2(C)C |
---|---|
InChI | InChI=1S/C32H46O7/c1-17(33)38-25-16-23-28(2,3)24(34)12-14-31(23,7)22-11-13-30(6)19(9-10-21(30)32(22,25)8)18-15-20(39-27(18)36)26(35)29(4,5)37/h10,12,14,18-20,22-23,25-26,35,37H,9,11,13,15-16H2,1-8H3/t18-,19-,20+,22+,23-,25+,26-,30-,31+,32-/m0/s1 |
InChIKey | INWMCYHICBYRCK-QAPXOFNMSA-N |
Formula | C32H46O7 |
HBA | 7 |
HBD | 2 |
MW | 542.71 |
Rotatable Bonds | 4 |
TPSA | 110.13 |
LogP | 4.54 |
Number Rings | 5 |
Number Aromatic Rings | 0 |
Heavy Atom Count | 39 |
Formal Charge | 0 |
Fraction CSP3 | 0.78 |
Exact Mass | 542.32 |
Number of Lipinski Rule Violations | 1 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Entandrophragma congoënse | Meliaceae | Plantae | 2590899 |
2 | Entandrophragma congoense | Meliaceae | Plantae | 2590899 |
Showing of synonyms
Prototiamin A
CHEMBL3581610
No compound-protein relationship available.
SMILES: O1CCC(C1=O)C(CC2)C(C=23)CCC4C3CCC5C4C=CC(=O)C5
Level: 1
Mol. Weight: 542.71 g/mol
SMILES: C1CCC(C=12)CCC3C2CCC4C3C=CC(=O)C4
Level: 0
Mol. Weight: 542.71 g/mol
SMILES: O=C1CCCO1
Level: 0
Mol. Weight: 542.71 g/mol
Anti-plasmodial
Absorption
- Caco-2 (logPapp)
- -5.03
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.9
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.19
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.45
- Plasma Protein Binding
- 89.26
- 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
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 6.07
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.41
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.1
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 7.69
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Toxic
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -1382.93
- Rat (Acute)
- 3.28
- Rat (Chronic Oral)
- 1.94
- Fathead Minnow
- 6.6
- 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
- 495.67
- Hydration Free Energy
- -2.83
- Log(D) at pH=7.4
- 3.82
- Log(P)
- 3.61
- Log S
- -5.84
- Log(Vapor Pressure)
- -9.33
- Melting Point
- 252.07
- pKa Acid
- 9.16
- pKa Basic
- 5.01
Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
---|---|---|---|---|---|
Nuclear receptor subfamily 1 group I member 2 | O75469 | NR1I2_HUMAN | Homo sapiens | 4 | 0.7946 |
Retinoic acid receptor RXR-alpha | P19793 | RXRA_HUMAN | Homo sapiens | 3 | 0.7216 |
Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7159 |
Gastrotropin | P51161 | FABP6_HUMAN | Homo sapiens | 3 | 0.7066 |