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2-(2-hydroxyethyl)-3-methylfumaric acid
- Family: Plantae - Aizoaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Iridoid Terpene
| Canonical Smiles | OCC/C(=C(\C(=O)O)/C)/C(=O)O |
|---|---|
| InChI | InChI=1S/C7H10O5/c1-4(6(9)10)5(2-3-8)7(11)12/h8H,2-3H2,1H3,(H,9,10)(H,11,12)/b5-4+ |
| InChIKey | GYBSNJVVSQSPFC-SNAWJCMRSA-N |
| Formula | C7H10O5 |
| HBA | 3 |
| HBD | 3 |
| MW | 174.15 |
| Rotatable Bonds | 4 |
| TPSA | 94.83 |
| LogP | -0.15 |
| Number Rings | 0 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.43 |
| Exact Mass | 174.05 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Lampranthus spectabilis | Aizoaceae | Plantae | 188836 |
Showing of synonyms
2-(2-hydroxyethyl)-3-methylfumaric acid
- Samy M. N, Khalil H. E, et al. (2018). Phytoconstituents from the aerial parts of Lampranthus spectabilis. South African Journal of Botany, 2018, 118, 179–182. [View]
Pubchem:
139815489
No compound-protein relationship available.
No scaffolds available.
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.84
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.610
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.43
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.090
- Plasma Protein Binding
- 18.37
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 0.830
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 0.060
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 1.270
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.490
- 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
- Safe
- T. Pyriformis
- 4.150
- Rat (Acute)
- 1.520
- Rat (Chronic Oral)
- 2.660
- Fathead Minnow
- 3.560
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 299.560
- Hydration Free Energy
- -8.340
- Log(D) at pH=7.4
- -3.000
- Log(P)
- -0.37
- Log S
- -0.09
- Log(Vapor Pressure)
- -6.56
- Melting Point
- 151.14
- pKa Acid
- 3.11
- pKa Basic
- 8.61
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Pyridoxal kinase, putative | C4LVZ4 | C4LVZ4_ENTHI | Entamoeba histolytica | 3 | 0.8365 |
| Glycogen phosphorylase, muscle form | P00489 | PYGM_RABIT | Oryctolagus cuniculus | 3 | 0.8255 |
| 3-hydroxy-3-methylglutaryl-coenzyme A reductase | P13702 | MVAA_PSEMV | Pseudomonas mevalonii | 3 | 0.7775 |
| Chorismate mutase AroH | P19080 | AROH_BACSU | Bacillus subtilis | 3 | 0.7518 |