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Dimethyl citrate
- Family: Plantae - Commelinaceae
- Kingdom: Plantae
- Class: Tricarboxylic Acid
| Canonical Smiles | COC(=O)CC(C(=O)OC)(CC(=O)O)O |
|---|---|
| InChI | InChI=1S/C8H12O7/c1-14-6(11)4-8(13,3-5(9)10)7(12)15-2/h13H,3-4H2,1-2H3,(H,9,10) |
| InChIKey | OMIHCBSQSYMFDP-UHFFFAOYSA-N |
| Formula | C8H12O7 |
| HBA | 6 |
| HBD | 2 |
| MW | 220.18 |
| Rotatable Bonds | 5 |
| TPSA | 110.13 |
| LogP | -1.07 |
| Number Rings | 0 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.62 |
| Exact Mass | 220.06 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Callisia fragrans | Commelinaceae | Plantae | 428217 |
Showing of synonyms
Dimethyl citrate
53798-97-3
Dimethyl Citric acid
3-hydroxy-5-methoxy-3-methoxycarbonyl-5-oxopentanoic acid
(R)-3-Hydroxy-5-methoxy-3-(methoxycarbonyl)-5-oxopentanoic acid
1,2-dimethyl citrate
1,2-Dimethyl 2-hydroxy-1,2,3-propanetricarboxylate
NSC75822
Compound NP-017933
SCHEMBL23330
CHEMBL464780
OMIHCBSQSYMFDP-UHFFFAOYSA-N
DTXSID101229602
HY-N9542
NSC-75822
AKOS040738454
DS-014248
CS-0200290
2-Hydroxypropane-1,2,3-tricarboxylic acid, dimethyl ester
3-Hydroxy-5-methoxy-3-methoxycarbonyl-5-oxo-pentanoic acid
1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 1,2-dimethyl ester
NCGC00385399-01!3-hydroxy-5-methoxy-3-methoxycarbonyl-5-oxopentanoic acid
No compound-protein relationship available.
No scaffolds available.
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.5
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.950
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -4.01
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.360
- Plasma Protein Binding
- -3.57
- 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
- 3.150
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -0.230
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 1.080
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.160
- Micronucleos
- Toxic
- 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
- 5.020
- Rat (Acute)
- 1.630
- Rat (Chronic Oral)
- 2.410
- Fathead Minnow
- 3.760
- 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
- 297.070
- Hydration Free Energy
- -8.760
- Log(D) at pH=7.4
- -1.920
- Log(P)
- -0.35
- Log S
- 0.04
- Log(Vapor Pressure)
- -6.48
- Melting Point
- 125.81
- pKa Acid
- 3.58
- pKa Basic
- 4.66
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Mexicain | P84346 | MEX1_JACME | Jacaratia mexicana | 3 | 0.9144 |
| Putative choline kinase | Q5CUP2 | Q5CUP2_CRYPI | Cryptosporidium parvum | 3 | 0.8432 |
| 3-hydroxy-3-methylglutaryl-coenzyme A reductase | P13702 | MVAA_PSEMV | Pseudomonas mevalonii | 3 | 0.8321 |
| Actin, alpha skeletal muscle | P68135 | ACTS_RABIT | Oryctolagus cuniculus | 3 | 0.8257 |
| 2-dehydro-3-deoxygluconokinase | Q53W83 | KDGK_THET8 | Thermus thermophilus | 4 | 0.8157 |
| Pyridoxal kinase, putative | C4LVZ4 | C4LVZ4_ENTHI | Entamoeba histolytica | 3 | 0.7822 |
| Purine nucleoside phosphorylase DeoD-type | P0ABP8 | DEOD_ECOLI | Escherichia coli | 3 | 0.7433 |
| Lysozyme C II | P11941 | LYSC2_ONCMY | Oncorhynchus mykiss | 3 | 0.7411 |
| Chorismate mutase AroH | P19080 | AROH_BACSU | Bacillus subtilis | 3 | 0.7018 |