Structure of 2'-Hydroxychalcone
CAS No.: 1214-47-7
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only! Not for Human Use. We Do Not Sell to Patients.
Change View
| Size | Price | VIP Price |
DE Stock US Stock |
Asia Stock Global Stock |
In Stock |
| {[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock Inquiry - | Login - + |
Please Login or Create an Account to: See VIP prices and availability
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
| CAS No. : | 1214-47-7 |
| Formula : | C15H12O2 |
| M.W : | 224.25 |
| SMILES Code : | O=C(C1=CC=CC=C1O)C=CC2=CC=CC=C2 |
| English Name : | 1-(2-Hydroxyphenyl)-3-phenylprop-2-en-1-one |
| MDL No. : | MFCD00016441 |
| InChI Key : | AETKQQBRKSELEL-ZHACJKMWSA-N |
| Pubchem ID : | 638276 |
| Num. heavy atoms | 17 |
| Num. arom. heavy atoms | 12 |
| Fraction Csp3 | 0.0 |
| Num. rotatable bonds | 3 |
| Num. H-bond acceptors | 2.0 |
| Num. H-bond donors | 1.0 |
| Molar Refractivity | 68.27 |
| TPSA ? Topological Polar Surface Area: Calculated from |
37.3 Ų |
| Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.32 |
| Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.89 |
| Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.18 |
| Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.78 |
| Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.45 |
| Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.12 |
| Log S (ESOL):? ESOL: Topological method implemented from |
-4.01 |
| Solubility | 0.0221 mg/ml ; 0.0000988 mol/l |
| Class? Solubility class: Log S scale |
Moderately soluble |
| Log S (Ali)? Ali: Topological method implemented from |
-4.37 |
| Solubility | 0.00954 mg/ml ; 0.0000425 mol/l |
| Class? Solubility class: Log S scale |
Moderately soluble |
| Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.38 |
| Solubility | 0.00924 mg/ml ; 0.0000412 mol/l |
| Class? Solubility class: Log S scale |
Moderately soluble |
| GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
| BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
| P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
| CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
| CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
Yes |
| CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
Yes |
| CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
| CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
| Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-4.91 cm/s |
| Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
| Ghose? Ghose filter: implemented from |
None |
| Veber? Veber (GSK) filter: implemented from |
0.0 |
| Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
| Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
| Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
| PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
| Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
| Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
| Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.4 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 98% | With 10% Pd/C; hydrogen In dichloromethane at 20℃; for 6h; | |
| 97% | With 10% Pd/C; diphenyl sulfide; hydrogen In methanol at 20℃; for 24h; chemoselective reaction; | |
| 95% | With palladium 10% on activated carbon; hydrogen In ethanol for 0.5h; |
| 90% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In isopropyl alcohol at 130℃; for 12h; Inert atmosphere; Sealed tube; | 2. Typical Procedure General procedure: To an oven-dried vial, chalcone 1 (0.20 mmol, 1.0 equiv), [(Cp*RhCl2)2] (0.006 mmol, 3.0 mol %), and isopropanol (1.0 mL) were added. The vial was charged with N2 and sealed immediately. The mixture was stirred at 100 °C, and the progress of the reaction was monitored by TLC. After the completion of the reaction, the mixture was cooled down to room temperature, filtered through a celite pad, and washed with ethyl acetate. The filtrate was concentrated in vacuo and the residue was purified by column chromatography on silica gel or preparative thin-layer chromatography to obtain the desired products 2 (petroleum ether : ethyl acetate = 100:1). |
| 86% | With formic acid In toluene at 120℃; for 20h; Inert atmosphere; chemoselective reaction; | |
| 86% | With hydrogen; tetra-(n-butyl)ammonium iodide In water at 110℃; for 24h; chemoselective reaction; | |
| 86% | With methanol; C25H29ClNO2Rh; potassium carbonate at 90℃; for 1h; chemoselective reaction; | 2.2. Transfer hydrogenation of unsaturated ketones in methanol A Radley tube was charged with an unsaturated ketone (0.3mmol), catalyst (0.003 mmol) and K2CO3 (0.25 eq), to which was introduced MeOH (1.5 mL). The reaction mixture was heated to reflux at 90 °C for 1 h. The resulting mixture was then cooled to room temperature, followed by solvent evaporation under vacuum. The product was purified by flash column chromatography (hexane/ethyl acetate, 4:1). |
| 86% | With triethylsilane; 1,1,1,3',3',3'-hexafluoro-propanol; tris(pentafluorophenyl)borate at 40℃; for 1h; chemoselective reaction; | |
| With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether | ||
| 801 mg | With hydrogen In ethyl acetate for 0.166667h; Ambient temperature; | |
| With hydrogen In ethyl acetate | ||
| 172 mg | With Yarrowia lipolytica KCh 71 In water; acetone at 25℃; for 72h; Microbiological reaction; enantioselective reaction; | 2.3 Screening procedure General procedure: Erlenmeyer flasks (300ml), each containing 100ml of the medium consisting of 3g glucose and 1g aminobac dissolved in water, were inoculated with a suspension of microorganisms and then incubated for 3-7 days at 25°C on a rotary shaker (190rpm). After full growth of the culture 20mg of a substrate dissolved in 1ml of acetone was added. After 1, 3, 7, 12h and 1, 3, 6, 9 days of incubation under the above conditions, portions of 10ml of the transformation mixture were taken out and extracted with CHCl3 (3×10ml). The extracts were dried over MgSO4, concentrated in vacuo and analyzed by GC. All the experiments were repeated three times. |
| With 10% Pd/C In methanol at 20℃; for 0.5h; | ||
| Multi-step reaction with 2 steps 1: potassium hydroxide; <i>L</i>-proline / water / 20 °C 2: Penicillium raistrickii CBMAI 931 / aq. phosphate buffer / 168 h / 32 °C / pH 7 | ||
| 96 % | With 10% Pd/C; ammonium formate In tetrahydrofuran at 40℃; | 1-2 The compound of formula II (22.4g) was added in tetrahydrofuran (112ml), ammonium formate (12.6g) was added, and 10% palladium carbon (2.2g) was added, and the temperature was raised to 40°C for reaction. After the reaction was monitored by TLC, the palladium was removed by filtration Carbon and ammonium formate (can be reused many times after palladium carbon treatment); the filtrate is concentrated and evaporated to remove the solvent, isopropanol (100ml) is added, the temperature is raised to reflux, and after 30 minutes of heat preservation and reflux, cooling and crystallization begins. After crystallization at °C for 2 hours, the compound of formula I was obtained by filtration and drying, with a yield of 96% and an HPLC purity of 99.6%. |

[ 55386-79-3 ]
[ CAS Unavailable ]
[ 18398-73-7 ]
[ 91137-41-6 ]
[ 22084-15-7 ]
[ 862197-80-6 ]
[ 487-26-3 ]
[ 1214-47-7 ]| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Stage #1: 1,3-dioxo-1-(2-hydroxyphenyl)butyl methyl ester; N-Benzylidenemethylamine In ethanol at 30 - 35℃; for 0.5h; Stage #2: With acetic acid In ethanol for 0.5h; Reflux; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 95% | With tetrabutylammomium bromide; potassium hydroxide In toluene at 45℃; | 1 Preparation of 3-(3-oxo-1-(3-methylphenyl)-3-phenylpropyl)-flavanone (D) Weigh o-hydroxychalcone (0.10 mmol), 3-(3-methylphenyl)chalcone (0.15 mmol),Potassium hydroxide (0.03 mmol) and tetrabutylammonium bromide (0.01 mmol) were added to the reaction flask.1 mL of toluene was added, and the reaction was stirred at 45 ° C, and the reaction was detected by thin layer chromatography until the consumption of the starting material was complete.Cool to room temperature, add 5 mL of water to dissolve the solid, then add ethyl acetate to extract the mixture.The organic phase was dried over anhydrous sodium sulfate.The obtained crude product was subjected to silica gel column chromatography to obtain the pure product of the 3-substituted flavanone compound D.The yield was 95%. |