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| CAS No.: | 501-36-0 |
|---|---|
| Name: | Resveratrol |
| Molecular Structure: | |
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| Formula: | C14H12O3 |
| Molecular Weight: | 228.247 |
| Synonyms: | 1,3-Benzenediol,5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-;1,3-Benzenediol,5-[2-(4-hydroxyphenyl)ethenyl]-, (E)-;(E)-2-(3,5-Dihydroxyphenyl)-1-(4-hydroxyphenyl)ethene;(E)-3,4',5-Trihydroxystilbene;(E)-5-(p-Hydroxystyryl)resorcinol;3,4',5-Trihydroxy-trans-stilbene;5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol;CA 1201;Resvida;trans-Resveratrol;Natural Resveratrol Polygonum Cuspidatum Extract;100% Natural Resveratrol Polygonum Cuspidatum Extract; |
| EINECS: | 610-504-8 |
| Density: | 1.359 g/cm3 |
| Melting Point: | 253-255 °C |
| Boiling Point: | 449.1 °C at 760 mmHg |
| Flash Point: | 222.3 °C |
| Solubility: | Soluble in water (3 mg/100mL), ethanol (50 mg/mL), DMSO (16 mg/mL), DMF (~65 mg/mL), PBS (pH 7.2) (~100µg/mL), methanol, and acetone (50 mg/mL). |
| Appearance: | Off-White to Tan Powder |
| Hazard Symbols: |
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| Risk Codes: | 37/38-41-36/38 |
| Safety: | 26-39-37/39 |
| PSA: | 60.69000 |
| LogP: | 2.97380 |
3,5,4'-trimethoxy-trans-stilbene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With boron tribromide In dichloromethane at 0 - 30℃; | 100% |
| With boron tribromide In dichloromethane at 0 - 20℃; | 99% |
| With aluminum (III) chloride; sodium sulfate; triethylamine In chlorobenzene at 0 - 115℃; for 6.5h; Inert atmosphere; | 98% |
(E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| Stage #1: (E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene With aluminum (III) chloride; triethylamine In chlorobenzene at 0 - 80℃; for 10h; Stage #2: With water In chlorobenzene at 0℃; for 2h; Product distribution / selectivity; | 100% |
| With aluminum (III) chloride; N,N-dimethyl-aniline at 40 - 50℃; | 90% |
| With hydrogen In dichloromethane at 20℃; under 3750.38 Torr; for 5h; | 87% |
(E)-3,5,4'-tri(benzoyloxy)styrene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With sodium methylate In tetrahydrofuran; methanol at 50℃; for 5h; | 98% |
(E)-4-(3,5-bis(methoxymethoxy)styryl)phenol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol; water at 20 - 65℃; for 3h; Inert atmosphere; | 97% |
3,5-dihydroxybenzaldehyde
dimethyl (4-hydroxybenzyl)phosphonate
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With RS004 catalyst In ethanol at 20℃; for 6h; Wittig-Horner Reaction; | 97% |
4'-Acetylresveratrol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran for 2h; Heating; | 95% |
3,5,4'-trimethoxystilbene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| Stage #1: 3,5,4'-trimethoxystilbene With boron tribromide In toluene at 0 - 20℃; for 2.03333h; Stage #2: With water; sodium hydrogencarbonate In toluene at 0℃; for 0.333333h; | 92% |
| With aluminum (III) chloride; triethylamine In chlorobenzene at 60 - 70℃; for 0.5h; Inert atmosphere; | 90% |
| Multi-step reaction with 2 steps 1: BBr3 2: diphenyl disulphide / tetrahydrofuran / Heating View Scheme | |
| With pyridine hydrochloride at 190 - 195℃; for 4h; | |
| Stage #1: 3,5,4'-trimethoxystilbene With iodine In hexane for 48h; Reflux; Stage #2: With boron tribromide In dichloromethane at 0 - 20℃; for 5h; |
(E)-2,4,6-tribromo-3,5,4'-trihydroxystilbene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With sodium sulfite In water at 60℃; for 6h; Green chemistry; | 90% |
triacetyl-trans-resveratrol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran | 88% |
| Stage #1: triacetyl-trans-resveratrol With potassium hydroxide In methanol for 1h; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In methanol; water pH=2; Inert atmosphere; | 79% |
| With sodium methylate In tetrahydrofuran; methanol | |
| With potassium hydroxide In methanol; ethyl acetate |
(E)-1-(3,5-di-isopropoxyphenyl)-2-(4-isopropoxyphenyl)ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
| Conditions | Yield |
|---|---|
| With boron trichloride In dichloromethane at -78 - -10℃; | 85% |
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The Resveratrol, with the CAS registry number 501-36-0,is also known as 3,4',5-Trihydroxy-trans-stilbene; 5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol. It belongs to the product categories of Intermediates & Fine Chemicals;Pharmaceuticals;Caspases/Apoptosis;Health supplements.Its EINECS number is 501-36-0. This chemical's molecular formula is C14H12O3 and molecular weight is 228.24. What's more,Its systematic name is 1,3-Benzenediol,5-(2-(4-hydroxyphenyl)ethenyl)-,(E)-.It is Off-White to Tan Powder.It is a phytoalexin derived from grapes and other food products with antioxidant and potential chemopreventive activities. Resveratrol induces phase II drug-metabolizing enzymes (anti-initiation activity); mediates anti-inflammatory effects and inhibits cyclooxygenase and hydroperoxidase functions (anti-promotion activity); and induces promyelocytic leukemia cell differentiation (anti-progression activity), thereby exhibiting activities in three major steps of carcinogenesis.
Physical properties about Resveratrol are:
(1)ACD/LogP: 3.139; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.14; (4)ACD/LogD (pH 7.4): 3.13; (5)ACD/BCF (pH 5.5): 143.19; (6)ACD/BCF (pH 7.4): 140.74; (7)ACD/KOC (pH 5.5): 1215.59; (8)ACD/KOC (pH 7.4): 1194.74; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.763; (13)Molar Refractivity: 69.291 cm3; (14)Molar Volume: 167.93 cm3; (15)Surface Tension: 70.7279968261719 dyne/cm; (16)Density: 1.359 g/cm3; (17)Flash Point: 222.313 °C; (18)Enthalpy of Vaporization: 73.496 kJ/mol; (19)Boiling Point: 449.115 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C;
You can still convert the following datas into molecular structure:
(1)SMILES:Oc2cc(\C=C\c1ccc(O)cc1)cc(O)c2;
(2)Std. InChI:InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+;
(3)Std. InChIKey:LUKBXSAWLPMMSZ-OWOJBTEDSA-N;
Safety Information of Resveratrol:
The Resveratrol is risk of serious damage to eyes .It is irritating to eyes ,respiratory system and skin.When you use it ,wear suitable protective clothing, gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
