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501-36-0

Basic Information
CAS No.: 501-36-0
Name: Resveratrol
Article Data: 128
Molecular Structure:
Molecular Structure of 501-36-0 (Resveratrol)
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: IrritantXi
Risk Codes: 37/38-41-36/38
Safety: 26-39-37/39
PSA: 60.69000
LogP: 2.97380
Synthetic route
22255-22-7

3,5,4'-trimethoxy-trans-stilbene

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
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%
89946-06-5

(E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
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%
710969-83-8

(E)-3,5,4'-tri(benzoyloxy)styrene

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran; methanol at 50℃; for 5h;98%
1217011-33-0

(E)-4-(3,5-bis(methoxymethoxy)styryl)phenol

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20 - 65℃; for 3h; Inert atmosphere;97%
26153-38-8

3,5-dihydroxybenzaldehyde

68997-88-6

dimethyl (4-hydroxybenzyl)phosphonate

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With RS004 catalyst In ethanol at 20℃; for 6h; Wittig-Horner Reaction;97%
411233-11-9

4'-Acetylresveratrol

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran for 2h; Heating;95%
22255-22-7, 94608-23-8, 63844-75-7

3,5,4'-trimethoxystilbene

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
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;
1399502-89-6

(E)-2,4,6-tribromo-3,5,4'-trihydroxystilbene

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With sodium sulfite In water at 60℃; for 6h; Green chemistry;90%
42206-94-0

triacetyl-trans-resveratrol

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran88%
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
587870-67-5

(E)-1-(3,5-di-isopropoxyphenyl)-2-(4-isopropoxyphenyl)ethene

501-36-0

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

Conditions
ConditionsYield
With boron trichloride In dichloromethane at -78 - -10℃;85%
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    Name:resveratrol Alias:Stilbene 3 phenol; 3,4', 5-trihydroxy astragalus English Name:resveratrol CSA:501-36-0 Molecular formula: C14H12O3 Molecular weight:228.2433 Packaging Specification: 25kg/drum high purity 99%min stock Hubei DiBo

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Specification

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.