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| CAS No.: | 10338-51-9 |
|---|---|
| Name: | Salidroside |
| Molecular Structure: | |
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| Formula: | C14H20O7 |
| Molecular Weight: | 300.309 |
| Synonyms: | Rhodiola roseal.P.E;b-D-Glucopyranoside, 2-(4-hydroxyphenyl)ethyl;Glucopyranoside,p-hydroxyphenethyl (7CI);Salidroside (8CI);2-(4-Hydroxyphenyl)ethyl-b-D-glucopyranoside;4-Hydroxy-phenyl-2-ethyl-b-D-glucopyranoside;Rhodioloside;Rhodosin;Tyrosol a-(b-D-glucopyranoside); |
| EINECS: | 306-819-2 |
| Density: | 1.46 g/cm3 |
| Melting Point: | 159～160℃ |
| Boiling Point: | 549.5 °C at 760 mmHg |
| Flash Point: | 286.2 °C |
| Appearance: | Red-brown fine powder |
| Hazard Symbols: | Xi |
| Risk Codes: | 36 |
| Safety: | 26 |
| PSA: | 119.61000 |
| LogP: | -1.24880 |
tetraacetyl salidroside
Salidroside
| Conditions | Yield |
|---|---|
| With methanol; potassium carbonate | 100% |
| With sodium methylate In methanol at 20℃; for 2h; | 89.8% |
| With sodium methylate In methanol for 12h; | 80% |
| With methanol; sodium methylate at 20℃; for 24h; Large scale reaction; | 3.83 kg |
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate
Salidroside
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol for 1h; Ambient temperature; | 97.7% |
| With sodium methylate In methanol at 4℃; | 90% |
| With strongly acidic cation exchange resin 717 In ethanol at 70℃; | 86.5% |
| Conditions | Yield |
|---|---|
| With E.coli (BLPad-StyAB-RostyC-SlPAR1-UGT85A1) In aq. phosphate buffer at 37℃; for 12h; pH=7.0; Reagent/catalyst; Enzymatic reaction; | 94.9% |
| With β-glycosidase from black plum seeds; 1-octyl-3-methylimidazolium hexafluorophosphate In 1,4-dioxane; aq. phosphate buffer at 50℃; for 72h; pH=5.9; Kinetics; Reagent/catalyst; Solvent; pH-value; Enzymatic reaction; | 24.3% |
| With Prunus domestica prune seed meal at 50℃; for 72h; pH=6; aq. phosphate buffer; Ionic liquid; Enzymatic reaction; | 22% |
2-(4-benzyloxyphenyl)ethyl β-D-glucopyranoside
Salidroside
| Conditions | Yield |
|---|---|
| With 5%-palladium/activated carbon; hydrogen In methanol at 20℃; Darkness; Green chemistry; | 93% |
| With 5% Pd(II)/C(eggshell); ammonium formate In methanol for 6h; Reflux; | 91% |
Salidroside
| Conditions | Yield |
|---|---|
| With potassium tert-butylate In ethanol at 20℃; for 5h; | 89.3% |
Salidroside
| Conditions | Yield |
|---|---|
| With potassium ethoxide In ethanol at 20℃; for 5h; | 86.7% |
Salidroside
| Conditions | Yield |
|---|---|
| With sodium methylate In methanol at 20℃; for 5h; | 86.7% |
Salidroside
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol at 20℃; for 5h; | 85% |
Salidroside
| Conditions | Yield |
|---|---|
| With potassium hydroxide In methanol at 20℃; for 5h; | 84% |
Salidroside
| Conditions | Yield |
|---|---|
| With sodium ethanolate In ethanol at 20℃; for 5h; | 81.3% |
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The Salidroside with CAS registry number of 10338-51-9 is also known as b-D-Glucopyranoside, 2-(4-hydroxyphenyl)ethyl. The IUPAC name is (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[2-(4-hydroxyphenyl)ethoxy]oxane-3,4,5-triol. It belongs to product categories of Plant Oils, Toxins, Phenolic Acids & Derivatives; Nutritional Supplements; Functional Products. In addition, the formula is C14H20O7 and the molecular weight is 300.31. This chemical is a red-brown fine powder.
Physical properties about Salidroside are: (1)ACD/LogP: -1.23; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -1.23; (4)ACD/LogD (pH 7.4): -1.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.08; (8)ACD/KOC (pH 7.4): 5.07; (9)#H bond acceptors: 7; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.628; (13)Molar Refractivity: 72.79 cm3; (14)Molar Volume: 204.9 cm3; (15)Surface Tension: 77.6 dyne/cm; (16)Density: 1.46 g/cm3; (17)Flash Point: 286.2 °C; (18)Enthalpy of Vaporization: 87.28 kJ/mol; (19)Boiling Point: 549.5 °C at 760 mmHg; (20)Vapour Pressure: 6.54E-13 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC(=CC=C1CCOC2C(C(C(C(O2)CO)O)O)O)O
2. Isomeric SMILES: C1=CC(=CC=C1CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
3. InChI: InChI=1S/C14H20O7/c15-7-10-11(17)12(18)13(19)14(21-10)20-6-5-8-1-3-9(16)4-2-8/h1-4,10-19H,5-7H2/t10-,11-,12+,13-,14-/m1/s1
4. InChIKey: ILRCGYURZSFMEG-RKQHYHRCSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | subcutaneous | 28600uL/kg (28.6mL/kg) | Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 19, Pg. 229, 1988. |
