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10338-51-9

Basic Information
CAS No.: 10338-51-9
Name: Salidroside
Molecular Structure:
Molecular Structure of 10338-51-9 (Salidroside)
Formula: C14H20O7
Molecular Weight: 300.31
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
Solubility:
Appearance: Red-brown fine powder
Hazard Symbols: Xi
Risk Codes: 36
Safety: 26
Transport Information:
PSA: 119.61000
LogP: -1.24880
Synthetic route
28251-63-0

tetraacetyl salidroside

10338-51-9

Salidroside

Conditions
ConditionsYield
With methanol; potassium carbonate100%
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
39032-08-1

(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(4-acetoxyphenethoxy)tetrahydro-2Hpyran-3,4,5-triyl triacetate

10338-51-9

Salidroside

Conditions
ConditionsYield
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%
492-61-5

β-D-glucose

501-94-0

p-hydroxyphenethyl alcohol

10338-51-9

Salidroside

Conditions
ConditionsYield
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%
183209-56-5

2-(4-benzyloxyphenyl)ethyl β-D-glucopyranoside

10338-51-9

Salidroside

Conditions
ConditionsYield
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%

C34H50O12

10338-51-9

Salidroside

Conditions
ConditionsYield
With potassium tert-butylate In ethanol at 20℃; for 5h;89.3%

C37H48O12

10338-51-9

Salidroside

Conditions
ConditionsYield
With potassium ethoxide In ethanol at 20℃; for 5h;86.7%

C41H56O12

10338-51-9

Salidroside

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 5h;86.7%

C38H58O12

10338-51-9

Salidroside

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 5h;85%

C46H42O12

10338-51-9

Salidroside

Conditions
ConditionsYield
With potassium hydroxide In methanol at 20℃; for 5h;84%

C35H52O12

10338-51-9

Salidroside

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 20℃; for 5h;81.3%
501-94-0

p-hydroxyphenethyl alcohol

10338-51-9

Salidroside

Conditions
ConditionsYield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 24h; pH=5; Enzymatic reaction; regioselective reaction;49%
Conditions
ConditionsYield
With Prunus dulcis var. amara β-glucoside glucohydrolase, 68 kDa In aq. phosphate buffer; tert-butyl alcohol at 50℃; for 8h; pH=7; Kinetics; Solvent; pH-value; Temperature; Enzymatic reaction;39.04%
501-94-0

p-hydroxyphenethyl alcohol

2492-87-7

4-nitrophenyl-β-D-glucoside

10338-51-9

Salidroside

Conditions
ConditionsYield
With phosphate buffer; β-glucosidase at 30℃; for 26h;36%
67-56-1

methanol

40661-45-8

cornoside

A

10338-51-9

Salidroside

B

101489-37-6

(2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

C

123563-44-0

rengyoside B

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 80℃; under 7600 Torr; for 6h;A 34%
B 21%
C 23%
40661-45-8

cornoside

A

10338-51-9

Salidroside

B

101489-37-6

(2R,3R,4S,5S,6R)-2-[2-(1-Hydroxy-4,4-dimethoxy-cyclohexyl)-ethoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

C

123563-44-0

rengyoside B

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 80℃; under 7600 Torr; for 6h;A 34%
B 21%
C 23%
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    10338-51-9

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Specification

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.

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