Rutin supplier | CasNO.153-18-4

Name
Rutin
EINECS 205-814-1
CAS No. 153-18-4
Article Data9
CAS DataBase
Density 1.827 g/cm³
Solubility 12.5 g/100 mL in water
Melting Point 195 °C (dec.)(lit.)
Formula C₂₇H₃₀O₁₆
Boiling Point 983.1 °C at 760 mmHg
Molecular Weight 610.526
Flash Point 325.4 °C
Transport Information
Appearance pale-yellow crystalline solid
Safety 24/25-36-26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms Forsythia fruit;Birutin;Oxyritin;4H-1-Benzopyran-4-one, 3-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-;Venoruton;Rutinion acid;Tanrutin;C.I. 75730;Rutinic acid;Rutoside;
PSA 269.43000
LogP -1.68710

Synthetic route

A

B

: 100-22-1
N,N,N',N'-tetramethyl-para-phenylenediamine

rutin radical: rutin radical

A N,N,N',N'-tetramethyl-para-semiquinonediimine: 100-22-1
N,N,N',N'-tetramethyl-para-semiquinonediimine

B: 153-18-4
rutin

Conditions

Conditions	Yield
at 20℃; Equilibrium constant; pH=13.5;
at 20℃; Rate constant; Equilibrium constant; pH=13.5;

...Expand

potassium-compound of quercetin: potassium-compound of quercetin

Conditions

Conditions	Yield
With α-acetobromorutinose in fluessigem NH3;

A: 482-35-9
isoquercetin

B: 117-39-5
quercetol

C: 153-18-4
rutin

Conditions

Conditions	Yield
With ammonium bicarbonate In acetic acid methyl ester; water at 45℃; for 0.75h; Purification / work up;
In acetic acid methyl ester; water at 45℃; for 0.5h; Purification / work up;

...Expand

: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-{6-deoxy-2-O-[(4-hydroxy-3,5-dimethoxyphenyl)carbonyl]-α-L-mannopyranosyl}-β-D-glucopyranoside

: 153-18-4
rutin

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃; for 1h;

: 482-35-9
isoquercetin

Conditions

Conditions	Yield
With Aspergillus niger crude enzyme extract In methanol at 60℃; for 4h; pH=6; aq. piperazine-HCl buffer; Enzymatic reaction;	99%
With hesperidinase In aq. buffer at 40℃; for 0.666667h; pH=9; Activation energy; Temperature; Concentration; Ionic liquid; Enzymatic reaction;	98.6%
With hesperidinase from Aspergillus niger; water In aq. buffer at 40℃; for 0.666667h; pH=9; Temperature; Flow reactor; Enzymatic reaction;	98.6%

: 153-18-4
rutin

: rutin 2'',2''',3',3'',3''',4',4'',4''',5, 7-O-decasulfate

Conditions

Conditions	Yield
Stage #1: rutin With triethylamine sulfurtrioxide In N,N-dimethyl acetamide at 20 - 100℃; for 0.5h; Microwave irradiation; Stage #2: With triethylamine In N,N-dimethyl acetamide; acetone at 4℃; for 24h; Stage #3: With sodium acetate In water	99%

Conditions

Conditions	Yield
With hydrogenchloride; methanol for 3h; Heating;	96%
With water at 100℃; Kinetics; Ionic liquid;	90%
With sulfuric acid; water at 20℃; for 0.166667h;	89%

rutin: rutin

: 7085-55-4
troxerutin

Conditions

Conditions	Yield
With chitosan In methanol at 75℃; for 3h; Concentration; Temperature; Autoclave;	96%
With natural polymer sodium alginate In methanol at 70℃; for 4h; Temperature; Autoclave;	87.6%
Stage #1: oxirane; rutin With sodium hydroxide In water at 75℃; for 6h; Stage #2: With hydrogenchloride In water pH=4;

: 153-18-4
rutin

isoquercitrin: isoquercitrin

Conditions

Conditions	Yield
With α-L-rhamnosidase from Aspergillus niger JMU-TS528 at 60℃; for 1h; pH=3 - 5; Kinetics; Catalytic behavior; pH-value; Temperature; Concentration; Enzymatic reaction;	95.1%

: 108-30-5
succinic acid anhydride

: 153-18-4
rutin

: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{{2,3,4-tris-O-(3-carboxy-1-oxopropyl)-6-O-[2,3,4-tris-O-(3-carboxy-1-oxopropyl)-6-deoxy-α-L-mannopyranosyl]-β-D-glucopyranosyl}oxy}-4H-1-benzopyran-4-one

Conditions

Conditions	Yield
With pyridine; dmap at 70℃; for 24h; Esterification;	95%

: 153-18-4
rutin

: 540-51-2
2-bromoethanol

: 7085-55-4
troxerutin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 85℃;	94.9%

: 100-39-0
benzyl bromide

: 153-18-4
rutin

: 183067-65-4
2-(3,4-bis(benzyloxy)phenyl)-7-(benzyloxy)-3,5-dihydroxy-4H-chromen-4-one

Conditions

Conditions	Yield
Stage #1: benzyl bromide; rutin With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In ethanol; water at 70℃; for 2h; regioselective reaction;	92%
Stage #1: rutin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 16h; Cooling with ice;	81.2%
With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 60h; Inert atmosphere;	80%
Stage #1: benzyl bromide; rutin With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃; for 0.25h; Stage #2: With hydrogenchloride In ethanol; water; N,N-dimethyl-formamide at 78℃; for 2h;	43%
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 20 °C 2: hydrogenchloride / ethanol; water / 2 h / Reflux View Scheme

: 153-18-4
rutin

: 74-88-4
methyl iodide

: 6068-80-0
2-(3,4-dimethoxyphenyl)-3,5-dihydroxy-7-methoxy-4H-chromen-4-one

Conditions

Conditions	Yield
Stage #1: rutin; methyl iodide With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In ethanol; water at 70℃; for 2h;	91%

: 75-21-8
oxirane

: 153-18-4
rutin

: 23869-24-1
7-mono-O-(β-hydroxyetyl)rutoside

Conditions

Conditions	Yield
Stage #1: rutin With sodium tetraborate decahydrate In water at 40 - 45℃; Stage #2: oxirane In water at 40 - 45℃; for 6h; Reagent/catalyst;	90.1%
Stage #1: rutin With sodium tetraborate decahydrate In water at 40 - 45℃; Stage #2: oxirane In water at 40 - 45℃; for 6h; Reagent/catalyst;	84.8%

: 108-24-7
acetic anhydride

: 153-18-4
rutin

: 2328-13-4
2'',2''',3',3'',3''',4',4'',4''',5,7-deca-O-acetylrutin

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 12h; Inert atmosphere;	90%
With pyridine; dmap at 20℃; for 12h; Inert atmosphere;	90%
With dmap In pyridine at 20℃; for 18h;	84%

: 153-18-4
rutin

: 107-07-3
2-chloro-ethanol

: 7085-55-4
troxerutin

Conditions

Conditions	Yield
With potassium hydroxide at 68℃; for 24h; Temperature; Inert atmosphere;	90%
With potassium carbonate In N,N-dimethyl-formamide for 0.133333h; Heating;

: 153-18-4
rutin

: 1333241-01-2
C22H11F3N2O11

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; for 15h;	90%

: 79-03-8
propionyl chloride

: 153-18-4
rutin

: C57H70O26

Conditions

Conditions	Yield
With dmap In dichloromethane at 0 - 20℃; for 14h;	73%

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 153-18-4
rutin

: 85026-55-7
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol

Conditions

Conditions	Yield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 8h; pH=5; Enzymatic reaction;	70%

: 458-35-5, 32811-40-8, 69056-21-9
coniferal alcohol

: 153-18-4
rutin

: C22H32O12

Conditions

Conditions	Yield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 8h; pH=5; Enzymatic reaction; regioselective reaction;	70%

: 933-88-0
ortho-toluoyl chloride

: 153-18-4
rutin

: C55H40O12

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide at 55℃; for 5h;	68.1%

: 20649-40-5
(E)-4-(3-hydroxyprop-1-enyl)phenol

: 153-18-4
rutin

: 132294-76-9
4-hydroxycinnamyl alcohol 9-O-β-D-glucopyranoside

Conditions

Conditions	Yield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 8h; pH=5; Enzymatic reaction; regioselective reaction;	68%

: 16331-45-6
p-ethylbenzoyl chloride

: 153-18-4
rutin

: C60H50O12

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide at 62℃; for 4h;	63.4%

: 153-18-4
rutin

A: 552-74-9, 26184-96-3, 47235-47-2, 56906-86-6, 56942-81-5, 68398-81-2, 68567-48-6, 68567-49-7, 75828-90-9, 59246-67-2
6-O-α-L-rhamnopyranosyl-β-D-glucopyranose

B: 117-39-5
quercetol

Conditions

Conditions	Yield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger K2 in Pichia pastoris In aq. phosphate buffer; dimethyl sulfoxide at 35 - 100℃; for 24h; pH=5; Enzymatic reaction;	A 63% B n/a
With rhamnodiastase Reactivity; Enzymatic reaction;
With rutinosidase In water Enzymatic reaction;

: 10025-69-1
tin(II) chloride dihdyrate

: 153-18-4
rutin

: C54H56O32Sn

Conditions

Conditions	Yield
Stage #1: tin(II) chloride dihdyrate; rutin In methanol at 20℃; for 0.5h; Stage #2: With sodium methylate In methanol for 6h; pH=9; Reflux;	62%

: 122-01-0
4-chloro-benzoyl chloride

: 153-18-4
rutin

: C50H25Cl5O12

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide at 74℃; for 4h;	61.3%

: 6613-44-1
3,5-dimethylbenzoyl chloride

: 153-18-4
rutin

: C60H50O12

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide at 58℃; for 4h;	61.1%

: 100-39-0
benzyl bromide

: 153-18-4
rutin

: C48H48O16

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 4h;	61%
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 4h;	61%
Stage #1: rutin With potassium carbonate In N,N-dimethyl-formamide for 0.5h; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 60℃; for 3h;

: 103-80-0
phenylacetyl chloride

: 153-18-4
rutin

: C55H40O12

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide at 57℃; for 4h;	60.5%

: 153-18-4
rutin

Conditions

Conditions	Yield
With hydrogenchloride; amalgamated zinc In methanol for 0.166667h;	60%

A

B: 117-39-5
quercetol

Conditions

Conditions	Yield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger In dimethyl sulfoxide at 35℃; for 8h; pH=5; Enzymatic reaction;	A 60% B n/a

...Expand

o-chlorobenzoyl chloride: 609-65-4
o-chlorobenzoyl chloride

: 153-18-4
rutin

: C50H25Cl5O12

Conditions

Conditions	Yield
With piperidine In N,N-dimethyl-formamide at 75℃; for 4h;	58.8%

: 108-24-7
acetic anhydride

: 153-18-4
rutin

: 1064-06-8
3,5,7-triacetoxy-2-(3,4-diacetoxy-phenyl)-chromen-4-one

Conditions

Conditions	Yield
With sulfuric acid at 65℃; for 6h;	58.2%

: 53484-50-7
(E)-p-methoxy-cinnamyl alcohol

: 153-18-4
rutin

: 143729-77-5
4-methoxy-cinnamyl O-β-D-glucopyranoside

Conditions

Conditions	Yield
With α-L-rhamnosyl-β-D-glucosidase from Aspergillus niger In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 8h; pH=5; Enzymatic reaction;	58%

Rutin Specification

Rutin, its cas register number is 153-18-4. The other name is rutoside, quercetin-3-rutinoside and sophorin and it is a citrus flavonoid glycoside found in buckwheat, the leaves and asparagus, and petioles of Rheum species. Rutin is also found in the fruit of the Fava D'Anta tree, fruits and fruit rinds and berries such as mulberry and cranberries. Its name comes from the name of Ruta graveolens, a plant that also contains rutin.

Physical properties about Rutin are: (1)ACD/LogP: -0.903; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -0.99; (4)ACD/LogD (pH 7.4): -2.44; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4):1.00; (7)ACD/KOC (pH 5.5): 6.32 ; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 16; (10)#H bond donors: 10; (11)#Freely Rotating Bonds: 16; (12)Index of Refraction: 1.765; (13)Molar Refractivity: 138.172 cm³; (14)Molar Volume: 334.168 cm³; (15)Polarizability: 54.776 10-24cm³; (16)Surface Tension: 125.226997375488 dyne/cm; (17)Density: 1.827 g/cm³; (18)Flash Point: 325.407 °C; (19)Enthalpy of Vaporization: 150.124 kJ/mol; (20)Boiling Point: 983.144 °C at 760 mmHg

When you are using Rutin, please be cautious about it as the following:
1. Avoid contact with skin and eyes;
2. Wear suitable protective clothing;
3. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1;
(2)InChIKey=IKGXIBQEEMLURG-NVPNHPEKSA-N;
(3)Smilesc1(c(c(c2c(cc(cc2o1)O)O)=O)O[C@@H]1O[C@H](CO[C@H]2[C@@H]([C@@H]([C@@H](O)[C@@H](O2)C)O)O)[C@@H](O)[C@@H]([C@H]1O)O)c1cc(c(O)cc1)O

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
guinea pig	LD50	intraperitoneal	2gm/kg (2000mg/kg)	Eksperimentalna Meditsina i Morfologiya. Vol. 19, Pg. 207, 1980.
mouse	LD50	intraperitoneal	200mg/kg (200mg/kg)	National Technical Information Service. Vol. AD277-689,
mouse	LD50	intravenous	950mg/kg (950mg/kg)	Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 39, Pg. 556, 1950.
rat	LD50	intraperitoneal	2gm/kg (2000mg/kg)	Eksperimentalna Meditsina i Morfologiya. Vol. 19, Pg. 207, 1980.

Product Name

Rutin

Synthetic route

Rutin Specification

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