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Basic information

  • Name:
  • Rutin

  • CAS No.:
  • 153-18-4

  • Formula:
  • C27H30O16
  • 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;
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Chemistry

Structure of Rutin (CAS NO.153-18-4):

IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one 
Empirical Formula: C27H30O16
Molecular Weight: 610.5175g/mol
EINECS: 205-814-1 
Molar Volume: 334.1 cm3
Polarizability: 54.77×10-24cm3
Surface Tension: 125.2 dyne/cm
Density: 1.82 g/cm3
Flash Point: 325.4 °C
Enthalpy of Vaporization: 150.12 kJ/mol 
Melting Point: 195 °C (dec.)(lit.)
Boiling Point: 983.1 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C 
Solubility pyridine: 50 mg/mL
Water Solubility 12.5 g/100 mL 
Product Categories: Flavanols;Biochemistry;Disaccharides;Flavonoids;Glycosides;Sugars;Natural Plant Extract;Intermediates & Fine Chemicals;Pharmaceuticals 
Canonical SMILES: CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O
Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O
InChI: 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
InChIKey: IKGXIBQEEMLURG-NVPNHPEKSA-N

Uses

Found of Rutin (CAS NO.153-18-4) in many plants, especially the buckwheat plant. Identity with ilixanthin. Capillary protectant

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect 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.

Safety Profile

Hazard Codes of Rutin (CAS NO.153-18-4): HarmfulXn,IrritantXi
Risk Statements: 22-36/37/38
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes. 
S36: Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: VM2975000
F: 8

Specification

 Rutin , its cas register number is 153-18-4. the other name is rutoside , quercetin-3-rutinoside and sophorin , 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.
The Health effects information of
Rutin (CAS NO.153-18-4):
1. It has anti-inflammatory activity.
2. It inhibits platelet aggregation, making the blood thinner and improves circulation. 
3. It inhibits aldose reductase activity. Aldose reductase is an enzyme normally present in the eye and elsewhere in the body.

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