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22888-70-6

Basic Information
CAS No.: 22888-70-6
Name: Silymarin
Molecular Structure:
Molecular Structure of 22888-70-6 (Silymarin)
Formula: C25H22O10
Molecular Weight: 482.44
Synonyms: 4H-1-Benzopyran-4-one,2-[(2R,3R)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-,(2R,3R)-;4-Chromanone,3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxan-6-yl]-(8CI);Silybin (7CI);7C3MT;Silibinin;Silliver;Silybin A;Silybum substance E6;Silymarin I;Silymarin MZ 80;Milk thistle P.E(Silibinin);Milk Thistle Extract;
EINECS: 245-302-5
Density: 1.527 g/cm3
Melting Point: 164-174 °C
Boiling Point: 793 °C at 760 mmHg
Flash Point: 274.5 °C
Solubility: 54mg/L(24.99 oC)
Appearance: solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39-24/25-22-36
Transport Information:
PSA: 155.14000
LogP: 2.36270
Raw Materials
34482-56-9
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    Milk Thistle Extract Silymarin

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    Milk Thistle Extract,Silymarin Latin Name: Silybum Marianum Part: Seed Extraction Rate: 40:1 (80%) Extraction method: water/Grain Alcohol Natural: 100% natural Country of origin: China Milk Thistle Extract Active ingredient: Silymarin&Si

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  • Silibinin。

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    22888-70-6

    Silibinin。

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  • Silibinin

  • Casno:

    22888-70-6

    Silibinin

    Min.Order: 1 Gram

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Specification

The IUPAC name of Silibinin is (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one. With the CAS registry number 22888-70-6, it is also named as Flavobin Spofa. The product's categories are Flavanones; Natural Plant Extract; Angiogenesis Inhibitors Cancer Research; Anti-proliferative Agents Nutrition Research; Angiogenesis; Biochemicals Found in Plants; Bioflavonoids; Cancer Research; Chemopreventive Agents, and the other registry numbers are 11054-49-2; 11076-05-4; 11076-06-5; 142796-20-1; 22888-69-3; 27359-03-1; 28577-40-4; 29832-10-8; 37574-50-8; 50976-99-3; 87725-90-4. Besides, it is solid, which should be stored at -20 °C. It is stable and incompatible with strong oxidizing agents, strong bases. In addition, its molecular formula is C25H22O10 and molecular weight is 482.44.

The other characteristics of this product can be summarized as: (1)EINECS: 245-302-5; (2)ACD/LogP: 2.59; (3)# of Rule of 5 Violations: 2; (4)ACD/LogD (pH 5.5): 2.57; (5)ACD/LogD (pH 7.4): 2.08; (6)ACD/BCF (pH 5.5): 52.89; (7)ACD/BCF (pH 7.4): 17.16; (8)ACD/KOC (pH 5.5): 591.68; (9)ACD/KOC (pH 7.4): 192; (10)#H bond acceptors: 10; (11)#H bond donors: 5; (12)#Freely Rotating Bonds: 9; (13)Index of Refraction: 1.684; (14)Molar Refractivity: 119.96 cm3; (15)Molar Volume: 315.9 cm3; (16)Surface Tension: 73 dyne/cm; (17)Density: 1.527 g/cm3; (18)Flash Point: 274.5 °C; (19)Melting Point: 164-174 °C; (20)Enthalpy of Vaporization: 120.96 kJ/mol; (21)Boiling Point: 793 °C at 760 mmHg; (22)Vapour Pressure: 1.63E-26 mmHg at 25 °C.

Uses of Silibinin: this chemical can be used as hepatoprotective (antihepatotoxic) to protect liver cells against toxins. It is used in treatment of severe intoxications with hepatotoxic substances. Additionally, it has been shown to inhibit P-glycoprotein-mediated cellular efflux. Furthermore, it can be used to produce Silybin 11-O-phosphorylester.



This reaction needs POCl3 and various solvents at temperature of 10-15 °C for 24 hours. The yield is 63.4 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin.  In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection to avoid contact with skin and eyes. Moreover, please do not breathe dust.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C4c5c(O)cc(O)cc5O[C@H](c2ccc1O[C@@H]([C@H](Oc1c2)c3ccc(O)c(OC)c3)CO)[C@H]4O
(2)InChI: InChI=1/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1
(3)InChIKey: SEBFKMXJBCUCAI-HKTJVKLFBV
(4)Std. InChI: InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1
(5)Std. InChIKey: SEBFKMXJBCUCAI-HKTJVKLFSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 1056mg/kg (1056mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 404, 1983.
rabbit LDLo unreported 300mg/kg (300mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 404, 1983.

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