Basic information
- CAS
22888-70-6- Standard SMILES
COc1cc(C2Oc3cc(C4Oc5cc(O)cc(O)c5C(=O)C4O)ccc3OC2CO)ccc1O- InChIKey
SEBFKMXJBCUCAI-UHFFFAOYSA-N- Molecular formula
- C25H22O10
- Average molar mass
- 482.4 g/mol
- Monoisotopic mass
- 482.12129689
Overview
3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one is a flavonolignan.
Names & identifiers
- Preferred name
- Silymarin
- IUPAC
- 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
- English name
- Milk Thistle Extract
- Molecular formula
- C25H22O10
- Molecular weight
- 482.43618
Names & synonyms
SILYMARIN65666-07-1Silimarin3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one3,5,7-trihydroxy-2-(3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl)-2,3-dihydrochromen-4-oneRefChem:931755DTXSID5023580613-830-9Silybin84604-20-6Flavobin Spofa(2S)-3,5,7-trihydroxy-2-[(2S,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
Show more names
Silybum marianum, ext.Unii-822I9lej7sEinecs 283-298-7Silymarin 80% UVFly thistle extractMilk Thistle Extractmilk thistle extractSilymarin, SilymarineLady'S thistle extractExtract of lady'S thistle
(2R,3R)-3,5,7-trihydroxy-2-[(2R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-oneSilymarin (>80%)Silibin142796-20-13,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-4H-chromen-4-one4H-1-Benzopyran-4-one,2-[2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-1,4-benzodioxin-6-yl]-2,3-dihydro-3,5,7-trihydroxy-
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 155 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 4
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 750
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Used in Switzerland
Pharmaceuticals
CosmeticsSkin conditioning
LogP2.07
Melting Point167 °C
Physical DescriptionSolid
Physicochemical properties
- Density
- 1.144 · 1.144
- vapor pressure
- 0.004 Pa · 0.004Pa at 20℃
- Henry's Law Constant
- 6.2 · 6.2×1017 mol/(m3Pa) at 25℃, HSDB (2015)
- Cosmetics Ingredients Functions
- SKIN CONDITIONING - EMOLLIENTSKIN PROTECTINGSKIN CONDITIONING
- InChIKey
- SEBFKMXJBCUCAI-REIQKMFONA-N
- SMILES
- [C@@H]1(C2=CC=C3O[C@@H](CO)[C@@H](C4=CC=C(O)C(OC)=C4)OC3=C2)OC2=C(C(O)=CC(O)=C2)C(=O)C1O |&1:0,6,9,r|
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H361 (98.2%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 56 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Silymarin
Chemical: Silybum marianum extract
Silymarin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety Information
Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
IMAP assessments - Silybum marianum extract: Environment tier I assessment
Hazard Classes and CategoriesRepr. 2 (98.2%)
Safety data
- hs_code
- 2932996560
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H412-H317-H226
- REACH Registrations
- Active
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P273-P501
- Hazardous Substances Data
Chemistry & industry
Pharmacology
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Synthetic or natural substances which are given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent.
Cellular LocationsCytoplasm
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >2500
Use ClassificationCosmetics -> Skin conditioning
Applications
DescriptionMilk Thistle Extract is prepared from the milk thistle. This plant belongs to the sunflower family and has been revered for thousands of years as an effective healing herb. Milk Thistle extract is popular in Europe and the United States as it is used for various liver diseases. It is also used for viral hepatitis, acute and chronic hepatitis, cirrhosis, fatty liver, nutritional and metabolic disease, and cardiovascular disease.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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