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22888-70-6 molecular structure
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(3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one

ChemBase ID: 133126
Molecular Formular: C25H22O10
Molecular Mass: 482.43618
Monoisotopic Mass: 482.1212969
SMILES and InChIs

SMILES:
COc1cc(ccc1O)[C@H]1[C@@H](Oc2ccc(cc2O1)C1[C@@H](C(=O)c2c(cc(cc2O1)O)O)O)CO
Canonical SMILES:
OC[C@@H]1Oc2ccc(cc2O[C@H]1c1ccc(c(c1)OC)O)C1Oc2cc(O)cc(c2C(=O)[C@H]1O)O
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?/m0/s1
InChIKey:
SEBFKMXJBCUCAI-ILJKEPSESA-N

Cite this record

CBID:133126 http://www.chembase.cn/molecule-133126.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one
IUPAC Traditional name
(3S)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one
Synonyms
2,3-Dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-6-(3,5,7-trihydroxy-4-oxobenzopyran-2-yl)benzodioxin
Silibinin
水飞蓟宾
西利马林
CAS Number
22888-70-6
EC Number
245-302-5
MDL Number
MFCD03225424
PubChem SID
24899437
162227403
PubChem CID
16211710

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
S0417 external link Add to cart Please log in.
Data Source Data ID
PubChem 16211710 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.811773  H Acceptors 10 
H Donor LogD (pH = 5.5) 2.6272182 
LogD (pH = 7.4) 2.4878588  Log P 2.629316 
Molar Refractivity 120.2939 cm3 Polarizability 46.884537 Å3
Polar Surface Area 155.14 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
RTECS
DJ2981770 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-37/39 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥98% (HPLC) expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - S0417 external link
Components
Contains both A and B diastereomers
Biochem/physiol Actions
Principal component of silymarin; flavonolignan that is chemopreventive against prostate and liver cancer.
包装
1 g in poly tube
10 g in poly bottle

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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