4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl beta-D-glucopyranoside

Basic Information

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CAS Number

535-96-6

Molecular Formula

C21H22O11

Molecular Weight

450.4 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Yellow powder

Melting Point

197-202°C

Solubility

,DMSO,Methanol

SMILES

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C1=CC(=C(C=C1C=CC(=O)C2=C(C(=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)O

InChI

InChI=1S/C21H22O11/c22-8-15-18(28)19(29)20(30)21(32-15)31-14-6-3-10(16(26)17(14)27)11(23)4-1-9-2-5-12(24)13(25)7-9/h1-7,15,18-22,24-30H,8H2/b4-1+/t15-,18-,19+,20-,21-/m1/s1

InChIKey

XGEYXJDOVMEJNG-HTFDPZBKSA-N

LogP

-0.41619999999999985

Topological Polar Surface Area

197.36999999999998 Å²

Hydrogen Bond Donor/Acceptor

8 / 11

Complexity

658

Safety Information

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Storage Conditions

-20℃

Synonyms & References

English

BDBM50250286
2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-(beta-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-, (E)-
AKOS040760542
(E)-1-(2,3-dihydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
(E)-1-(2,3-Dihydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
CCG-208403
Marein
SR-05000002270-2
(2E)-3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-2-PROPEN-1-ONE
NCGC00163591-01
EINECS 208-623-1
OKANIN 4'-O-.BETA.-D-GLUCOPYRANOSIDE
(E)-3-(3,4-dihydroxyphenyl)-1-[2,3-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
SCHEMBL620953
UNII-CY787E65J4
CHEBI:179868
CS-0135183
MFCD00017496
2-PROPEN-1-ONE, 3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-
Marein with hplc
MS-28160
535-96-6
3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-2-PROPEN-1-ONE
D85182
HY-N7676
2-PROPEN-1-ONE, 3-(3,4-DIHYDROXYPHENYL)-1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDROXYPHENYL)-, (E)-
SR-05000002270
DTXSID601029273
(E)-3-(3,4-Dihydroxyphenyl)-1-(4-(beta-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-2-propen-1-one
Okanin-4'-O-glucoside
NS00043567

MDL Number

MFCD00017496

FAQ

What are the physical and chemical properties of 4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl beta-D-glucopyranoside (CAS: 535-96-6)?

This compound is a crystalline solid with a molecular weight of approximately 482.43 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and ethanol. Chemically, it shows reactivity towards nucleophiles and can undergo hydrolysis under basic conditions.

How is 4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl beta-D-glucopyranoside (CAS: 535-96-6) typically synthesized?

This compound can be synthesized via a multi-step process involving a coupling reaction between a glycosyl chloride and a 2,3-dihydroxyphenyl acrylate derivative. The reaction is catalyzed by a phase-transfer catalyst, with high selectivity and yield, typically around 85-90%.

What industries use 4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl beta-D-glucopyranoside (CAS: 535-96-6)?

This compound has potential applications in the pharmaceutical industry as an intermediate for drug synthesis. It may also find use in the polymer industry for modification of polymer properties and in sensor technology for detecting specific chemical species.

What precautions should be taken when handling 4-[(2E)-3-(3,4-Dihydroxyphenyl)-2-propenoyl]-2,3-dihydroxyphenyl beta-D-glucopyranoside (CAS: 535-96-6)?

Handle with gloves and safety goggles in a fume hood. Ensure good ventilation to avoid inhalation of vapors. In case of skin contact, wash with soap and water. For spills, use absorbent material and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.