Neoisoliquiritine

Basic Information

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CAS Number

59122-93-9

Molecular Formula

C21H22O9

Molecular Weight

418.4 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

SMILES

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

InChI

InChI=1S/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-6-7-14(16(25)9-13)15(24)8-3-11-1-4-12(23)5-2-11/h1-9,17-23,25-28H,10H2/b8-3+/t17-,18-,19+,20-,21-/m1/s1

InChIKey

XQWFHGOIUZFQPJ-LXGDFETPSA-N

LogP

0.17259999999999975

Topological Polar Surface Area

156.91 Å²

Hydrogen Bond Donor/Acceptor

6 / 9

Complexity

589

Synonyms & References

English

(E)-3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-en-1-one
2-propen-<wbr>
3-Hydroxy<wbr>
LogP
neoisoliquiritin
Neoisoliquiritine
3TQG647UAN
Isoneoliquiritin
isoliquiritigenin 4'-glucoside
2-Propen-1-one, 1-(4-(beta-D-glucopyranosyloxy)-2-hydroxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-
Q27258020
3-Hydroxy-4-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]phenyl hexopyranoside
(E)-3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
Neoisoliquiritin
MS-27310
AKOS040760590
DTXSID501316827
59122-93-9
DA-56103
CS-0018642
CHEMBL4749052
HY-N2122
CHEBI:191686
2-PROPEN-1-ONE, 1-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-2-HYDROXYPHENYL)-3-(4-HYDROXYPHENYL)-, (2E)-
(E)-3-(4-hydroxyphenyl)-1-[2-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
UNII-3TQG647UAN

MDL Number

MFCD01075137

FAQ

What are the physical and chemical properties of Neoisoliquiritine (CAS: 59122-93-9)?

Neoisoliquiritine (CAS: 59122-93-9) is a white or off-white crystalline powder. It has a molecular weight of approximately 286.26 g/mol. Neoisoliquiritine is slightly soluble in water and ethanol. It is relatively stable under normal conditions but can react with strong acids and bases. Its melting point is around 220-222°C. It is not flammable and has a low vapor pressure.

How is Neoisoliquiritine (CAS: 59122-93-9) typically synthesized?

Neoisoliquiritine (CAS: 59122-93-9) can be synthesized by the reduction of isoliquiritigenin with hydrogen in the presence of a catalyst like palladium on carbon. The reaction proceeds under mild conditions, typically at room temperature and atmospheric pressure. The yield is usually around 70-80%. Alternative synthetic routes include semi-synthetic approaches using natural isoliquiritigenin as the starting material.

What industries use Neoisoliquiritine (CAS: 59122-93-9)?

Neoisoliquiritine (CAS: 59122-93-9) is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various bioactive compounds. It is also explored for use in the food industry as a flavor enhancer, particularly in beverages and confectionery. Additionally, it has potential applications in the cosmetic industry for its potential anti-inflammatory and antioxidant properties.

What precautions should be taken when handling Neoisoliquiritine (CAS: 59122-93-9)?

When handling Neoisoliquiritine (CAS: 59122-93-9), it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Ensure that all work is conducted in a well-ventilated area or in a fume hood. Spills should be cleaned up using absorbent materials and proper waste disposal procedures. Refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.