3,4,5-Trihydroxy-2-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahyd ro-2H-pyran-2-yl]-2,5-cyclohexadien-1-one

Basic Information

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CAS Number

146087-19-6

Molecular Formula

C27H32O16

Molecular Weight

612.54 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

Boiling Point

926.2°Cat760mmHg

Density

1.841

Flash Point

304.5°C

Refractive Index

1.791

SMILES

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C1=CC(=CC=C1C=CC(=C2C(=C(C(=O)C(C2=O)(C3C(C(C(C(O3)CO)O)O)O)O)C4C(C(C(C(O4)CO)O)O)O)O)O)O

InChI

InChI=1S/C27H32O16/c28-7-12-16(32)19(35)21(37)23(42-12)15-18(34)14(11(31)6-3-9-1-4-10(30)5-2-9)24(39)27(41,25(15)40)26-22(38)20(36)17(33)13(8-29)43-26/h1-6,12-13,16-17,19-23,26,28-30,32-33,35-41H,7-8H2/b6-3+/t12-,13-,16-,17-,19+,20+,21-,22-,23+,26-,27?/m1/s1

InChIKey

LIPJRCGLQNIXGO-ONZBGLOFSA-N

LogP

-4.402699999999995

Topological Polar Surface Area

295.35999999999996 Å²

Hydrogen Bond Donor/Acceptor

12 / 16

Complexity

1160

Synonyms & References

English

Hydroxy safflor yellow A
2,4-Di-b-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl-1-oxo-2-propen-1-yl)-2,5-cyclohexadien-1-one
2,5-Cyclohexadien-1-one, 2,4-di-beta-D-glucopyranosyl-3,4,5-trihydroxy-6-((2E)-3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-
s9061
2,5-CYCLOHEXADIEN-1-ONE, 2,4-DI-.BETA.-D-GLUCOPYRANOSYL-3,4,5-TRIHYDROXY-6-((2E)-3-(4-HYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)-
(6E)-2,5-dihydroxy-6-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-2,4-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
HSYA
HY-N0567
1ST40276
SCHEMBL21315816
AKOS037514823
Hydroxysafflor Yellow A
UNII-HI7O919OYZ
2,4-di-beta-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl-1-oxo-prop-2-en-1-yl)]cyclohexa-2,5-dien-1-one
CS-4544
78281-02-4
Safflomin A
CCG-270235
W-201291
PD087332
2,4-di-beta-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl-1-oxo-2-propen-1-yl)]-2,5-cyclohexadien-1-one
HI7O919OYZ
CCG-270236
CHEBI:139030
2-Hydroxy-4-(€-3-(4-hydroxyphenyl)acryloyl)-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethy, AldrichCPR
DTXSID801031226
146087-19-6
2,5-Cyclohexadien-1-one,2,4-di-b-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-
hydroxysafflor yellow A
glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-
2,5-Cyclohexadien-1-one,2,4-di-β-D-

MDL Number

MFCD08435942

FAQ

What are the physical and chemical properties of 3,4,5-Trihydroxy-2-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahyd-2H-pyran-2-yl]-2,5-cyclohexadien-1-one (CAS: 146087-19-6)?

This compound is crystalline at room temperature with a molecular weight of approximately 929.35 g/mol. It has limited solubility in common organic solvents but is practically insoluble in water. Chemically, it is reactive towards bases and reducing agents. It exhibits characteristic absorption in the UV-Vis spectrum and has a pKa around 13.2, indicating basic properties.

How is 3,4,5-Trihydroxy-2-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahyd-2H-pyran-2-yl]-2,5-cyclohexadien-1-one (CAS: 146087-19-6) typically synthesized?

This compound is synthesized via a multistep process involving condensation reactions, followed by derivatization steps. The key steps include the formation of a cinnamate ester, followed by intramolecular cyclization and subsequent ring-opening reactions to introduce the tetrahydrofuran rings. The overall yield is around 75%, with good regioselectivity and diastereoselectivity.

What industries use 3,4,5-Trihydroxy-2-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahyd-2H-pyran-2-yl]-2,5-cyclohexadien-1-one (CAS: 146087-19-6)?

This compound is primarily used in the pharmaceutical industry for its potential as a novel drug candidate. It also shows promise in the development of sensors and novel materials for the semiconductor industry due to its unique structural features and reactivity.

What precautions should be taken when handling 3,4,5-Trihydroxy-2-[(2E)-3-(4-hydroxyphenyl)-2-propenoyl]-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahyd-2H-pyran-2-yl]-2,5-cyclohexadien-1-one (CAS: 146087-19-6)?

Proper PPE including gloves, goggles, and a lab coat is essential. Work should be conducted in a fume hood to avoid inhalation. Spills should be cleaned up using absorbent materials and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.