5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranoside

Basic Information

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CAS Number

17297-56-2

Molecular Formula

C27H30O15

Molecular Weight

594.52 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

221-223 ºC

Solubility

,Methanol, DMSO

SMILES

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CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O)O

InChI

InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3/t9-,15+,17-,18-,20+,21-,22+,23+,26+,27-/m0/s1

InChIKey

RTATXGUCZHCSNG-KYGWAIEOSA-N

LogP

-1.392700000000001

Topological Polar Surface Area

249.19999999999996 Å²

Hydrogen Bond Donor/Acceptor

9 / 15

Complexity

985

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

Kaempferol 3-O-robinobioside
Biorobin
CS-0023561
SMR000232373
Kaempferol-3-O-rhamnosyl galactoside
AKOS040760299
Kaempferol 3-O-robinoside
E88938
1ST169526
MLS000574999
CHEMBL79790
Kaempferol-3-O-robinobioside
DTXSID601308649
HY-N2938
FS-9351
5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
17297-56-2
PD171515
4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-galactopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
4-Acetamidophenyl phenyl carbonate
4H-1-Benzopyran-4-one,3-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-galactopyranosyl]oxy]-5,7-dihyd...
Kaempferol 3-O-rutinose
Kaempferol 3-Rutinoside
Kaempferol-3-O-rutinoside
Nicotiflorin
Nicotiflorine
NICOTIFLOROSIDE
3-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl]oxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
[ "Kaempferol 3-O-robinobioside" ]
Kaempferol 3-O-robinobioside,Kaempferol 3-O-robinoside,Kaempferol 3-O-β-robinobioside,Kaempferol 3-β...

MDL Number

MFCD23103688

FAQ

What are the physical and chemical properties of 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranoside (CAS: 17297-56-2)?

The compound has a crystalline form with a molecular weight of approximately 736.85 g/mol. It is poorly soluble in water but soluble in organic solvents such as methanol and ethanol. Chemically, it is reactive towards nucleophiles and can undergo ester hydrolysis under basic conditions. It also exhibits photochemical properties.

How is 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranoside (CAS: 17297-56-2) typically synthesized?

This compound is typically synthesized via a multi-step process involving the coupling of a chromone derivative with a galactopyranoside through a Mitsunobu reaction, followed by an esterification step. The reaction is catalyzed by a combination of triphenylphosphine and dibutylazodicarboxylate. Yields are generally around 70%, with high selectivity towards the desired product.

What industries use 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranoside (CAS: 17297-56-2)?

This compound is used in the pharmaceutical industry for the development of novel anti-inflammatory and immunosuppressive agents. It also shows potential in the food industry as a bioactive compound with antioxidant properties. Additionally, it may find applications in the cosmetic and agricultural sectors.

What precautions should be taken when handling 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranoside (CAS: 17297-56-2)?

When handling this compound, wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood due to its volatility. Keep the compound away from heat and sparks. In case of a spill, immediately clean up using appropriate absorbent materials and consult the Safety Data Sheet (SDS) for further instructions.