2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

Basic Information

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CAS Number

153-18-4

Molecular Formula

C27H30O16

Molecular Weight

610.52 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

195 ºC

Boiling Point

983.1°C at 760 mmHg

Water Solubility

12.5 g/100 mL

Solubility

pyridine: 50 mg/mL

Refractive Index

1.7650 (estimate)

Specific Rotation

+13.82° (ethanol)

SMILES

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C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(oc4cc(O)cc(O)c4c3=O)c5ccc(O)c(O)c5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI

InChI=1S/C27H30O16/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-/m0/s1

InChIKey

IKGXIBQEEMLURG-NVPNHPEKSA-N

LogP

-1.687100000000001

Topological Polar Surface Area

269.42999999999995 Å²

Hydrogen Bond Donor/Acceptor

10 / 16

Complexity

1020

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Storage Conditions

2-8℃

Toxicity

LD50 i.v. in mice: 950 mg/kg (propylene glycol soln) (Harrison)

Synonyms & References

English

Rutin
3,3',4',5,7-PENTAHYDROXYFLAVONE-3-RHAMNOGLUCOSIDE
3,3',4',5,7-PENTAHYDROXYFLAVONE-3-RUTINOSIDE
3-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-1-benzopyran-4-one
BIRUTAN
c.i. 75730
ELDRIN
GLOBULARIACITRIN
MELIN
OSYRITIN
QUERCETIN-3-RUTINOSIDE
(+)-RUTIN
RUTOSIDE
SOPHORIN
TANRUTIN
VITAMIN P
3,3',4',5,7-pentahydroxy-flavon3-(o-rhamnosylglucoside)
3-[[6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,74H-1-Benzopyran-4-one
3-[[6-O-(-Deoxy-L-mannopyranosyl)-D-glucopyranosyl]oxy]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one
4-dihydroxyphenyl)-5,7-dihydroxy-yranosyl]oxy]-2-(
Rutin hydrate
RUTIN(AS) PrintBack
RUTIN(P) (Compendial Traceable) PrintBack
RUTIN(RG)
Rutin Trihydrate
Quercetin 3-O-rutinoside
Vitamin P trihydrate
[ "Quercetin 3-O-rutinoside", " Rutoside" ]
rutozyd
Rutosid
Rutinum

MDL Number

MFCD00006830

Customs Code

2932999099

FAQ

What is 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 153-18-4)?

This compound, with CAS number 153-18-4, is a complex glycoside derivative containing a chromene ring and multiple hydroxyl groups. Its chemical structure includes a flavonoid core linked to a beta-D-glucopyranoside sugar chain modified with a 6-deoxy-alpha-L-mannopyranosyl group. It exhibits antioxidant properties due to its phenolic groups and is commonly found in plant-based materials. The compound's molecular formula is C21H20O11, and it is a white solid with moderate solubility in polar solvents.

What are the main uses of 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 153-18-4)?

This compound is primarily used in pharmaceutical research for its antioxidant and anti-inflammatory potential. It serves as a precursor in drug development targeting oxidative stress-related diseases. In the food industry, it may be studied for natural preservative properties. Additionally, it is utilized in biochemical studies to explore flavonoid glycoside interactions and metabolic pathways.

Is 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 153-18-4) safe?

The compound is generally considered safe in controlled research settings. However, handling precautions include avoiding inhalation, ingestion, or skin contact. Protective measures like gloves and safety goggles are recommended. While no major toxicity data exist, adherence to standard lab safety protocols is essential to ensure safe use and disposal, minimizing risks associated with chemical exposure.

How should 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 153-18-4) be stored?

Store this compound in a cool, dry place (2-8°C), away from light and moisture. Use airtight, dark-colored containers to prevent degradation. Maintain low humidity levels to avoid hydrolysis. It is stable under these conditions but should be protected from thermal and oxidative stress. Always follow manufacturer guidelines for long-term storage and handling.