(2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside

Basic Information

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CAS Number

14259-46-2

Molecular Formula

C27H32O14

Molecular Weight

580.54 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

Physical State

Powder

Melting Point

162-164°C

Boiling Point

924.3℃ at 760mmHg

Density

1.6600

Flash Point

307.3°C

Solubility

Methanol; Water; Acetontrile; DMSO

Refractive Index

1.708

SMILES

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C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)Oc3cc(c4c(c3)O[C@@H](CC4=O)c5ccc(cc5)O)O)O)O)O)O)O)O

InChI

InChI=1S/C27H32O14/c1-10-20(31)22(33)24(35)26(38-10)37-9-18-21(32)23(34)25(36)27(41-18)39-13-6-14(29)19-15(30)8-16(40-17(19)7-13)11-2-4-12(28)5-3-11/h2-7,10,16,18,20-29,31-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1

InChIKey

HXTFHSYLYXVTHC-AJHDJQPGSA-N

LogP

-1.1652000000000002

Topological Polar Surface Area

225.05999999999997 Å²

Hydrogen Bond Donor/Acceptor

8 / 14

Complexity

884

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

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Storage Conditions

2-8℃

Synonyms & References

English

Narirutin
(S)-7-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
(2S)-Narirutin
4H-1-Benzopyran-4-one,7-[[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-,(2S)-
NARIRUTIN(AS)
NARIRUTIN(P) PrintBack
Apigenin-7-rutinosid
Isonaringenin
ISONARINGIN
Naringenin 7-rutinoside
NARINGENIN-7-RUTINOSIDE
(2S)-7-((6-O-(6-Deoxy-a-L-mannopyranosyl)-β-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Naringenin rutinoside
Aids089292
Aids-089292
NARIRUTIN(P)
NARIRUTIN(RG)
NARIRUTIN hplc
NARIRUTIN WITH HPLC
Naringenin 7-O-rutinoside
06M5EAT0YC
Naringenin-7-O-rutinoside
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside
Naringenin 7-beta-rutinoside
FEMA No. 2769
NARINGEN
Naringin extract (Citrus paradisi Macf.)
Narirutin, >=98% (HPLC)
Isonaringin
NARIRUTIN
(R,S)-Narirutin

MDL Number

MFCD00017316

Customs Code

29389090

FAQ

What is (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 14259-46-2)?

This compound is a glycoside derivative with a complex structure consisting of a chroman ring and a glucoside moiety. It is commonly known as apigenin-6-O-β-D-glucopyranoside, which is a flavonoid glycoside. The chemical formula is C21H20O11, and it exhibits antioxidant properties. It is a white to pale yellow solid with good solubility in polar solvents.

What are the main uses of (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 14259-46-2)?

This compound is primarily used in pharmaceutical research for its potential anti-inflammatory and antioxidant effects. It also serves as a precursor in the synthesis of other bioactive compounds and is studied for applications in nutraceuticals and drug development. Its use in food industry is limited but it may be found in natural extracts or as a flavoring agent in some products.

Is (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 14259-46-2) safe?

As a research compound, it is generally considered safe when handled properly. However, it should be treated with caution, as it may cause skin or eye irritation. Safety data sheets recommend using protective gloves, goggles, and working in a well-ventilated area. It is not approved for direct consumer use but is used under controlled laboratory conditions.

How should (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside (CAS: 14259-46-2) be stored?

This compound should be stored in a cool, dry, and dark place, ideally at 2-8°C. It is sensitive to moisture and light, so it should be kept in airtight containers and protected from exposure. Maintaining low humidity and using light-resistant packaging are recommended to ensure stability and prolong shelf life.