3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one

Basic Information

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CAS Number

28610-31-3

Molecular Formula

C20H18O6

Molecular Weight

354.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Basic Physical Properties

Physical State

Yellow powder

Melting Point

226 ºC

Solubility

Acetone (Slightly), Methanol (Slightly)

SMILES

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CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C(=C(O2)C3=CC=C(C=C3)O)O)C

InChI

InChI=1S/C20H18O6/c1-10(2)3-8-13-14(22)9-15(23)16-17(24)18(25)19(26-20(13)16)11-4-6-12(21)7-5-11/h3-7,9,21-23,25H,8H2,1-2H3

InChIKey

NADCVNHITZNGJU-UHFFFAOYSA-N

LogP

3.791100000000003

Topological Polar Surface Area

111.13000000000001 Å²

Hydrogen Bond Donor/Acceptor

4 / 6

Complexity

597

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

De-O-methylanhydroicaritin
8-c-prenylkaempferol
FT-0666133
J94.449A
DTXSID70415743
Noranhydroicartin
UNII-0V5XK67Y0S
CHEMBL192159
8-Prenylkaempferol
AKOS025288161
B0005-260423
FS-7687
3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
28610-31-3
4'-Desmethylicaritin; 8-C-Prenylkaempferol; 8-Prenylkaempferol; De-O-methylanhydroicaritin; Desmethylanhydroicaritin; Desmethylicaritin
SCHEMBL4223551
A937200
3,4',5,7-Tetrahydroxy-8-(3-methyl-2-butenyl)flavone
1ST156997
Noranhydroicaritin
4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
Q27237292
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
desmethylicaritin
Desmethyl Icaritin
0V5XK67Y0S
LMPK12111981
8-Prenylkaempferol (Desmethyl Icaritin)
4'-Desmethylicaritin
W-202198

MDL Number

MFCD18379337

Customs Code

2914501900

FAQ

What are the physical and chemical properties of 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 28610-31-3)?

3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one is a solid with a crystalline form. Its molecular weight is approximately 422.25 g/mol. This compound is slightly soluble in water and more soluble in organic solvents like ethanol and dichloromethane. Chemically, it is reactive towards bases and reducing agents, making it suitable for various synthetic applications.

How is 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 28610-31-3) typically synthesized?

3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one is typically synthesized through a multistep process involving condensation reactions, protected group manipulations, and deprotection. Commonly, this involves coupling a chromone precursor with a substituted aldehyde in the presence of a suitable catalyst. The reaction conditions and choice of catalysts can influence the yield and selectivity of the final product.

What industries use 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 28610-31-3)?

3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one finds applications in the pharmaceutical industry for its potential as a bioactive compound. It is also used in the development of sensors and semiconductors due to its chromophoric nature. Additionally, this compound can be utilized in polymer chemistry for its reactive functionalities.

What precautions should be taken when handling 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one (CAS: 28610-31-3)?

When handling 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-chromen-4-one, ensure the use of personal protective equipment (PPE) such as gloves and safety goggles. Work in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials and followed by thorough washing with water. Refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.