Apigenin

Basic information

  • Product Name:Apigenin
  • CasNo.:520-36-5
  • MF:C15H10O5
  • MW:270.241

Physical and Chemical Properties

  • Purity:99%
  • Boiling Point:345-350 °C
  • Packing:Pale Yellow Crystalline Solid
  • Throughput:
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Product Details

CasNo: 520-36-5

MF: C15H10O5

Appearance: Pale Yellow Crystalline Solid

Cost-effective and customizable Apigenin 520-36-5 for sale

  • Molecular Formula:C15H10O5
  • Molecular Weight:270.241
  • Appearance/Colour:Pale Yellow Crystalline Solid 
  • Vapor Pressure:6E-13mmHg at 25°C 
  • Melting Point:345-350 °C 
  • Refractive Index:1.732 
  • Boiling Point:555.5 °C at 760 mmHg 
  • PKA:6.53±0.40(Predicted) 
  • Flash Point:217 °C 
  • PSA:90.90000 
  • Density:1.548 g/cm3 
  • LogP:2.57680 

Apigenin(Cas 520-36-5) Usage

Preparation

4-hydroxybenzaldehyde (1.22 g, 9.97 mmol, 1.0 equiv) was added to asolution of 50% KOH (aq.) (6.72 g, 59.82 mmol, 6.0 equiv) and ethanol (3 mL) andstirred for 10 min. Then compound 9 (2.02g, 9.97 mmol, 1.0 equiv) was added to the reaction mixture and heated to 60 °C and stirred for 4 h. After cooled toroom temperature, the mixture was poured into ice water and acidified withconcentrated hydrochloric acid to pH = 3. Then the suspension was filtrated, washed and the residue was dried toafford Apigenin(2.43 g, 90%) as a red solid.

Anticancer Research

It induces apoptosis by targeting leptin/leptin receptor pathway and by targeting caspase-dependent extrinsic pathway aswell as STAT3 signaling pathway in lung adenocarcinoma and BT-474 breast cancercells, respectively. It shows antitumor activity against breastcancer MCF-7 cells and colon cancer HCT 116 cells and is a mediator of cancerchemoprevention and an inducer of autophagy. It can be used to treat colon canceras it induces apoptosis in colon cancer cells. It also increase melanogenesis in B16cells by activating the p38 MAPK pathway.

Purification Methods

The current method for the purification of apigenin is crude-solvent extraction method by using solvent in small quantity and also time saving. Apigenin that was isolated from Symphyotrichum novae-angliae was obtained in large quantity and directly from extract.

InChI:InChI=1/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H

520-36-5 Relevant articles

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Dranik

, (1970)

-

Biotransformation of chrysin and apigenin by Cunninghamella elegans

Ibrahim, Abdel-Rahim Sayed

, p. 671 - 673 (2005)

Biotransformation of chrysin by Cunningh...

Regioselective ortho-Hydroxylations of Flavonoids by Yeast

Sordon, Sandra,Madej, Anna,Pop?oński, Jaros?aw,Bartmańska, Agnieszka,Tronina, Tomasz,Brzezowska, Ewa,Juszczyk, Piotr,Huszcza, Ewa

, p. 5525 - 5530 (2016)

Natural flavonoids, such as naringenin, ...

New Flavonoid Glycoside from Thalictrum minus

Komilov,Agzamova,Isaev,Eshbakova

, (2020)

The new flavonoid diglycoside thamiflasi...

Secondary metabolites of an Algerian Phlomis bovei and their antioxidant activities

Zaabat,Akkal,Darboure,Laouer,Franca, M. G. Dijoux,Duddeck, Helmut

, p. 454 - 455 (2010)

-

A new flavonoid glycoside from the leaf of Cephalotaxus koreana

Bae, KiHwan,Jin, WenYi,Thuong, Phuong Thien,Min, Byung Sun,Na, MinKyun,Lee, Young Mi,Kang, Sam Sik

, p. 409 - 413 (2007)

A new flavone glycoside, apigenin 5-O-α-...

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Gusev et al.

, (1977)

-

Cloning of parsley flavone synthase I

Martens, Stefan,Forkmann, Gert,Matern, Ulrich,Lukacin, Richard

, p. 43 - 46 (2001)

A cDNA encoding flavone synthase I was a...

FLAVONOID GLYCOSIDES OF ARTEMISIA MONOSPERMA AND A. HERBA-ALBA

Saleh, Nabiel A. M.,El-Negoumy, Sabry I.,Abd-Alla, Mohamed F.,Abou-Zaid, Mamdouh M.,Dellamonica, G.,Chopin, J.

, p. 201 - 203 (1985)

Ten flavonoid glycosides were isolated a...

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Zykova,Pivenko

, (1975)

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A NEW GLYCOSYLATED FLAVONOID, 7-O-α-L-RHAMNOPYRANOSYL-4'-O-RUTINOSYLAPIGENIN, IN THE EXUDATE FROM GERMINATING SEEDS OF Sesbania rostrata

Messems, Eric,Montagu, Marc Van,Bruyn, Andre De,Jans, Arnold W. H.

, p. 241 - 254 (1989)

The title apigenin triglycoside was isol...

COSMETIC COMPOSITION FOR SKIN IMPROVEMENT COMPRISING GREEN BARLEY EXTRACT

-

, (2022/02/05)

Provided is a cosmetic composition for s...

8-azacyclo-substituted chromone derivative as well as preparation method and pharmaceutical application thereof

-

Paragraph 0131-0133, (2021/10/27)

The invention discloses an 8-azacyclo-su...

Apigenin Glycosides from Astragalus galegiformis

Kavtaradze,Alaniya,Pichette,Mshvildadze

, p. 156 - 157 (2021/01/29)

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Discovery of Novel Apigenin-Piperazine Hybrids as Potent and Selective Poly (ADP-Ribose) Polymerase-1 (PARP-1) Inhibitors for the Treatment of Cancer

Long, Huan,Hu, Xiaolong,Wang, Baolin,Wang, Quan,Wang, Rong,Liu, Shumeng,Xiong, Fei,Jiang, Zhenzhou,Zhang, Xiao-Qi,Ye, Wen-Cai,Wang, Hao

, p. 12089 - 12108 (2021/09/06)

Poly (ADP-ribose) polymerase-1 (PARP-1) ...

520-36-5 Process route

apigenin-7-O-(β-D-apiofuranosyl-(1→2)-α-L-rhamnopyranozide)

apigenin-7-O-(β-D-apiofuranosyl-(1→2)-α-L-rhamnopyranozide)

D-apiose
639-97-4,6477-44-7,42927-70-8

D-apiose

L-Rhamnose
3615-41-6,478518-52-4

L-Rhamnose

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520-36-5

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Conditions
Conditions Yield
With hydrogenchloride; In methanol; for 2h; Reflux;
2.5 mg
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on
480-41-1

5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
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eriodictyol
4049-38-1

eriodictyol

Conditions
Conditions Yield
With plasmid pFusionF87V-carrying recombinant Escherichia coli BL21 (DE3) cells; at 28 ℃; for 24h; Microbiological reaction;
5.2%
3.7%

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