Genistein

Genistein
	5,7-Dihidrokdi-3-(4-hidrokdifenil)hromen-4-on
Drugi nazivi	4',5,7-Trihidroksiizoflavon
Identifikacija
CAS registarski broj	446-72-0
PubChem	5280961
ChemSpider	4444448
UNII	DH2M523P0H
DrugBank	DB01645
KEGG	C06563
ChEBI	28088
ChEMBL	CHEMBL44
Jmol-3D slike	Slika 1
SMILES
	Oc1ccc(cc1)C\3=C\Oc2cc(O)cc(O)c2C/3=O
InChI
	InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H ; Kod: TZBJGXHYKVUXJN-UHFFFAOYSA-N InChI=1/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H; Kod: TZBJGXHYKVUXJN-UHFFFAOYAH
Svojstva
Molekulska formula	C15H10O5
Molarna masa	270.24 g mol−1
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Genistein je fitoestrogen koji pripada kategoriji izoflavona. Genistein je prvi put izolovan 1899 iz Genista tinctoria, po čemu je dobio ime. Struktura jedinjenja je određena 1926, kad je utvrđeno da je identična sa prunetolom. Prvi put je sintetisan 1928.^[6]

Rasprostranjenost u prirodi

Izoflavoni poput genisteina i dajidzeina su prisutni u brojnim biljkama koje se koriste u ishrani,^[7]^[8] kao i u lekovitom bilju, Flemingia vestita^[9] i Flemingia macrophylla,^[10]^[11] i u kafi.^[12] Takođe je prisutan u Maackia amurensis ćelijskim kulturama.^[13]

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Walter ED (1941). „Genistin (an isoflavone glucoside) and its aglucone, genistein, from soybeans”. J Am Chem Soc 62 (12): 3273–3276. DOI:10.1021/ja01857a013.
↑ Coward L, Barnes NC, Setchell KDR, Barnes S (1993). „Genistein, daidzein, and their β-glycoside conjugates: antitumor isoflavones in soybean foods from American and Asian diets”. J Agric Food Chem 41 (11): 1961–1967. DOI:10.1021/jf00035a027.
↑ Kaufman PB, Duke JA, Brielmann H, Boik J, Hoyt JE (1997). „A comparative survey of leguminous plants as sources of the isoflavones, genistein and daidzein: implications for human nutrition and health.”. J Altern Complement Med 3 (1): 7–12. DOI:10.1089/acm.1997.3.7. PMID 9395689.
↑ Rao, HSP; Reddy, KS (1991). „Isofavones from Flemingia vestita”. Fitoterapia 62 (5): 458.
↑ Li BQ, Song QS (2009). „Chemical constituents in roots of Flemingia macrophylla”. Chinese Traditional and Herbal Drugs 40 (2): epub. DOI:10.1016/S0031-9422(00)80163-6. Arhivirano iz originala na datum 2013-10-29. Pristupljeno 2014-04-11.
↑ Wang BS, Juang LJ, Yang JJ, Chen LY, Tai HM, Huan MH (2012). „Antioxidant and antityrosinase activity of Flemingia macrophylla and Glycine tomentella roots”. Evidence-Based Complementary and Alternative Medicine: 1–7. DOI:10.1155/2012/431081. PMID 22997529. 431081.
↑ Alves RC, Almeida IM, Casal S, Oliveira MB. (2010). „Isoflavones in coffee: influence of species, roast degree, and brewing method.”. J Agric Food Chem 58 (5): 3002–3007. DOI:10.1021/jf9039205. PMID 20131840.
↑ Fedoreyev SA, Pokushalov TV, Veselova MV, Glebko LI, Kulesh NI, Muzarok TI, Seletskaya LD, Bulgakov VP and Zhuravlev YN (2000). „Isoflavonoid production by callus cultures of Maackia amurensis”. Fitoterapia 71 (4): 365–72. DOI:10.1016/S0367-326X(00)00129-5. PMID 10925005. Arhivirano iz originala na datum 2013-05-22. Pristupljeno 2014-04-11.

Vanjske veze

Portal Hemija

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[6] Walter ED (1941). „Genistin (an isoflavone glucoside) and its aglucone, genistein, from soybeans”. J Am Chem Soc 62 (12): 3273–3276. DOI:10.1021/ja01857a013.

[7] Coward L, Barnes NC, Setchell KDR, Barnes S (1993). „Genistein, daidzein, and their β-glycoside conjugates: antitumor isoflavones in soybean foods from American and Asian diets”. J Agric Food Chem 41 (11): 1961–1967. DOI:10.1021/jf00035a027.

[8] Kaufman PB, Duke JA, Brielmann H, Boik J, Hoyt JE (1997). „A comparative survey of leguminous plants as sources of the isoflavones, genistein and daidzein: implications for human nutrition and health.”. J Altern Complement Med 3 (1): 7–12. DOI:10.1089/acm.1997.3.7. PMID 9395689.

[Rao-9] Rao, HSP; Reddy, KS (1991). „Isofavones from Flemingia vestita”. Fitoterapia 62 (5): 458.

[10] Li BQ, Song QS (2009). „Chemical constituents in roots of Flemingia macrophylla”. Chinese Traditional and Herbal Drugs 40 (2): epub. DOI:10.1016/S0031-9422(00)80163-6. Arhivirano iz originala na datum 2013-10-29. Pristupljeno 2014-04-11.

[11] Wang BS, Juang LJ, Yang JJ, Chen LY, Tai HM, Huan MH (2012). „Antioxidant and antityrosinase activity of Flemingia macrophylla and Glycine tomentella roots”. Evidence-Based Complementary and Alternative Medicine: 1–7. DOI:10.1155/2012/431081. PMID 22997529. 431081.

[12] Alves RC, Almeida IM, Casal S, Oliveira MB. (2010). „Isoflavones in coffee: influence of species, roast degree, and brewing method.”. J Agric Food Chem 58 (5): 3002–3007. DOI:10.1021/jf9039205. PMID 20131840.

[13] Fedoreyev SA, Pokushalov TV, Veselova MV, Glebko LI, Kulesh NI, Muzarok TI, Seletskaya LD, Bulgakov VP and Zhuravlev YN (2000). „Isoflavonoid production by callus cultures of Maackia amurensis”. Fitoterapia 71 (4): 365–72. DOI:10.1016/S0367-326X(00)00129-5. PMID 10925005. Arhivirano iz originala na datum 2013-05-22. Pristupljeno 2014-04-11.

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