8-PRENYLNARINGENIN

Product Name: 8-PRENYLNARINGENIN
CAS No.: 53846-50-7
Chemical Name: 8-PRENYLNARINGENIN
Synonyms: 8-PN;Flavaprenin;(-)-8-Prenylnaringenin;Phloroglucinol Impurity Y;Flavaprenin (8-Prenylnaringenin, Sophorafl);(S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)chroman-4-one;5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one;inhibit,Apoptosis,8?Prenylnaringenin,8-?Prenylnaringenin,Inhibitor,8 ?Prenylnaringenin;(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one;(2S)- 2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
CBNumber: CB31484307
Molecular Formula: C20H20O5
Formula Weight: 340.37
MOL File: 53846-50-7.mol

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8-PRENYLNARINGENIN Property

Boiling point:: 597.6±50.0 °C(Predicted)
Density: 1.314±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Soluble in DMSO
pka: 7.70±0.40(Predicted)
BRN: 5611472
InChI: InChI=1S/C20H20O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9,18,21-23H,8,10H2,1-2H3/t18-/m0/s1
InChIKey: LPEPZZAVFJPLNZ-SFHVURJKSA-N
SMILES: [C@H]1(C2=CC=C(O)C=C2)OC2=C(C/C=C(/C)\C)C(O)=CC(O)=C2C(=O)C1
LogP: 4.037 (est)

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC

Product number: P712890
Product name: (-)-8-Prenylnaringenin
Packaging: 5mg
Price: $215
Updated: 2021/12/16

Adipogen Life Sciences

Product number: AG-CN2-0525-M005
Product name: 8-Prenylnaringenin
Purity: ≥98%(HPLC)
Packaging: 5mg
Price: $220
Updated: 2021/12/16

ChemScene

Product number: CS-0023305
Product name: 8-Prenylnaringenin
Packaging: 1mg
Price: $250
Updated: 2021/12/16

Adipogen Life Sciences

Product number: AG-CN2-0525-M001
Product name: 8-Prenylnaringenin
Purity: ≥98%(HPLC)
Packaging: 1mg
Price: $55
Updated: 2021/12/16

ApexBio Technology

Product number: C4481
Product name: 8-Prenylnaringenin
Packaging: 1mg
Price: $62
Updated: 2021/12/16

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8-PRENYLNARINGENIN Chemical Properties,Usage,Production

Uses

(-)-8-Prenylnaringin is a prenylflavonoid, a class on non-steroidal phytoestrogen that mimicks and/or modulating endogenous estrogens via estrogen receptor binding.

Definition

ChEBI: Sophoraflavanone B is a trihydroxyflavanone that is (S)-naringenin having a prenyl group at position 8. It has a role as a platelet aggregation inhibitor and a plant metabolite. It is a trihydroxyflavanone, a member of 4'-hydroxyflavanones and a (2S)-flavan-4-one. It is functionally related to a (S)-naringenin. It is a conjugate acid of a sophoraflavanone B(1-).

Biological Activity

8-prenylnaringenin is an estrogen receptor inhibitor.the two estrogen receptors erα and erβ belong to the nuclear receptor superfamily and are ligand-regulated transcription factors accounting for mediating the physiological effects of the steroid hormone 17α-estradiol. er is an established target for the development of synthetic ligands for therapeutic applications.

in vitro

previous study identified 8-prenylnaringenin as a potent phytoestrogen in hops, which had an activity greater than other known plant estrogens. the estrogenic activity of 8-prenylnaringenin was reflected in its relative binding affinity to estrogen receptors from rat uteri. in addition, the presence of 8-prenylnaringenin in hops might explane the accounts of menstrual disturbances in female hop workers [1].

in vivo

previous animal data demonstrated that 8-prenylnaringenin treatment could result in ampk signaling pathway activation, therefore suppressing lipogenesis. the consumption of 8-prenylnaringenin was able to prevent body weight gain and improve plasma lipid profile, with significant improvement of insulin resistance and glucose tolerance. moreove, it was found that 8-prenylnaringenin-enriched diet could ameliorate diabetic-associated metabolic disturbances via regulating glucose and lipid pathways [2].

IC 50

57 and 68 nm for erα and erβ, respectively

References

[1] milligan sr, kalita jc, heyerick a, rong h, de cooman l, de keukeleire d. identification of a potent phytoestrogen in hops (humulus lupulus l.) and beer. j clin endocrinol metab. 1999 jun;84(6):2249-52.
[2] costa r et al. xanthohumol and 8-prenylnaringenin ameliorate diabetic-related metabolic dysfunctions in mice. j nutr biochem. 2017 apr 6;45:39-47.

8-PRENYLNARINGENIN Preparation Products And Raw materials

Raw materials

Preparation Products

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8-PRENYLNARINGENIN Suppliers

China 96 Germany 1 India 1 United Kingdom 2 United States 10 USA 1 Global 111

Nanjing Spring & Autumn Biological Engineering Co., Ltd.

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Finetech Industry Limited

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Shanghai Yongye Biotechnology Co., Ltd.

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ALB Technology Limited

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View Lastest Price from 8-PRENYLNARINGENIN manufacturers

Chongqing Zhihe Biopharmaceutical Co., Ltd.

Product: 8-PRENYLNARINGENIN 53846-50-7
Price: US $0.00-0.00/kg
Min. Order: 0.10000000149011612kg
Purity: ≥98%
Supply Ability: 20tons
Release date: 2024-01-03

Career Henan Chemical Co

Product: 8-Prenylnaringenin 53846-50-7
Price: US $9.80/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 20 tons
Release date: 2020-01-09

53846-50-7, 8-PRENYLNARINGENINRelated Search:

PONCIRIN 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one LUPULONE Xanthohumol MOSLOFLAVONE HUMULONE hydroxygenkwanin GARDENIN B Naringenin 7-O-β-D-Glucuronide (Mixture of Diastereomers) MEDICAGOL Quercetin-7-O-β-D-glucopyranoside 4',5-DIHYDROXY-7-METHOXYFLAVONE 3,3-Dimethylallyl bromide ISOXANTHOHUMOL 8-PRENYLNARINGENIN 6,8-DIPRENYLNARINGENIN LUPINIFOLINOL LUPINIFOLIN

Flavaprenin (8-Prenylnaringenin, Sophorafl)

(2S)- 2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

Flavaprenin

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-, (2S)-

(-)-8-Prenylnaringenin

Phloroglucinol Impurity Y

8-PN

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

(S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-(3-methylbut-2-en-1-yl)chroman-4-one

inhibit,Apoptosis,8?Prenylnaringenin,8-?Prenylnaringenin,Inhibitor,8 ?Prenylnaringenin

53846-50-7

Flavanones

Flavonoids