8-PRENYLNARINGENIN
- CAS No.
- 53846-50-7
- Chemical Name:
- 8-PRENYLNARINGENIN
- Synonyms
- 8-PN;Flavaprenin;(-)-8-Prenylnaringenin;Phloroglucinol Impurity Y;8-Prenylnaringenin, 10 mM in DMSO;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
- CBNumber:
- CB31484307
- Molecular Formula:
- C20H20O5
- Molecular Weight:
- 340.37
- MDL Number:
- MFCD00272175
- MOL File:
- 53846-50-7.mol
- MSDS File:
- SDS
| 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) |
| form | Solid |
| color | White to off-white |
| 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) |
| FDA UNII | 5L872SZR8X |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319 |
| Precautionary statements | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 |
| WGK Germany | 3 |
8-PRENYLNARINGENIN price More Price(21)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | P712890 | (-)-8-Prenylnaringenin | 53846-50-7 | 5mg | $215 | 2021-12-16 | Buy |
| Adipogen Life Sciences | AG-CN2-0525-M005 | 8-Prenylnaringenin ≥98%(HPLC) | 53846-50-7 | 5mg | $220 | 2021-12-16 | Buy |
| ChemScene | CS-0023305 | 8-Prenylnaringenin | 53846-50-7 | 1mg | $250 | 2021-12-16 | Buy |
| Adipogen Life Sciences | AG-CN2-0525-M001 | 8-Prenylnaringenin ≥98%(HPLC) | 53846-50-7 | 1mg | $55 | 2021-12-16 | Buy |
| ApexBio Technology | C4481 | 8-Prenylnaringenin | 53846-50-7 | 1mg | $62 | 2021-12-16 | Buy |
8-PRENYLNARINGENIN Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu GLP biotechnology Co Ltd | 028-87075086 13350802083 | scglp@glp-china.com | CHINA | 1824 | 58 |
| Chengdu Biopurify Phytochemicals Ltd. | +86-28-82633860; +8618080483897 | sales@biopurify.com | China | 3772 | 58 |
| Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28172 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19552 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29808 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-87569266 15319487004 | 1015@dideu.com | China | 3978 | 58 |
| Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | marketing1@neostarunited.com | China | 8831 | 58 |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12186 | 58 |
| Wuhan ChemNorm Biotech Co.,Ltd. | +86-27-8439 4403 18971486879 | sales@chemnorm.com | CHINA | 2935 | 58 |
| Labnetwork lnc. | +86-27-50766799 +8618062016861 | contact@labnetwork.com | China | 19987 | 58 |
View Lastest Price from 8-PRENYLNARINGENIN manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2020-01-10 | 8-Prenylnaringenin
53846-50-7
|
US $9.80 / KG | 1KG | ≥98% | 20 tons | Career Henan Chemical Co |
-
- 8-Prenylnaringenin
53846-50-7
- US $9.80 / KG
- ≥98%
- Career Henan Chemical Co
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