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
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)
- 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)
Safety
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
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.
N-Bromosuccinimide Price
- Product number
- P712890
- Product name
- (-)-8-Prenylnaringenin
- Packaging
- 5mg
- Price
- $215
- Updated
- 2021/12/16
- Product number
- AG-CN2-0525-M005
- Product name
- 8-Prenylnaringenin
- Purity
- ≥98%(HPLC)
- Packaging
- 5mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- CS-0023305
- Product name
- 8-Prenylnaringenin
- Packaging
- 1mg
- Price
- $250
- Updated
- 2021/12/16
- Product number
- AG-CN2-0525-M001
- Product name
- 8-Prenylnaringenin
- Purity
- ≥98%(HPLC)
- Packaging
- 1mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- C4481
- Product name
- 8-Prenylnaringenin
- Packaging
- 1mg
- Price
- $62
- Updated
- 2021/12/16
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
8-PRENYLNARINGENIN Suppliers
- Tel
- --
- Fax
- --
- sales@carbosynth.com
- Country
- United Kingdom
- ProdList
- 6005
- Advantage
- 58
- Tel
- --
- Fax
- --
- info@apinchemicals.com
- Country
- United Kingdom
- ProdList
- 6184
- Advantage
- 60
View Lastest Price from 8-PRENYLNARINGENIN manufacturers
- 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
- 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