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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)
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)
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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

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.

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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

Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Tel
025-84430028 13815430202
Email
sale02@cqherb.com
Country
China
ProdList
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Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
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18738
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57
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
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China
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Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
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China
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Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
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TargetMol Chemicals Inc.
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021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
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China
ProdList
7783
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ChemStrong Scientific Co.,Ltd
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0755-0755-66853366 13670046396
Fax
0755-28363542
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sales@chem-strong.com
Country
China
ProdList
18070
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Wuxi Zhongkun Biochemical Technology Co., Ltd.
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0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
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Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
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ALB Technology Limited
Tel
702-983-3769
Fax
702-983-3769
Email
sales@albtechnology.com
Country
United States
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2993
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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:


  • 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