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20315-25-7

20315-25-7 structure
20315-25-7 structure
  • Name: Procyanidin B1
  • Chemical Name: procyanidin b1
  • CAS Number: 20315-25-7
  • Molecular Formula: C30H26O12
  • Molecular Weight: 578.520
  • Catalog: Biochemical Natural product
  • Create Date: 2018-05-31 08:00:00
  • Modify Date: 2024-01-02 10:03:15
  • Procyanidin B1 is a polyphenolic flavonoid isolated from commonly eaten fruits, binds to TLR4/MD-2 complex, and has anti-inflammatory activity.
Name procyanidin b1
Synonyms Proanthocyanidin B2
(2R,2'R,3R,3'R,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol
Proanthocyanidin B1
4,8"-Bi-[(+)-epicatechin]
PROCYANIDINDIMERB2
ProcyanidinB1
[4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3R,3'S,4R)-
Procyanidin B1
Procyanidol B2
Procyanidin B2
Proanthocyanidin
UNII-L88HKE854X
(2R,2'R,3R,3'S,4R)-2,2'-Bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol
[4,8'-Bi-2H-1-benzopyran]-3,3',5,5',7,7'-hexol, 2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-, (2R,2'R,3R,3'R,4R)-
Description Procyanidin B1 is a polyphenolic flavonoid isolated from commonly eaten fruits, binds to TLR4/MD-2 complex, and has anti-inflammatory activity.
Related Catalog
In Vitro Procyanidin B1 is a polyphenolic flavonoid isolated from fruits and fruit juices, binds to TLR4/MD-2 complex, and has anti-inflammatory activity. Procyanidin B1 causes cellular toxicity at concentrations >100 μg/mL. Procyanidin B1 (100 μg/mL) inhibits LPS-induced TNF-α production, and expression of MD-2, TRAF6, NF-κB mRNA, phosphorylated p38 MAPK and NF-κB protein in THP1 cells[1]. Procyanidin B1 (50-100 µM) protects against Aβ oligomer-induced neuronal death. Procyanidin B1 potently inhibits the activation of caspase-3 at 100 µM, caspase-8 at concentrations of 30, 50, and 100 µM and caspase-9 at concentrations of 10, 30, 50, and 100 µM[2]. Procyanidin B1 (10, 20, 30 μM) significantly and dose-dependently induces expression of ACO and CPT1, with no obvious effect on mRNA expression of PPARα[3].
Cell Assay To investigate the cytotoxic effect of Procyanidin B1, viability of THP1 cells is assessed using CCK8 assay. THP1 cells are treated with Procyanidin B1 for 18 h, and 10 μL of CCK8 solution is then added to each well and the cultures are incubated for 4 h at 37°C. The optical density (OD) at 450 nm is measured using an ELx808 Absorbance Microplate Reader. The Procyanidin B1 concentration tested ranges from 50 to 200 μg/mL. Each sample is tested in triplicate[1].
References

[1]. Xing J, et al. Anti-inflammatory effect of procyanidin B1 on LPS-treated THP1 cells via interaction with the TLR4-MD-2 heterodimer and p38 MAPK and NF-κB signaling. Mol Cell Biochem. 2015 Sep;407(1-2):89-95.

[2]. Kanno H, et al. Protective effects of glycycoumarin and procyanidin B1, active components of traditional Japanese medicine yokukansan, on amyloid β oligomer-induced neuronal death. J Ethnopharmacol. 2015 Jan 15;159:122-8.

[3]. Shimada T, et al. Flavangenol (pine bark extract) and its major component procyanidin B1 enhance fatty acid oxidation in fat-loaded models. Eur J Pharmacol. 2012 Feb 29;677(1-3):147-53.
Density 1.7±0.1 g/cm3
Boiling Point 955.3±65.0 °C at 760 mmHg
Melting Point 231～232℃
Molecular Formula C30H26O12
Molecular Weight 578.520
Flash Point 531.6±34.3 °C
Exact Mass 578.142456
PSA 220.76000
LogP 0.30
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.803
Storage condition 2-8°C
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases 24/25
Safety Phrases 24/25
RIDADR NONH for all modes of transport
WGK Germany 3
HS Code 29329990

Chemsrc provides CAS#:20315-25-7 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 20315-25-7 | Chemsrc address: https://m.chemsrc.com/en/baike/178156.html

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