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Home > Products > Natural Products & Standards > Botanical Reference Standards > PROCYANIDIN B1
PROCYANIDIN B1 structure, CAS 20315-25-7

PROCYANIDIN B1

CAS Number20315-25-7

SynonymsProanthocyanidin B2; Proanthocyanidin B1; 4,8"-Bi-[(+)-epicatechin]; PROCYANIDINDIMERB2; ProcyanidinB1; Procyanidin B1; Procyanidol B2; Procyanidin B2; Proanthocyanidin; UNII-L88HKE854X

Molecular FormulaC30H26O12

Molecular Weight578.52

Purity≥98 (HPLC)%

Density1.7±0.1 g/cm3

Boiling Point955.3±65.0 °C at 760 mmHg

Melting Point231～232℃

Flash Point

Appearancepowder

EINECS

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Cat. No.: 2A-9061070 Purity: ≥98 (HPLC)%
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Quality Control of [ 20315-25-7 ] Purity: ≥98 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number20315-25-7
Catalog No.2A-9061070
Chinese Name原花青素B1
SynonymsProanthocyanidin B2; Proanthocyanidin B1; 4,8"-Bi-[(+)-epicatechin]; PROCYANIDINDIMERB2; ProcyanidinB1; Procyanidin B1; Procyanidol B2; Procyanidin B2; Proanthocyanidin; UNII-L88HKE854X
Molecular FormulaC30H26O12
Molecular Weight578.52
Purity≥98 (HPLC)
Density1.7±0.1 g/cm3
Boiling Point955.3±65.0 °C at 760 mmHg
Melting Point231～232℃
Appearancepowder
Storage Condition2-8°C
ApplicationProcyanidin B1 is a polyphenolic flavonoid substance found in common fruits that can bind to the TLR4/MD-2 complex and has anti-inflammatory activity.
HTC29329990
SMILESOc1cc(O)c2c(c1)OC(c1ccc(O)c(O)c1)C(O)C2c1c(O)cc(O)c2c1OC(c1ccc(O)c(O)c1)C(O)C2
InChIInChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2
InChI KeyXFZJEEAOWLFHDH-UKWJTHFESA-N
Hazard Symbolstransportation
MSDSmsds/61070_1_20315_25_7.pdf
BioactivityProcyanidin B1 is a polyphenolic flavonoid isolated from commonly eaten fruits, binds to TLR4/MD-2 complex, and has anti-inflammatory activity. Related Catalog Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR) Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology 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. Chemical & Physical Properties 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 InChIKey XFZJEEAOWLFHDH-UKWJTHFESA-N SMILES Oc1cc(O)c2c(c1)OC(c1ccc(O)c(O)c1)C(O)C2c1c(O)cc(O)c2c1OC(c1ccc(O)c(O)c1)C(O)C2 Storage condition 2-8°C
Use ofProperties Name procyanidin b1 Synonym More Synonyms Procyanidin B1 Biological Activity Related Catalog Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR) Natural Products >> Flavonoids Research Areas >> Inflammation/Immunology References [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. Chemical & Physical Properties Molecular Formula C30H26O12 Exact Mass 578.142456 PSA 220.76000 Index of Refraction 1.803 InChIKey XFZJEEAOWLFHDH-UKWJTHFESA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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