Handelin

CAS# 62687-22-3

Handelin

Catalog No. BCN2953----Order now to get a substantial discount!

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Quality Control of Handelin

Number of papers citing our products

Chemical structure

Handelin

3D structure

Chemical Properties of Handelin

Cas No. 62687-22-3 SDF Download SDF
PubChem ID 90474153 Appearance Powder
Formula C32H40O8 M.Wt 552.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms Yejunualactone
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1'R,2'R,3R,3aR,4S,5'S,6R,6aR,9'S,9aR,9bR,10'S,11'R)-2',6-dihydroxy-2',6,9,11'-tetramethyl-6'-methylidene-2,7'-dioxospiro[4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-3,15'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-4-yl] acetate
SMILES CC1=CCC2C1C3C(C(CC2(C)O)OC(=O)C)C4(CC56C=CC4(C5C7C(CCC6(C)O)C(=C)C(=O)O7)C)C(=O)O3
Standard InChIKey SZQWAXGDCUONOB-QKARTHDOSA-N
Standard InChI InChI=1S/C32H40O8/c1-15-7-8-19-21(15)24-22(20(38-17(3)33)13-29(19,5)36)32(27(35)40-24)14-31-12-11-28(32,4)25(31)23-18(9-10-30(31,6)37)16(2)26(34)39-23/h7,11-12,18-25,36-37H,2,8-10,13-14H2,1,3-6H3/t18-,19+,20-,21-,22+,23-,24+,25-,28+,29+,30+,31-,32-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Handelin

The herbs of Dendranthema indicum

Biological Activity of Handelin

Description1. Handelin has anti-inflammatory activity by inhibiting NF-κB activation and pro-inflammatory cytokine productions.
TargetsNO | PGE | TNF-α | IL Receptor | NF-kB | MAPK | ERK | JNK | IkB | IKK

Handelin Dilution Calculator

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Handelin Molarity Calculator

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Preparing Stock Solutions of Handelin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8093 mL 9.0465 mL 18.093 mL 36.186 mL 45.2325 mL
5 mM 0.3619 mL 1.8093 mL 3.6186 mL 7.2372 mL 9.0465 mL
10 mM 0.1809 mL 0.9046 mL 1.8093 mL 3.6186 mL 4.5232 mL
50 mM 0.0362 mL 0.1809 mL 0.3619 mL 0.7237 mL 0.9046 mL
100 mM 0.0181 mL 0.0905 mL 0.1809 mL 0.3619 mL 0.4523 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Handelin

Highly Selective Activation of Heat Shock Protein 70 by Allosteric Regulation Provides an Insight into Efficient Neuroinflammation Inhibition.[Pubmed:28807514]

EBioMedicine. 2017 Sep;23:160-172.

Heat shock protein 70 (Hsp70) is widely involved in immune disorders, making it as an attractive drug target for inflammation diseases. Nonselective induction of Hsp70 upregulation for inflammation therapy could cause extensive interference in inflammation-unrelated protein functions, potentially resulting in side effects. Nevertheless, direct pharmacological activation of Hsp70 via targeting specific functional amino acid residue may provide an insight into precise Hsp70 function regulation and a more satisfactory treatment effect for inflammation, which has not been extensively focused. Here we show a cysteine residue (Cys306) for selective Hsp70 activation using natural small-molecule Handelin. Covalent modification of Cys306 significantly elevates Hsp70 activity and shows more satisfactory anti-neuroinflammation effects. Mechanism study reveals Cys306 modification by Handelin induces an allosteric regulation to facilitate adenosine triphosphate hydrolysis capacity of Hsp70, which leads to the effective blockage of subsequent inflammation signaling pathway. Collectively, our study offers some insights into direct pharmacological activation of Hsp70 by specially targeting functional cysteine residue, thus providing a powerful tool for accurately modulating neuroinflammation pathogenesis in human with fewer undesirable adverse effects.

Suppression of inflammatory responses by handelin, a guaianolide dimer from Chrysanthemum boreale, via downregulation of NF-kappaB signaling and pro-inflammatory cytokine production.[Pubmed:24689881]

J Nat Prod. 2014 Apr 25;77(4):917-24.

The anti-inflammatory activity of Handelin (1), a guaianolide dimer from Chrysanthemum boreale flowers, was evaluated in vivo, and the effects on mediators nitric oxide (NO), prostaglandin E2 (PGE2), tumor necrosis factor-alpha (TNF-alpha), and interleukin-1beta (IL-1beta) and the nuclear factor-kappaB (NF-kappaB) and ERK/JNK signaling pathways were investigated in vitro. Compound 1 inhibited lipopolysaccharide (LPS)-induced production of NO and PGE2 in cultured mouse macrophage RAW 264.7 cells. The suppression of NO and PGE2 production by 1 was correlated with the downregulation of mRNA and protein expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2). Compound 1 also suppressed the induction of pro-inflammatory cytokines TNF-alpha and IL-1beta in LPS-stimulated RAW 264.7 cells. To further clarify the transcriptional regulatory pathway in the expression of iNOS and COX-2 by 1, the role of NF-kappaB was determined in RAW 264.7 cells. Compound 1 inhibits the binding activity of NF-kappaB into the nuclear proteins. The transcriptional activity of NF-kappaB stimulated with LPS was also suppressed by 1, which coincided with the inhibition of IkappaB degradation. Compound 1 also suppressed the activation of mitogen-activated protein kinases, including ERK and JNK signaling. In addition, the LPS-stimulated upregulation of miRNA-155 expression was suppressed by 1. The oral administration of 1 inhibited acute inflammation in carrageenan-induced paw and 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced ear edema models. The serum level of IL-1beta was also inhibited by 1 in a carrageenan-induced paw edema model. These findings suggest that the suppression of NF-kappaB activation and pro-inflammatory cytokine production may be a plausible mechanism of action for the anti-inflammatory activity of Handelin.

Description

Handelin is a guaianolide dimer from Chrysanthemum boreale that has potent anti-inflammatory activity by down-regulating NF-κB signaling and pro-inflammatory cytokine production.

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