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Humulon

CAS# 23510-81-8

Humulon

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Chemical structure

Humulon

3D structure

Chemical Properties of Humulon

Cas No. 23510-81-8 SDF Download SDF
PubChem ID 442911 Appearance Powder
Formula C21H30O5 M.Wt 362.5
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (6R)-3,5,6-trihydroxy-2-(3-methylbutanoyl)-4,6-bis(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
SMILES CC(C)CC(=O)C1=C(C(=C(C(C1=O)(CC=C(C)C)O)O)CC=C(C)C)O
Standard InChIKey VMSLCPKYRPDHLN-OAQYLSRUSA-N
Standard InChI InChI=1S/C21H30O5/c1-12(2)7-8-15-18(23)17(16(22)11-14(5)6)20(25)21(26,19(15)24)10-9-13(3)4/h7,9,14,23-24,26H,8,10-11H2,1-6H3/t21-/m1/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.

Humulon Dilution Calculator

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Humulon Molarity Calculator

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Preparing Stock Solutions of Humulon

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.7586 mL 13.7931 mL 27.5862 mL 55.1724 mL 68.9655 mL
5 mM 0.5517 mL 2.7586 mL 5.5172 mL 11.0345 mL 13.7931 mL
10 mM 0.2759 mL 1.3793 mL 2.7586 mL 5.5172 mL 6.8966 mL
50 mM 0.0552 mL 0.2759 mL 0.5517 mL 1.1034 mL 1.3793 mL
100 mM 0.0276 mL 0.1379 mL 0.2759 mL 0.5517 mL 0.6897 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 Humulon

Selective Inhibition of Human AKR1B10 by n-Humulone, Adhumulone and Cohumulone Isolated from Humulus lupulus Extract.[Pubmed:30469331]

Molecules. 2018 Nov 21;23(11). pii: molecules23113041.

Hop-derived compounds have been subjected to numerous biomedical studies investigating their impact on a wide range of pathologies. Isomerised bitter acids (isoadHumulone, isocoHumulone and isoHumulone) from hops, used in the brewing process of beer, are known to inhibit members of the aldo-keto-reductase superfamily. Aldo-keto-reductase 1B10 (AKR1B10) is upregulated in various types of cancer and has been reported to promote carcinogenesis. Inhibition of AKR1B10 appears to be an attractive means to specifically treat RAS-dependent malignancies. However, the closely related reductases AKR1A1 and AKR1B1, which fulfil important roles in the detoxification of endogenous and xenobiotic carbonyl compounds oftentimes crossreact with inhibitors designed to target AKR1B10. Accordingly, there is an ongoing search for selective AKR1B10 inhibitors that do not interact with endogeneous AKR1A1 and AKR1B1-driven detoxification systems. In this study, unisomerised alpha-acids (adHumulone, coHumulone and n-Humulone) were separated and tested for their inhibitory potential on AKR1A1, AKR1B1 and AKR1B10. Also AKR1B10-mediated farnesal reduction was effectively inhibited by alpha-acid congeners with Ki-values ranging from 16.79 +/- 1.33 microM (adHumulone) to 3.94 +/- 0.33 microM (n-Humulone). Overall, alpha-acids showed a strong inhibition with selectivity (115(-)137 fold) for AKR1B10. The results presented herein characterise hop-derived alpha-acids as a promising basis for the development of novel and selective AKR1B10-inhibitors.

Humulone suppresses replication of respiratory syncytial virus and release of IL-8 and RANTES in normal human nasal epithelial cells.[Pubmed:23381605]

Med Mol Morphol. 2013 Dec;46(4):203-9.

Respiratory syncytial virus (RSV) is the major infectious agent causing serious respiratory tract inflammation in infants and young children. However, an effective vaccine and anti-viral therapy for RSV infection have not yet been developed. Hop-derived bitter acids have potent pharmacological effects on inflammation. Therefore, we investigated the effects of Humulone, which is the main constituent of hop bitter acids, on the replication of RSV and release of the proinflammatory cytokine IL-8 and chemokine RANTES in RSV-infected human nasal epithelial cells (HNECs). We found that Humulone prevented the expression of RSV/G-protein, formation of virus filaments and release of IL-8 and RANTES in a dose-dependent manner in RSV-infected HNECs. These findings suggest that Humulone has protective effects against the replication of RSV, the virus assembly and the inflammatory responses in HNECs and that it is a useful biological product for the prevention and therapy for RSV infection.

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