Home Categories Biochemical Engineering Xanthohumol
A8440812

Xanthohumol , ≥97.0%(HPLC) , 6754-58-1

Synonym(s):
(E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)propenone;2′,4,4′-Trihydroxy-6′-methoxy-3′-prenylchalcone;2′,4,4′-Trihydroxy-6′-methoxy-3′-prenylchalcone

CAS NO.:6754-58-1

Empirical Formula: C21H22O5

Molecular Weight: 354.4

MDL number: MFCD00210576

Pack Size Price Stock Quantity
5mg RMB47.20 In Stock
25MG RMB79.20 In Stock
10MG RMB176.80 In Stock
100mg RMB242.40 In Stock
250mg RMB371.20 In Stock
1g RMB928.00 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 157-159℃
Boiling point: 576.5±50.0 °C(Predicted)
Density  1.244
storage temp.  2-8°C
solubility  ethanol: soluble10mg/mL
form  powder
pka 7.59±0.45(Predicted)
color  Yellow
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChI InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
InChIKey ORXQGKIUCDPEAJ-YRNVUSSQSA-N
SMILES C(C1=C(OC)C=C(O)C(C/C=C(/C)\C)=C1O)(=O)/C=C/C1=CC=C(O)C=C1
LogP 5.172 (est)

Description and Uses

Xanthohumol(XH, 6754-58-1) binds to the N-terminal domain of valosin-containing protein (VCP), an essential protein for autophagosome maturation. Xanthohumol inhibits the function of VCP thereby impairing autophagosome maturation and resulting in accumulation of the microtubule-associated protein 1 light chain 3-II (LC3-II) Impairs prostate cancer cell growth and proliferation Cell permeable.

Xanthohumol from hop (Humulus lupulus) has been used:
to treat glioblastoma cells to test its effect on inducing apoptosis
to test its protective effect in renal ischemia/reperfusion (I/R) injury
as a component of Dulbecco′s modified Eagle medium (DMEM) to test its antiviral activity in Huh7.5 cells infected with hepatitis C virus cell culture (HCVcc) system

Safety

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H317-H400
Precautionary statements  P273-P280
Hazard Codes  N,Xi
Risk Statements  50/53-43
Safety Statements  60-61-45-22
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  UD5574117
HS Code  29145090

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