Xanthohumol
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561308

CAS#: 6754-58-1

Description: Xanthohumol is under basic research for its potential chemopreventive and anti-restenotic properties. Xanthohumol shows anti mutagenic activity against mutations induced by the food borne mutagen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ). The mechanism is possibly related to the inhibition of the metabolic activation of IQ by human cytochrome P450 1A2 (CYP1A2) and the binding of IQ metabolites to DNA and proteins.


Price and Availability

Size
Price

5mg
USD 230
Size
Price

10mg
USD 390
Size
Price

25mg
USD 755

Xanthohumol, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561308
Name: Xanthohumol
CAS#: 6754-58-1
Chemical Formula: C21H22O5
Exact Mass: 354.1467
Molecular Weight: 354.4
Elemental Analysis: C, 71.17; H, 6.26; O, 22.57


Synonym: Xanthohumol;

IUPAC/Chemical Name: (E)-1-[2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

InChi Key: ORXQGKIUCDPEAJ-YRNVUSSQSA-N

InChi Code: 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+

SMILES Code: O=C(C1=C(OC)C=C(O)C(C/C=C(C)\C)=C1O)/C=C/C2=CC=C(O)C=C2


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

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2: Willson CM, Grundmann O. In vitro assays in natural products research - a matter of concentration and relevance to in vivo administration using resveratrol, α-mangostin/γ-mangostin and xanthohumol as examples. Nat Prod Res. 2017 Mar;31(5):492-506. doi: 10.1080/14786419.2016.1190721. Epub 2016 May 27. Review. PubMed PMID: 27234135.

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5: Liu M, Hansen PE, Wang G, Qiu L, Dong J, Yin H, Qian Z, Yang M, Miao J. Pharmacological profile of xanthohumol, a prenylated flavonoid from hops (Humulus lupulus). Molecules. 2015 Jan 7;20(1):754-79. doi: 10.3390/molecules20010754. Review. PubMed PMID: 25574819.

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9: Gupta SC, Tyagi AK, Deshmukh-Taskar P, Hinojosa M, Prasad S, Aggarwal BB. Downregulation of tumor necrosis factor and other proinflammatory biomarkers by polyphenols. Arch Biochem Biophys. 2014 Oct 1;559:91-9. doi: 10.1016/j.abb.2014.06.006. Epub 2014 Jun 16. Review. PubMed PMID: 24946050.

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12: Azimi H, Khakshur AA, Aghdasi I, Fallah-Tafti M, Abdollahi M. A review of animal and human studies for management of benign prostatic hyperplasia with natural products: perspective of new pharmacological agents. Inflamm Allergy Drug Targets. 2012 Jun;11(3):207-21. Review. PubMed PMID: 22512478.

13: Sung B, Prasad S, Yadav VR, Aggarwal BB. Cancer cell signaling pathways targeted by spice-derived nutraceuticals. Nutr Cancer. 2012;64(2):173-97. doi: 10.1080/01635581.2012.630551. Epub 2011 Dec 9. Review. PubMed PMID: 22149093; PubMed Central PMCID: PMC3645308.

14: Araújo JR, Gonçalves P, Martel F. Chemopreventive effect of dietary polyphenols in colorectal cancer cell lines. Nutr Res. 2011 Feb;31(2):77-87. doi: 10.1016/j.nutres.2011.01.006. Review. PubMed PMID: 21419311.

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17: Magalhães PJ, Carvalho DO, Cruz JM, Guido LF, Barros AA. Fundamentals and health benefits of xanthohumol, a natural product derived from hops and beer. Nat Prod Commun. 2009 May;4(5):591-610. Review. PubMed PMID: 19445313.

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