Helichrysetin

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

MedKoo CAT#: 581037

CAS#: 62014-87-3

Description: Helichrysetin is a natural chalcone isolated from the fruits of Alpinia katsumadai Hayata, it exhibits the activity of anticancer and has mild anti-HIV-1 PR activity. Helichrysetin showed the highest cytotoxic activity against Ca Ski followed by A549.


Price and Availability

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Helichrysetin, is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 581037
Name: Helichrysetin
CAS#: 62014-87-3
Chemical Formula: C16H14O5
Exact Mass: 286.0841
Molecular Weight: 286.28
Elemental Analysis: C, 67.13; H, 4.93; O, 27.94


Synonym: Helichrysetin; 2-Propen-1-one.

IUPAC/Chemical Name: (E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

InChi Key: OWGUBYRKZATRIT-QPJJXVBHSA-N

InChi Code: InChI=1S/C16H14O5/c1-21-15-9-12(18)8-14(20)16(15)13(19)7-4-10-2-5-11(17)6-3-10/h2-9,17-18,20H,1H3/b7-4+

SMILES Code: O=C(C1=C(OC)C=C(O)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

1: Phan CW, Sabaratnam V, Yong WK, Abd Malek SN. The role of chalcones: helichrysetin, xanthohumol, and flavokawin-C in promoting neurite outgrowth in PC12 Adh cells. Nat Prod Res. 2017 May 25:1-5. doi: 10.1080/14786419.2017.1331226. [Epub ahead of print] PubMed PMID: 28539058.

2: Zenger K, Agnolet S, Schneider B, Kraus B. Biotransformation of Flavokawains A, B, and C, Chalcones from Kava (Piper methysticum), by Human Liver Microsomes. J Agric Food Chem. 2015 Jul 22;63(28):6376-85. doi: 10.1021/acs.jafc.5b01858. Epub 2015 Jul 10. PubMed PMID: 26123050.

3: Seleteng Kose L, Moteetee A, Van Vuuren S. Ethnobotanical survey of medicinal plants used in the Maseru district of Lesotho. J Ethnopharmacol. 2015 Jul 21;170:184-200. doi: 10.1016/j.jep.2015.04.047. Epub 2015 May 7. PubMed PMID: 25957810.

4: Ho YF, Karsani SA, Yong WK, Abd Malek SN. Induction of apoptosis and cell cycle blockade by helichrysetin in a549 human lung adenocarcinoma cells. Evid Based Complement Alternat Med. 2013;2013:857257. doi: 10.1155/2013/857257. Epub 2013 Mar 3. PubMed PMID: 23533528; PubMed Central PMCID: PMC3603683.

5: Vogel S, Barbic M, Jürgenliemk G, Heilmann J. Synthesis, cytotoxicity, anti-oxidative and anti-inflammatory activity of chalcones and influence of A-ring modifications on the pharmacological effect. Eur J Med Chem. 2010 Jun;45(6):2206-13. doi: 10.1016/j.ejmech.2010.01.060. Epub 2010 Jan 29. PubMed PMID: 20153559.

6: Cooksley V. Aromatherapy research and practice. Beginnings. 2008 Summer;28(3):22-3. PubMed PMID: 19271562.

7: Vogel S, Ohmayer S, Brunner G, Heilmann J. Natural and non-natural prenylated chalcones: synthesis, cytotoxicity and anti-oxidative activity. Bioorg Med Chem. 2008 Apr 15;16(8):4286-93. doi: 10.1016/j.bmc.2008.02.079. Epub 2008 Feb 29. PubMed PMID: 18343123.

8: Cheenpracha S, Karalai C, Ponglimanont C, Subhadhirasakul S, Tewtrakul S. Anti-HIV-1 protease activity of compounds from Boesenbergia pandurata. Bioorg Med Chem. 2006 Mar 15;14(6):1710-4. Epub 2005 Nov 2. PubMed PMID: 16263298.

9: Van Puyvelde L, De Kimpe N, Costa J, Munyjabo V, Nyirankuliza S, Hakizamungu E, Schamp N. Isolation of flavonoids and a chalcone from Helichrysum odoratissimum and synthesis of helichrysetin. J Nat Prod. 1989 May-Jun;52(3):629-33. PubMed PMID: 2778452.