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.
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
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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
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).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 286.28 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
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.
