| Identification | Back Directory | [Name]
helichrysetin | [CAS]
62014-87-3 | [Synonyms]
helichrysetin
1-(2,4-Dihydroxy-6-methoxy-phenyl)-3-(4-hydroxy-phenyl)-propenone
(E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one
2-Propen-1-one, 1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-hydroxyphenyl)-, (2E)- | [Molecular Formula]
C16H14O5 | [MDL Number]
MFCD12546716 | [MOL File]
62014-87-3.mol | [Molecular Weight]
286.28 |
| Chemical Properties | Back Directory | [Melting point ]
220 °C (decomp) | [Boiling point ]
532.0±50.0 °C(Predicted) | [density ]
1.369±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C, protect from light | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
powder | [pka]
7.08±0.40(Predicted) | [color ]
Yellow | [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+ | [InChIKey]
OWGUBYRKZATRIT-QPJJXVBHSA-N | [SMILES]
O(C)c1c(c(cc(c1)O)O)C(=O)\C=C\c2ccc(cc2)O | [LogP]
3.080 (est) |
| Hazard Information | Back Directory | [Uses]
Helichrysetin is isolated from the flower Helichrysum odoratissimum. Helichrysetin is an ID2 (DNA binding inhibitor 2) inhibitor. Helichrysetin induces apoptosis. Helichrysetin has anti-tumor and antioxidant activity[1][2][3]. | [Definition]
ChEBI: Helichrysetin is a member of chalcones. | [in vivo]
Helichrysetin (10 mg/kg, Intraperitoneal injection) can inhibit DCIS growth in mice with no obvious side effects[1].
Helichrysetin (3, 10, 30 mg/kg, Intraperitoneal injection) can inhibit tumor growth in a mouse model of gastric cancer cell transplantation[3].
| Animal Model: | MGC803 cell-xenografted mouse model[3] | | Dosage: | 3, 10, 30 mg/kg | | Administration: | i.p. | | Result: | Decreased the tumor size and weight without an obvious effect on body weight in nude mice.
Reduced the expression of Ki67 and increased the number of apoptotic cells in tumor tissues.
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| [target]
HIV | [References]
[1] Liu Y, et al. ID2 and GJB2 promote early-stage breast cancer progression by regulating cancer stemness. Breast Cancer Res Treat. 2019 May;175(1):77-90. DOI:10.1007/s10549-018-05126-3
[2] Ho YF, et al. 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
[3] Wang P, et al. Helichrysetin inhibits gastric cancer growth by targeting c-Myc/PDHK1 axis-mediated energy metabolism reprogramming. Acta Pharmacol Sin. 2022 Jun;43(6):1581-1593. DOI:10.1038/s41401-021-00750-0 |
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