Yakuchinone A

Modify Date: 2025-08-26 10:03:41

Yakuchinone A Structure
Yakuchinone A structure
Common Name Yakuchinone A
CAS Number 78954-23-1 Molecular Weight 312.40
Density 1.095g/cm3 Boiling Point 495.8ºC at 760 mmHg
Molecular Formula C20H24O3 Melting Point N/A
MSDS N/A Flash Point 174.3ºC

 Use of Yakuchinone A


Yakuchinone A is a natural product isolated from the fruit of Alpinia oxyphylla, which can induce apoptosis and has anticancer and anti-inflammatory activities[1].

 Names

Name 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone
Synonym More Synonyms

 Yakuchinone A Biological Activity

Description Yakuchinone A is a natural product isolated from the fruit of Alpinia oxyphylla, which can induce apoptosis and has anticancer and anti-inflammatory activities[1].
Related Catalog
In Vitro Yakuchinone A 作用于 A375P、B16F1、B16F10、A549、MCF-7 和 HT-29 细胞系的 IC50 值分别是 14.75、31.73、21.71、26.07 、11.50 和 11.96[1]。 Yakuchinone A (0-64 μM, 16 h) 可以剂量依赖性方式减少 IL-17 的产生,在 EL4(小鼠淋巴瘤细胞系)细胞中的 IC50 值为 11.5 μM[2] 。
In Vivo Yakuchinone A (50 mg/kg, i.p., daily, 14 days) 在自身免疫性脑脊髓炎 (EAE) 小鼠模型中可以减轻小鼠的 EAE 症状[1]。 Animal Model: Female C57BL/6 mice[1] Dosage: 50 mg/kg Administration: i.p., daily, 14 days Result: Showed a significant EAE score reduction from Day 9 to Day 15 after EAE onset.
References

[1]. Chen Huo, et al. Microbial Transformation of Yakuchinone A and Cytotoxicity Evaluation of Its Metabolites. Int J Mol Sci. 2022 Apr 3;23(7):3992. 

[2]. Kuo-Kuei Huang, et al. Alpinia oxyphylla Fruit Extract Ameliorates Experimental Autoimmune Encephalomyelitis through the Regulation of Th1/Th17 Cells. Evid Based Complement Alternat Med. 2019 Mar 14;2019:6797030.   

 Chemical & Physical Properties

Density 1.095g/cm3
Boiling Point 495.8ºC at 760 mmHg
Molecular Formula C20H24O3
Molecular Weight 312.40
Flash Point 174.3ºC
Exact Mass 312.17300
PSA 46.53000
LogP 4.31550
Index of Refraction 1.559
InChIKey TXELARZTKDBEKS-UHFFFAOYSA-N
SMILES COc1cc(CCC(=O)CCCCc2ccccc2)ccc1O
Storage condition 2-8°C

 Synthetic Route

 Synonyms

yakuchinone-A
1-(4-Hydroxy-3-methoxyphenyl)-7-phenyl-3-heptanone
yadanzioside-N
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