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3,4',5,7-tetrahydroxy-3'-methoxy-flavone, 3,4',5,7-tetrahydroxy-3'-methoxyflavone, 3-methyl-quercetin, 3-methylquercetin, 3-O-methylquercetin, iso-rhamnetin, isorhamnetin, isorhamnetine

No.	Title	Href
1	ROS-mediated activation and mitochondrial translocation of CaMKII contributes to Drp1-dependent mitochondrial fission and apoptosis in triple-negative breast cancer cells by isorhamnetin and chloroquine. J Exp Clin Cancer Res. 2019 May 28;38(1):225. doi: 10.1186/s13046-019-1201-4.	`Click`
2	Isorhamnetin induces cell cycle arrest and apoptosis by triggering DNA damage and regulating the AMPK/mTOR/p70S6K signaling pathway in doxorubicin-resistant breast cancer. Phytomedicine. 2023 Jun;114:154780. doi: 10.1016/j.phymed.2023.154780.	`Click`

No.

Title

Href

ROS-mediated activation and mitochondrial translocation of CaMKII contributes to Drp1-dependent mitochondrial fission and apoptosis in triple-negative breast cancer cells by isorhamnetin and chloroquine. J Exp Clin Cancer Res. 2019 May 28;38(1):225. doi: 10.1186/s13046-019-1201-4.

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Isorhamnetin induces cell cycle arrest and apoptosis by triggering DNA damage and regulating the AMPK/mTOR/p70S6K signaling pathway in doxorubicin-resistant breast cancer. Phytomedicine. 2023 Jun;114:154780. doi: 10.1016/j.phymed.2023.154780.

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Name	Isorhamnetin
PubChem CID	5281654
Molecular Weight	316.26g/mol
Synonyms	3,4',5,7-tetrahydroxy-3'-methoxy-flavone, 3,4',5,7-tetrahydroxy-3'-methoxyflavone, 3-methyl-quercetin, 3-methylquercetin, 3-O-methylquercetin, iso-rhamnetin, isorhamnetin, isorhamnetine
Formula	C₁₆H₁₂O₇
SMILES	COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
InChI	1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
InChIKey	IZQSVPBOUDKVDZ-UHFFFAOYSA-N
CAS Number	480-19-3
ChEMBL ID	CHEMBL379064
ChEBI ID	CHEBI:6052
Herb ID	HBIN031114
Drug Bank ID	DB16767
KEGG ID	C10084
Toxicity	Organism	Test Type	Route(Dose)
	rat	LD50	intraperitoneal(165 mg/kg)
	mouse	LD50	intraperitoneal(254 mg/kg)
	rat	LD50	oral(322 mg/kg)
Structure			Download 2D MOL 3D MOL

Chineses Pinyin	XuanFuHua
Use Part	Flower-Head
Habitat	HeiLongJiang, JiLin, LiaoNing, BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang, ZheJiang, JiangSu, SiChuan, GuangDong
Flavor	Bitter, Salty, Pungent
Meridian Tropism	Lung, Spleen, Stomach, Large intestine
Species	>Kingdom: Viridiplantae 　-->Phylum: Streptophyta 　　-->Class: Equisetopsida 　　　-->Order: Asterales 　　　　-->Family: Asteraceae 　　　　　-->Genus: Inula 　　　　　　-->Species: Inula japonica

Chineses Pinyin	BaiGuoYe
Use Part	Leaf
Habitat	China
Flavor	Bitter, Sweet, Astringent
Meridian Tropism	Heart, Lung, Spleen

Chineses Pinyin	ShaJi
Use Part	Fruit of seabuckthorn
Habitat	BeiJing, TianJin, HeBei, ShanXi, NeiMengGu, Shaanxi, GanSu, QingHai, NingXia, XinJiang, SiChuan, XiZang
Flavor	Sour; Astringent
Meridian Tropism	Spleen; Stomach; Lung; Heart
Species	>Kingdom: Viridiplantae 　-->Phylum: Streptophyta 　　-->Class: Equisetopsida 　　　-->Order: Rosales 　　　　-->Family: Elaeagnaceae 　　　　　-->Genus: Hippophae 　　　　　　-->Species: Hippophae rhamnoides

Pair Name	Isorhamnetin, Chloroquine
Partner Name	Chloroquine
Disease Info	[ICD-11: 2C60]	Breast cancer		Investigative
Biological Phenomena	Induction-->Mitochondrial fission and apoptosis
Gene Regulation	Up-regulation	Phosphorylation	CAMK2G	hsa818
	Up-regulation	Phosphorylation	DNM1L	hsa10059
	Up-regulation	Cleavage	PARP1	hsa142
	Up-regulation	Cleavage	CASP3	hsa836
	Up-regulation	Expression	CYCS	hsa54205
	Up-regulation	Expression	MAP1LC3B	hsa81631
	Up-regulation	Expression	MAP1LC3A	hsa84557
	Down-regulation	Expression	SQSTM1	hsa8878
In Vitro Model	MDA-MB-231	Breast adenocarcinoma	Homo sapiens (Human)	CVCL_0062
	MCF-7	Invasive breast carcinoma of no special type	Homo sapiens (Human)	CVCL_0031
	BT-549	Invasive breast carcinoma of no special type	Homo sapiens (Human)	CVCL_1092
In Vivo Model	MDA-MB-231 cells (4×10⁷) were inoculated in the right legs of mice. After tumor inoculation, the mice were randomly divided into four treatment groups (16 mice per group; six mice were used for body weight and tumor volume measurement, the others for survival analysis).
Result	Our study highlights the critical role of ROS-mediating CaMKII/Drp1 signaling in the regulation of mitochondrial fission and apoptosis induced by combination of CQ/IH. These findings also suggest that IH could potentially be further developed as a novel chemotherapeutic agent. Furthermore, a combination of IH with classic autophagy/mitophagy inhibitor could represent a novel therapeutic strategy for the treatment of TNBC.

Pair Name	Isorhamnetin, Doxorubicin
Partner Name	Doxorubicin
Disease Info	[ICD-11: 2C60]	Breast cancer		Investigative
Biological Phenomena	Induction-->Blockade of cell cycle in G2/M phase
Gene Regulation	Down-regulation	Expression	PRKAA1	hsa5562
	Down-regulation	Expression	MTOR	hsa2475
	Down-regulation	Expression	RPS6KB1	hsa6198
	Down-regulation	Expression	BCL2	hsa596
	Up-regulation	Cleavage	CASP3	hsa836
In Vitro Model	NCI-ADR-RES	High grade ovarian serous adenocarcinoma	Homo sapiens (Human)	CVCL_1452
In Vivo Model	a total of 0.1 ml of medium and Matrigel suspension containing 8×10⁷ MCF7/ADR cells was prepared for subcutaneous inoculation.
Result	Isorhamnetin induces cell cycle arrest and apoptosis by triggering DNA damage and regulating the AMPK/mTOR/p70S6K signaling pathway in doxorubicin-resistant breast cancer