2'-Methoxykurarinone (BioDeep_00000230262)

PANOMIX_OTCML-2023 Cytotoxicity

代谢物信息卡片

(2S)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one

化学式: C27H32O6 (452.2198772)
中文名称: (2S)-2-甲氧基苦参酮, 2-甲氧基苦参黄素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 35.71%

Reviewed

Last reviewed on 2024-10-18.

Cite this Page

2'-Methoxykurarinone. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/2_-methoxykurarinone (retrieved 2024-11-08) (BioDeep RN: BioDeep_00000230262). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: c1(cc(c2c(c1C[C@@H](CC=C(C)C)C(=C)C)O[C@@H](CC2=O)c1c(cc(cc1)O)OC)OC)O
InChI: InChI=1S/C27H32O6/c1-15(2)7-8-17(16(3)4)11-20-21(29)13-25(32-6)26-22(30)14-24(33-27(20)26)19-10-9-18(28)12-23(19)31-5/h7,9-10,12-13,17,24,28-29H,3,8,11,14H2,1-2,4-6H3/t17-,24+/m1/s1

描述信息

(2S)-2-methoxykurarinone is a dimethoxyflavanone that is (2S)-(-)-kurarinone in which the hydroxy group at position 2 is replaced by a methoxy group. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells. It has a role as a metabolite and an antineoplastic agent. It is a dimethoxyflavanone, a dihydroxyflavanone and a member of 4-hydroxyflavanones. It is functionally related to a (2S)-(-)-kurarinone.
(2S)-2-methoxykurarinone is a natural product found in Sophora flavescens with data available.
A dimethoxyflavanone that is (2S)-(-)-kurarinone in which the hydroxy group at position 2 is replaced by a methoxy group. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells.
(2S)-2'-Methoxykurarinone, a compound isolated from the roots of Sophora flavescens, has anti-inflammatory, antipyretic, antidiabetic, and antineoplastic effects. (2S)-2'-Methoxykurarinone (MK) inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. (2S)-2'-Methoxykurarinone (MK) displays cytotoxic activity against human myeloid leukemia HL-60 cells[1][2].
(2S)-2'-Methoxykurarinone, a compound isolated from the roots of Sophora flavescens, has anti-inflammatory, antipyretic, antidiabetic, and antineoplastic effects. (2S)-2'-Methoxykurarinone (MK) inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. (2S)-2'-Methoxykurarinone (MK) displays cytotoxic activity against human myeloid leukemia HL-60 cells[1][2].

同义名列表

11 个代谢物同义名

(2S)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydro-4H-chromen-4-one; (2S)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-5-methoxy-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one; (2S)-7,4-Dihydroxy-8-lavandulyl-5,2-dimethoxyflavanone; 7,4-dihydroxy-5,2-dimethoxy-8-lavandulylflavanone; 2'-O-Methylkurarinone; (2S)-2-methoxy kurarinone; (2S)-2-methoxykurarinone; Kurarinone, 2-O-methyl-; 2-O-Methylkurarinone; 2-methoxykurarinone; (2S)-2'-Methoxykurarinone

数据库引用编号

9 个数据库交叉引用编号

ChEBI: CHEBI:66151
PubChem: 11982641
ChEMBL: CHEMBL496451
LipidMAPS: LMPK12140500
MeSH: 2-methoxykurarinone
KNApSAcK: C00014196
CAS: 270249-38-2
medchemexpress: HY-N1746
MetaboLights: MTBLC66151

分类词条

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

3 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

文献列表

Tatsunori Sasaki, Wei Li, Koji Higai, Tran Hong Quang, Young Ho Kim, Kazuo Koike. Protein tyrosine phosphatase 1B inhibitory activity of lavandulyl flavonoids from roots of Sophora flavescens. Planta medica. 2014 May; 80(7):557-60. doi: 10.1055/s-0034-1368400. [PMID: 24782228]
Ju-Young Kim, Jung Young Kim, Jeong Joong Kim, Jaemin Oh, Youn-Chul Kim, Myeung Su Lee. (2S)-2'-Methoxykurarinone inhibits osteoclastogenesis and bone resorption through down-regulation of RANKL signaling. Biological & pharmaceutical bulletin. 2014; 37(2):255-61. doi: 10.1248/bpb.b13-00695. [PMID: 24492722]
Seung-Il Jeong, Young-Eun Lee, Seon Il Jang. (2S)-2′-methoxykurarinone from Sophora flavescens suppresses cutaneous T cell-attracting chemokine/CCL27 expression induced by interleukin-ß/tumor necrosis factor-α via heme oxygenase-1 in human keratinocytes. Journal of medicinal food. 2010 Oct; 13(5):1116-24. doi: 10.1089/jmf.2009.1333. [PMID: 20883179]
Eun Mi Hwang, Young Bae Ryu, Hoi Young Kim, Dong-Gyu Kim, Seong-Geun Hong, Jin Hwan Lee, Marcus J Curtis-Long, Seong Hun Jeong, Jae-Yong Park, Ki Hun Park. BACE1 inhibitory effects of lavandulyl flavanones from Sophora flavescens. Bioorganic & medicinal chemistry. 2008 Jul; 16(14):6669-74. doi: 10.1016/j.bmc.2008.05.080. [PMID: 18565755]
T H Kang, S J Jeong, W G Ko, N Y Kim, B H Lee, M Inagaki, T Miyamoto, R Higuchi, Y C Kim. Cytotoxic lavandulyl flavanones from Sophora flavescens. Journal of natural products. 2000 May; 63(5):680-1. doi: 10.1021/np990567x. [PMID: 10843587]