Sappanchalcone (BioDeep_00000266795)

   

PANOMIX_OTCML-2023


代谢物信息卡片


2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (E)-

化学式: C16H14O5 (286.0841194)
中文名称: 沙潘查尔酮, SAPPANCHALCONE
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(cc(c(cc1)C(=O)/C=C/c1cc(c(cc1)O)O)OC)O
InChI: InChI=1S/C16H14O5/c1-21-16-9-11(17)4-5-12(16)13(18)6-2-10-3-7-14(19)15(20)8-10/h2-9,17,19-20H,1H3/b6-2+

描述信息

Sappanchalcone is a member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 3, 4 and 4 and a methoxy group at position 2. Isolated from Caesalpinia sappan, it exhibits neuroprotective and cytoprotective activity. It has a role as a metabolite, an antioxidant, an anti-inflammatory agent and an anti-allergic agent. It is a member of chalcones, a member of catechols and a monomethoxybenzene. It is functionally related to a trans-chalcone.
Sappanchalcone is a natural product found in Biancaea decapetala and Biancaea sappan with data available.
A member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 3, 4 and 4 and a methoxy group at position 2. Isolated from Caesalpinia sappan, it exhibits neuroprotective and cytoprotective activity.

同义名列表

8 个代谢物同义名

2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (E)-; 2-Propen-1-one,3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)-, (2E)-; (2E)-3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one; (E)-3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxy-phenyl)prop-2-en-1-one; (E)-3-(3,4-dihydroxyphenyl)-1-(4-hydroxy-2-methoxyphenyl)prop-2-en-1-one; 3,4,4-Trihydroxy-2-methoxychalcone; Sappanchalcone; 3,4,4-Trihydroxy-2-methoxy-trans-chalcone



数据库引用编号

12 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

0 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

  • Armando Escobar-Ramos, Abraham Gómez-Rivera, Carlos Ernesto Lobato-García, Alejandro Zamilpa, Ever A Ble-González, Manasés González-Cortazar, Ammy Joana Gallegos-García, Maribel Herrera-Ruiz. Anxiolytic effect of the heartwood of Haematoxylum campechianum L. and sappanchalcone in an in vivo model in mice. Journal of ethnopharmacology. 2022 Feb; 284(?):114764. doi: 10.1016/j.jep.2021.114764. [PMID: 34687835]
  • Supinya Tewtrakul, Pattreeya Tungcharoen, Teeratad Sudsai, Chatchanok Karalai, Chanita Ponglimanont, Orapun Yodsaoue. Antiinflammatory and Wound Healing Effects of Caesalpinia sappan L. Phytotherapy research : PTR. 2015 Jun; 29(6):850-6. doi: 10.1002/ptr.5321. [PMID: 25760294]
  • Eui-Gil Jung, Kook-Il Han, Hyun-Jung Kwon, Bharat Bhusan Patnaik, Wan-Jong Kim, Gang Min Hur, Kung-Woo Nam, Man-Deuk Han. Anti-inflammatory activity of sappanchalcone isolated from Caesalpinia sappan L. in a collagen-induced arthritis mouse model. Archives of pharmacal research. 2015 Jun; 38(6):973-83. doi: 10.1007/s12272-015-0557-z. [PMID: 25586964]
  • Supinya Tewtrakul, Prapaporn Chaniad, Somsak Pianwanit, Chatchanok Karalai, Chanita Ponglimanont, Orapun Yodsaoue. Anti-HIV-1 Integrase Activity and Molecular Docking Study of Compounds from Caesalpinia  sappan L. Phytotherapy research : PTR. 2015 May; 29(5):724-9. doi: 10.1002/ptr.5307. [PMID: 25676492]
  • Qing Zhang, Jing-Li Liu, Xiao-Man Qi, Chun-Ting Qi, Qiang Yu. Inhibitory activities of Lignum Sappan extractives on growth and growth-related signaling of tumor cells. Chinese journal of natural medicines. 2014 Aug; 12(8):607-12. doi: 10.1016/s1875-5364(14)60092-3. [PMID: 25156286]
  • Min-Ja Lee, Hye-Sook Lee, Hyuck Kim, Hyo-Seung Yi, Sun-Dong Park, Hyung-In Moon, Won-Hwan Park. Antioxidant properties of benzylchroman derivatives from Caesalpinia sappan L. against oxidative stress evaluated in vitro. Journal of enzyme inhibition and medicinal chemistry. 2010 Oct; 25(5):608-14. doi: 10.3109/14756360903373376. [PMID: 20105050]
  • Hyung-In Moon, Ill-Min Chung, Su-Hyun Seo, Eun-Young Kang. Protective effects of 3'-deoxy-4-O-methylepisappanol from Caesalpinia sappan against glutamate-induced neurotoxicity in primary cultured rat cortical cells. Phytotherapy research : PTR. 2010 Mar; 24(3):463-5. doi: 10.1002/ptr.2982. [PMID: 19777498]
  • Yohei Sasaki, Maemi Suzuki, Takayuki Matsumoto, Tomokazu Hosokawa, Tsuneo Kobayashi, Katsuo Kamata, Seiji Nagumo. Vasorelaxant activity of Sappan Lignum constituents and extracts on rat aorta and mesenteric artery. Biological & pharmaceutical bulletin. 2010; 33(9):1555-60. doi: 10.1248/bpb.33.1555. [PMID: 20823574]
  • Orapun Yodsaoue, Sarot Cheenpracha, Chatchanok Karalai, Chanita Ponglimanont, Supinya Tewtrakul. Anti-allergic activity of principles from the roots and heartwood of Caesalpinia sappan on antigen-induced beta-hexosaminidase release. Phytotherapy research : PTR. 2009 Jul; 23(7):1028-31. doi: 10.1002/ptr.2670. [PMID: 19173220]
  • Lin-chun Fu, Xin-an Huang, Zhen-yuan Lai, Ying-jie Hu, Hong-jiao Liu, Xiao-ling Cai. A new 3-benzylchroman derivative from Sappan Lignum (Caesalpinia sappan). Molecules (Basel, Switzerland). 2008 Aug; 13(8):1923-30. doi: 10.3390/molecules13081923. [PMID: 18794793]
  • Yohei Sasaki, Tomokazu Hosokawa, Masahiro Nagai, Seiji Nagumo. In vitro study for inhibition of NO production about constituents of Sappan Lignum. Biological & pharmaceutical bulletin. 2007 Jan; 30(1):193-6. doi: 10.1248/bpb.30.193. [PMID: 17202686]