Macelignan (BioDeep_00000229971)

 

Secondary id: BioDeep_00000018291, BioDeep_00000620537

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


(2r,3s)-1-(3,4-methylenedioxyphenyl)-2,3-dimethyl-4-(4-hydroxy-3-methoxyphenyl)-butane

化学式: C20H24O4 (328.1674504)
中文名称: 安五酯素, 安五脂素, 肉豆蔻木酚素
谱图信息: 最多检出来源 unclassified Codonopsis(otcml) 82.69%

分子结构信息

SMILES: CC(CC1=CC2=C(C=C1)OCO2)C(C)CC3=CC(=C(C=C3)O)OC
InChI: InChI=1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1

描述信息

4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol is a lignan.
Macelignan is an NSAID with antioxidant, free radical scavenging, and neuroprotective activities.
Macelignan is a natural product found in Saururus cernuus, Schisandra sphenanthera, and other organisms with data available.
Macelignan is a lignan isolated from nutmeg with antimicrobial and anticariogenic activity against Streptococcus mutans and other streptococcus species.
C254 - Anti-Infective Agent > C52588 - Antibacterial Agent
Macelignan ((+)-Anwulignan; Anwuligan)?is an orally active lignan isolated from Myristica fragrans. Macelignan possesses many pharmacological activities, including anti-inflammatory, anti-cancer, anti-diabetes, and neuroprotective activities[1][2][3].
Macelignan ((+)-Anwulignan; Anwuligan)?is an orally active lignan isolated from Myristica fragrans. Macelignan possesses many pharmacological activities, including anti-inflammatory, anti-cancer, anti-diabetes, and neuroprotective activities[1][2][3].

同义名列表

19 个代谢物同义名

(2r,3s)-1-(3,4-methylenedioxyphenyl)-2,3-dimethyl-4-(4-hydroxy-3-methoxyphenyl)-butane; (8R,8S)-7-(3,4-methylenedioxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-8,8-dimethylbutane; 4-((2S,3R)-4-(benzo[d][1,3]dioxol-5-yl)-2,3-dimethylbutyl)-2-methoxyphenol; Phenol, 4-((2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl)-2-methoxy-; Phenol,4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-diMethylbutyl]-2-Methoxy-; 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethyl-butyl]-2-methoxy-phenol; 4-[(2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol; Macelignan, >=98\\% (HPLC); (+)-Anwulignan;Anwuligan; austrobailignan 6; MACELIGNAN [INCI]; UNII-8PP3614Z43; (+)-Anwulignan; 8PP3614Z43; Anwulignan; Macelignan; ANWULIGAN; Calophyn; Macelignan



数据库引用编号

11 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

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72 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

  • Jianhua Long, Kun Qian, Shubo Tan, Jia Liu, Jianjun Li. Macelignan protects against renal ischemia-reperfusion injury via inhibition of inflammation and apoptosis of renal epithelial cells. Cellular and molecular biology (Noisy-le-Grand, France). 2020 Apr; 66(1):55-59. doi: 10.14715/cmb/2019.66.1.9. [PMID: 32359384]
  • Waheeda Nasreen, Suchitra Sarker, Md Abu Sufian, F A Dain Md Opo, Mohammad Shahriar, Rumana Akhter, Mohammad A Halim. A possible alternative therapy for type 2 diabetes using Myristica fragrans Houtt in combination with glimepiride: in vivo evaluation and in silico support. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2020 Mar; 75(3-4):103-112. doi: 10.1515/znc-2019-0134. [PMID: 32187019]
  • Kankan Zong, Xin Liu, Zhou Sun, Lihua Piao, Yanhua Xuan, Yu Jin, Chun-Ai Cui. Macelignan inhibits the inflammatory response of microglia and regulates neuronal survival. Journal of neuroimmunology. 2020 02; 339(?):577123. doi: 10.1016/j.jneuroim.2019.577123. [PMID: 31838278]
  • María Carmen Leiva, Raúl Ortiz, Rafael Contreras-Cáceres, Gloria Perazzoli, Iryna Mayevych, Juan Manuel López-Romero, Francisco Sarabia, Jose Manuel Baeyens, Consolación Melguizo, Jose Prados. Tripalmitin nanoparticle formulations significantly enhance paclitaxel antitumor activity against breast and lung cancer cells in vitro. Scientific reports. 2017 10; 7(1):13506. doi: 10.1038/s41598-017-13816-z. [PMID: 29044153]
  • Heng-Yi Yu, Zu-Yu Chen, Bin Sun, Junjun Liu, Fan-Yu Meng, Ye Liu, Tian Tian, An Jin, Han-Li Ruan. Lignans from the fruit of Schisandra glaucescens with antioxidant and neuroprotective properties. Journal of natural products. 2014 Jun; 77(6):1311-20. doi: 10.1021/np4010536. [PMID: 24927000]
  • Yinning Chen, Na Li, Yuehui Zhu, Cuilan Zhang, Xiaofei Jiang, Jianxiang Yang, Zhifang Xu, Samuel X Qiu, Riming Huang. Dibenzylbutane lignans from the stems of Schisandra bicolor. Natural product communications. 2013 Aug; 8(8):1121-2. doi: ". [PMID: 24079183]
  • Kihyuk Shin, Hee-Chul Chung, Do-Un Kim, Jae-Kwan Hwang, Seung-Hyo Lee. Macelignan attenuated allergic lung inflammation and airway hyper-responsiveness in murine experimental asthma. Life sciences. 2013 Jun; 92(22):1093-9. doi: 10.1016/j.lfs.2013.04.010. [PMID: 23643632]
  • Saswati Paul, Jae Kwan Hwang, Hahn Young Kim, Won Kyung Jeon, ChiHye Chung, Jung-Soo Han. Multiple biological properties of macelignan and its pharmacological implications. Archives of pharmacal research. 2013 Mar; 36(3):264-72. doi: 10.1007/s12272-013-0048-z. [PMID: 23435944]
  • Young Sun Han, Myung-Suk Kim, Jae-Kwan Hwang. Macelignan inhibits histamine release and inflammatory mediator production in activated rat basophilic leukemia mast cells. Inflammation. 2012 Oct; 35(5):1723-31. doi: 10.1007/s10753-012-9490-1. [PMID: 22729280]
  • Ming Ji Jin, Kisoo Seo, Ilho Ha, Hyo-Kyung Han. Determination of macelignan in rat plasma by high-performance liquid chromatography with ultraviolet detection. Archives of pharmacal research. 2008 Jul; 31(7):945-9. doi: 10.1007/s12272-001-1251-0. [PMID: 18704340]
  • Kyu Lee Han, Joo Sun Choi, Jae Young Lee, Jihyun Song, Myung Kuk Joe, Myeong Ho Jung, Jae-Kwan Hwang. Therapeutic potential of peroxisome proliferators--activated receptor-alpha/gamma dual agonist with alleviation of endoplasmic reticulum stress for the treatment of diabetes. Diabetes. 2008 Mar; 57(3):737-45. doi: 10.2337/db07-0972. [PMID: 18065517]
  • Hyun Sook Kwon, Min-Jung Kim, Hyung Jae Jeong, Min Suk Yang, Ki Hun Park, Tae-Sook Jeong, Woo Song Lee. Low-density lipoprotein (LDL)-antioxidant lignans from Myristica fragrans seeds. Bioorganic & medicinal chemistry letters. 2008 Jan; 18(1):194-8. doi: 10.1016/j.bmcl.2007.10.098. [PMID: 17998162]
  • Jong Hee Sohn, Kyu Lee Han, Jeong Han Choo, Jae-Kwan Hwang. Macelignan protects HepG2 cells against tert-butylhydroperoxide-induced oxidative damage. BioFactors (Oxford, England). 2007; 29(1):1-10. doi: 10.1002/biof.5520290101. [PMID: 17611289]
  • J Y Chung, J H Choo, M H Lee, J K Hwang. Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2006 Mar; 13(4):261-6. doi: 10.1016/j.phymed.2004.04.007. [PMID: 16492529]