Ankaflavin (BioDeep_00000230107)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(3S,3aR,9aR)-9a-Methyl-3-octanoyl-6-((E)-prop-1-en-1-yl)-3a,4,8,9a-tetrahydro-2H-furo[3,2-g]isochromene-2,9(3H)-dione

化学式: C23H30O5 (386.209313)
中文名称: 红曲黄素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 63.83%

分子结构信息

SMILES: CC=CC1=CC2=C(CO1)C(=O)C1(C)OC(=O)C(C(=O)CCCCCCC)C1C2
InChI: InChI=1S/C23H30O5/c1-4-6-7-8-9-11-19(24)20-18-13-15-12-16(10-5-2)27-14-17(15)21(25)23(18,3)28-22(20)26/h5,10,12,18,20H,4,6-9,11,13-14H2,1-3H3/b10-5+/t18-,20+,23-/m1/s1

描述信息

Ankaflavin is a natural product found in Monascus purpureus and Monascus pilosus with data available.

同义名列表

3 个代谢物同义名

(3S,3aR,9aR)-9a-Methyl-3-octanoyl-6-((E)-prop-1-en-1-yl)-3a,4,8,9a-tetrahydro-2H-furo[3,2-g]isochromene-2,9(3H)-dione; (3S,3aR,9aR)-9a-methyl-3-octanoyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione; Ankaflavin



数据库引用编号

6 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

  • Jhao-Ru Lai, Ya-Wen Hsu, Tzu-Ming Pan, Chun-Lin Lee. Monascin and Ankaflavin of Monascus purpureus Prevent Alcoholic Liver Disease through Regulating AMPK-Mediated Lipid Metabolism and Enhancing Both Anti-Inflammatory and Anti-Oxidative Systems. Molecules (Basel, Switzerland). 2021 Oct; 26(20):. doi: 10.3390/molecules26206301. [PMID: 34684882]
  • Shufen Wu, Yue Sun, Di Chen, Huanhuan Liu, Zhenjing Li, Mianhua Chen, Changlu Wang, Lei Cheng, Qingbin Guo, Xin Peng. The noncovalent conjugations of human serum albumin (HSA) with MS/AK and the effect on anti-oxidant capacity as well as anti-glycation activity of Monascus yellow pigments. Food & function. 2021 Apr; 12(8):3692-3704. doi: 10.1039/d0fo03025b. [PMID: 33900309]
  • Chih-Fu Cheng, Tzu-Ming Pan. Monascus-fermented red mold dioscorea protects mice against alcohol-induced liver injury, whereas its metabolites ankaflavin and monascin regulate ethanol-induced peroxisome proliferator-activated receptor-γ and sterol regulatory element-binding transcription factor-1 expression in HepG2 cells. Journal of the science of food and agriculture. 2018 Mar; 98(5):1889-1898. doi: 10.1002/jsfa.8670. [PMID: 28902410]
  • Chun-Lin Lee, Ja-Yan Wen, Ya-Wen Hsu, Tzu-Ming Pan. The blood lipid regulation of Monascus-produced monascin and ankaflavin via the suppression of low-density lipoprotein cholesterol assembly and stimulation of apolipoprotein A1 expression in the liver. Journal of microbiology, immunology, and infection = Wei mian yu gan ran za zhi. 2018 Feb; 51(1):27-37. doi: 10.1016/j.jmii.2016.06.003. [PMID: 27422746]
  • Chih-Hui Lin, Tzu-Hsing Lin, Tzu-Ming Pan. Alleviation of metabolic syndrome by monascin and ankaflavin: the perspective of Monascus functional foods. Food & function. 2017 Jun; 8(6):2102-2109. doi: 10.1039/c7fo00406k. [PMID: 28608901]
  • Chih-Fu Cheng, Tzu-Ming Pan. Ankaflavin and Monascin Induce Apoptosis in Activated Hepatic Stellate Cells through Suppression of the Akt/NF-κB/p38 Signaling Pathway. Journal of agricultural and food chemistry. 2016 Dec; 64(49):9326-9334. doi: 10.1021/acs.jafc.6b03700. [PMID: 27960292]
  • Hao-Jun Yang, Li-Ming Tang, Xian-Ju Zhou, Jun Qian, Jie Zhu, Ling Lu, Xue-Hao Wang. Ankaflavin ameliorates steatotic liver ischemia-reperfusion injury in mice. Hepatobiliary & pancreatic diseases international : HBPD INT. 2015 Dec; 14(6):619-25. doi: 10.1016/s1499-3872(15)60361-7. [PMID: 26663010]
  • Wei-Hsuan Hsu, Tzu-Ming Pan. A novel PPARgamma agonist monascin's potential application in diabetes prevention. Food & function. 2014 Jul; 5(7):1334-40. doi: 10.1039/c3fo60575b. [PMID: 24752777]
  • Wei-Hsuan Hsu, Tzu-Ming Pan. Treatment of metabolic syndrome with ankaflavin, a secondary metabolite isolated from the edible fungus Monascus spp. Applied microbiology and biotechnology. 2014 Jun; 98(11):4853-63. doi: 10.1007/s00253-014-5716-5. [PMID: 24728716]
  • Wei-Hsuan Hsu, Ting-Hung Chen, Bao-Hong Lee, Ya-Wen Hsu, Tzu-Ming Pan. Monascin and ankaflavin act as natural AMPK activators with PPARα agonist activity to down-regulate nonalcoholic steatohepatitis in high-fat diet-fed C57BL/6 mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2014 Feb; 64(?):94-103. doi: 10.1016/j.fct.2013.11.015. [PMID: 24275089]
  • Chun-Lin Lee, Ja-Yan Wen, Ya-Wen Hsu, Tzu-Ming Pan. Monascus-fermented yellow pigments monascin and ankaflavin showed antiobesity effect via the suppression of differentiation and lipogenesis in obese rats fed a high-fat diet. Journal of agricultural and food chemistry. 2013 Feb; 61(7):1493-500. doi: 10.1021/jf304015z. [PMID: 23360447]
  • Chun-Lin Lee, Yu-Ping Hung, Ya-Wen Hsu, Tzu-Ming Pan. Monascin and ankaflavin have more anti-atherosclerosis effect and less side effect involving increasing creatinine phosphokinase activity than monacolin K under the same dosages. Journal of agricultural and food chemistry. 2013 Jan; 61(1):143-50. doi: 10.1021/jf304346r. [PMID: 23237237]
  • Bao-Hong Lee, Wei-Hsuan Hsu, Yu-Ying Chang, Hsuan-Fu Kuo, Ya-Wen Hsu, Tzu-Ming Pan. Ankaflavin: a natural novel PPARγ agonist upregulates Nrf2 to attenuate methylglyoxal-induced diabetes in vivo. Free radical biology & medicine. 2012 Dec; 53(11):2008-16. doi: 10.1016/j.freeradbiomed.2012.09.025. [PMID: 23022408]
  • Shen-Shih Chiang, Shang-Ping Chang, Tzu-Ming Pan. Osteoprotective effect of Monascus-fermented dioscorea in ovariectomized rat model of postmenopausal osteoporosis. Journal of agricultural and food chemistry. 2011 Sep; 59(17):9150-7. doi: 10.1021/jf201640j. [PMID: 21800902]
  • Chih-Pei Lin, Yun-Lian Lin, Po-Hsun Huang, Hui-Szu Tsai, Yung-Hsiang Chen. Inhibition of endothelial adhesion molecule expression by Monascus purpureus-fermented rice metabolites, monacolin K, ankaflavin, and monascin. Journal of the science of food and agriculture. 2011 Aug; 91(10):1751-8. doi: 10.1002/jsfa.4371. [PMID: 21445895]
  • Pey-Chyi Jou, Bing-Ying Ho, Ya-Wen Hsu, Tzu-Ming Pan. The effect of Monascus secondary polyketide metabolites, monascin and ankaflavin, on adipogenesis and lipolysis activity in 3T3-L1. Journal of agricultural and food chemistry. 2010 Dec; 58(24):12703-9. doi: 10.1021/jf103121c. [PMID: 21080714]
  • Chun-Lin Lee, Yi-Hsin Kung, Cheng-Lun Wu, Ya-Wen Hsu, Tzu-Ming Pan. Monascin and ankaflavin act as novel hypolipidemic and high-density lipoprotein cholesterol-raising agents in red mold dioscorea. Journal of agricultural and food chemistry. 2010 Aug; 58(16):9013-9. doi: 10.1021/jf101982v. [PMID: 20666456]