4H-1-Benzopyran (BioDeep_00000174624)
human metabolite blood metabolite
代谢物信息卡片
4H-1-Benzopyran
化学式: C9H8O (132.0575)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1C=COC2=CC=CC=C12
InChI: InChI=1S/C9H8O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-4,6-7H,5H2
数据库引用编号
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)
1 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。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Roxanne Naidoo, Mrudula Patel, Zandiswa Gulube, Ildi Fenyvesi. Inhibitory activity of Dodonaea viscosa var. angustifolia extract against Streptococcus mutans and its biofilm.
Journal of ethnopharmacology.
2012 Oct; 144(1):171-4. doi:
10.1016/j.jep.2012.08.045. [PMID: 22981723] - Jung-Ae Kim, Byul-Nim Ahn, Chang-Suk Kong, Se-Kwon Kim. Protective effect of chromene isolated from Sargassum horneri against UV-A-induced damage in skin dermal fibroblasts.
Experimental dermatology.
2012 Aug; 21(8):630-1. doi:
10.1111/j.1600-0625.2012.01535.x. [PMID: 22775999] - Anna Andolfi, Laura Mugnai, Jordi Luque, Giuseppe Surico, Alessio Cimmino, Antonio Evidente. Phytotoxins produced by fungi associated with grapevine trunk diseases.
Toxins.
2011 12; 3(12):1569-605. doi:
10.3390/toxins3121569. [PMID: 22295177] - Dipak Harel, Sami A Khalid, Marcel Kaiser, Reto Brun, Bernhard Wünsch, Thomas J Schmidt. Encecalol angelate, an unstable chromene from Ageratum conyzoides L.: total synthesis and investigation of its antiprotozoal activity.
Journal of ethnopharmacology.
2011 Sep; 137(1):620-5. doi:
10.1016/j.jep.2011.06.015. [PMID: 21708240] - Abiodun Humphrey Adebayo, Chang-Jiu Jig, Yu-Mei Zhang, Wen-Jun He, Guang-Zhi Zeng, Hong-Jin Han, Jun-Ju Xu, Afolabi Akintunde Akindahunsi, Ning-Hua Tana. A new chromene isolated from Ageratum conyzoides.
Natural product communications.
2011 Sep; 6(9):1263-5. doi:
. [PMID: 21941894] - Carolyn O'Driscoll, Francesca Doonan, Nuria Sanvicens, Angel Messeguer, Thomas G Cotter. A novel free radical scavenger rescues retinal cells in vivo.
Experimental eye research.
2011 Jul; 93(1):65-74. doi:
10.1016/j.exer.2011.04.007. [PMID: 21635890] - Vera Lucia Sardá Ribeiro, Jaqueline Campiol dos Santos, João Ricardo Martins, Jan Schripsema, Ionara R Siqueira, Gilsane L von Poser, Miriam A Apel. Acaricidal properties of the essential oil and precocene II obtained from Calea serrata (Asteraceae) on the cattle tick Rhipicephalus (Boophilus) microplus (Acari: Ixodidae).
Veterinary parasitology.
2011 Jun; 179(1-3):195-8. doi:
10.1016/j.vetpar.2011.02.006. [PMID: 21402447] - S Badal, S A Williams, G Huang, S Francis, P Vedantam, P Vendantam, O Dunbar, H Jacobs, T J Tzeng, J Gangemi, R Delgoda. Cytochrome P450 1 enzyme inhibition and anticancer potential of chromene amides from Amyris plumieri.
Fitoterapia.
2011 Mar; 82(2):230-6. doi:
10.1016/j.fitote.2010.10.003. [PMID: 20951188] - Yifei Zhong, Yingwei Wu, Ruijie Liu, Zhengzhe Li, Yibang Chen, Todd Evans, Peter Chuang, Bhaskar Das, John Cijiang He. Novel retinoic acid receptor alpha agonists for treatment of kidney disease.
PloS one.
2011; 6(11):e27945. doi:
10.1371/journal.pone.0027945. [PMID: 22125642] - Naoki Iwata, Susumu Kitanaka. New cannabinoid-like chromane and chromene derivatives from Rhododendron anthopogonoides.
Chemical & pharmaceutical bulletin.
2011; 59(11):1409-12. doi:
10.1248/cpb.59.1409. [PMID: 22041081] - Jung Im Lee, Youngwan Seo. Chromanols from Sargassum siliquastrum and their antioxidant activity in HT 1080 cells.
Chemical & pharmaceutical bulletin.
2011; 59(6):757-61. doi:
10.1248/cpb.59.757. [PMID: 21628914] - Jane L Wang, Jeffery Carter, James R Kiefer, Ravi G Kurumbail, Jennifer L Pawlitz, David Brown, Susan J Hartmann, Matthew J Graneto, Karen Seibert, John J Talley. The novel benzopyran class of selective cyclooxygenase-2 inhibitors-part I: the first clinical candidate.
Bioorganic & medicinal chemistry letters.
2010 Dec; 20(23):7155-8. doi:
10.1016/j.bmcl.2010.07.053. [PMID: 21055613] - Salvatore Modica, Raffaella M Gadaleta, Antonio Moschetta. Deciphering the nuclear bile acid receptor FXR paradigm.
Nuclear receptor signaling.
2010 Nov; 8(?):e005. doi:
10.1621/nrs.08005. [PMID: 21383957] - Sangmi Oh, Sung Jin Kim, Jung Hwan Hwang, Hyang Yeon Lee, Min Jeong Ryu, Jongmin Park, Soung Jung Kim, Young Suk Jo, Yong Kyung Kim, Chul-Ho Lee, Ki Ryang Kweon, Minho Shong, Seung Bum Park. Antidiabetic and antiobesity effects of Ampkinone (6f), a novel small molecule activator of AMP-activated protein kinase.
Journal of medicinal chemistry.
2010 Oct; 53(20):7405-13. doi:
10.1021/jm100565d. [PMID: 20873794] - Juliana Schulte Haas, Alice Fialho Viana, Ana Paula Machado Heckler, Gilsane Lino von Poser, Stela Maris Kuze Rates. The antinociceptive effect of a benzopyran (HP1) isolated from Hypericum polyanthemum in mice hot-plate test is blocked by naloxone.
Planta medica.
2010 Sep; 76(13):1419-23. doi:
10.1055/s-0029-1240942. [PMID: 20309796] - Naoki Iwata, Susumu Kitanaka. Tetracyclic chromane derivatives from Rhododendron anthopogonoides.
Journal of natural products.
2010 Jul; 73(7):1203-6. doi:
10.1021/np900543r. [PMID: 20586436] - Adriana M C Canavaci, Juan M Bustamante, Angel M Padilla, Cecilia M Perez Brandan, Laura J Simpson, Dan Xu, Courtney L Boehlke, Rick L Tarleton. In vitro and in vivo high-throughput assays for the testing of anti-Trypanosoma cruzi compounds.
PLoS neglected tropical diseases.
2010 Jul; 4(7):e740. doi:
10.1371/journal.pntd.0000740. [PMID: 20644616] - Céline Camps, Christian Kappel, Pascal Lecomte, Céline Léon, Eric Gomès, Pierre Coutos-Thévenot, Serge Delrot. A transcriptomic study of grapevine (Vitis vinifera cv. Cabernet-Sauvignon) interaction with the vascular ascomycete fungus Eutypa lata.
Journal of experimental botany.
2010 Jun; 61(6):1719-37. doi:
10.1093/jxb/erq040. [PMID: 20190040] - Bingjing Liu, Guangying Chen, Changchun Cen, Xinming Song, Changri Han. 1-(5-Hydroxy-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethan-1-one.
Acta crystallographica. Section E, Structure reports online.
2010 May; 66(Pt 6):o1441. doi:
10.1107/s1600536810018374. [PMID: 21579514] - Amal M M Nour, Sami A Khalid, Marcel Kaiser, Reto Brun, Wai'I E Abdalla, Thomas J Schmidt. The antiprotozoal activity of methylated flavonoids from Ageratum conyzoides L.
Journal of ethnopharmacology.
2010 May; 129(1):127-30. doi:
10.1016/j.jep.2010.02.015. [PMID: 20219663] - Nawong Boonnak, Chatchanok Karalai, Suchada Chantrapromma, Chanita Ponglimanont, Akkharawit Kanjana-Opas, Kan Chantrapromma, Shigeru Kato. Chromene and prenylated xanthones from the roots of Cratoxylum formosum ssp. pruniflorum.
Chemical & pharmaceutical bulletin.
2010 Mar; 58(3):386-9. doi:
10.1248/cpb.58.386. [PMID: 20190446] - Nareshkumar Jain, Jiayi Xu, Ramesh M Kanojia, Fuyong Du, Guo Jian-Zhong, Emmanuel Pacia, Muh-Tsann Lai, Amy Musto, George Allan, Michael Reuman, Xun Li, Dowon Hahn, Martin Cousineau, Sean Peng, David Ritchie, Ronald Russell, Scott Lundeen, Zhihua Sui. Identification and structure-activity relationships of chromene-derived selective estrogen receptor modulators for treatment of postmenopausal symptoms.
Journal of medicinal chemistry.
2009 Dec; 52(23):7544-69. doi:
10.1021/jm900146e. [PMID: 19366247] - S D Silberstein, J Schoenen, H Göbel, H C Diener, A H Elkind, J A Klapper, R A Howard. Tonabersat, a gap-junction modulator: efficacy and safety in two randomized, placebo-controlled, dose-ranging studies of acute migraine.
Cephalalgia : an international journal of headache.
2009 Nov; 29 Suppl 2(?):17-27. doi:
10.1111/j.1468-2982.2009.01974.x. [PMID: 19723122] - Pier Luigi Gentili, Fausto Ortica, Gianna Favaro. Static and dynamic interaction of a naturally occurring photochromic molecule with bovine serum albumin studied by UV-visible absorption and fluorescence spectroscopy.
The journal of physical chemistry. B.
2008 Dec; 112(51):16793-801. doi:
10.1021/jp805922g. [PMID: 19367911] - Jih-Jung Chen, Tzu-Ying Wang, Tsong-Long Hwang. Neolignans, a coumarinolignan, lignan derivatives, and a chromene: anti-inflammatory constituents from Zanthoxylum avicennae.
Journal of natural products.
2008 Feb; 71(2):212-7. doi:
10.1021/np070594k. [PMID: 18211005] - Z Rehakova, V Koleckar, F Cervenka, L Jahodar, L Saso, L Opletal, D Jun, K Kuca. DPPH Radical Scavenging Activity of Several Naturally Occurring Coumarins and Their Synthesized Analogs Measured by the SIA Method.
Toxicology mechanisms and methods.
2008; 18(5):413-8. doi:
10.1080/15376510701511448. [PMID: 20020865] - Gardenia C G Militão, Sávio M Pinheiro, Ivana N F Dantas, Cláudia Pessoa, Manoel Odorico de Moraes, Leti Cia V Costa-Lotufo, Mary Anne S Lima, Edilberto R Silveira. Bioassay-guided fractionation of pterocarpans from roots of Harpalyce brasiliana Benth.
Bioorganic & medicinal chemistry.
2007 Nov; 15(21):6687-91. doi:
10.1016/j.bmc.2007.08.011. [PMID: 17764956] - Wei-Yi Cheng, Yueh-Hsiung Kuo, Ching-Jang Huang. Isolation and identification of novel estrogenic compounds in yam tuber (Dioscorea alata Cv. Tainung No. 2).
Journal of agricultural and food chemistry.
2007 Sep; 55(18):7350-8. doi:
10.1021/jf0711690. [PMID: 17685543] - X Hu, Y Feng, X Liu, X-F Zhao, J-H Yu, Y-S Yang, M Sydow-Bäckman, J Hörling, J R Zierath, Y Leng. Effect of a novel non-thiazolidinedione peroxisome proliferator-activated receptor alpha/gamma agonist on glucose uptake.
Diabetologia.
2007 May; 50(5):1048-57. doi:
10.1007/s00125-007-0622-3. [PMID: 17333104] - Tian-Zhu Zhang, Chun-Yan Wei, Guo-Hai Xu, Se-Won Park. 7-Hydroxy-6-methoxy-3-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-2H-1-benzopyran-2-one.
Acta crystallographica. Section C, Crystal structure communications.
2006 Feb; 62(Pt 2):o86-8. doi:
10.1107/s0108270106000874. [PMID: 16456294] - Reina Armamento-Villareal, Sharmin Sheikh, Abroo Nawaz, Nicola Napoli, Cheryl Mueller, Linda R Halstead, Michael D Brodt, Matthew J Silva, Elisabetta Galbiati, Paola Lorenza Caruso, Maurizio Civelli, Roberto Civitelli. A new selective estrogen receptor modulator, CHF 4227.01, preserves bone mass and microarchitecture in ovariectomized rats.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research.
2005 Dec; 20(12):2178-88. doi:
10.1359/jbmr.050801. [PMID: 16294271] - Ya-Wen Sheu, Lien-Chai Chiang, Ih-Sheng Chen, Yu-Chang Chen, Ian-Lih Tsai. Cytotoxic flavonoids and new chromenes from Ficus formosana f. formosana.
Planta medica.
2005 Dec; 71(12):1165-7. doi:
10.1055/s-2005-873163. [PMID: 16395655] - Helder Lopes Teles, Geraldo Humberto Silva, Ian Castro-Gamboa, Vanderlan da Silva Bolzani, José Odair Pereira, Claudio Miguel Costa-Neto, Renato Haddad, Marcos Nogueira Eberlin, Maria Claudia Marx Young, Angela Regina Araújo. Benzopyrans from Curvularia sp., an endophytic fungus associated with Ocotea corymbosa (Lauraceae).
Phytochemistry.
2005 Oct; 66(19):2363-7. doi:
10.1016/j.phytochem.2005.04.043. [PMID: 16038954] - Makoto Iwashima, Jun Mori, Xiang Ting, Takayuki Matsunaga, Kyoko Hayashi, Daishi Shinoda, Haruo Saito, Ushio Sankawa, Toshimitsu Hayashi. Antioxidant and antiviral activities of plastoquinones from the brown alga Sargassum micracanthum, and a new chromene derivative converted from the plastoquinones.
Biological & pharmaceutical bulletin.
2005 Feb; 28(2):374-7. doi:
10.1248/bpb.28.374. [PMID: 15684504] - Elzzbieta Skrzydlewska, Martyna Elas, Justyna Ostrowska. Protective Effects of N-Acetylcysteine and Vitamin E Derivative U83836E on Proteins Modifications Induced by Methanol Intoxication.
Toxicology mechanisms and methods.
2005; 15(4):263-70. doi:
10.1080/15376520590968815. [PMID: 20021091] - Jih-Jung Chen, Ih-Sheng Chen, Chang-Yih Duh. Cytotoxic xanthones and biphenyls from the root of Garcinia linii.
Planta medica.
2004 Dec; 70(12):1195-200. doi:
10.1055/s-2004-835851. [PMID: 15643557] - C R Ireson, S K Chander, A Purohit, D C Parish, L W L Woo, B V L Potter, M J Reed. Pharmacokinetics of the nonsteroidal steroid sulphatase inhibitor 667 COUMATE and its sequestration into red blood cells in rats.
British journal of cancer.
2004 Oct; 91(7):1399-404. doi:
10.1038/sj.bjc.6602130. [PMID: 15328524] - Jong H Kim, Noreen Mahoney, Kathleen L Chan, Russell J Molyneux, Bruce C Campbell. Secondary metabolites of the grapevine pathogen Eutypa lata inhibit mitochondrial respiration, based on a model bioassay using the yeast Saccharomyces cerevisiae.
Current microbiology.
2004 Oct; 49(4):282-7. doi:
10.1007/s00284-004-4349-9. [PMID: 15386117] - Naoki Iwata, Naili Wang, Xinsheng Yao, Susumu Kitanaka. Structures and histamine release inhibitory effects of prenylated orcinol derivatives from Rhododendron dauricum.
Journal of natural products.
2004 Jul; 67(7):1106-9. doi:
10.1021/np0303916. [PMID: 15270561] - Tian-Ying An, Li-Hong Hu, Xiao-Fang Cheng, Zhong-Liang Chen. Two new benzopyran derivatives from Mallotus apelta.
Natural product research.
2003 Oct; 17(5):325-8. doi:
10.1080/1057563031000072569. [PMID: 14526910] - B Botta, E Gacs-Baitz, V Vinciguerra, G Delle Monache. Three isoflavanones with cannabinoid-like moieties from Desmodium canum.
Phytochemistry.
2003 Sep; 64(2):599-602. doi:
10.1016/s0031-9422(03)00201-2. [PMID: 12943782] - K C Nicolaou, Ronald M Evans, A J Roecker, Robert Hughes, Michael Downes, Jeffery A Pfefferkorn. Discovery and optimization of non-steroidal FXR agonists from natural product-like libraries.
Organic & biomolecular chemistry.
2003 Mar; 1(6):908-20. doi:
10.1002/chin.200324210. [PMID: 12929628] - Leverett R Smith, Noreen Mahoney, Russell J Molyneux. Synthesis and structure-phytotoxicity relationships of acetylenic phenols and chromene metabolites, and their analogues, from the grapevine pathogen Eutypa lata.
Journal of natural products.
2003 Feb; 66(2):169-76. doi:
10.1021/np020415t. [PMID: 12608846] - K Anand Solomon, S S Rajan, G Gopalakrishnan, V Kashinath, V P Santhana Krishnan. 8-(2-bromo-3-methoxy-3-methylbutyl)-7-methoxycoumarin.
Acta crystallographica. Section C, Crystal structure communications.
2003 Jan; 59(Pt 1):O40-1. doi:
10.1107/s0108270102020838. [PMID: 12506234] - Elisabetta Galbiati, Paola Lorenza Caruso, Gabriele Amari, Elisabetta Armani, Silvia Ghirardi, Maurizio Delcanale, Maurizio Civelli. Pharmacological actions of a novel, potent, tissue-selective benzopyran estrogen.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):196-203. doi:
10.1124/jpet.102.038034. [PMID: 12235251] - Gary J Grover, Albert J D'Alonzo, Raymond B Darbenzio, Charles S Parham, Thomas A Hess, Mohinder S Bathala. In vivo characterization of the mitochondrial selective K(ATP) opener (3R)-trans-4-((4-chlorophenyl)-N-(1H-imidazol-2-ylmethyl)dimethyl-2H-1-benzopyran-6-carbonitril monohydrochloride (BMS-191095): cardioprotective, hemodynamic, and electrophysiological effects.
The Journal of pharmacology and experimental therapeutics.
2002 Oct; 303(1):132-40. doi:
10.1124/jpet.102.036988. [PMID: 12235243] - Russell J Molyneux, Noreen Mahoney, Paul Bayman, Rosalind Y Wong, Kenneth Meyer, Nancy Irelan. Eutypa dieback in grapevines: differential production of acetylenic phenol metabolites by strains of Eutypa lata.
Journal of agricultural and food chemistry.
2002 Mar; 50(6):1393-9. doi:
10.1021/jf011215a. [PMID: 11879009] - Elisabetta Galbiati, Paola Lorenza Caruso, Gabriele Amari, Elisabetta Armani, Silvia Ghirardi, Maurizio Delcanale, Maurizio Civelli. Effects of 3-phenyl-4-[[4-[2-(1-piperidinyl)ethoxy]phenyl]methyl]- 2H-1-benzopyran-7-ol (CHF 4056), a novel nonsteroidal estrogen agonist/antagonist, on reproductive and nonreproductive tissue.
The Journal of pharmacology and experimental therapeutics.
2002 Mar; 300(3):802-9. doi:
10.1124/jpet.300.3.802. [PMID: 11861784] - H R W Dharmaratne, G T Tan, G P K Marasinghe, J M Pezzuto. Inhibition of HIV-1 reverse transcriptase and HIV-1 replication by Calophyllum coumarins and xanthones.
Planta medica.
2002 Jan; 68(1):86-7. doi:
10.1055/s-2002-20058. [PMID: 11842340] - P W Manley, C Löffler-Walz, U Russ, A Hambrock, T Moenius, U Quast. Synthesis and characterization of a novel tritiated KATP channel opener with a benzopyran structure.
British journal of pharmacology.
2001 May; 133(2):275-85. doi:
10.1038/sj.bjp.0704071. [PMID: 11350864] - S Marquina, N Maldonado, M L Garduño-Ramírez, E Aranda, M L Villarreal, V Navarro, R Bye, G Delgado, L Alvarez. Bioactive oleanolic acid saponins and other constituents from the roots of Viguiera decurrens.
Phytochemistry.
2001 Jan; 56(1):93-7. doi:
10.1016/s0031-9422(00)00283-1. [PMID: 11198824]
