Agathisflavone (BioDeep_00000007756)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Agathisflavone

化学式: C30H18O10 (538.09)
中文名称: 贝壳杉双芹素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 100%

分子结构信息

SMILES: c1(c(c(c2c(c1)oc(cc2=O)c1ccc(cc1)O)O)c1c(cc(c2c1oc(cc2=O)c1ccc(cc1)O)O)O)O
InChI: InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-11-20(36)26-24(39-22)12-21(37)27(29(26)38)28-18(34)9-17(33)25-19(35)10-23(40-30(25)28)14-3-7-16(32)8-4-14/h1-12,31-34,37-38H

描述信息

A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-6 and C-8 of the two chromene rings.

同义名列表

3 个代谢物同义名

Agathisflavone; 6,8-biapigenin; Agathisflavone



数据库引用编号

16 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)

61 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
Cytoplasm 6 ARG1, CCL5, GFAP, IL18, NLRP3, SOX10
Peripheral membrane protein 2 ACHE, SOX10
Endosome membrane 2 CD68, MRC1
Endoplasmic reticulum membrane 1 CALU
Nucleus 4 ACHE, ARG1, NLRP3, SOX10
cytosol 6 ARG1, GFAP, IL18, IL1B, NGF, NLRP3
dendrite 1 NGF
nucleoplasm 1 SOX10
Cell membrane 4 ACHE, MRC1, PLP1, TNF
Cytoplasmic side 1 SOX10
Cytoplasmic granule 1 ARG1
Multi-pass membrane protein 1 PLP1
Golgi apparatus membrane 1 NLRP3
Synapse 2 ACHE, PLP1
cell surface 3 ACHE, MRC1, TNF
Golgi apparatus 3 ACHE, CALU, GDNF
Golgi membrane 1 NLRP3
lysosomal membrane 2 CD68, GAA
neuromuscular junction 1 ACHE
neuronal cell body 1 TNF
synaptic vesicle 1 NGF
Cytoplasm, cytosol 3 IL18, IL1B, NLRP3
Lysosome 3 CD68, GAA, IL1B
plasma membrane 6 ACHE, CD68, GAA, MRC1, PLP1, TNF
Membrane 6 ACHE, CALU, CD68, GAA, NLRP3, PLP1
axon 1 NGF
extracellular exosome 1 GAA
Lysosome membrane 2 CD68, GAA
endoplasmic reticulum 2 CALU, NLRP3
extracellular space 12 ACHE, ARG1, CCL2, CCL5, GDNF, IL10, IL18, IL1B, IL6, NGF, PNLIP, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 ACHE
mitochondrion 1 NLRP3
intracellular membrane-bounded organelle 1 GAA
Single-pass type I membrane protein 2 CD68, MRC1
Secreted 13 ACHE, CALU, CCL2, CCL5, GAA, GDNF, IL10, IL18, IL1B, IL6, NGF, NLRP3, PNLIP
extracellular region 15 ACHE, ARG1, CALU, CCL2, CCL5, GAA, GDNF, IL10, IL18, IL1B, IL6, NGF, NLRP3, PNLIP, TNF
Mitochondrion outer membrane 1 SOX10
mitochondrial outer membrane 1 SOX10
astrocyte end-foot 1 GFAP
Extracellular side 1 ACHE
external side of plasma membrane 1 TNF
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
basement membrane 1 ACHE
secretory granule 1 IL1B
intermediate filament 1 GFAP
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 1 NLRP3
chromatin 1 SOX10
Late endosome membrane 1 CD68
cell projection 1 GFAP
phagocytic cup 1 TNF
Lipid-anchor, GPI-anchor 1 ACHE
Endomembrane system 1 NLRP3
endosome lumen 1 NGF
microtubule organizing center 1 NLRP3
tertiary granule membrane 1 GAA
Melanosome 1 CALU
cell body 1 GFAP
side of membrane 1 ACHE
myelin sheath 1 PLP1
intermediate filament cytoskeleton 1 GFAP
Golgi lumen 1 NGF
endoplasmic reticulum lumen 2 CALU, IL6
specific granule lumen 1 ARG1
azurophil granule membrane 2 CD68, GAA
Secreted, extracellular exosome 1 IL1B
azurophil granule lumen 1 ARG1
Sarcoplasmic reticulum lumen 1 CALU
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
cytoplasmic side of lysosomal membrane 1 GFAP
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
integrin alphav-beta3 complex 1 PLP1
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE
Myelin membrane 1 PLP1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Monique Marylin Alves de Almeida, Cleide Dos Santos Souza, Naiara Silva Dourado, Alessandra Bispo da Silva, Rafael Short Ferreira, Jorge Mauricio David, Juceni Pereira David, Maria de Fátima Dias Costa, Victor Diógenes Amaral da Silva, Arthur Morgan Butt, Silvia Lima Costa. Phytoestrogen Agathisflavone Ameliorates Neuroinflammation-Induced by LPS and IL-1β and Protects Neurons in Cocultures of Glia/Neurons. Biomolecules. 2020 04; 10(4):. doi: 10.3390/biom10040562. [PMID: 32272581]
  • Caroline S de Freitas, Marco E N Rocha, Carolina Q Sacramento, Andressa Marttorelli, André C Ferreira, Natasha Rocha, Andrea Cheble de Oliveira, Andre Marco de Oliveira Gomes, Patrícia Souza Dos Santos, Edilene Oliveira da Silva, Josineide Pantoja da Costa, Davyson de Lima Moreira, Patrícia T Bozza, Jerson L Silva, Shana Priscila Coutinho Barroso, Thiago Moreno L Souza. Agathisflavone, a Biflavonoid from Anacardium occidentale L., Inhibits Influenza Virus Neuraminidase. Current topics in medicinal chemistry. 2020; 20(2):111-120. doi: 10.2174/1568026620666191219150738. [PMID: 31854280]
  • Muhammad Torequl Islam, S M Neamul Kabir Zihad, Md Shamim Rahman, Nazifa Sifat, Md Roich Khan, Shaikh Jamal Uddin, Razina Rouf. Agathisflavone: Botanical sources, therapeutic promises, and molecular docking study. IUBMB life. 2019 09; 71(9):1192-1200. doi: 10.1002/iub.2053. [PMID: 31021508]
  • Gabriela Dumitru, Heba A S El-Nashar, Nada M Mostafa, Omayma A Eldahshan, Razvan Stefan Boiangiu, Elena Todirascu-Ciornea, Lucian Hritcu, Abdel Nasser B Singab. Agathisflavone isolated from Schinus polygamus (Cav.) Cabrera leaves prevents scopolamine-induced memory impairment and brain oxidative stress in zebrafish (Danio rerio). Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 May; 58(?):152889. doi: 10.1016/j.phymed.2019.152889. [PMID: 30901660]
  • Anderson Wilbur Lopes Andrade, Daiana Dias Ribeiro Figueiredo, Muhammad Torequl Islam, Adriana Maria Viana Nunes, Keylla da Conceição Machado, Katia da Conceição Machado, Shaikh Jamal Uddin, Jamil Ahmed Shilpi, Razina Rouf, Ana Amélia de Carvalho Melo-Cavalcante, Jorge Mauricio David, Mohammad S Mubarak, Jéssica Pereira Costa. Toxicological evaluation of the biflavonoid, agathisflavone in albino Swiss mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2019 Feb; 110(?):68-73. doi: 10.1016/j.biopha.2018.11.050. [PMID: 30466004]
  • Jessica H S da Silva, Naomi K Simas, Celuta S Alviano, Daniela S Alviano, José A Ventura, Eliandro J de Lima, Sergio H Seabra, Ricardo M Kuster. Anti-Escherichia coli activity of extracts from Schinus terebinthifolius fruits and leaves. Natural product research. 2018 Jun; 32(11):1365-1368. doi: 10.1080/14786419.2017.1344657. [PMID: 28669243]
  • Salvatore Chirumbolo, Geir Bjørklund. Agathisflavone and GABAA receptors in the biflavone-mediated action on rat primary cortical neurons. Neurotoxicology. 2018 05; 66(?):43-44. doi: 10.1016/j.neuro.2018.03.002. [PMID: 29530473]
  • Vanessa Cristina Meira De Amorim, Markley Silva Oliveira Júnior, Eduardo Muniz Santana Bastos, Victor Diogenes Amaral Da Silva, Silvia Lima Costa. Research on the Scientific Evolution of the Flavonoid Agathisflavone. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2018; 21(1):376-385. doi: 10.18433/jpps30103. [PMID: 30342562]
  • Norbert Mbabi Nyemeck, Dominique Serge Ngono Bikobo, Auguste Abouem A Zintchem, Eva-Maria Schäfer, Christian Bochet, Dieudonné Emmanuel Pegnyemb, Ulrich Koert. A new procyanidin B from Campylospermum zenkeri (Ochnaceae) and antiplasmodial activity of two derivatives of (±)-serotobenine. Natural product research. 2017 Dec; 31(24):2875-2884. doi: 10.1080/14786419.2017.1305378. [PMID: 28385033]
  • Joseph T Ndongo, Mark E Issa, Angelique N Messi, Joséphine Ngo Mbing, Muriel Cuendet, Dieudonné E Pegnyemb, Christian G Bochet. Cytotoxic flavonoids and other constituents from the stem bark of Ochna schweinfurthiana. Natural product research. 2015; 29(17):1684-7. doi: 10.1080/14786419.2014.991321. [PMID: 25553908]
  • Jairo Bermúdez, María Rodríguez, Masahisa Hasegawa, Freddy González-Mujica, Sandra Duque, Yoichiro Ito. (6R,9S)-6"-(4"-hydroxybenzoyl)-roseoside, a new megastigmane derivative from Ouratea polyantha and its effect on hepatic glucose-6-phosphatase. Natural product communications. 2012 Aug; 7(8):973-6. doi: . [PMID: 22978207]
  • Nzi André Konan, Nilton Lincopan, Ingrit Elida Collantes Díaz, Jacqueline de Fátima Jacysyn, Mirtes Midori Tanae Tiba, João Gustavo Pessini Amarante Mendes, Elfriede Marianne Bacchi, Beny Spira. Cytotoxicity of cashew flavonoids towards malignant cell lines. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2012 Jul; 64(5):435-40. doi: 10.1016/j.etp.2010.10.010. [PMID: 21106357]
  • Sabina Shrestha, Ji-Hae Park, Dae-Young Lee, Jin-Gyeong Cho, Suengmok Cho, Hye-Jin Yang, Hye-Im Yong, Min-Seok Yoon, Dae-Seok Han, Nam-In Baek. Rhus parviflora and its biflavonoid constituent, rhusflavone, induce sleep through the positive allosteric modulation of GABA(A)-benzodiazepine receptors. Journal of ethnopharmacology. 2012 Jun; 142(1):213-20. doi: 10.1016/j.jep.2012.04.047. [PMID: 22579675]
  • Gaétan Bayiha Ba Njock, Trixie Ann Bartholomeusz, Mohammadali Foroozandeh, Dieudonné Emmanuel Pegnyemb, Philippe Christen, Damien Jeannerat. NASCA-HMBC, a new NMR methodology for the resolution of severely overlapping signals: application to the study of agathisflavone. Phytochemical analysis : PCA. 2012 Mar; 23(2):126-30. doi: 10.1002/pca.1333. [PMID: 21594945]
  • Edilson Alves Dos Santos, Cenira M de Carvalho, Ana L S Costa, Adilva S Conceição, Flávia de B Prado Moura, Antônio Euzébio Goulart Santana. Bioactivity Evaluation of Plant Extracts Used in Indigenous Medicine against the Snail, Biomphalaria glabrata, and the Larvae of Aedes aegypti. Evidence-based complementary and alternative medicine : eCAM. 2012; 2012(?):846583. doi: 10.1155/2012/846583. [PMID: 22194773]
  • Gary I Stafford, Mikael E Pedersen, Johannes van Staden, Anna K Jäger. Review on plants with CNS-effects used in traditional South African medicine against mental diseases. Journal of ethnopharmacology. 2008 Oct; 119(3):513-37. doi: 10.1016/j.jep.2008.08.010. [PMID: 18775771]
  • Josephine Ngo Mbing, Cécile Enguehard-Gueiffier, Alex de Théodore Atchadé, Hassan Allouchi, Joseph Gangoué-Piéboji, Joseph Tanyi Mbafor, Raphael Ghogomu Tih, Jacques Pothier, Dieudonné Emmanuel Pegnyemb, Alain Gueiffier. Two biflavonoids from Ouratea nigroviolacea. Phytochemistry. 2006 Dec; 67(24):2666-70. doi: 10.1016/j.phytochem.2006.07.027. [PMID: 16950483]
  • Ann Bygvraa Svenningsen, Katrine Damkjaer Madsen, Tommy Liljefors, Gary I Stafford, Johannes van Staden, Anna K Jäger. Biflavones from Rhus species with affinity for the GABA(A)/benzodiazepine receptor. Journal of ethnopharmacology. 2006 Jan; 103(2):276-80. doi: 10.1016/j.jep.2005.08.012. [PMID: 16168585]
  • Mario Geraldo de Carvalho, Mario Sergio do Rocha Gomes, André Hilário Fernandes Pereira, Juliana Feijó de Souza Daniel, Jan Schripsema. Carbon-13 and proton NMR assignments of a new agathisflavone derivative. Magnetic resonance in chemistry : MRC. 2006 Jan; 44(1):35-7. doi: 10.1002/mrc.1720. [PMID: 16259052]
  • Dieudonné Emmanuel Pegnyemb, Josephine Ngo Mbing, Alex de Théodore Atchadé, Raphael Ghogomu Tih, Beiban Lucas Sondengam, Alain Blond, Bernard Bodo. Antimicrobial biflavonoids from the aerial parts of Ouratea sulcata. Phytochemistry. 2005 Aug; 66(16):1922-6. doi: 10.1016/j.phytochem.2005.06.017. [PMID: 16083925]
  • K K Anand, V N Gupta, V Rangari, B Singh, B K Chandan. Structure and hepatoprotective activity of a biflavonoid from Canarium manii. Planta medica. 1992 Dec; 58(6):493-5. doi: 10.1055/s-2006-961533. [PMID: 1484886]