Ayanin (BioDeep_00000000899)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4H-1-BENZOPYRAN-4-ONE, 5-HYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-3,7-DIMETHOXY-

化学式: C18H16O7 (344.0896)
中文名称: 阿亚黄素
谱图信息: 最多检出来源 Viridiplantae(plant) 23.88%

分子结构信息

SMILES: c(c21)(O)cc(OC)cc(OC(c(c3)cc(O)c(OC)c3)=C(C2=O)OC)1
InChI: InChI=1S/C18H16O7/c1-22-10-7-12(20)15-14(8-10)25-17(18(24-3)16(15)21)9-4-5-13(23-2)11(19)6-9/h4-8,19-20H,1-3H3

描述信息

3,5-dihydroxy-3,4,7-trimethoxyflavone is a trimethoxyflavone that is quercetin in which the hydroxy groups at positions 3, 4 and 7 have been replaced by methoxy groups. It has a role as a plant metabolite. It is a dihydroxyflavone and a trimethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of a 3,5-dihydroxy-3,4,7-trimethoxyflavone(1-).
Ayanin is a natural product found in Psiadia viscosa, Solanum pubescens, and other organisms with data available.
A trimethoxyflavone that is quercetin in which the hydroxy groups at positions 3, 4 and 7 have been replaced by methoxy groups.

同义名列表

22 个代谢物同义名

4H-1-BENZOPYRAN-4-ONE, 5-HYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-3,7-DIMETHOXY-; 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-4H-1-benzopyran-4-one; 4H-Benzopyran-4-one, 5-hydroxy-2-(3-hydroxy-4methoxyphenyl)-3,7-dimethoxy-; 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-4H-chromen-4-one; 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one; 3,5-dihydroxy-3,4,7-trimethoxyflavone; 5,3-dihydroxy-3,7,4-trimethoxyflavone; 3,5-Dihydroxy-3,4,7-trimethoxyflavone; QUERCETIN 3,7,4-TRIMETHYL ETHER; 3,7,4-Tri-O-methylquercetin; 3,4,7-TRIMETHYLQUERCETIN; 3,7,4-trimethylquercetin; NCI60_032905; Ayanin; 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-3,7-dimethoxy-chromen-4-one; 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxy-4-chromenone; 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-3,7-dimethoxy-chromone; CHEBI:27825; NSC691652; 572-32-7; C04444; 5-Hydroxy-2- (3-hydroxy-4-methoxyphenyl) -3,7-dimethoxy-4H-1-benzopyran-4-one



数据库引用编号

21 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(2)

代谢反应

12 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(10)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

144 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 5 IL13, MAPK14, MAPK8, PTGS2, TUBB4B
Peripheral membrane protein 1 PTGS2
Endoplasmic reticulum membrane 2 HMOX1, PTGS2
Nucleus 6 HMOX1, JUND, MAPK14, MAPK8, PMF1, TUBB4B
cytosol 5 HMOX1, MAPK14, MAPK8, PMF1, TUBB4B
nucleoplasm 5 HMOX1, JUND, MAPK14, MAPK8, PMF1
RNA polymerase II transcription regulator complex 1 JUND
Cell membrane 2 CD40LG, TNF
Cytoplasmic side 1 HMOX1
Synapse 1 MAPK8
cell surface 2 CD40LG, TNF
glutamatergic synapse 1 MAPK14
Golgi apparatus 2 CD40LG, PMF1
lysosomal membrane 1 GAA
neuronal cell body 1 TNF
Lysosome 1 GAA
plasma membrane 4 CD40LG, GAA, IFNLR1, TNF
Membrane 4 CD40LG, GAA, HMOX1, IFNLR1
axon 1 MAPK8
caveola 1 PTGS2
extracellular exosome 2 GAA, TUBB4B
Lysosome membrane 1 GAA
endoplasmic reticulum 2 HMOX1, PTGS2
extracellular space 8 CD40LG, HMOX1, IL13, IL2, IL4, IL5, IL6, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 HMOX1
mitochondrion 2 CLPP, MAPK14
protein-containing complex 1 PTGS2
intracellular membrane-bounded organelle 2 GAA, PMF1
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 1 IFNLR1
Secreted 8 CD40LG, GAA, IL13, IL2, IL4, IL5, IL6, PRB1
extracellular region 11 DNAH9, GAA, IL13, IL2, IL4, IL5, IL6, MAPK14, PRB1, TNF, TUBB4B
mitochondrial outer membrane 1 HMOX1
Mitochondrion matrix 1 CLPP
mitochondrial matrix 1 CLPP
transcription regulator complex 2 JUND, PMF1
motile cilium 1 DNAH9
external side of plasma membrane 3 CD40LG, IL13, TNF
Extracellular vesicle 1 TUBB4B
microtubule cytoskeleton 1 TUBB4B
recycling endosome 1 TNF
Single-pass type II membrane protein 2 CD40LG, TNF
Membrane raft 1 TNF
Cytoplasm, cytoskeleton 1 TUBB4B
microtubule 2 DNAH9, TUBB4B
axoneme 1 DNAH9
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
chromatin 1 JUND
phagocytic cup 1 TNF
mitotic spindle 1 TUBB4B
cytoskeleton 1 TUBB4B
spindle pole 2 MAPK14, PMF1
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
Chromosome, centromere, kinetochore 1 PMF1
axonemal microtubule 1 TUBB4B
tertiary granule membrane 1 GAA
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 2 IL6, PTGS2
transcription repressor complex 1 JUND
kinetochore 1 PMF1
azurophil granule membrane 1 GAA
azurophil granule lumen 1 TUBB4B
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
Single-pass type IV membrane protein 1 HMOX1
outer kinetochore 1 PMF1
ficolin-1-rich granule membrane 1 GAA
basal dendrite 1 MAPK8
endopeptidase Clp complex 1 CLPP
transcription factor AP-1 complex 1 JUND
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
[CD40 ligand, soluble form]: Secreted 1 CD40LG
interleukin-28 receptor complex 1 IFNLR1
outer dynein arm 1 DNAH9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
MIS12/MIND type complex 1 PMF1
distal portion of axoneme 1 DNAH9


文献列表

  • Emanuel T Mahambo, Colores Uwamariya, Masum Miah, Leandro da Costa Clementino, Luis Carlos Salazar Alvarez, Gabriela Paula Di Santo Meztler, Edward Trybala, Joanna Said, Lianne H E Wieske, Jas S Ward, Kari Rissanen, Joan J E Munissi, Fabio T M Costa, Per Sunnerhagen, Tomas Bergström, Stephen S Nyandoro, Mate Erdelyi. Crotofolane Diterpenoids and Other Constituents Isolated from Croton kilwae. Journal of natural products. 2023 02; 86(2):380-389. doi: 10.1021/acs.jnatprod.2c01007. [PMID: 36749598]
  • Catheleeya Mekjaruskul, Michael Jay, Bungorn Sripanidkulchai. Pharmacokinetics, bioavailability, tissue distribution, excretion, and metabolite identification of methoxyflavones in Kaempferia parviflora extract in rats. Drug metabolism and disposition: the biological fate of chemicals. 2012 Dec; 40(12):2342-53. doi: 10.1124/dmd.112.047142. [PMID: 22961680]
  • Jorge Triana, Mariana López, Francisco Javier Pérez, Francisco León, José Quintana, Francisco Estévez, Juan C Hernández, Javier González-Platas, Ignacio Brouard, Jaime Bermejo. Secondary metabolites from two species of Pulicaria and their cytotoxic activity. Chemistry & biodiversity. 2011 Nov; 8(11):2080-9. doi: 10.1002/cbdv.201000324. [PMID: 22083919]
  • Raissa Rr Aworet-Samseny, Alain Souza, Fidele Kpahé, Kiessoun Konaté, Jacques Y Datté. Dichrostachys cinerea (L.) Wight et Arn (Mimosaceae) hydro-alcoholic extract action on the contractility of tracheal smooth muscle isolated from guinea-pig. BMC complementary and alternative medicine. 2011 Mar; 11(?):23. doi: 10.1186/1472-6882-11-23. [PMID: 21414220]
  • Muhammad Ali Versiani, Thushara Diyabalanage, Ranjala Ratnayake, Curtis J Henrich, Susan E Bates, James B McMahon, Kirk R Gustafson. Flavonoids from eight tropical plant species that inhibit the multidrug resistance transporter ABCG2. Journal of natural products. 2011 Feb; 74(2):262-6. doi: 10.1021/np100797y. [PMID: 21275386]
  • Elizabeth A Mazzio, Fran Close, Karam F A Soliman. The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease. International journal of molecular sciences. 2011 Jan; 12(1):506-69. doi: 10.3390/ijms12010506. [PMID: 21340000]
  • Ayako Kumagai, Nanao Horike, Yudai Satoh, Tatsuya Uebi, Tsutomu Sasaki, Yumi Itoh, Yoshiyuki Hirata, Kozue Uchio-Yamada, Kazuo Kitagawa, Shinichi Uesato, Hidehisa Kawahara, Hiroshi Takemori, Yasuo Nagaoka. A potent inhibitor of SIK2, 3, 3', 7-trihydroxy-4'-methoxyflavon (4'-O-methylfisetin), promotes melanogenesis in B16F10 melanoma cells. PloS one. 2011; 6(10):e26148. doi: 10.1371/journal.pone.0026148. [PMID: 22022544]
  • Fei-Peng Lee, Chwen-Ming Shih, Hsin-Yi Shen, Chien-Ming Chen, Chi-Ming Chen, Wun-Chang Ko. Ayanin, a non-selective phosphodiesterase 1-4 inhibitor, effectively suppresses ovalbumin-induced airway hyperresponsiveness without affecting xylazine/ketamine-induced anesthesia. European journal of pharmacology. 2010 Jun; 635(1-3):198-203. doi: 10.1016/j.ejphar.2010.02.055. [PMID: 20307524]
  • Thiago B Correia Da Silva, Vivian Karoline T Souza, Ana Paula F Da Silva, Rosangela P Lyra Lemos, Lucia M Conserva. Determination of the phenolic content and antioxidant potential of crude extracts and isolated compounds from leaves of Cordia multispicata and Tournefortia bicolor. Pharmaceutical biology. 2010 Jan; 48(1):63-9. doi: 10.3109/13880200903046146. [PMID: 20645757]
  • Ki Myun Park, Min Cheol Yang, Kyu Ha Lee, Kyung Ran Kim, Sang Un Choi, Kang Ro Lee. Cytotoxic phenolic constituents of Acer tegmentosum maxim. Archives of pharmacal research. 2006 Dec; 29(12):1086-90. doi: 10.1007/bf02969296. [PMID: 17225455]
  • Hsueh-Chun Chou, Jih-Jung Chen, Chang-Yih Duh, Tur-Fu Huang, Ih-Sheng Chen. Cytotoxic and anti-platelet aggregation constituents from the root wood of Melicope semecarpifolia. Planta medica. 2005 Nov; 71(11):1078-81. doi: 10.1055/s-2005-871295. [PMID: 16320216]
  • Jih-Jung Chen, Chang-Yih Duh, Hung-Yi Huang, Ih-Sheng Chen. Furoquinoline alkaloids and cytotoxic constituents from the leaves of Melicope semecarpifolia. Planta medica. 2003 Jun; 69(6):542-6. doi: 10.1055/s-2003-40637. [PMID: 12865974]
  • Pilar Puebla, Jose L López, Mario Guerrero, Rosalía Carrón, M Luisa Martín, Luis San Román, Arturo San Feliciano. Neo-clerodane diterpenoids from Croton schiedeanus. Phytochemistry. 2003 Feb; 62(4):551-5. doi: 10.1016/s0031-9422(02)00516-2. [PMID: 12560024]
  • M F Guerrero, P Puebla, M L Martín, R Carrón, L San Román, M T Reguero, L Arteaga. Inhibitory effect of N(G)-nitro-L-arginine methyl ester on the anti-adrenergic response elicited by ayanin in the pithed rat. Planta medica. 2002 Apr; 68(4):322-5. doi: 10.1055/s-2002-26755. [PMID: 11988855]
  • I S Chen, H F Chen, M J Cheng, Y L Chang, C M Teng, I Tsutomu, J J Chen, I L Tsai. Quinoline alkaloids and other constituents of Melicope semecarpifolia with antiplatelet aggregation activity. Journal of natural products. 2001 Sep; 64(9):1143-7. doi: 10.1021/np010122k. [PMID: 11575945]