Azulene (BioDeep_00000000737)

 

Secondary id: BioDeep_00000009449, BioDeep_00000409925, BioDeep_00000860043

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


InChI=1/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8

化学式: C10H8 (128.0626)
中文名称: 奥苷菊环, 偶氮苯, 甘菊蓝
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 80%

分子结构信息

SMILES: C12=CC=CC=CC1=CC=C2
InChI: InChI=1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H

描述信息

Azulene is a mancude carbobicyclic parent consisting of a cycloheptatriene and cyclopentadiene rings. It has a role as a plant metabolite and a volatile oil component. It is an ortho-fused bicyclic arene, a member of azulenes and a mancude carbobicyclic parent.
Azulene is a natural product found in Anthemis cretica, Achillea millefolium, and other organisms with data available.
Azulene is one of over 100 different polycyclic aromatic hydrocarbons (PAHs). PAHs are chemicals that are formed during the incomplete burning organic substances, such as fossil fuels. They are usually found as a mixture containing two or more of these compounds. (L10)
A mancude carbobicyclic parent consisting of a cycloheptatriene and cyclopentadiene rings.
D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents
D002491 - Central Nervous System Agents > D000700 - Analgesics
D000893 - Anti-Inflammatory Agents
D018501 - Antirheumatic Agents
Same as: D09768
Azulene (Cyclopentacycloheptene) is as an isomer of naphthalene with high anti-HIV activity. Azulene, isolated from the distillation of chamomile oil, is a scaffold in medicinal chemistry[1][2][3].
Azulene (Cyclopentacycloheptene) is as an isomer of naphthalene with high anti-HIV activity. Azulene, isolated from the distillation of chamomile oil, is a scaffold in medicinal chemistry[1][2][3].

同义名列表

30 个代谢物同义名

InChI=1/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8; BICYCLO-(5.3.0)-DECA-2,4,6,8,10-PENTAENE; Azulene, standard for GC, >=99.0\\% (GC); BICYCLO-(0.3.5)-DECA-1,3,5,7,9-PENTAENE; Bicyclo(5.3.0)-deca-2,4,6,8,10-pentaene; bicyclo(5.3.0)-deca-1,3,5,7,9-pentaene; bicyclo[5.3.0]deca-2,4,6,8,10-pentaene; Bicyclo(0.3.5)deca-1,3,5,7,9-pentaene; Bicyclo(5.3.0)-1,3,5,7,9-decapentaene; Bicyclo[5.3.0]-1,5,7,9-decapentaene; Azusalen [as sodium sulfonate]; Azulene, analytical standard; Bicyclo(5.3.0)decapentaene; Bicyclo[5.3.0]decapentaene; cyclopentacycloheptene; AZULENE [WHO-DD]; AZULENE [MART.]; UNII-82R6M9MGLP; AZULENE [INCI]; AZULENE [JAN]; Azulene, 99\\%; Azulene (JAN); AZULENE [MI]; 82R6M9MGLP; Azulekeep; Azunamic; Azulene; azulen; Azulene; Azulene



数据库引用编号

18 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)

49 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 9 AIMP2, AXIN2, CASP3, CCR6, HMGB1, NOS2, PIK3CA, PMP2, PSMA1
Peripheral membrane protein 1 HMGB1
Endosome membrane 1 FLT3
Nucleus 8 AIMP2, ARID3B, AXIN2, CASP3, HMGB1, NOS2, PMP2, PSMA1
cytosol 7 AIMP2, AXIN2, CASP3, NOS2, PIK3CA, PMP2, PSMA1
centrosome 2 AXIN2, PSMA1
nucleoplasm 5 ARID3B, CASP3, HMGB1, NOS2, PSMA1
Cell membrane 7 CCR6, HCRTR2, HMGB1, OR10A4, P2RY4, SLC5A2, TNF
lamellipodium 1 PIK3CA
Multi-pass membrane protein 5 CCR6, HCRTR2, OR10A4, P2RY4, SLC5A2
Synapse 2 HCRT, HCRTR2
cell surface 4 CCR6, CD200, HMGB1, TNF
glutamatergic synapse 2 CASP3, P2RY4
neuronal cell body 3 CASP3, CD200, TNF
postsynapse 1 HCRT
synaptic vesicle 1 HCRT
Cytoplasm, cytosol 2 AIMP2, NOS2
endosome 1 HMGB1
plasma membrane 13 AXIN2, CCR6, CD200, CSF2, FLT3, HCRTR2, HMGB1, NOS2, OR10A4, P2RY4, PIK3CA, SLC5A2, TNF
Membrane 4 AIMP2, CD200, FLT3, SLC5A2
apical plasma membrane 2 P2RY4, SLC5A2
axon 1 CD200
basolateral plasma membrane 1 P2RY4
extracellular exosome 3 PMP2, PSMA1, SLC5A2
endoplasmic reticulum 2 FLT3, HMGB1
extracellular space 4 CSF2, HMGB1, IL6, TNF
perinuclear region of cytoplasm 3 HCRT, NOS2, PIK3CA
intercalated disc 1 PIK3CA
intracellular membrane-bounded organelle 1 CSF2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 FLT3
Secreted 3 CSF2, HMGB1, IL6
extracellular region 5 CSF2, HCRT, HMGB1, IL6, TNF
Single-pass membrane protein 1 CD200
Extracellular side 1 HMGB1
external side of plasma membrane 2 CCR6, TNF
neuronal dense core vesicle lumen 1 HCRT
beta-catenin destruction complex 1 AXIN2
cytoplasmic vesicle 1 HCRT
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
presynaptic active zone membrane 1 P2RY4
Apical cell membrane 1 SLC5A2
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 TNF
Peroxisome 1 NOS2
peroxisomal matrix 1 NOS2
receptor complex 1 FLT3
neuron projection 1 CD200
phagocytic cup 1 TNF
Chromosome 1 HMGB1
sperm midpiece 1 CCR6
sperm flagellum 1 CCR6
cell body 1 CD200
myelin sheath 1 PMP2
sperm plasma membrane 1 CCR6
ficolin-1-rich granule lumen 1 HMGB1
proteasome complex 1 PSMA1
secretory granule lumen 1 HMGB1
endoplasmic reticulum lumen 2 FLT3, IL6
transcription repressor complex 1 HMGB1
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
proteasome core complex 1 PSMA1
proteasome core complex, alpha-subunit complex 1 PSMA1
endoplasmic reticulum-Golgi intermediate compartment 1 HMGB1
death-inducing signaling complex 1 CASP3
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Rough endoplasmic reticulum 1 HCRT
condensed chromosome 1 HMGB1
granulocyte macrophage colony-stimulating factor receptor complex 1 CSF2
sperm principal piece 1 CCR6
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
alphav-beta3 integrin-HMGB1 complex 1 HMGB1
interleukin-6 receptor complex 1 IL6
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Ratan Singh, Dheeraj Rathore. Impact assessment of azulene and chromium on growth and metabolites of wheat and chilli cultivars under biosurfactant augmentation. Ecotoxicology and environmental safety. 2019 Dec; 186(?):109789. doi: 10.1016/j.ecoenv.2019.109789. [PMID: 31629906]
  • Itzamná Baqueiro-Peña, José Á Guerrero-Beltrán. Physicochemical and antioxidant characterization of Justicia spicigera. Food chemistry. 2017 Mar; 218(?):305-312. doi: 10.1016/j.foodchem.2016.09.078. [PMID: 27719914]
  • Petra M Bleeker, Eleni A Spyropoulou, Paul J Diergaarde, Hanne Volpin, Michiel T J De Both, Philipp Zerbe, Joerg Bohlmann, Vasiliki Falara, Yuki Matsuba, Eran Pichersky, Michel A Haring, Robert C Schuurink. RNA-seq discovery, functional characterization, and comparison of sesquiterpene synthases from Solanum lycopersicum and Solanum habrochaites trichomes. Plant molecular biology. 2011 Nov; 77(4-5):323-36. doi: 10.1007/s11103-011-9813-x. [PMID: 21818683]
  • Ompal Singh, Zakia Khanam, Neelam Misra, Manoj Kumar Srivastava. Chamomile (Matricaria chamomilla L.): An overview. Pharmacognosy reviews. 2011 Jan; 5(9):82-95. doi: 10.4103/0973-7847.79103. [PMID: 22096322]
  • Shanmugam Achiraman, Govindaraju Archunan, Ponnirul Ponmanickam, Kamatchi Rameshkumar, Soundrapandian Kannan, George John. 1-Iodo-2 methylundecane [1I2MU]: an estrogen-dependent urinary sex pheromone of female mice. Theriogenology. 2010 Aug; 74(3):345-53. doi: 10.1016/j.theriogenology.2010.01.027. [PMID: 20570325]
  • Soon-Hee Lee, Yong Heo, Young-Chul Kim. Effect of German chamomile oil application on alleviating atopic dermatitis-like immune alterations in mice. Journal of veterinary science. 2010 Mar; 11(1):35-41. doi: 10.4142/jvs.2010.11.1.35. [PMID: 20195063]
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  • Biljana Bozin, Neda Mimica-Dukic, Mirjana Bogavac, Ljiljana Suvajdzic, Natasa Simin, Isidora Samojlik, Maria Couladis. Chemical composition, antioxidant and antibacterial properties of Achillea collina Becker ex Heimerl s.l. and A. pannonica Scheele essential oils. Molecules (Basel, Switzerland). 2008 Sep; 13(9):2058-68. doi: 10.3390/molecules13092058. [PMID: 18830141]
  • Filomena Conforti, Federica Menichini, Monica R Loizzo, A Giancarlo Statti, Antonio Rapisarda, Francesco Menichini, Peter J Houghton. Antioxidant, alpha-amylase inhibitory and brine-shrimp toxicity studies on Centaurea centaurium L. methanolic root extract. Natural product research. 2008; 22(16):1457-66. doi: 10.1080/14786410802098071. [PMID: 19023809]
  • Yoshitaka Iwazu, Sumiko Honma, Genro Fujisawa, Kiyoko Uki, Ichiro Yanaka, Yoshiaki Sato, Mitsunobu Murata, Eiji Kusano, Yasushi Asano. Hyponatremic seizure associated with acute respiratory infection. Clinical and experimental nephrology. 2007 Sep; 11(3):230-234. doi: 10.1007/s10157-007-0476-5. [PMID: 17891351]
  • Gary A Strobel, Katreena Kluck, Wilford M Hess, Joe Sears, David Ezra, Percy N Vargas. Muscodor albus E-6, an endophyte of Guazuma ulmifolia making volatile antibiotics: isolation, characterization and experimental establishment in the host plant. Microbiology (Reading, England). 2007 Aug; 153(Pt 8):2613-2620. doi: 10.1099/mic.0.2007/008912-0. [PMID: 17660425]
  • Hiroyasu Sakai, Miwa Misawa. Effect of sodium azulene sulfonate on capsaicin-induced pharyngitis in rats. Basic & clinical pharmacology & toxicology. 2005 Jan; 96(1):54-9. doi: 10.1111/j.1742-7843.2005.pto960108.x. [PMID: 15667596]
  • Bing Bing Lin, Tadayoshi Morita, Yun-Shan Lin, Hui-Ling Chen. A facile synthesis of 1-ethoxy-4-cyano-5-ethoxycarbonyl-3H-azuleno[1,2-c]pyran-3-one, a selective 15-lipoxygenase inhibitor. Bioorganic & medicinal chemistry letters. 2004 Jan; 14(1):63-5. doi: 10.1016/j.bmcl.2003.10.012. [PMID: 14684299]
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  • Won Seok Park, Eui Dong Son, Gae Won Nam, Soo Hyun Kim, Min Soo Noh, Byeong Gon Lee, Ih Seop Jang, Se Eun Kim, Jung Joon Lee, Chang Hoon Lee. Torilin from Torilis japonica, as a new inhibitor of testosterone 5 alpha-reductase. Planta medica. 2003 May; 69(5):459-61. doi: 10.1055/s-2003-39717. [PMID: 12802730]
  • Eleni Rekka, Michael Chrysselis, Ioanna Siskou, Angeliki Kourounakis. Synthesis of new azulene derivatives and study of their effect on lipid peroxidation and lipoxygenase activity. Chemical & pharmaceutical bulletin. 2002 Jul; 50(7):904-7. doi: 10.1248/cpb.50.904. [PMID: 12130848]
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