Guaiazulene (BioDeep_00000000462)

 

Secondary id: BioDeep_00000864781

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


1,4-dimethyl-7-propan-2-ylazulene

化学式: C15H18 (198.1408)
中文名称: 愈疮奥, 愈创兰油烃, 愈创奥
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 68.48%

Reviewed

Last reviewed on 2024-11-06.

Cite this Page

Guaiazulene. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/guaiazulene (retrieved 2025-01-06) (BioDeep RN: BioDeep_00000000462). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC(C(C)C)=CC2=C(C)C=CC2=C1C
InChI: InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3

描述信息

Guaiazulene is a sesquiterpene. It derives from a hydride of a guaiane.
Guaiazulene is a natural product found in Mikania cordifolia, Santolina corsica, and other organisms with data available.
obtained from essential oils, e.g. chamomile oil. 7-Isopropyl-1,4-dimethylazulene is found in many foods, some of which are fats and oils, fig, german camomile, and tea.
7-Isopropyl-1,4-dimethylazulene is found in fats and oils. 7-Isopropyl-1,4-dimethylazulene is obtained from essential oils, e.g. chamomile oil.
S - Sensory organs > S01 - Ophthalmologicals
Guaiazulene is present in several essential oils of medicinal and aromatic plants, with antioxidant activity. Guaiazulene has in vitro cytotoxic activity against neuron and N2a neuroblastom (N2a-NB) cells[1][2].

Guaiazulene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=489-84-9 (retrieved 2024-11-06) (CAS RN: 489-84-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

同义名列表

78 个代谢物同义名

InChI=1/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H; 4-05-00-01751 (Beilstein Handbook Reference); GUAIAZULENE (CONSTITUENT OF CHAMOMILE) [DSC]; 7-isopropyl-1,4-dimethyl-azulene;Guaiazulene; 1,4-Dimethyl-7-(1-methylethyl)azulene, 9CI; 1,4-Dimethyl-7-(1-methyl)-azulene (azulon); Azulene, 1,4-dimethyl-7-(1-methylethyl)-; Azulene, 7-isopropyl-1,4-dimethyl- (8CI); 1,4-dimethyl-7-(1-methylethyl)-azulene; Azulene,4-dimethyl-7-(1-methylethyl)-; 1,4-Dimethyl-7-(1-methylethyl)azulene; 1,4-DIMETHYL-7-ISOPROPYLAZULENE [JAN]; 1,4-Dimethyl-7-isopropylazulene (JAN); 1,4-dimethyl-7-(propan-2-yl)azulene; AZULENE, 1,4-DIMETHYL-7-ISOPROPYL-; Azulene, 7-isopropyl-1,4-dimethyl-; 1,4-dimethyl-7-propan-2-ylazulene; 7-isopropyl-1,4-dimethyl-azulene; 1, 4-Dimethyl-7-isopropylazulene; 7-isopropyl- 1,4-dimethylazulene; 3,8-Dimethyl-5-(2-propyl)azulene; 1,4-Dimethyl-7-isopropyl-Azulene; 7-Isopropyl-1,4-dimethylazulene; Azulene,4-dimethyl-7-isopropyl-; 1,4-Dimethyl-7-isopropylazulene; 1,4-Dimethyl-7-isopropylazulen; FWKQNCXZGNBPFD-UHFFFAOYSA-N; 1,3,5,7,9-Guaiapentaene; WLN: L57J B1 F1 IY1&1; GUAIAZULENE [WHO-DD]; GUAIAZULENE [MART.]; Azulene,4-dimethyl-; GUAIAZULENE [INCI]; Guaiazulene, 99\\%; Spectrum4_000762; Spectrum5_001090; hepatoprotectant; Spectrum3_001537; Spectrum2_001089; GUAIAZULENE [MI]; UNII-2OZ1K9JKQC; Tox21_111526_1; S-Kessazulene; S-Guaiazulene; DivK1c_001006; KBio2_001678; Gurjunazulen; Azulen-beris; KBio1_001006; KBio3_002454; Tox21_111526; KBio2_004246; KBio2_006814; Guaiazulene; IDI1_001006; Azunol (TN); guajazulene; Vetivazulen; Kessazulene; guaiazulen; 2OZ1K9JKQC; Guiazulene; Kessazulen; Guajazulen; AZ-8 beris; Eucazulene; Uroazulen; Purazulen; Eucazulen; Silazulon; Cuteazul; Vaumigan; azulon; Azunol; Azulol; AZ-8; Guaiazulene; Guaiazulene



数据库引用编号

24 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)

21 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 13 AKR1B1, AXIN2, CASP3, CCL5, COL1A1, CYP1A1, G6PD, GPX1, MME, MTOR, PLAC8, PRKX, PTGS2
Peripheral membrane protein 4 CYP1A1, G6PD, MTOR, PTGS2
Endoplasmic reticulum membrane 4 CYP1A1, CYP1A2, MTOR, PTGS2
Nucleus 4 AXIN2, CASP3, MTOR, PRKX
cytosol 7 AKR1B1, AXIN2, CASP3, G6PD, GPX1, GSR, MTOR
dendrite 2 MME, MTOR
nuclear body 1 PLAC8
phagocytic vesicle 1 MTOR
trans-Golgi network 1 MME
centrosome 1 AXIN2
nucleoplasm 5 AKR1B1, CASP3, MTOR, PLAC8, PRKX
Cell membrane 4 MME, P2RY4, SLC2A5, TNF
Cytoplasmic side 1 MTOR
Multi-pass membrane protein 3 ATP4A, P2RY4, SLC2A5
Golgi apparatus membrane 1 MTOR
Synapse 1 MME
cell surface 2 MME, TNF
glutamatergic synapse 2 CASP3, P2RY4
Golgi membrane 1 MTOR
lysosomal membrane 2 EGF, MTOR
mitochondrial inner membrane 1 CYP1A1
neuronal cell body 3 CASP3, MME, TNF
sarcolemma 1 SLC2A5
synaptic vesicle 1 MME
Cytoplasm, cytosol 1 G6PD
Lysosome 1 MTOR
Presynapse 1 MME
plasma membrane 7 ATP4A, AXIN2, EGF, MME, P2RY4, SLC2A5, TNF
Membrane 6 ATP4A, COL1A1, EGF, G6PD, MME, MTOR
apical plasma membrane 3 ATP4A, P2RY4, SLC2A5
axon 1 MME
basolateral plasma membrane 1 P2RY4
brush border 1 MME
caveola 1 PTGS2
extracellular exosome 6 AKR1B1, EGF, G6PD, GSR, MME, SLC2A5
Lysosome membrane 1 MTOR
endoplasmic reticulum 1 PTGS2
extracellular space 6 AKR1B1, ATP4A, CCL5, COL1A1, EGF, TNF
mitochondrion 4 AKR1B1, CYP1A1, GPX1, GSR
protein-containing complex 1 PTGS2
intracellular membrane-bounded organelle 3 CYP1A1, CYP1A2, G6PD
Microsome membrane 4 CYP1A1, CYP1A2, MTOR, PTGS2
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 1 CCL5
extracellular region 5 CCL5, COL1A1, EGF, PLAC8, TNF
cytoplasmic side of plasma membrane 1 G6PD
Mitochondrion outer membrane 1 MTOR
mitochondrial outer membrane 1 MTOR
mitochondrial matrix 2 GPX1, GSR
centriolar satellite 1 G6PD
external side of plasma membrane 2 GSR, TNF
Secreted, extracellular space, extracellular matrix 1 COL1A1
beta-catenin destruction complex 1 AXIN2
cytoplasmic vesicle 1 MME
Early endosome 1 MME
recycling endosome 1 TNF
Single-pass type II membrane protein 2 MME, TNF
presynaptic active zone membrane 1 P2RY4
Apical cell membrane 2 ATP4A, SLC2A5
Cell membrane, sarcolemma 1 SLC2A5
Mitochondrion inner membrane 1 CYP1A1
Membrane raft 2 MME, TNF
focal adhesion 1 MME
collagen trimer 1 COL1A1
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 1 COL1A1
secretory granule 1 COL1A1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
phagocytic cup 1 TNF
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
specific granule membrane 1 SLC2A5
secretory granule membrane 1 MME
endoplasmic reticulum lumen 2 COL1A1, PTGS2
nuclear matrix 1 PLAC8
platelet alpha granule lumen 1 EGF
azurophil granule lumen 1 PLAC8
Nucleus matrix 1 PLAC8
clathrin-coated endocytic vesicle membrane 1 EGF
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, phagosome 1 MTOR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
collagen type I trimer 1 COL1A1
neuron projection terminus 1 MME
potassium:proton exchanging ATPase complex 1 ATP4A
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wasim Akram, Priti Tagde, Sakeel Ahmed, Swamita Arora, Talha Bin Emran, Ahmad O Babalghith, Sherouk Hussein Sweilam, Jesus Simal-Gandara. Guaiazulene and related compounds: A review of current perspective on biomedical applications. Life sciences. 2023 Mar; 316(?):121389. doi: 10.1016/j.lfs.2023.121389. [PMID: 36646376]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Asta Judzentiene, Rita Butkiene, Jurga Budiene, Félix Tomi, Joseph Casanova. Composition of seed essential oils of Rhododendron tomentosum. Natural product communications. 2012 Feb; 7(2):227-30. doi: . [PMID: 22474965]
  • Marziyeh Tolouee, Soheil Alinezhad, Reza Saberi, Ali Eslamifar, Seyed Javad Zad, Kamkar Jaimand, Jaleh Taeb, Mohammad-Bagher Rezaee, Masanobu Kawachi, Masoomeh Shams-Ghahfarokhi, Mehdi Razzaghi-Abyaneh. Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem. International journal of food microbiology. 2010 May; 139(3):127-33. doi: 10.1016/j.ijfoodmicro.2010.03.032. [PMID: 20385420]
  • Bruno Marongiu, Alessandra Piras, Silvia Porcedda. Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less. Natural product research. 2006 May; 20(5):421-8. doi: 10.1080/14786410500102977. [PMID: 16644539]
  • 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]
  • Harris Pratsinis, Serkos A Haroutounian. Synthesis and antioxidant activity of 3-substituted guaiazulene derivatives. Natural product letters. 2002 Jun; 16(3):201-5. doi: 10.1080/10575630290013585. [PMID: 12049221]
  • S Tanchev, B Shentov, Iu Gesheva. [Use of garmastan in the prophylaxis and therapy of sore nipples of the breast]. Akusherstvo i ginekologiia. 2001; 40 Suppl 6(?):20-1. doi: ". [PMID: 11803878]
  • A P Kourounakis, E A Rekka, P N Kourounakis. Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats. The Journal of pharmacy and pharmacology. 1997 Sep; 49(9):938-42. doi: 10.1111/j.2042-7158.1997.tb06140.x. [PMID: 9306266]
  • E STANISLAS, G BERGAL. [Biological effects of S-guaiazulene; effect on plants]. Annales pharmaceutiques francaises. 1952 Jul; 10(7-8):535-53. doi: ". [PMID: 13008225]