Myrtenal (BioDeep_00000008973)

   

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


6,6-Dimethyl-bicyclo[3,1,1]hept-2-ene-2-carboxaldehyde

化学式: C10H14O (150.1045)
中文名称: 桃金娘烯醛
谱图信息: 最多检出来源 Homo sapiens(otcml) 29.76%

分子结构信息

SMILES: C12C(C=O)=CCC(C1)C2(C)C
InChI: InChI=1S/C10H14O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,6,8-9H,4-5H2,1-2H3

描述信息

Occurs in orange, lemon, spearmint, pepper, thyme, juniper, calamus, ginger, myrtle, lemon balm, calabash, nutmeg, parsley seed and other plant oils. Myrtenal is found in many foods, some of which are peppermint, fruits, wild celery, and sweet bay.
Myrtenal is found in cardamom. Myrtenal occurs in orange, lemon, spearmint, pepper, thyme, juniper, calamus, ginger, myrtle, lemon balm, calabash, nutmeg, parsley seed and other plant oils.

同义名列表

7 个代谢物同义名

6,6-Dimethyl-bicyclo[3,1,1]hept-2-ene-2-carboxaldehyde; 6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde; 2-Formyl-6,6-dimethylbicyclo(3.1.1)hept-2-ene; FEMA 3395; myrtenal; Myrtenal; Myrtenal



数据库引用编号

17 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)

321 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 8 BCL2, CASP1, CASP3, CAT, IL18, NLRP3, PMP2, PTGS2
Peripheral membrane protein 3 COG2, GORASP1, PTGS2
Endoplasmic reticulum membrane 3 BCL2, HMGCR, PTGS2
Nucleus 4 BCL2, CASP3, NLRP3, PMP2
cytosol 7 BCL2, CASP1, CASP3, CAT, IL18, NLRP3, PMP2
nucleoplasm 1 CASP3
Cell membrane 2 CASP1, TNF
Cytoplasmic side 2 COG2, GORASP1
Multi-pass membrane protein 2 ATP4A, HMGCR
Golgi apparatus membrane 3 COG2, GORASP1, NLRP3
cell surface 1 TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 3 ATRN, COG2, GORASP1
Golgi membrane 4 COG2, GORASP1, INS, NLRP3
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 2 IL18, NLRP3
plasma membrane 5 ATP4A, ATRN, CASP1, INSRR, TNF
Membrane 7 ATP4A, BCL2, CAT, COG2, HMGCR, INSRR, NLRP3
apical plasma membrane 1 ATP4A
axon 1 INSRR
caveola 1 PTGS2
extracellular exosome 3 ATRN, CAT, PMP2
endoplasmic reticulum 5 BCL2, HMGCR, NLRP3, PTGS2, SUMF1
extracellular space 7 ATP4A, ATRN, CXCL8, IL18, IL6, INS, TNF
mitochondrion 3 BCL2, CAT, NLRP3
protein-containing complex 4 BCL2, CASP1, CAT, PTGS2
intracellular membrane-bounded organelle 1 CAT
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 ATRN, INSRR
Secreted 5 CXCL8, IL18, IL6, INS, NLRP3
extracellular region 7 CAT, CXCL8, IL18, IL6, INS, NLRP3, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
[Isoform 2]: Secreted 1 ATRN
mitochondrial matrix 1 CAT
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 TNF
nucleolus 1 CASP1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ATP4A
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 CAT
microtubule 1 CASP1
cis-Golgi network 1 GORASP1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 2 CAT, HMGCR
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 2 CASP1, NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 INSRR
neuron projection 1 PTGS2
phagocytic cup 1 TNF
[Isoform 3]: Secreted 1 ATRN
Endomembrane system 1 NLRP3
endosome lumen 1 INS
microtubule organizing center 1 NLRP3
myelin sheath 2 BCL2, PMP2
Peroxisome membrane 1 HMGCR
trans-Golgi network membrane 1 COG2
Golgi stack 1 COG2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 4 IL6, INS, PTGS2, SUMF1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 2 GORASP1, INS
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
AIM2 inflammasome complex 1 CASP1
death-inducing signaling complex 1 CASP3
canonical inflammasome complex 1 CASP1
[Isoform 1]: Cell membrane 1 ATRN
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
insulin receptor complex 1 INSRR
BAD-BCL-2 complex 1 BCL2
potassium:proton exchanging ATPase complex 1 ATP4A
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
Golgi transport complex 1 COG2
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Liyan Yu, Hongguang Liu, Xiaoxia Ma, Vidya Devanathadesikan Seshadri, Xuan Gao. Anti-atherosclerotic Effects of Myrtenal in High-Fat Diet-Induced Atherosclerosis in Rats. Applied biochemistry and biotechnology. 2022 Dec; 194(12):5717-5733. doi: 10.1007/s12010-022-04044-x. [PMID: 35804285]
  • Ayyasamy Rathinam, Leelavinothan Pari, Manigandan Venkatesan, Shankar Munusamy. Myrtenal attenuates oxidative stress and inflammation in a rat model of streptozotocin-induced diabetes. Archives of physiology and biochemistry. 2022 Feb; 128(1):175-183. doi: 10.1080/13813455.2019.1670212. [PMID: 31564173]
  • Baoyu Li, Guishan Lin, Wengui Duan, Xiaoyu Wang, Bo Cen. Synthesis of Myrtenal-Based Nanocellulose/Diacylhydrazine Complexes with Antifungal Activity for Plant Protection. Journal of agricultural and food chemistry. 2021 Nov; 69(44):12956-12965. doi: 10.1021/acs.jafc.1c02694. [PMID: 34714664]
  • Wen-Xuan Li, Ping Qian, Yi-Tong Guo, Li Gu, Jessore Jurat, Yang Bai, Dong-Fang Zhang. Myrtenal and β-caryophyllene oxide screened from Liquidambaris Fructus suppress NLRP3 inflammasome components in rheumatoid arthritis. BMC complementary medicine and therapies. 2021 Sep; 21(1):242. doi: 10.1186/s12906-021-03410-2. [PMID: 34583676]
  • Mingzhen Zhao, Bin Liu, Yaya Sun, Yuanyuan Wang, Lulu Dai, Hui Chen. Presence and roles of myrtenol, myrtanol and myrtenal in Dendroctonus armandi (Coleoptera: Curculionidae: Scolytinae) and Pinus armandi (Pinales: Pinaceae: Pinoideae). Pest management science. 2020 Jan; 76(1):188-197. doi: 10.1002/ps.5492. [PMID: 31106502]
  • Brunna Xavier Martins, Raul Ferraz Arruda, Gildeíde Aparecida Costa, Hassan Jerdy, Sávio Bastos de Souza, Julianna Maria Santos, William Rodrigues de Freitas, Milton Masahiko Kanashiro, Eulógio Carlos Queiroz de Carvalho, Nadir Francisca Sant'Anna, Fernanda Antunes, Raul Martinez-Zaguilan, Sennoune Souad, Anna Lvovna Okorokova-Façanha, Arnoldo Rocha Façanha. Myrtenal-induced V-ATPase inhibition - A toxicity mechanism behind tumor cell death and suppressed migration and invasion in melanoma. Biochimica et biophysica acta. General subjects. 2019 01; 1863(1):1-12. doi: 10.1016/j.bbagen.2018.09.006. [PMID: 30279148]
  • D Andrys, M Adaszyńska-Skwirzyńska, D Kulpa. Jasmonic acid changes the composition of essential oil isolated from narrow-leaved lavender propagated in in vitro cultures. Natural product research. 2018 Apr; 32(7):834-839. doi: 10.1080/14786419.2017.1309533. [PMID: 28421828]
  • Rathinam Ayyasamy, Pari Leelavinothan. Myrtenal alleviates hyperglycaemia, hyperlipidaemia and improves pancreatic insulin level in STZ-induced diabetic rats. Pharmaceutical biology. 2016 Nov; 54(11):2521-2527. doi: 10.3109/13880209.2016.1168852. [PMID: 27158912]
  • Ayyasamy Rathinam, Leelavinothan Pari. Myrtenal ameliorates hyperglycemia by enhancing GLUT2 through Akt in the skeletal muscle and liver of diabetic rats. Chemico-biological interactions. 2016 Aug; 256(?):161-6. doi: 10.1016/j.cbi.2016.07.009. [PMID: 27417257]
  • Ayyasamy Rathinam, Leelavinothan Pari, Ramasamy Chandramohan, Bashir Ahmad Sheikh. Histopathological findings of the pancreas, liver, and carbohydrate metabolizing enzymes in STZ-induced diabetic rats improved by administration of myrtenal. Journal of physiology and biochemistry. 2014 Dec; 70(4):935-46. doi: 10.1007/s13105-014-0362-z. [PMID: 25292424]
  • Sungeun Cho, Edwin Nuijten, Robert L Shewfelt, Stanley J Kays. Aroma chemistry of African Oryza glaberrima and Oryza sativa rice and their interspecific hybrids. Journal of the science of food and agriculture. 2014 Mar; 94(4):727-35. doi: 10.1002/jsfa.6329. [PMID: 23907855]
  • Ana T Rufino, Madalena Ribeiro, Fernando Judas, Lígia Salgueiro, Maria C Lopes, Carlos Cavaleiro, Alexandrina F Mendes. Anti-inflammatory and chondroprotective activity of (+)-α-pinene: structural and enantiomeric selectivity. Journal of natural products. 2014 Feb; 77(2):264-9. doi: 10.1021/np400828x. [PMID: 24455984]
  • Lingaiah Hari Babu, Srinivasan Perumal, Maruthaiveeran Periyasamy Balasubramanian. Myrtenal, a natural monoterpene, down-regulates TNF-α expression and suppresses carcinogen-induced hepatocellular carcinoma in rats. Molecular and cellular biochemistry. 2012 Oct; 369(1-2):183-93. doi: 10.1007/s11010-012-1381-0. [PMID: 22763672]
  • Lingaiah Hari Babu, Srinivasan Perumal, Maruthaiveeran Periyasamy Balasubramanian. Myrtenal attenuates diethylnitrosamine-induced hepatocellular carcinoma in rats by stabilizing intrinsic antioxidants and modulating apoptotic and anti-apoptotic cascades. Cellular oncology (Dordrecht). 2012 Aug; 35(4):269-83. doi: 10.1007/s13402-012-0086-4. [PMID: 22722977]
  • Daniella K S Lima, Laudir J Ballico, Fernanda Rocha Lapa, Hilda P Gonçalves, Lauro Mera de Souza, Marcello Iacomini, Maria Fernanda de Paula Werner, Cristiane Hatsuko Baggio, Isabela Tiemy Pereira, Luisa Mota da Silva, Valdir A Facundo, Adair Roberto Soares Santos. Evaluation of the antinociceptive, anti-inflammatory and gastric antiulcer activities of the essential oil from Piper aleyreanum C.DC in rodents. Journal of ethnopharmacology. 2012 Jun; 142(1):274-82. doi: 10.1016/j.jep.2012.05.016. [PMID: 22588049]
  • Karolina Corin, Horst Pick, Philipp Baaske, Brian L Cook, Stefan Duhr, Christoph J Wienken, Dieter Braun, Horst Vogel, Shuguang Zhang. Insertion of T4-lysozyme (T4L) can be a useful tool for studying olfactory-related GPCRs. Molecular bioSystems. 2012 Jun; 8(6):1750-9. doi: 10.1039/c2mb05495g. [PMID: 22491779]
  • Dorothea Kaufmann, Anudeep Kaur Dogra, Michael Wink. Myrtenal inhibits acetylcholinesterase, a known Alzheimer target. The Journal of pharmacy and pharmacology. 2011 Oct; 63(10):1368-71. doi: 10.1111/j.2042-7158.2011.01344.x. [PMID: 21899553]
  • Anil Pareek, Manish Suthar, Garvendra S Rathore, Vijay Bansal. Feverfew (Tanacetum parthenium L.): A systematic review. Pharmacognosy reviews. 2011 Jan; 5(9):103-10. doi: 10.4103/0973-7847.79105. [PMID: 22096324]
  • Ping Yan, Zhe-zhi Wang. [Analysis of essential oil from different organs of Caryopteris tangutica]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Jan; 32(1):61-5. doi: ". [PMID: 19445123]
  • Alberto Angioni, Andrea Barra, Valentina Coroneo, Sandro Dessi, Paolo Cabras. Chemical composition, seasonal variability, and antifungal activity of Lavandula stoechas L. ssp. stoechas essential oils from stem/leaves and flowers. Journal of agricultural and food chemistry. 2006 Jun; 54(12):4364-70. doi: 10.1021/jf0603329. [PMID: 16756368]
  • Ian A Southwell. 25 years of natural product R&D with New South Wales agriculture. Molecules (Basel, Switzerland). 2005 Oct; 10(10):1232-41. doi: 10.3390/10101232. [PMID: 18007515]
  • X Z Luo, J G Yu, L Z Xu, S L Yang, J D Feng, S L Ou. [Chemical constituents in volatile oil from fruits of Alpinia oxyphylla Miq]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Apr; 26(4):262-4. doi: . [PMID: 12525051]
  • S Husted, T Hjort. Sperm antibodies in serum and seminal plasma. International journal of fertility. 1975; 20(2):97-105. doi: NULL. [PMID: 3485]
  • . . . . doi: . [PMID: 17192005]