2-Pinen-10-ol (BioDeep_00000008972)

   

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methanol

化学式: C10H16O (152.1201)
中文名称: 桃金娘烯醇, 桃金娘醇
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 12.9%

分子结构信息

SMILES: C12C(CO)=CCC(C1)C2(C)C
InChI: InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3

描述信息

2-Pinen-10-ol is found in citrus. 2-Pinen-10-ol is a flavouring ingredient. 2-Pinen-10-ol is present in mandarin peel oil, raspberry, blackberry, strawberry, ginger, hop oil, black tea, peppermint oil, pepper (Piper nigrum), myrtle leaf or berry, summer savoury (Satureja hortensis) and other foodstuffs
(±)-Myrtenol is a flavouring ingredient. It is found in mandarin peel oil, raspberry, blackberry, strawberry, ginger, hop oil, black tea, peppermint oil, pepper (Piper nigrum), myrtle leaf or berry, summer savoury (Satureja hortensis) and other foods.

同义名列表

9 个代谢物同义名

{6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl}methanol; 6,6-Dimethyl-2-oxymethylbicyclo(1.1.3)hept-2-ene; 6,6-Dimethylbicyclo(3.1.1)hept-2-ene-2-methanol; Pin-2-ene-10-ol; 2-Pinen-10-ol; (±)-Myrtenol; Myrtenol; Myrtenol; Myrtenol



数据库引用编号

19 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

1 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(1)

PharmGKB(0)

413 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 12 AIMP2, BCL2, BDNF, CASP3, CAT, FGF2, MYD88, NOS3, PIK3CA, PIK3R6, TLR4, VEGFA
Peripheral membrane protein 2 CYP1B1, PIK3R6
Endosome membrane 2 MYD88, TLR4
Endoplasmic reticulum membrane 2 BCL2, CYP1B1
Nucleus 8 AIMP2, BCL2, CASP3, FGF2, MYD88, NOS3, PCNA, VEGFA
cytosol 9 AIMP2, ANK1, BCL2, CASP3, CAT, MYD88, NOS3, PIK3CA, PIK3R6
dendrite 1 BDNF
nuclear body 1 PCNA
centrosome 1 PCNA
nucleoplasm 3 CASP3, NOS3, PCNA
Cell membrane 4 PIK3R6, TLR4, TNF, TRPA1
lamellipodium 1 PIK3CA
Multi-pass membrane protein 1 TRPA1
cell surface 4 MYD88, TLR4, TNF, VEGFA
glutamatergic synapse 1 CASP3
Golgi apparatus 3 ATRN, NOS3, VEGFA
Golgi membrane 1 NOS3
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANK1
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 1 AIMP2
plasma membrane 9 ANK1, ATRN, MYD88, NOS3, PIK3CA, PIK3R6, TLR4, TNF, TRPA1
Membrane 10 AIMP2, ANK1, BCL2, BDNF, CAT, CYP1B1, PIK3R6, TLR4, TRPA1, VEGFA
axon 1 BDNF
basolateral plasma membrane 1 ANK1
caveola 1 NOS3
extracellular exosome 3 ATRN, CAT, PCNA
endoplasmic reticulum 2 BCL2, VEGFA
extracellular space 7 ATRN, BDNF, FGF2, IL10, IL17A, TNF, VEGFA
perinuclear region of cytoplasm 4 BDNF, NOS3, PIK3CA, TLR4
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 3 BCL2, CAT, CYP1B1
protein-containing complex 3 BCL2, CAT, MYD88
intracellular membrane-bounded organelle 2 CAT, CYP1B1
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 ATRN, TLR4
Secreted 5 BDNF, FGF2, IL10, IL17A, VEGFA
extracellular region 7 BDNF, CAT, FGF2, IL10, IL17A, TNF, VEGFA
cytoplasmic side of plasma membrane 1 ANK1
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 3 IL17A, TLR4, TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
Z disc 1 ANK1
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
postsynaptic membrane 1 ANK1
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 ANK1
focal adhesion 1 CAT
axolemma 1 ANK1
extracellular matrix 1 VEGFA
Peroxisome 1 CAT
sarcoplasmic reticulum 1 ANK1
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
secretory granule 1 VEGFA
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 ANK1
chromatin 1 PCNA
stereocilium bundle 1 TRPA1
phagocytic cup 2 TLR4, TNF
cytoskeleton 2 ANK1, NOS3
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
[Isoform 3]: Secreted 1 ATRN
M band 1 ANK1
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
replication fork 1 PCNA
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 BDNF
male germ cell nucleus 1 PCNA
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 2 PIK3CA, PIK3R6
phosphatidylinositol 3-kinase complex, class IA 2 PIK3CA, PIK3R6
endocytic vesicle membrane 1 NOS3
nuclear lamina 1 PCNA
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 ATRN
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
extrinsic component of plasma membrane 1 MYD88
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
spectrin-associated cytoskeleton 1 ANK1
ankyrin-1 complex 1 ANK1
catalase complex 1 CAT
BAD-BCL-2 complex 1 BCL2
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Isoform Mu18]: Sarcoplasmic reticulum 1 ANK1
[Isoform Mu19]: Sarcoplasmic reticulum 1 ANK1
[Isoform Mu20]: Sarcoplasmic reticulum 1 ANK1
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
phosphatidylinositol 3-kinase complex, class IB 2 PIK3CA, PIK3R6
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Haoliang Zhang, Anuradha Ramamoorthy, Thamaraiselvan Rengarajan, Petchi Iyappan, Tahani A Alahmadi, Milton Wainwright, Samer Hasan Hussein-Al-Ali. Immunomodulatory effect of Myrtenol on benzo (a) pyrene-induced lung cancer in Swiss albino mice via modulation of tumor markers, cytokines and inhibition of PCNA expression. Journal of biochemical and molecular toxicology. 2023 Nov; ?(?):e23578. doi: 10.1002/jbt.23578. [PMID: 37927152]
  • Lexiao Jin, Zhengzhi Xie, Pawel Lorkiewicz, Sanjay Srivastava, Aruni Bhatnagar, Daniel J Conklin. Endothelial-dependent Relaxation of Alpha-Pinene and Two Metabolites, Myrtenol and Verbenol, in Isolated Murine Blood Vessels. American journal of physiology. Heart and circulatory physiology. 2023 Oct; ?(?):. doi: 10.1152/ajpheart.00380.2023. [PMID: 37889254]
  • Hanae Naceiri Mrabti, Imane Jaouadi, Ikrame Zeouk, Rokia Ghchime, Naoual El Mniyi, Nasreddine El Omari, Abdelaali Balahbib, Samiah H Al-Mijalli, Emad M Abdallah, Mohamed El-Shazly, Gokhan Zengin, Abdelhakim Bouyahya. Biological and pharmacological properties of myrtenol: a review. Current pharmaceutical design. 2022 Dec; ?(?):. doi: 10.2174/1381612829666221222121041. [PMID: 36567304]
  • Liu Xuemei, Shengjie Qiu, Guiying Chen, Mingyuan Liu. Myrtenol alleviates oxidative stress and inflammation in diabetic pregnant rats via TLR4/MyD88/NF-κB signaling pathway. Journal of biochemical and molecular toxicology. 2021 Nov; 35(11):e22904. doi: 10.1002/jbt.22904. [PMID: 34477272]
  • Leila Gimenes, Júlio César R Lopes Silva, Roselaine Facanali, Leandro Wang Hantao, Walter José Siqueira, Marcia Ortiz Mayo Marques. Essential Oils of New Lippia alba Genotypes Analyzed by Flow-Modulated Comprehensive Two-Dimensional Gas Chromatography (GC×GC) and Chemometric Analysis. Molecules (Basel, Switzerland). 2021 Apr; 26(8):. doi: 10.3390/molecules26082332. [PMID: 33923848]
  • 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]
  • Séverin Nguemezi Tchameni, Staelle Njamou Mbiakeu, Modeste Lambert Sameza, Pierre Michel Dongmo Jazet, François Tchoumbougnang. Using Citrus aurantifolia essential oil for the potential biocontrol of Colocasia esculenta (taro) leaf blight caused by Phytophthora colocasiae. Environmental science and pollution research international. 2018 Oct; 25(30):29929-29935. doi: 10.1007/s11356-017-0506-0. [PMID: 29150804]
  • Bruno S Gomes, Benedito P S Neto, Everton M Lopes, Francisco V M Cunha, Alyne R Araújo, Carlos W S Wanderley, Deysi V T Wong, Roberto César P L Júnior, Ronaldo A Ribeiro, Damião P Sousa, Jand Venes R Medeiros, Rita C M Oliveira, Francisco A Oliveira. Anti-inflammatory effect of the monoterpene myrtenol is dependent on the direct modulation of neutrophil migration and oxidative stress. Chemico-biological interactions. 2017 Aug; 273(?):73-81. doi: 10.1016/j.cbi.2017.05.019. [PMID: 28559105]
  • Lukas Schmidt, Thomas Göen. Human metabolism of α-pinene and metabolite kinetics after oral administration. Archives of toxicology. 2017 Feb; 91(2):677-687. doi: 10.1007/s00204-015-1656-9. [PMID: 26679931]
  • Ana Flávia Seraine Custódio Viana, Francilene Vieira da Silva, Hélio de Barros Fernandes, Irisdalva Sousa Oliveira, Milena Aguiar Braga, Paulo Iury Gomes Nunes, Daniel de Araújo Viana, Damião Pergentino de Sousa, Vietla Satyanarayana Rao, Rita de Cássia Meneses Oliveira, Flávia Almeida Santos. Gastroprotective effect of (-)-myrtenol against ethanol-induced acute gastric lesions: possible mechanisms. The Journal of pharmacy and pharmacology. 2016 Aug; 68(8):1085-92. doi: 10.1111/jphp.12583. [PMID: 27291136]
  • N A Vyry Wouatsa, Laxminarain Misra, R Venkatesh Kumar. Antibacterial activity of essential oils of edible spices, Ocimum canum and Xylopia aethiopica. Journal of food science. 2014 May; 79(5):M972-7. doi: 10.1111/1750-3841.12457. [PMID: 24758511]
  • 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]
  • V Varlet, M Augsburger. Monitoring of aglycons of yew glycosides (3,5-dimethoxyphenol, myrtenol and 1-octen-3-ol) as first indicator of yew presence. Drug testing and analysis. 2013 Jun; 5(6):474-9. doi: 10.1002/dta.391. [PMID: 22371422]
  • Takashi Kikuchi, Jie Zhang, Yan Huang, Kensuke Watanabe, Kenta Ishii, Ayako Yamamoto, Makoto Fukatsu, Reiko Tanaka, Toshihiro Akihisa. Glycosidic inhibitors of melanogenesis from leaves of Momordica charantia. Chemistry & biodiversity. 2012 Jul; 9(7):1221-30. doi: 10.1002/cbdv.201100350. [PMID: 22782871]
  • Luong Thi My Ngan, Joon-Kwan Moon, Jeong-Han Kim, Takayuki Shibamoto, Young-Joon Ahn. Growth-inhibiting effects of Paeonia lactiflora root steam distillate constituents and structurally related compounds on human intestinal bacteria. World journal of microbiology & biotechnology. 2012 Apr; 28(4):1575-83. doi: 10.1007/s11274-011-0961-6. [PMID: 22805939]
  • Ljuba Evstatieva, Milka Todorova, Daniela Antonova, Jordanka Staneva. Chemical composition of the essential oils of Rhodiola rosea L. of three different origins. Pharmacognosy magazine. 2010 Oct; 6(24):256-8. doi: 10.4103/0973-1296.71782. [PMID: 21120024]
  • Xiaoying Zhou, Gong Hai-Yan, Xu Tun-Hai, Shuge Tian. Physicochemical evaluation and essential oil composition analysis of Hyssopus cuspidatus Boriss from Xinjiang, China. Pharmacognosy magazine. 2010 Oct; 6(24):278-81. doi: 10.4103/0973-1296.71790. [PMID: 21120028]
  • Eliningaya J Kweka, Ester E Lyatuu, Michael A Mboya, Beda J Mwang'onde, Aneth M Mahande. Oviposition Deterrence Induced by Ocimum kilimandscharicum and Ocimum suave Extracts to Gravid Anopheles gambiae s.s (Diptera: Culicidae) in Laboratory. Journal of global infectious diseases. 2010 Sep; 2(3):242-5. doi: 10.4103/0974-777x.68524. [PMID: 20927285]
  • Nenad Vukovic, Slobodan Sukdolak, Slavica Solujic, Neda Niciforovic. Antimicrobial activity of the essential oil obtained from roots and chemical composition of the volatile constituents from the roots, stems, and leaves of Ballota nigra from Serbia. Journal of medicinal food. 2009 Apr; 12(2):435-41. doi: 10.1089/jmf.2008.0164. [PMID: 19459749]
  • Roland J W Meesters, Mike Duisken, Heike Jähnigen, Juliane Hollender. Sensitive determination of monoterpene alcohols in urine by HPLC-FLD combined with ESI-MS detection after online-solid phase extraction of the monoterpene-coumarincarbamate derivates. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 Nov; 875(2):444-50. doi: 10.1016/j.jchromb.2008.09.024. [PMID: 18845490]
  • E Sultan Giray, Saliha Kirici, D Alpaslan Kaya, Murat Türk, Ozgür Sönmez, Memet Inan. Comparing the effect of sub-critical water extraction with conventional extraction methods on the chemical composition of Lavandula stoechas. Talanta. 2008 Jan; 74(4):930-5. doi: 10.1016/j.talanta.2007.07.040. [PMID: 18371730]
  • Deepa S Pureswaran, Brian T Sullivan, Matthew P Ayres. High individual variation in pheromone production by tree-killing bark beetles (Coleoptera: Curculionidae: Scolytinae). Die Naturwissenschaften. 2008 Jan; 95(1):33-44. doi: 10.1007/s00114-007-0292-5. [PMID: 17661002]
  • Paolo Maria Guarrera, Leporatti Maria Lucia. Ethnobotanical remarks on Central and Southern Italy. Journal of ethnobiology and ethnomedicine. 2007 May; 3(?):23. doi: 10.1186/1746-4269-3-23. [PMID: 17537240]
  • Cheryl Lans, Nancy Turner, Tonya Khan, Gerhard Brauer, Willi Boepple. Ethnoveterinary medicines used for ruminants in British Columbia, Canada. Journal of ethnobiology and ethnomedicine. 2007 Feb; 3(?):11. doi: 10.1186/1746-4269-3-11. [PMID: 17324258]
  • G Sacchetti, M Muzzoli, G A Statti, F Conforti, A Bianchi, C Agrimonti, M Ballero, F Poli. Intra-specific biodiversity of Italian myrtle (Myrtus communis) through chemical markers profile and biological activities of leaf methanolic extracts. Natural product research. 2007 Feb; 21(2):167-79. doi: 10.1080/14786410600603783. [PMID: 17365705]
  • 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]
  • Asaph Aharoni, Ashok P Giri, Francel W A Verstappen, Cinzia M Bertea, Robert Sevenier, Zhongkui Sun, Maarten A Jongsma, Wilfried Schwab, Harro J Bouwmeester. Gain and loss of fruit flavor compounds produced by wild and cultivated strawberry species. The Plant cell. 2004 Nov; 16(11):3110-31. doi: 10.1105/tpc.104.023895. [PMID: 15522848]
  • Sarah A Holstein, Raymond J Hohl. Monoterpene regulation of Ras and Ras-related protein expression. Journal of lipid research. 2003 Jun; 44(6):1209-15. doi: 10.1194/jlr.m300057-jlr200. [PMID: 12671036]
  • Stephen G Bell, Xuehui Chen, Rebecca J Sowden, Feng Xu, Jennifer N Williams, Luet-Lok Wong, Zihe Rao. Molecular recognition in (+)-alpha-pinene oxidation by cytochrome P450cam. Journal of the American Chemical Society. 2003 Jan; 125(3):705-14. doi: 10.1021/ja028460a. [PMID: 12526670]
  • Frank Sandner, Jennifer Fornara, Wolfgang Dott, Juliane Hollender. Sensitive biomonitoring of monoterpene exposure by gas chromatographic-mass spectrometric measurement of hydroxy terpenes in urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Nov; 780(2):225-30. doi: 10.1016/s1570-0232(02)00469-5. [PMID: 12401347]