(-)-Sabinene (BioDeep_00000000621)

 

Secondary id: BioDeep_00000400333, BioDeep_00000603254

natural product human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(1R,5R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane (1R,5R)-thuj-4(10)-ene

化学式: C10H16 (136.1252)
中文名称: 桧烯
谱图信息: 最多检出来源 Viridiplantae(plant) 31.86%

分子结构信息

SMILES: C=C1CCC2(C(C)C)CC12
InChI: InChI=1/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h7,9H,3-6H2,1-2H3

描述信息

Sabinene (CAS: 3387-41-5) belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Thus, sabinene is considered to be an isoprenoid lipid molecule. Sabinene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. (-)-Sabinene is found in herbs and spices and is a constituent of Laurus nobilis (bay laurel).
Constituent of Laurus nobilis (bay laurel) and some other plants. (-)-4(10)-Thujene is found in sweet bay and herbs and spices.
Sabinene is a thujene that is a bicyclic monoterpene isolated from the essential oils of various plant species. It has a role as a plant metabolite.
Black pepper allergenic extract is used in allergenic testing.
Laurus nobilis allergenic extract is used in allergenic testing.
Nutmeg allergenic extract is used in allergenic testing.
Sabinene is a natural product found in Teucrium montanum, Xylopia aromatica, and other organisms with data available.
Carrot Seed Oil is the oil extracted from the seeds of Daucus carota. Carrot seed oil is primarily used in skin treatment preparations.
Acquisition and generation of the data is financially supported in part by CREST/JST.
Sabinene is an naturally occurring bicyclic monoterpene which can be used as flavorings, perfume additives, fine chemicals, and advanced biofuels. Sabinene is also an orally active compound to attenuates skeletal muscle atrophy and regulates ROS-mediated MAPK/MuRF-1 pathways[1][2].
Sabinene is an naturally occurring bicyclic monoterpene which can be used as flavorings, perfume additives, fine chemicals, and advanced biofuels. Sabinene is also an orally active compound to attenuates skeletal muscle atrophy and regulates ROS-mediated MAPK/MuRF-1 pathways[1][2].

同义名列表

47 个代谢物同义名

(1S,5S)-4-Methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane; (1S,5S)-4-Methylene-1-(1-methylethyl)bicyclo[3.1.0]hexane; (1S,5S)-1-isopropyl-4-methylenebicyclo[3.1.0]hexane; 4-methylene-1-(1-methylethyl)bicyclo[3.1.0]hexane; 1-Isopropyl-4-methylenebicyclo[3.1.0]hexane; (1S,5S)-Thuj-4(10)-ene; (1S,5S)-(-)-Sabinene; (1S)-(Z)-sabinene; (-)-4(10)-Thujene; (1S,5S)-Sabinene; 4(10)-Thujene; (-)-sabinene; Sabenene; Sabinene; Sabinen; (1R,5R)-4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane (1R,5R)-thuj-4(10)-ene; Bicyclo[3.1.0]hexane, 4-methylene-1-(1-methylethyl)-; (1R,5R)-1-isopropyl-4-methylenebicyclo[3.1.0]hexane; 4-methylidene-1-(propan-2-yl)bicyclo[3.1.0]hexane; 4-methylidene-1-propan-2-ylbicyclo[3.1.0]hexane; 5-isopropyl-2-methylene-bicyclo[3.1.0]hexane; 4(10)-Thujene pound>>Thuj-4(10)-ene; SABINENE (STABILIZED WITH TBC); SABINENE NATURAL TANACETANE; Sabinene, natural, 75\\%; sabinene, (1R)-isomer; bicyclic monoterpene; SABINENE, (-)-(SG); clausena anisata; Carrot seed oil; (+/-)-Sabinene; Laurus nobilis; Thuj-4(10)-ene; Norway spruce; (+)-sabinene; Black pepper; spiciness; Holm Oak; Marjoram; Nutmeg; US Nat; Citrus; EU Nat; spice; pine; Sabinene; 3387-41-5 (Anhyd.)



数据库引用编号

32 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

8 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(5)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

416 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 CASP3, CAT, CYP2B6, FDPS, HPGDS, MAPK14, MMUT, MSMP, NOS2, PRKN, PTGS2, TYR
Peripheral membrane protein 3 ACHE, CYP2B6, PTGS2
Endoplasmic reticulum membrane 2 CYP2B6, PTGS2
Nucleus 6 ACHE, CASP3, MAPK14, MPO, NOS2, PRKN
cytosol 7 CASP3, CAT, FDPS, HPGDS, MAPK14, NOS2, PRKN
nucleoplasm 6 CASP3, FDPS, HPGDS, MAPK14, MPO, NOS2
Cell membrane 2 ACHE, TNF
Synapse 1 ACHE
cell surface 2 ACHE, TNF
glutamatergic synapse 2 CASP3, MAPK14
Golgi apparatus 3 ACHE, ATRN, PRKN
neuromuscular junction 1 ACHE
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 2 NOS2, PRKN
Lysosome 2 MPO, TYR
Presynapse 1 PRKN
plasma membrane 5 ACHE, ATRN, BCHE, NOS2, TNF
Membrane 3 ACHE, CAT, FDPS
caveola 1 PTGS2
extracellular exosome 3 ATRN, CAT, MPO
endoplasmic reticulum 2 PRKN, PTGS2
extracellular space 8 ACHE, ATRN, BCHE, CXCL8, IL6, MPO, MSMP, TNF
perinuclear region of cytoplasm 4 ACHE, NOS2, PRKN, TYR
mitochondrion 4 CAT, MAPK14, MMUT, PRKN
protein-containing complex 2 CAT, PTGS2
intracellular membrane-bounded organelle 5 CAT, CYP2B6, HPGDS, MPO, TYR
Microsome membrane 2 CYP2B6, PTGS2
postsynaptic density 2 CASP3, PRKN
Single-pass type I membrane protein 2 ATRN, TYR
Secreted 5 ACHE, BCHE, CXCL8, IL6, MSMP
extracellular region 8 ACHE, BCHE, CAT, CXCL8, IL6, MAPK14, MPO, TNF
Mitochondrion outer membrane 1 PRKN
mitochondrial outer membrane 1 PRKN
[Isoform 2]: Secreted 1 ATRN
Mitochondrion matrix 1 MMUT
mitochondrial matrix 3 CAT, FDPS, MMUT
Extracellular side 1 ACHE
external side of plasma membrane 1 TNF
Melanosome membrane 1 TYR
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 TNF
focal adhesion 1 CAT
microtubule 1 DNAH12
Peroxisome 3 CAT, FDPS, NOS2
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, NOS2
peroxisomal membrane 1 CAT
secretory granule 1 MPO
axoneme 1 DNAH12
nuclear speck 2 MAPK14, PRKN
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, neuron projection 1 PRKN
neuron projection 2 PRKN, PTGS2
phagocytic cup 1 TNF
spindle pole 1 MAPK14
blood microparticle 1 BCHE
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH12
Lipid-anchor, GPI-anchor 1 ACHE
[Isoform 3]: Secreted 1 ATRN
Melanosome 1 TYR
side of membrane 1 ACHE
ubiquitin ligase complex 1 PRKN
azurophil granule 1 MPO
ficolin-1-rich granule lumen 2 CAT, MAPK14
secretory granule lumen 2 CAT, MAPK14
endoplasmic reticulum lumen 3 BCHE, IL6, PTGS2
azurophil granule lumen 1 MPO
aggresome 1 PRKN
dynein complex 1 DNAH12
nuclear envelope lumen 1 BCHE
phagocytic vesicle lumen 1 MPO
synaptic cleft 1 ACHE
death-inducing signaling complex 1 CASP3
[Isoform 1]: Cell membrane 1 ATRN
dopaminergic synapse 1 PRKN
Lewy body 1 PRKN
Parkin-FBXW7-Cul1 ubiquitin ligase complex 1 PRKN
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
[Isoform H]: Cell membrane 1 ACHE
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
axonemal dynein complex 1 DNAH12


文献列表

  • Sung-Hee Kim, Young-Ah Jang, Yong-Jin Kwon. Anti-Inflammatory Effect of Chamaecyparis obtusa (Siebold & Zucc.) Endl. Leaf Essential Oil. Molecules (Basel, Switzerland). 2024 Mar; 29(5):. doi: 10.3390/molecules29051117. [PMID: 38474629]
  • Huizhong Hu, Dengwu Li, Ruxue Bai, Weiping Zhang, Hong Luo, Enping Yu. Chemodiversity and Bioactivity of the Essential Oils of Juniperus and Implication for Taxonomy. International journal of molecular sciences. 2023 Oct; 24(20):. doi: 10.3390/ijms242015203. [PMID: 37894884]
  • Yessenia E Maldonado, Omar Malagón, Nixon Cumbicus, Gianluca Gilardoni. A new essential oil from the native Ecuadorian species Steiractinia sodiroi (Hieron.) S.F. Blake (Asteraceae): chemical and enantioselective analyses. Scientific reports. 2023 Oct; 13(1):17180. doi: 10.1038/s41598-023-44524-6. [PMID: 37821569]
  • J W Walker, B M Shoemake, D G Quadros, J W Thorne, N C Cahill. Selecting goats for juniper consumption did not improve their liver Phase I detoxification. Journal of animal science. 2023 Jun; ?(?):. doi: 10.1093/jas/skad180. [PMID: 37328163]
  • Mahin Bashiri-Nahnjeh, Abdolrahman Sarihi, Ahmad Ebadi, Dara Dastan, Mojdeh Mohammadi. In silico molecular modeling, neuro-behavioral profile, and toxicity assessment of the essential oil of Ferula gummosa Boiss. as an anti-seizure agent. Journal of ethnopharmacology. 2023 Jun; 309(?):116347. doi: 10.1016/j.jep.2023.116347. [PMID: 36894108]
  • Meiyu Sun, Ningning Liu, Jiahui Miao, Yanan Zhang, Yuanpeng Hao, Jinzheng Zhang, Hui Li, Hongtong Bai, Lei Shi. Creation of New Oregano Genotypes with Different Terpene Chemotypes via Inter- and Intraspecific Hybridization. International journal of molecular sciences. 2023 Apr; 24(8):. doi: 10.3390/ijms24087320. [PMID: 37108486]
  • Bartłomiej Piasecki, Viktória L Balázs, Anna Kieltyka-Dadasiewicz, Péter Szabó, Béla Kocsis, Györgyi Horváth, Agnieszka Ludwiczuk. Microbiological Studies on the Influence of Essential Oils from Several Origanum Species on Respiratory Pathogens. Molecules (Basel, Switzerland). 2023 Mar; 28(7):. doi: 10.3390/molecules28073044. [PMID: 37049808]
  • Corinna Schmiderer, Ralf Steinborn, Johannes Novak. Monoterpene synthases of three closely related sage species (Salvia officinalis, S. fruticosa and S. pomifera, Lamiaceae). Plant physiology and biochemistry : PPB. 2023 Jan; 196(?):318-327. doi: 10.1016/j.plaphy.2023.01.034. [PMID: 36738511]
  • Souad El Hafidi, Khadija Bakhy, Mohammed Ouhssine, Abderrahim Benzakour, Hamid Khamar, Joseph Casanova, Mathieu Paoli, Félix Tomi. Composition and Chemical Variability of the Essential Oil from Aerial Parts of Cladanthus scariosus, an Endemic Species to the Moroccan High Atlas. Chemistry & biodiversity. 2023 Jan; 20(1):e202201022. doi: 10.1002/cbdv.202201022. [PMID: 36520049]
  • Daniela Gruľová, Beáta Baranová, Vincent Sedlák, Laura De Martino, Valtcho D Zheljazkov, Mária Konečná, Janka Poráčová, Lucia Caputo, Vincenzo De Feo. Juniperus horizontalis Moench: Chemical Composition, Herbicidal and Insecticidal Activities of Its Essential Oil and of Its Main Component, Sabinene. Molecules (Basel, Switzerland). 2022 Dec; 27(23):. doi: 10.3390/molecules27238408. [PMID: 36500500]
  • Lina M Barhoumi, Reem N Dabaibeh, Hala I Al-Jaber, Safwan M Obeidat, Ismaeil F Abaza, Nooman A Khalaf, Musa H Abu-Zarga, Fatma U Afifi. Aroma Profiles Analysis of Two Populations of Salvia palaestina Benth. Collected from Mediterranean and Irano-Turanian Zones in Jordan. Journal of oleo science. 2021 May; 70(5):713-719. doi: 10.5650/jos.ess20156. [PMID: 33840661]
  • 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]
  • Carolina E Galvez, Cristina M Jimenez, Analía de Los A Gomez, Emilio F Lizarraga, Diego A Sampietro. Chemical composition and antifungal activity of essential oils from Senecio nutans, Senecio viridis, Tagetes terniflora and Aloysia gratissima against toxigenic Aspergillus and Fusarium species. Natural product research. 2020 May; 34(10):1442-1445. doi: 10.1080/14786419.2018.1511555. [PMID: 30456990]
  • Carla Maria Mariano Fernandez, Maurício Ferreira da Rosa, Ana Claudia Aparecida Mariano Fernandez, Wanessa de Campos Bortolucci, Fabiana Borges Padilha Ferreira, Giani Andrea Linde, Nelson Barros Colauto, Márcia Regina Simões, Viviane da Silva Lobo, Zilda Cristiani Gazim. Essential oil and fractions isolated of Laurel to control adults and larvae of cattle ticks. Natural product research. 2020 Mar; 34(5):731-735. doi: 10.1080/14786419.2018.1495637. [PMID: 30445842]
  • Hala I Al-Jaber, Safwan M Obeidat, Fatma U Afifi, Musa H Abu Zarga. Aroma Profile of Two Populations of Salvia verbenaca Collected from Two Bio-Geographical Zones from Jordan. Chemistry & biodiversity. 2020 Feb; 17(2):e1900553. doi: 10.1002/cbdv.201900553. [PMID: 31869516]
  • Godfried Dougnon, Michiho Ito. Sedative effects of the essential oil from the leaves of Lantana camara occurring in the Republic of Benin via inhalation in mice. Journal of natural medicines. 2020 Jan; 74(1):159-169. doi: 10.1007/s11418-019-01358-9. [PMID: 31446559]
  • Amrita Yadav, Anupam Kujur, Akshay Kumar, Prem Pratap Singh, Vishal Gupta, Bhanu Prakash. Encapsulation of Bunium persicum essential oil using chitosan nanopolymer: Preparation, characterization, antifungal assessment, and thermal stability. International journal of biological macromolecules. 2020 Jan; 142(?):172-180. doi: 10.1016/j.ijbiomac.2019.09.089. [PMID: 31521660]
  • Shamini Sharma, Jeena Gupta, Pranav Kumar Prabhakar, Pawan Gupta, Preeti Solanki, Anuradha Rajput. Phytochemical Repurposing of Natural Molecule: Sabinene for Identification of Novel Therapeutic Benefits Using In Silico and In Vitro Approaches. Assay and drug development technologies. 2019 Nov; 17(8):339-351. doi: 10.1089/adt.2019.939. [PMID: 31846362]
  • Shixing Zhou, Caixia Wei, Chi Zhang, Caixia Han, Nigora Kuchkarova, Hua Shao. Chemical Composition, Phytotoxic, Antimicrobial and Insecticidal Activity of the Essential Oils of Dracocephalum integrifolium. Toxins. 2019 10; 11(10):. doi: 10.3390/toxins11100598. [PMID: 31614937]
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  • 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]
  • Stephane L Ngahang Kamte, Farahnaz Ranjbarian, Kevin Cianfaglione, Stefania Sut, Stefano Dall'Acqua, Maurizio Bruno, Fariba Heshmati Afshar, Romilde Iannarelli, Giovanni Benelli, Loredana Cappellacci, Anders Hofer, Filippo Maggi, Riccardo Petrelli. Identification of highly effective antitrypanosomal compounds in essential oils from the Apiaceae family. Ecotoxicology and environmental safety. 2018 Jul; 156(?):154-165. doi: 10.1016/j.ecoenv.2018.03.032. [PMID: 29549739]
  • Pradeep Kumar Kamila, Asit Ray, Sudipta Jena, Pradipta Kumar Mohapatra, Pratap Chandra Panda. Chemical composition and antioxidant activities of the essential oil of Hypericum gaitii Haines - an endemic species of Eastern India. Natural product research. 2018 Mar; 32(6):739-742. doi: 10.1080/14786419.2017.1338283. [PMID: 28595453]
  • Emanuele Pallozzi, Ilaria Lusini, Lucia Cherubini, Ramilla A Hajiaghayeva, Paolo Ciccioli, Carlo Calfapietra. Differences between a deciduous and a conifer tree species in gaseous and particulate emissions from biomass burning. Environmental pollution (Barking, Essex : 1987). 2018 Mar; 234(?):457-467. doi: 10.1016/j.envpol.2017.11.080. [PMID: 29207297]
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  • Aida Lahmar, Ahmed Bedoui, Imen Mokdad-Bzeouich, Zaineb Dhaouifi, Zahar Kalboussi, Imed Cheraif, Kamel Ghedira, Leila Chekir-Ghedira. Reversal of resistance in bacteria underlies synergistic effect of essential oils with conventional antibiotics. Microbial pathogenesis. 2017 May; 106(?):50-59. doi: 10.1016/j.micpath.2016.10.018. [PMID: 27815129]
  • Mirjana Marčetić, Nada Kovačević, Dmitar Lakušić, Branislava Lakušić. Habitat-related variation in composition of the essential oil of Seseli rigidum Waldst. & Kit. (Apiaceae). Phytochemistry. 2017 Mar; 135(?):80-92. doi: 10.1016/j.phytochem.2016.12.004. [PMID: 27939243]
  • Elwira Sieniawska, Marta Swatko-Ossor, Rafał Sawicki, Krystyna Skalicka-Woźniak, Grazyna Ginalska. Natural Terpenes Influence the Activity of Antibiotics against Isolated Mycobacterium tuberculosis. Medical principles and practice : international journal of the Kuwait University, Health Science Centre. 2017; 26(2):108-112. doi: 10.1159/000454680. [PMID: 27883995]
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  • Gun Woong Lee, Sungbeom Lee, Moon-Soo Chung, Yeon Sim Jeong, Byung Yeoup Chung. Rice terpene synthase 20 (OsTPS20) plays an important role in producing terpene volatiles in response to abiotic stresses. Protoplasma. 2015 Jul; 252(4):997-1007. doi: 10.1007/s00709-014-0735-8. [PMID: 25430981]
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  • Patricia R Quiroga, Claudia M Asensio, Valeria Nepote. Antioxidant effects of the monoterpenes carvacrol, thymol and sabinene hydrate on chemical and sensory stability of roasted sunflower seeds. Journal of the science of food and agriculture. 2015 Feb; 95(3):471-9. doi: 10.1002/jsfa.6744. [PMID: 24841286]
  • Seyed Mehdi Razavi, Ameneh Ravansalar, Shahabeddin Mirinejad. The investigation on phytochemicals from Ferulago angulata (Schlecht) Boiss, indigenous to central parts of Iran. Natural product research. 2015; 29(21):2037-40. doi: 10.1080/14786419.2015.1017725. [PMID: 25743037]
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  • Ibrahim Sifi, Nadhir Gourine, Emile M Gaydou, Mohamed Yousfi. Chemotypes of essential oil of unripe galls of Pistacia atlantica Desf. from Algeria. Natural product research. 2015; 29(20):1945-9. doi: 10.1080/14786419.2015.1012164. [PMID: 25707439]
  • Yuechong Yue, Rangcai Yu, Yanping Fan. Characterization of two monoterpene synthases involved in floral scent formation in Hedychium coronarium. Planta. 2014 Oct; 240(4):745-62. doi: 10.1007/s00425-014-2127-x. [PMID: 25056927]
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