(-)-3-Thujene (BioDeep_00000020132)

human metabolite Endogenous

代谢物信息卡片

(1R,5S)-2-Methyl-5-(propan-2-yl)bicyclo[3.1.0]hex-2-ene

化学式: C10H16 (136.1251936)
中文名称: 双环[3.1.0]己-2-烯，2-甲基-5-（1-甲基乙基）
谱图信息: 最多检出来源 Homo sapiens(not specific) 3.45%

分子结构信息

SMILES: CC(C)C12CC1C(C)=CC2
InChI: InChI=1S/C10H16/c1-7(2)10-5-4-8(3)9(10)6-10/h4,7,9H,5-6H2,1-3H3

描述信息

Xi-3-thujene, also known as alpha-thujen or 5-isopropyl-2-methylbicyclo[3.1.0]hex-2-ene, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Xi-3-thujene can be found in herbs and spices, which makes xi-3-thujene a potential biomarker for the consumption of this food product.
xi-3-Thujene is found in herbs and spices. xi-3-Thujene is isolated from Indian olibanum tree (Boswellia serrata), Eucalyptus species, dill, juniper, coriander and many other plant oils. (Opt. rotn. frequently not reported).

同义名列表

23 个代谢物同义名

(1R,5S)-2-Methyl-5-(propan-2-yl)bicyclo[3.1.0]hex-2-ene; Bicyclo[3.1.0]hex-2-ene, 2-methyl-5-(1-methylethyl)-; (1R,5S)-5-isopropyl-2-methylbicyclo[3.1.0]hex-2-ene; 2-Methyl-5-(1-methylethyl)-bicyclo[3.1.0]hex-2-ene; 2-methyl-5-(propan-2-yl)bicyclo[3.1.0]hex-2-ene; 5-Isopropyl-2-methylbicyclo[3.1.0]hex-2-ene; (+/-)-alpha-Thujene; (1R,5S)-Thuj-2-ene; (-)-alpha-Thujene; (+/-)-a-thujene; (+/-)-α-thujene; (-)-3-Thujene; ALPHA-THUJENE; alpha-Thuiene; alpha-Thujen; Α-thuiene; a-Thuiene; a-Thujene; Origanene; Α-thujene; a-Thujen; Α-thujen; Bicyclo[3.1.0]hex-2-ene, 2-methyl-5-(1-methylethyl)-

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:50031
PubChem: 17868
HMDB: HMDB0036116
Wikipedia: Thujene
KNApSAcK: C00000184
foodb: FDB001413
chemspider: 16878
CAS: 3917-48-4
CAS: 2867-05-2
PMhub: MS000038502
RefMet: alpha-Thujene
PubChem: 12444324
LOTUS: LTS0185078
wikidata: Q27121796
LOTUS: LTS0176954
wikidata: Q104249272

分类词条

Bicyclic monoterpenoids

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)

43 个相关的物种来源信息

282720 - Achillea aspleniifolia: 10.1080/10412905.1992.9698109
282770 - Achillea virescens: 10.1080/10412905.1992.9698109
4037 - Apiaceae: 10.1007/BF00629663
72329 - Artemisia herba-alba: 10.1016/J.ARABJC.2012.04.042
637481 - Artemisia keiskeana: 10.1021/NP50047A038
199392 - Baeckea frutescens: 10.1002/(SICI)1099-1026(1998070)13:4<245::AID-FFJ736>3.0.CO;2-J
3708 - Brassica napus: 10.1016/S0031-9422(00)90341-8
146995 - Chrysanthemum indicum:
167337 - Chrysopogon zizanioides: 10.1515/ENERGYO.0090.00002
191224 - Cistus creticus: 10.1080/10412905.1994.9698322
171251 - Citrus medica: 10.1016/J.PHYTOCHEM.2009.07.031
37690 - Citrus trifoliata: 10.1016/J.PHYTOCHEM.2009.07.031
55188 - Citrus unshiu: 10.1016/J.PHYTOCHEM.2009.07.031
912369 - Croton nitens: 10.1002/FFJ.2730060307
136217 - Curcuma longa: 10.1002/FFJ.1053
34316 - Eucalyptus camaldulensis: 10.1080/10412905.1991.9697921
9606 - Homo sapiens: -
39324 - Hyssopus officinalis: 10.1021/JF00039A035
378904 - Leonotis leonurus: 10.1080/10412905.1991.9697985
164936 - Melaleuca leucadendra: 10.1002/CBDV.200900162
292239 - Mentha arvensis: 10.1016/J.PHYTOCHEM.2006.04.025
294733 - Mentha canadensis: 10.1016/J.PHYTOCHEM.2006.04.025
1945650 - Micromeria maderensis: 10.1002/FFJ.2730100313
213036 - Nepeta crispa: 10.1080/10412905.1999.9701118
555479 - Nigella sativa: 10.1515/ZNC-2003-9-1004
1082757 - Origanum syriacum: 10.1080/10412905.1991.9697923
405322 - Piper cubeba: 10.1016/J.PHYTOCHEM.2006.04.025
13216 - Piper nigrum: 10.1016/J.PHYTOCHEM.2006.04.025
169599 - Porophyllum ruderale: 10.1002/(SICI)1099-1026(199911/12)14:6<393::AID-FFJ849>3.0.CO;2-5
933131 - Salvia dorisiana: 10.1080/10412905.1994.9698330
546409 - Satureja cuneifolia: 10.1016/S0031-9422(00)90514-4
127999 - Tanacetum parthenium: 10.1002/(SICI)1099-1026(199611)11:6<367::AID-FFJ598>3.0.CO;2-R
1209841 - Teucrium asiaticum: 10.1016/0031-9422(90)85421-B
1209881 - Teucrium oxylepis: 10.1016/0031-9422(90)85421-B
1209889 - Teucrium salviastrum: 10.1016/0031-9422(90)85421-B
53178 - Teucrium scorodonia: 10.1016/0031-9422(90)85421-B
228974 - Thymus quinquecostatus: 10.17660/ACTAHORTIC.2005.678.19
49992 - Thymus vulgaris: 10.17660/ACTAHORTIC.2005.678.19
41240 - Trichostema dichotomum: 10.1080/10412905.1990.9697847
54477 - Vitex agnus-castus: 10.1080/10412905.1990.9697840
354530 - Zanthoxylum schinifolium: 10.1016/J.CHROMA.2005.10.032
336856 - Zingiber montanum: 10.3329/BJP.V3I2.844
857215 - Zingiber purpureum: 10.3329/BJP.V3I2.844

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。

文献列表

Boni Barthélémy Yarou, Thomas Bawin, Antoine Boullis, Stéphanie Heukin, Georges Lognay, François Jean Verheggen, Frédéric Francis. Oviposition deterrent activity of basil plants and their essentials oils against Tuta absoluta (Lepidoptera: Gelechiidae). Environmental science and pollution research international. 2018 Oct; 25(30):29880-29888. doi: 10.1007/s11356-017-9795-6. [PMID: 28785944]
Kaoutar Aboukhalid, Chaouki Al Faiz, Ahmed Douaik, Mohamed Bakha, Karolina Kursa, Monika Agacka-Mołdoch, Nathalie Machon, Félix Tomi, Abdeslam Lamiri. Influence of Environmental Factors on Essential Oil Variability in Origanum compactum Benth. Growing Wild in Morocco. Chemistry & biodiversity. 2017 Sep; 14(9):. doi: 10.1002/cbdv.201700158. [PMID: 28556574]
Nabil Killiny, Maria Filomena Valim, Shelley E Jones, Ahmad A Omar, Faraj Hijaz, Fred G Gmitter, Jude W Grosser. Metabolically speaking: Possible reasons behind the tolerance of 'Sugar Belle' mandarin hybrid to huanglongbing. Plant physiology and biochemistry : PPB. 2017 Jul; 116(?):36-47. doi: 10.1016/j.plaphy.2017.05.001. [PMID: 28501026]
Wei-ze Li, Ning Zhao, Ze Liang, Han-fang Kang, Jin-jie Li. [Effects of Forsythia suspensa Volatile Oil Loaded Nanomicellar on Transdermal and Transmucosal Drug Delivery of Phillyrin in Vitro]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2016 Jan; 39(1):134-7. doi: ". [PMID: 30080015]
Ilan Botnick, Wentao Xue, Einat Bar, Mwafaq Ibdah, Amnon Schwartz, Daniel M Joel, Efraim Lev, Aaron Fait, Efraim Lewinsohn. Distribution of primary and specialized metabolites in Nigella sativa seeds, a spice with vast traditional and historical uses. Molecules (Basel, Switzerland). 2012 Aug; 17(9):10159-77. doi: 10.3390/molecules170910159. [PMID: 22922285]
Sandra López, Beatriz Lima, Liliana Aragón, Luis Ariza Espinar, Alejandro Tapia, Susana Zacchino, Julio Zygadlo, Gabriela Egly Feresin, María Liza López. Essential oil of Azorella cryptantha collected in two different locations from San Juan Province, Argentina: chemical variability and anti-insect and antimicrobial activities. Chemistry & biodiversity. 2012 Aug; 9(8):1452-64. doi: 10.1002/cbdv.201100319. [PMID: 22899606]
Ivana Bonaccorsi, Danilo Sciarrone, Luisa Schipilliti, Paola Dugo, Luigi Mondello, Giovanni Dugo. Multidimensional enantio gas chromtography/mass spectrometry and gas chromatography-combustion-isotopic ratio mass spectrometry for the authenticity assessment of lime essential oils (C. aurantifolia Swingle and C. latifolia Tanaka). Journal of chromatography. A. 2012 Feb; 1226(?):87-95. doi: 10.1016/j.chroma.2011.10.038. [PMID: 22088669]
Syed Riyaz Ul-Hassan, Gary A Strobel, Eric Booth, Berk Knighton, Cody Floerchinger, Joe Sears. Modulation of volatile organic compound formation in the Mycodiesel-producing endophyte Hypoxylon sp. CI-4. Microbiology (Reading, England). 2012 Feb; 158(Pt 2):465-473. doi: 10.1099/mic.0.054643-0. [PMID: 22096148]
Marzieh Torabbeigi, Parviz Abroomand Azar, Anousheh Sharifan, Zahra Aghaei Meibodi. Antibacterial activity and comparison of the volatile constituents obtained by several extraction methods from the flowers, stems and leaves of Astrodaucus orientalis. Natural product communications. 2012 Feb; 7(2):249-52. doi: ". [PMID: 22474972]
Bénédicta G H Kpadonou Kpoviessi, Eléonore Yayi Ladekan, D S Salomé Kpoviessi, Fernand Gbaguidi, Boniface Yehouenou, Joëlle Quetin-Leclercq, Gilles Figueredo, Mansourou Moudachirou, Georges C Accrombessi. Chemical variation of essential oil constituents of Ocimum gratissimum L. from Benin, and impact on antimicrobial properties and toxicity against Artemia salina leach. Chemistry & biodiversity. 2012 Jan; 9(1):139-50. doi: 10.1002/cbdv.201100194. [PMID: 22253111]
Soraya C Caixeta, Lizandra G Magalhães, Nathalya I de Melo, Kamila A L Wakabayashi, Gabriela de P Aguiar, Daniela de P Aguiar, André L L Mantovani, Jacqueline M Alves, Pollyanna F Oliveira, Denise C Tavares, Milton Groppo, Vanderlei Rodrigues, Wilson R Cunha, Rodrigo C S Veneziani, Ademar A da Silva Filho, Antônio E M Crotti. Chemical composition and in vitro schistosomicidal activity of the essential oil of Plectranthus neochilus grown in Southeast Brazil. Chemistry & biodiversity. 2011 Nov; 8(11):2149-57. doi: 10.1002/cbdv.201100167. [PMID: 22083928]
Sobhy Mohamed Abdallah Sallam, Samir Abdelazim Mohamed Abdelgaleil, Ives Claudio da Silva Bueno, Mohamed Emad Abdelwahab Nasser, Rafael Canonenco Araujo, Adibe Luiz Abdalla. Effect of some essential oils on in vitro methane emission. Archives of animal nutrition. 2011 Jun; 65(3):203-14. doi: 10.1080/1745039x.2011.568275. [PMID: 21776837]
C Pande, G Tewari, C Singh, S Singh. Essential oil composition of aerial parts of Cyclospermum leptophyllum (Pers.) Sprague ex Britton and P. Wilson. Natural product research. 2011 Mar; 25(6):592-5. doi: 10.1080/14786419.2010.487190. [PMID: 21409720]
Shiva Asbaghian, Ali Shafaghat, Khalil Zarea, Fakhraddin Kasimov, Farshid Salimi. Comparison of volatile constituents, and antioxidant and antibacterial activities of the essential oils of Thymus caucasicus, T. kotschyanus and T. vulgaris. Natural product communications. 2011 Jan; 6(1):137-40. doi: . [PMID: 21366065]
Anthony Schilmiller, Feng Shi, Jeongwoon Kim, Amanda L Charbonneau, Daniel Holmes, A Daniel Jones, Robert L Last. Mass spectrometry screening reveals widespread diversity in trichome specialized metabolites of tomato chromosomal substitution lines. The Plant journal : for cell and molecular biology. 2010 May; 62(3):391-403. doi: 10.1111/j.1365-313x.2010.04154.x. [PMID: 20113441]
Klaus Dragull, John J Beck, Glory B Merrill. Essential oil yield and composition of Pistacia vera 'Kerman' fruits, peduncles and leaves grown in California. Journal of the science of food and agriculture. 2010 Mar; 90(4):664-8. doi: 10.1002/jsfa.3865. [PMID: 20355096]
Lauren C Eiter, Henry Fadamiro, William N Setzer. Seasonal variation in the leaf essential oil composition of Zanthoxylum clava-herculis growing in Huntsville, Alabama. Natural product communications. 2010 Mar; 5(3):457-60. doi: ". [PMID: 20420327]
Rachel Davidovich-Rikanati, Efraim Lewinsohn, Einat Bar, Yoko Iijima, Eran Pichersky, Yaron Sitrit. Overexpression of the lemon basil alpha-zingiberene synthase gene increases both mono- and sesquiterpene contents in tomato fruit. The Plant journal : for cell and molecular biology. 2008 Oct; 56(2):228-238. doi: 10.1111/j.1365-313x.2008.03599.x. [PMID: 18643974]
Biljana Nikolić, Mihailo Ristić, Srdjan Bojović, Petar D Marin. Variability of the needle essential oils of Pinus peuce from different populations in Montenegro and Serbia. Chemistry & biodiversity. 2008 Jul; 5(7):1377-88. doi: 10.1002/cbdv.200890126. [PMID: 18649304]
Mustafa Kelen, Bektas Tepe. Chemical composition, antioxidant and antimicrobial properties of the essential oils of three Salvia species from Turkish flora. Bioresource technology. 2008 Jul; 99(10):4096-104. doi: 10.1016/j.biortech.2007.09.002. [PMID: 17936619]
Mohamed Ben Sghaier, Imed Chraief, Ines Skandrani, Ines Bouhlel, Jihed Boubaker, Soumaya Kilani, Aïcha Neffati, Amor Mahmoud, Mohamed Hammami, Leila Chekir-Ghedira, Kamel Ghedira. Chemical composition and antimicrobial activity of the essential oil of Teucrium ramosissimum (Lamiaceae). Chemistry & biodiversity. 2007 Jul; 4(7):1480-6. doi: 10.1002/cbdv.200790126. [PMID: 17638328]
K Bel Hadj Salah, M A Mahjoub, J P Chaumont, L Michel, J Millet-Clerc, I Chraeif, S Ammar, Z Mighri, M Aouni. Chemical composition and in vitro antifungal and antioxidant activity of the essential oil and methanolic extract of Teucrium sauvagei Le Houerou. Natural product research. 2006 Oct; 20(12):1089-97. doi: 10.1080/14786410600704748. [PMID: 17127662]
Beatriz Zúñiga, Patricia Guevara-Fefer, Josefina Herrera, José Luis Contreras, Luis Velasco, Francisco Javier Pérez, Baldomero Esquivel. Chemical composition and anti-inflammatory activity of the volatile fractions from the bark of eight Mexican Bursera species. Planta medica. 2005 Sep; 71(9):825-8. doi: 10.1055/s-2005-871293. [PMID: 16206036]
Shahram Dokhani, Tony Cottrell, Jamaledin Khajeddin, G Mazza. Analysis of aroma and phenolic components of selected Achillea species. Plant foods for human nutrition (Dordrecht, Netherlands). 2005 Jun; 60(2):55-62. doi: 10.1007/s11130-005-5100-9. [PMID: 16021832]
Ahmet C Goren, Gokhan Bilsel, Mine Bilsel, Huseyin Demir, E Esin Kocabaş. Analysis of essential oil of Coridothymus capitatus (L.) and its antibacterial and antifungal activity. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2003 Sep; 58(9-10):687-90. doi: 10.1515/znc-2003-9-1016. [PMID: 14577632]
Konrad Müller, Matthias Pelzing, Thomas Gnauk, Anett Kappe, Ulrich Teichmann, Gerald Spindler, Sylvia Haferkorn, Yvonne Jahn, Hartmut Herrmann. Monoterpene emissions and carbonyl compound air concentrations during the blooming period of rape (Brassica napus). Chemosphere. 2002 Dec; 49(10):1247-56. doi: 10.1016/s0045-6535(02)00610-0. [PMID: 12489721]