beta-Bisabolene (BioDeep_00000011393)

 

Secondary id: BioDeep_00000016685, BioDeep_00000395680

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(-)-beta-bisabolene;(S)-(-)-6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-1,5-heptadiene;(S)-1-methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene

化学式: C15H24 (204.1878)
中文名称: β-红没药烯
谱图信息: 最多检出来源 Homo sapiens(plant) 12.74%

分子结构信息

SMILES: C/C(C)=C\CCC([C@@H]1CC=C(C)CC1)=C
InChI: InChI=1S/C15H24/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6,8,15H,4-5,7,9-11H2,1-3H3

描述信息

S-beta-Bisabolene is found in anise. S-beta-Bisabolene is a constituent of the essential oils of bergamot, lemon and wild carrot
Flavouring ingredient used singly or as mixed isomers. Component of FEMA 3331. See also 2,7,10-Bisabolatriene JHG85-W
β-Bisabolene is a?sesquiterpene isolated from?opoponax (Commiphora guidotti). β-Bisabolene, an anti-cancer agent, can be used for the study of breast cancer[1].
β-Bisabolene is a?sesquiterpene isolated from?opoponax (Commiphora guidotti). β-Bisabolene, an anti-cancer agent, can be used for the study of breast cancer[1].

同义名列表

17 个代谢物同义名

(-)-beta-bisabolene;(S)-(-)-6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-1,5-heptadiene;(S)-1-methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene; (1S)-bisabola-4,7(11),10(15)-triene (4S)-1-methyl-4-(5-methyl-1-methylenehex-4-en-1-yl)cyclohexene; 1-Methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene, 9ci; 1-Methyl-4-(6-methylhepta-1,5-dien-2-yl)cyclohex-1-ene; 1-Methyl-4-(5-methyl-1-methylene-4-hexenyl)cyclohexene; (S)-beta-bisabolene; (-)-beta-bisabolene; l-beta-Bisabolene; beta-Bisabolene; beta-Bisabolen; b-Bisabolene; β-Bisabolene; Β-bisabolen; b-Bisabolen; b-Limene; (S)-beta-Bisabolene; beta-Bisabolene



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

代谢反应

17 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(14)

  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: (2E,6E)-farnesyl diphosphate ⟶ (S)-β-bisabolene + diphosphate
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: O2 + [(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl] methanol + a reduced [NADPH-hemoprotein reductase] ⟶ (4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + H2O + an oxidized [NADPH-hemoprotein reductase]
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: H+ + NADPH + O2 + [4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl] methanol ⟶ 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + H2O + NADP+
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • zealexin biosynthesis: 4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + NADPH + O2 ⟶ H2O + NADP+ + zealexin A1
  • santalene biosynthesis II: (2E,6E)-farnesyl diphosphate ⟶ (-)-β-santalene + diphosphate
  • bisabolene biosynthesis (engineered): (2E,6E)-farnesyl diphosphate ⟶ (E)-α-bisabolene + diphosphate

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

174 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 15 ACE, ACE2, ADIG, ANXA5, CASP3, CASP7, CAT, EGFR, FDPS, MSMP, PTGS1, PTGS2, RBMS3, RPIA, XDH
Peripheral membrane protein 3 ANXA5, PTGS1, PTGS2
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 3 EGFR, PTGS1, PTGS2
Nucleus 5 ADIG, CASP3, CASP7, EGFR, RBMS3
cytosol 9 ANXA5, BAK1, CASP3, CASP7, CAT, FDPS, RBMS3, RPIA, XDH
nucleoplasm 3 CASP3, CASP7, FDPS
Cell membrane 4 ACE, ACE2, EGFR, TNF
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
cell junction 1 EGFR
cell surface 3 ACE2, EGFR, TNF
glutamatergic synapse 2 CASP3, EGFR
Golgi apparatus 1 PTGS1
Golgi membrane 1 EGFR
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 CASP7
Lysosome 1 ACE
endosome 2 ACE, EGFR
plasma membrane 4 ACE, ACE2, EGFR, TNF
Membrane 9 ACE, ACE2, ADIG, ANXA5, BAK1, CAT, EGFR, FDPS, RPIA
apical plasma membrane 2 ACE2, EGFR
basolateral plasma membrane 1 EGFR
caveola 1 PTGS2
extracellular exosome 5 ACE, ACE2, ANXA5, CAT, PTGS1
endoplasmic reticulum 2 BAK1, PTGS2
extracellular space 10 ACE, ACE2, CASP7, CTRL, EGFR, IL17A, IL6, MSMP, TNF, XDH
perinuclear region of cytoplasm 1 EGFR
mitochondrion 3 BAK1, CAT, RPIA
protein-containing complex 3 CAT, EGFR, PTGS2
intracellular membrane-bounded organelle 2 CAT, PTGS1
Microsome membrane 2 PTGS1, PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 3 ACE, ACE2, EGFR
Secreted 6 ACE, ACE2, ADIG, IL17A, IL6, MSMP
extracellular region 8 ACE, ACE2, ADIG, ANXA5, CAT, IL17A, IL6, TNF
Mitochondrion outer membrane 1 BAK1
Single-pass membrane protein 2 ADIG, BAK1
mitochondrial outer membrane 1 BAK1
mitochondrial matrix 2 CAT, FDPS
BAK complex 1 BAK1
Cell projection, cilium 1 ACE2
photoreceptor outer segment 1 PTGS1
Bcl-2 family protein complex 1 BAK1
nuclear membrane 1 EGFR
external side of plasma membrane 4 ACE, ANXA5, IL17A, TNF
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ACE2
Membrane raft 3 ACE2, EGFR, TNF
pore complex 1 BAK1
focal adhesion 3 ANXA5, CAT, EGFR
Peroxisome 3 CAT, FDPS, XDH
intracellular vesicle 1 EGFR
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 ANXA5
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 EGFR
Zymogen granule membrane 1 ANXA5
neuron projection 2 PTGS1, PTGS2
cilium 1 ACE2
phagocytic cup 1 TNF
Secreted, extracellular space 1 CASP7
brush border membrane 2 ACE, ACE2
sperm midpiece 1 ACE
Endomembrane system 1 PTGS1
Lipid droplet 1 ADIG
basal plasma membrane 2 ACE, EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 3 ACE2, IL6, PTGS2
endocytic vesicle membrane 1 ACE2
vesicle membrane 1 ANXA5
clathrin-coated endocytic vesicle membrane 1 EGFR
ribonucleoprotein complex 1 RBMS3
death-inducing signaling complex 1 CASP3
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Processed angiotensin-converting enzyme 2]: Secreted 1 ACE2
[Isoform 2]: Apical cell membrane 1 ACE2


文献列表

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  • Siwar Majdoub, Ridha El Mokni, Aliev Aslan Muradalievich, Alessandra Piras, Silvia Porcedda, Saoussen Hammami. Effect of pressure variation on the efficiency of supercritical fluid extraction of wild carrot (Daucus carota subsp. maritimus) extracts. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 Sep; 1125(?):121713. doi: 10.1016/j.jchromb.2019.121713. [PMID: 31323559]
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  • Danielle Cardoso de Alencar, Maria Lúcia Belém Pinheiro, José Lamak da Silva Pereira, João Ernesto de Carvalho, Francinete Ramos Campos, Alessandra Freitas Serain, Ricardo Brunelli Tirico, Alvaro José Hernández-Tasco, Emmanoel Vilaça Costa, Marcos José Salvador. Chemical composition of the essential oil from the leaves of Anaxagorea brevipes (Annonaceae) and evaluation of its bioactivity. Natural product research. 2016; 30(9):1088-92. doi: 10.1080/14786419.2015.1101103. [PMID: 26586465]
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  • Idris Ajayi Oyemitan, Omotola Aanuoluwa Olayera, Akeeb Alabi, Luqman Adewale Abass, Christianah Abimbola Elusiyan, Adebola Omowumi Oyedeji, Moses Atanda Akanmu. Psychoneuropharmacological activities and chemical composition of essential oil of fresh fruits of Piper guineense (Piperaceae) in mice. Journal of ethnopharmacology. 2015 May; 166(?):240-9. doi: 10.1016/j.jep.2015.03.004. [PMID: 25771354]
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  • Xiaofeng Zhuang, Tobias G Köllner, Nan Zhao, Guanglin Li, Yifan Jiang, Liucun Zhu, Jianxin Ma, Jörg Degenhardt, Feng Chen. Dynamic evolution of herbivore-induced sesquiterpene biosynthesis in sorghum and related grass crops. The Plant journal : for cell and molecular biology. 2012 Jan; 69(1):70-80. doi: 10.1111/j.1365-313x.2011.04771.x. [PMID: 21880075]
  • Catherine Argyropoulou, Helen Skaltsa. Identification of essential oil components of Marrubium thessalum Boiss. & Heldr., growing wild in Greece. Natural product research. 2012; 26(7):593-9. doi: 10.1080/14786419.2010.535153. [PMID: 21827333]
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  • Masaki Fujisawa, Hisashi Harada, Hiromichi Kenmoku, Satoru Mizutani, Norihiko Misawa. Cloning and characterization of a novel gene that encodes (S)-beta-bisabolene synthase from ginger, Zingiber officinale. Planta. 2010 Jun; 232(1):121-30. doi: 10.1007/s00425-010-1137-6. [PMID: 20229191]
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  • 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]
  • Tobias G Köllner, Christiane Schnee, Shenghong Li, Ales Svatos, Bernd Schneider, Jonathan Gershenzon, Jörg Degenhardt. Protonation of a neutral (S)-beta-bisabolene intermediate is involved in (S)-beta-macrocarpene formation by the maize sesquiterpene synthases TPS6 and TPS11. The Journal of biological chemistry. 2008 Jul; 283(30):20779-88. doi: 10.1074/jbc.m802682200. [PMID: 18524777]
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  • Andréa M A Nascimento, Maria G L Brandão, Gabriel B Oliveira, Isabel C P Fortes, Edmar Chartone-Souza. Synergistic bactericidal activity of Eremanthus erythropappus oil or beta-bisabolene with ampicillin against Staphylococcus aureus. Antonie van Leeuwenhoek. 2007 Jul; 92(1):95-100. doi: 10.1007/s10482-006-9139-x. [PMID: 17235483]
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  • Donata Ricci, Daniele Fraternale, Laura Giamperi, Anahi Bucchini, Francesco Epifano, Giovanni Burini, Massimo Curini. Chemical composition, antimicrobial and antioxidant activity of the essential oil of Teucrium marum (Lamiaceae). Journal of ethnopharmacology. 2005 Apr; 98(1-2):195-200. doi: 10.1016/j.jep.2005.01.022. [PMID: 15763383]
  • T Hernández, M Canales, J G Avila, A M García, A Martínez, J Caballero, A Romo de Vivar, R Lira. Composition and antibacterial activity of essential oil of Lantana achyranthifolia Desf. (Verbenaceae). Journal of ethnopharmacology. 2005 Jan; 96(3):551-4. doi: 10.1016/j.jep.2004.09.044. [PMID: 15619577]
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