cannabigerol (BioDeep_00000002558)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


1,3-Benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-

化学式: C21H32O2 (316.2402)
中文名称: 大麻萜酚
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 100%

分子结构信息

SMILES: CCCCCC1=CC(=C(C(=C1)O)CC=C(C)CCC=C(C)C)O
InChI: InChI=1S/C21H32O2/c1-5-6-7-11-18-14-20(22)19(21(23)15-18)13-12-17(4)10-8-9-16(2)3/h9,12,14-15,22-23H,5-8,10-11,13H2,1-4H3/b17-12+

描述信息

A member of the class of resorcinols that is resorcinol which is substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2 and by a pentyl group at position 5. It is a natural product found in Cannabis sativa and Helichrysum species.

同义名列表

2 个代谢物同义名

cannabigerol; 1,3-Benzenediol, 2-(3,7-dimethyl-2,6-octadienyl)-5-pentyl-, (E)-



数据库引用编号

12 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)

24 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 9 BCL2, CASP3, CNR1, CNR2, CYP2J2, HTT, PPARG, PTGS2, TRPV2
Peripheral membrane protein 1 PTGS2
Endosome membrane 1 HTT
Endoplasmic reticulum membrane 5 BCL2, CYP2J2, FAAH, PTGS2, TRPM8
Nucleus 4 BCL2, CASP3, HTT, PPARG
autophagosome 1 HTT
cytosol 4 BCL2, CASP3, HTT, PPARG
dendrite 3 CNR2, HTR1A, HTT
nucleoplasm 3 CASP3, HTT, PPARG
RNA polymerase II transcription regulator complex 1 PPARG
Cell membrane 10 CNR1, GPR55, GPRC5A, HTR1A, HTT, TNF, TRPA1, TRPM8, TRPV1, TRPV2
Cell projection, axon 1 CNR1
Multi-pass membrane protein 10 CNR1, FAAH, GPR55, GPRC5A, HTR1A, HTT, TRPA1, TRPM8, TRPV1, TRPV2
Synapse 2 HTR1A, HTT
cell surface 2 TNF, TRPV2
glutamatergic synapse 3 CASP3, CNR1, FAAH
Golgi apparatus 1 HTT
growth cone 1 CNR1
neuronal cell body 3 CASP3, TNF, TRPV1
postsynapse 1 FAAH
presynaptic membrane 2 CNR1, HTT
Presynapse 2 CNR1, FAAH
plasma membrane 11 CNR1, CNR2, GPR55, GPRC5A, HTR1A, HTT, TNF, TRPA1, TRPM8, TRPV1, TRPV2
Membrane 8 BCL2, CYP2J2, FAAH, GPR55, TRPA1, TRPM8, TRPV1, TRPV2
axon 2 CNR1, HTT
caveola 1 PTGS2
extracellular exosome 2 CYP2J2, GPRC5A
endoplasmic reticulum 5 BCL2, CNR2, FAAH, HTT, PTGS2
extracellular space 4 CXCL8, IL10, IL6, TNF
perinuclear region of cytoplasm 2 HTT, PPARG
mitochondrion 1 BCL2
protein-containing complex 3 BCL2, HTT, PTGS2
intracellular membrane-bounded organelle 3 CYP2J2, GPRC5A, PPARG
Microsome membrane 3 CYP2J2, FAAH, PTGS2
postsynaptic density 1 CASP3
Secreted 3 CXCL8, IL10, IL6
extracellular region 4 CXCL8, IL10, IL6, TNF
Mitochondrion outer membrane 2 BCL2, CNR1
Single-pass membrane protein 2 BCL2, FAAH
mitochondrial outer membrane 2 BCL2, CNR1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 TNF, TRPM8, TRPV1
actin cytoskeleton 1 CNR1
perikaryon 1 CNR2
nucleolus 1 GPRC5A
Early endosome 1 HTT
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 GPRC5A
postsynaptic membrane 3 CNR2, HTT, TRPV1
Membrane raft 4 CNR1, HTT, TNF, TRPM8
pore complex 1 BCL2
Cell junction, focal adhesion 1 HTT
Cytoplasm, cytoskeleton 1 FAAH
focal adhesion 1 HTT
GABA-ergic synapse 2 CNR1, TRPV1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Postsynaptic cell membrane 1 TRPV1
Late endosome 1 HTT
receptor complex 2 GPRC5A, PPARG
Cell projection, neuron projection 2 HTT, TRPV1
neuron projection 2 HTT, PTGS2
chromatin 1 PPARG
axonal growth cone 1 TRPV2
stereocilium bundle 1 TRPA1
phagocytic cup 1 TNF
cytoskeleton 1 FAAH
centriole 1 HTT
organelle membrane 1 FAAH
Endomembrane system 2 FAAH, HTT
Cytoplasmic vesicle membrane 2 GPRC5A, HTT
Cell projection, dendrite 2 CNR2, HTR1A
Melanosome 1 TRPV2
cell body 1 TRPV2
myelin sheath 1 BCL2
plasma membrane raft 1 TRPM8
endoplasmic reticulum lumen 2 IL6, PTGS2
extrinsic component of cytoplasmic side of plasma membrane 1 CNR2
death-inducing signaling complex 1 CASP3
postsynaptic cytosol 1 HTT
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
presynaptic cytosol 1 HTT
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
inclusion body 1 HTT
interleukin-6 receptor complex 1 IL6
BAD-BCL-2 complex 1 BCL2
growth cone membrane 1 TRPV2
serotonergic synapse 1 HTT
[Huntingtin]: Cytoplasm 1 HTT
[Huntingtin, myristoylated N-terminal fragment]: Cytoplasmic vesicle, autophagosome 1 HTT
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wojciech Łuczaj, Izabela Dobrzyńska, Elżbieta Skrzydlewska. Differences in the phospholipid profile of melanocytes and melanoma cells irradiated with UVA and treated with cannabigerol and cannabidiol. Scientific reports. 2023 Sep; 13(1):16121. doi: 10.1038/s41598-023-43363-9. [PMID: 37752196]
  • Dylan T Marsh, Ayato Sugiyama, Yuta Imai, Ryuji Kato, Scott D Smid. The structurally diverse phytocannabinoids cannabichromene, cannabigerol and cannabinol significantly inhibit amyloid β-evoked neurotoxicity and changes in cell morphology in PC12 cells. Basic & clinical pharmacology & toxicology. 2023 Sep; ?(?):. doi: 10.1111/bcpt.13943. [PMID: 37697481]
  • Adam Wroński, Izabela Dobrzyńska, Szymon Sękowski, Wojciech Łuczaj, Ewa Olchowik-Grabarek, Elżbieta Skrzydlewska. Cannabidiol and Cannabigerol Modify the Composition and Physicochemical Properties of Keratinocyte Membranes Exposed to UVA. International journal of molecular sciences. 2023 Aug; 24(15):. doi: 10.3390/ijms241512424. [PMID: 37569799]
  • Man Shao, Xiao-Qin Yu, Li-Juan Huang, Huan Yao, Shu-Cai Li. [Determination of eight cannabinoids in foods with enhanced matrix removal-lipid adsorbent by ultra performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2023 May; 41(5):426-433. doi: 10.3724/sp.j.1123.2022.08010. [PMID: 37087608]
  • Yuting Wen, Zefeng Wang, Rui Zhang, Yuying Zhu, Guoqiang Lin, Ruixiang Li, Jiange Zhang. The antinociceptive activity and mechanism of action of cannabigerol. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Feb; 158(?):114163. doi: 10.1016/j.biopha.2022.114163. [PMID: 36916438]
  • Nouf Aljobaily, Kelsey Krutsinger, Michael J Viereckl, Raznin Joly, Bridger Menlove, Brexton Cone, Ailaina Suppes, Yuyan Han. Low-Dose Administration of Cannabigerol Attenuates Inflammation and Fibrosis Associated with Methionine/Choline Deficient Diet-Induced NASH Model via Modulation of Cannabinoid Receptor. Nutrients. 2022 Dec; 15(1):. doi: 10.3390/nu15010178. [PMID: 36615835]
  • Diana E Sepulveda, Daniel P Morris, Wesley M Raup-Konsavage, Dongxiao Sun, Kent E Vrana, Nicholas M Graziane. Cannabigerol (CBG) attenuates mechanical hypersensitivity elicited by chemotherapy-induced peripheral neuropathy. European journal of pain (London, England). 2022 10; 26(9):1950-1966. doi: 10.1002/ejp.2016. [PMID: 35899583]
  • Anna Jastrząb, Iwona Jarocka-Karpowicz, Elżbieta Skrzydlewska. The Origin and Biomedical Relevance of Cannabigerol. International journal of molecular sciences. 2022 Jul; 23(14):. doi: 10.3390/ijms23147929. [PMID: 35887277]
  • Cilla Zhou, Neda Assareh, Jonathon C Arnold. The Cannabis Constituent Cannabigerol Does Not Disrupt Fear Memory Processes or Stress-Induced Anxiety in Mice. Cannabis and cannabinoid research. 2022 06; 7(3):294-303. doi: 10.1089/can.2021.0027. [PMID: 34182770]
  • Kara Amstutz, Wayne S Schwark, Alexander Zakharov, Beatriz Gomez, Alex Lyubimov, Karolynn Ellis, Kurt P Venator, Joseph J Wakshlag. Single dose and chronic oral administration of cannabigerol and cannabigerolic acid-rich hemp extract in fed and fasted dogs: Physiological effect and pharmacokinetic evaluation. Journal of veterinary pharmacology and therapeutics. 2022 May; 45(3):245-254. doi: 10.1111/jvp.13048. [PMID: 35246858]
  • Eduardo Perez, Jose R Fernandez, Corey Fitzgerald, Karl Rouzard, Masanori Tamura, Christopher Savile. In Vitro and Clinical Evaluation of Cannabigerol (CBG) Produced via Yeast Biosynthesis: A Cannabinoid with a Broad Range of Anti-Inflammatory and Skin Health-Boosting Properties. Molecules (Basel, Switzerland). 2022 Jan; 27(2):. doi: 10.3390/molecules27020491. [PMID: 35056807]
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  • Carmen Lorena Robaina Cabrera, Sandra Keir-Rudman, Nick Horniman, Nick Clarkson, Clive Page. The anti-inflammatory effects of cannabidiol and cannabigerol alone, and in combination. Pulmonary pharmacology & therapeutics. 2021 08; 69(?):102047. doi: 10.1016/j.pupt.2021.102047. [PMID: 34082108]
  • Seth Crawford, Brendan M Rojas, Eric Crawford, Matthew Otten, Thecla A Schoenenberger, Andrea R Garfinkel, Hsuan Chen. Characteristics of the Diploid, Triploid, and Tetraploid Versions of a Cannabigerol-Dominant F1 Hybrid Industrial Hemp Cultivar, Cannabis sativa 'Stem Cell CBG'. Genes. 2021 06; 12(6):. doi: 10.3390/genes12060923. [PMID: 34204324]
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  • Kostas Ioannidis, Evangelos Dadiotis, Vangelis Mitsis, Eleni Melliou, Prokopios Magiatis. Biotechnological Approaches on Two High CBD and CBG Cannabis sativa L. (Cannabaceae) Varieties: In Vitro Regeneration and Phytochemical Consistency Evaluation of Micropropagated Plants Using Quantitative 1H-NMR. Molecules (Basel, Switzerland). 2020 Dec; 25(24):. doi: 10.3390/molecules25245928. [PMID: 33333745]
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