Cannabichromene (BioDeep_00000002600)

 

Secondary id: BioDeep_00001868564

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product


代谢物信息卡片


2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-2H-chromen-5-ol

化学式: C21H30O2 (314.2246)
中文名称: (±)-Cannabichromene, 大麻色原烯, 大麻素
谱图信息: 最多检出来源 Homo sapiens(blood) 18.18%

分子结构信息

SMILES: c1(cc(c2c(c1)O[C@@](C=C2)(C)CCC=C(C)C)O)CCCCC
InChI: InChI=1S/C21H30O2/c1-5-6-7-10-17-14-19(22)18-11-13-21(4,23-20(18)15-17)12-8-9-16(2)3/h9,11,13-15,22H,5-8,10,12H2,1-4H3

描述信息

同义名列表

5 个代谢物同义名

2-methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-2H-chromen-5-ol; CANNABICHROMENE; CBC; Cannabichromene; Cannabichromene



数据库引用编号

18 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

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(1)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(3)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

19 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 10 AKR1B1, CNR1, CNR2, GFAP, NEUROD1, POMC, PTP4A2, TRPV2, TUBB3, TUBG1
Peripheral membrane protein 2 ACHE, MGLL
Endoplasmic reticulum membrane 3 FAAH, MGLL, TRPM8
Nucleus 5 ACHE, NEUROD1, PTP4A2, TUBB3, TUBG1
cytosol 5 AKR1B1, GFAP, MGLL, PTP4A2, TUBG1
dendrite 2 CNR2, TUBB3
nuclear body 1 SCN1A
centrosome 1 TUBG1
nucleoplasm 3 AKR1B1, NEUROD1, SCN1A
RNA polymerase II transcription regulator complex 1 NEUROD1
Cell membrane 8 ACHE, CNR1, GPR55, SCN1A, TRPA1, TRPM8, TRPV1, TRPV2
lamellipodium 1 TUBB3
Cell projection, axon 1 CNR1
Cell projection, growth cone 1 TUBB3
Multi-pass membrane protein 8 CNR1, FAAH, GPR55, SCN1A, TRPA1, TRPM8, TRPV1, TRPV2
Synapse 1 ACHE
cell surface 2 ACHE, TRPV2
glutamatergic synapse 2 CNR1, FAAH
Golgi apparatus 1 ACHE
growth cone 2 CNR1, TUBB3
neuromuscular junction 1 ACHE
neuronal cell body 3 SCN1A, TRPV1, TUBB3
postsynapse 1 FAAH
presynaptic membrane 1 CNR1
Cytoplasm, cytosol 1 MGLL
Presynapse 2 CNR1, FAAH
plasma membrane 11 ACHE, CNR1, CNR2, GPR55, MGLL, PTP4A2, SCN1A, TRPA1, TRPM8, TRPV1, TRPV2
Membrane 9 ACHE, FAAH, GPR55, MGLL, SCN1A, TRPA1, TRPM8, TRPV1, TRPV2
axon 2 CNR1, TUBB3
extracellular exosome 2 AKR1B1, TUBB3
endoplasmic reticulum 2 CNR2, FAAH
extracellular space 5 ACHE, AKR1B1, CCL11, IL6, POMC
perinuclear region of cytoplasm 1 ACHE
intercalated disc 1 SCN1A
mitochondrion 1 AKR1B1
Microsome membrane 1 FAAH
filopodium 1 TUBB3
Secreted 4 ACHE, CCL11, IL6, POMC
extracellular region 4 ACHE, CCL11, IL6, POMC
Mitochondrion outer membrane 1 CNR1
Single-pass membrane protein 1 FAAH
mitochondrial outer membrane 1 CNR1
astrocyte end-foot 1 GFAP
Extracellular side 1 ACHE
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TUBG1
external side of plasma membrane 2 TRPM8, TRPV1
actin cytoskeleton 1 CNR1
T-tubule 1 SCN1A
perikaryon 1 CNR2
Z disc 1 SCN1A
microtubule cytoskeleton 1 TUBB3
Early endosome 1 PTP4A2
apical part of cell 1 TUBG1
recycling endosome 1 TUBG1
postsynaptic membrane 2 CNR2, TRPV1
Cell projection, lamellipodium 1 TUBB3
Membrane raft 2 CNR1, TRPM8
Cytoplasm, cytoskeleton 2 FAAH, TUBB3
Cytoplasm, cytoskeleton, spindle 1 TUBG1
microtubule 2 TUBB3, TUBG1
spindle 2 TUBB3, TUBG1
GABA-ergic synapse 2 CNR1, TRPV1
basement membrane 1 ACHE
secretory granule 1 POMC
intermediate filament 1 GFAP
Cytoplasm, cytoskeleton, microtubule organizing center 1 TUBG1
Postsynaptic cell membrane 1 TRPV1
Cell projection, filopodium 1 TUBB3
Cell projection, neuron projection 1 TRPV1
neuron projection 1 TUBG1
ciliary basal body 1 TUBG1
chromatin 1 NEUROD1
axonal growth cone 1 TRPV2
cell leading edge 1 TUBG1
stereocilium bundle 1 TRPA1
cell projection 1 GFAP
cell periphery 1 TUBB3
mitotic spindle 1 TUBB3
cytoskeleton 1 FAAH
centriole 1 TUBG1
non-motile cilium 1 TUBG1
Lipid-anchor, GPI-anchor 1 ACHE
organelle membrane 1 FAAH
intercellular bridge 1 TUBB3
Endomembrane system 1 FAAH
axon initial segment 1 SCN1A
Cell projection, dendrite 1 CNR2
Melanosome 1 TRPV2
cell body 2 GFAP, TRPV2
side of membrane 1 ACHE
intermediate filament cytoskeleton 1 GFAP
plasma membrane raft 1 TRPM8
secretory granule lumen 1 POMC
endoplasmic reticulum lumen 1 IL6
node of Ranvier 1 SCN1A
condensed nuclear chromosome 1 TUBG1
extrinsic component of cytoplasmic side of plasma membrane 1 CNR2
cytoplasmic microtubule 1 TUBG1
synaptic cleft 1 ACHE
pericentriolar material 1 TUBG1
voltage-gated sodium channel complex 1 SCN1A
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
mitotic spindle microtubule 1 TUBG1
cytoplasmic side of lysosomal membrane 1 GFAP
interleukin-6 receptor complex 1 IL6
growth cone membrane 1 TRPV2
[Isoform H]: Cell membrane 1 ACHE
gamma-tubulin complex 1 TUBG1
polar microtubule 1 TUBG1


文献列表

  • Jenny L Wiley, Julie A Marusich, Bruce E Blough, Ojas Namjoshi, Marcus Brackeen, Luli R Akinfiresoye, Teneille D Walker, Cassandra Prioleau, Daniel G Barrus, Thomas F Gamage. Evaluation of cannabimimetic effects of selected minor cannabinoids and Terpenoids in mice. Progress in neuro-psychopharmacology & biological psychiatry. 2024 Jun; 132(?):110984. doi: 10.1016/j.pnpbp.2024.110984. [PMID: 38417478]
  • Evangelos Dadiotis, Meng Cui, Maria Gerasi, Vangelis Mitsis, Eleni Melliou, Alexandros Makriyannis, Diomedes E Logothetis, Prokopios Magiatis. A Simple Chiral 1H NMR Method for the Discrimination of (R)- and (S)-Cannabichromene in Complex Natural Mixtures and Their Effects on TRPA1 Activity. Journal of natural products. 2024 Jan; 87(1):77-84. doi: 10.1021/acs.jnatprod.3c00796. [PMID: 38158562]
  • 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]
  • Andrea Calcaterra, Gabriele Cianfoni, Carola Tortora, Simone Manetto, Giulio Grassi, Bruno Botta, Francesco Gasparrini, Giulia Mazzoccanti, Giovanni Appendino. Natural Cannabichromene (CBC) Shows Distinct Scalemicity Grades and Enantiomeric Dominance in Cannabis sativa Strains. Journal of natural products. 2023 Apr; ?(?):. doi: 10.1021/acs.jnatprod.2c01139. [PMID: 37023389]
  • Yang Zhao, Estatira Sepehr, Cory Vaught, Jeffrey Yourick, Robert L Sprando. Development and validation of a fit-for-purpose UHPLC-ESI-MS/MS method for the quantitation of cannabinoids in different matrices. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2023 Mar; 1218(?):123629. doi: 10.1016/j.jchromb.2023.123629. [PMID: 36854205]
  • Fabian Thomas, Oliver Kayser. Improving CBCA synthase activity through rational protein design. Journal of biotechnology. 2023 Feb; 363(?):40-49. doi: 10.1016/j.jbiotec.2023.01.004. [PMID: 36681096]
  • 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]
  • Rie Tanaka, Sakumi Mizutani, Maiko Kawamura, Hiroyuki Fuchino, Nobuo Kawahara, Ruri Kikura-Hanajiri. [Determination of 11 Cannabinoids in Cannabis sativa L. by Liquid Chromatography Quadrupole Time-of-Flight Mass Spectrometry (LC-Q-TOF-MS)]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2023; 143(4):411-418. doi: 10.1248/yakushi.22-00198. [PMID: 37005243]
  • Maia G Etchart, Lyndsey L Anderson, Adam Ametovski, Peter M Jones, Anthony M George, Samuel D Banister, Jonathon C Arnold. In vitro evaluation of the interaction of the cannabis constituents cannabichromene and cannabichromenic acid with ABCG2 and ABCB1 transporters. European journal of pharmacology. 2022 May; 922(?):174836. doi: 10.1016/j.ejphar.2022.174836. [PMID: 35306000]
  • Erica N Peters, Laura MacNair, Irina Mosesova, Uwe Christians, Cristina Sempio, Jost Klawitter, M Hunter Land, Mark A Ware, Cynthia Turcotte, Marcel O Bonn-Miller. Pharmacokinetics of cannabichromene in a medical cannabis product also containing cannabidiol and Δ9-tetrahydrocannabinol: a pilot study. European journal of clinical pharmacology. 2022 Feb; 78(2):259-265. doi: 10.1007/s00228-021-03232-8. [PMID: 34664109]
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  • Lyndsey L Anderson, Adam Ametovski, Jia Lin Luo, Declan Everett-Morgan, Iain S McGregor, Samuel D Banister, Jonathon C Arnold. Cannabichromene, Related Phytocannabinoids, and 5-Fluoro-cannabichromene Have Anticonvulsant Properties in a Mouse Model of Dravet Syndrome. ACS chemical neuroscience. 2021 01; 12(2):330-339. doi: 10.1021/acschemneuro.0c00677. [PMID: 33395525]
  • Omer Anis, Ajjampura C Vinayaka, Nurit Shalev, Dvora Namdar, Stalin Nadarajan, Seegehalli M Anil, Ofer Cohen, Eduard Belausov, Jacob Ramon, Einav Mayzlish Gati, Hinanit Koltai. Cannabis-Derived Compounds Cannabichromene and Δ9-Tetrahydrocannabinol Interact and Exhibit Cytotoxic Activity against Urothelial Cell Carcinoma Correlated with Inhibition of Cell Migration and Cytoskeleton Organization. Molecules (Basel, Switzerland). 2021 Jan; 26(2):. doi: 10.3390/molecules26020465. [PMID: 33477303]
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  • Alessia Ligresti, Aniello Schiano Moriello, Katarzyna Starowicz, Isabel Matias, Simona Pisanti, Luciano De Petrocellis, Chiara Laezza, Giuseppe Portella, Maurizio Bifulco, Vincenzo Di Marzo. Antitumor activity of plant cannabinoids with emphasis on the effect of cannabidiol on human breast carcinoma. The Journal of pharmacology and experimental therapeutics. 2006 Sep; 318(3):1375-87. doi: 10.1124/jpet.106.105247. [PMID: 16728591]