Cannabidivarin (BioDeep_00000002738)

   

PANOMIX_OTCML-2023 natural product PANOMIX_OTCML-2025


代谢物信息卡片


2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-propylbenzene-1,3-diol

  化学式: C19H26O2 (286.1933)
中文名称: 次大麻二酚
  谱图信息: 最多检出来源 Viridiplantae(otcml) 82.03%

Reviewed

Last reviewed on 2025-06-05.

Cite this Page

Cannabidivarin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/cannabidivarin (retrieved 2026-01-15) (BioDeep RN: BioDeep_00000002738). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C=C(C)C1CCC(C)=CC1c1c(O)cc(CCC)cc1O
InChI: InChI=1S/C19H26O2/c1-5-6-14-10-17(20)19(18(21)11-14)16-9-13(4)7-8-15(16)12(2)3/h9-11,15-16,20-21H,2,5-8H2,1,3-4H3/t15-,16+/m0/s1

描述信息

同义名列表

2 个代谢物同义名

Cannabidivarin; SCHEMBL19477708



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

代谢反应

个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

10 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 8 BDNF, CNR1, CNR2, FMR1, PIK3CA, RPS6, SNCA, TRPV2
Peripheral membrane protein 1 MGLL
Endoplasmic reticulum membrane 2 FAAH, MGLL
Nucleus 4 FMR1, MECP2, RPS6, SNCA
cytosol 6 FMR1, MECP2, MGLL, PIK3CA, RPS6, SNCA
dendrite 4 BDNF, CNR2, FMR1, RPS6
centrosome 1 MECP2
nucleoplasm 3 FMR1, MECP2, RPS6
Cell membrane 8 CNR1, FMR1, GPR55, GPRC5A, TNF, TRPA1, TRPV1, TRPV2
lamellipodium 1 PIK3CA
Cell projection, axon 3 CNR1, FMR1, SNCA
Cell projection, growth cone 1 FMR1
Multi-pass membrane protein 8 CACNA1I, CNR1, FAAH, GPR55, GPRC5A, TRPA1, TRPV1, TRPV2
Synapse 2 FMR1, SNCA
cell cortex 1 SNCA
cell surface 2 TNF, TRPV2
glutamatergic synapse 3 CNR1, FAAH, MECP2
growth cone 3 CNR1, FMR1, SNCA
neuronal cell body 3 SNCA, TNF, TRPV1
postsynapse 4 FAAH, FMR1, MECP2, SNCA
presynaptic membrane 2 CNR1, FMR1
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 1 MGLL
Lysosome 1 SNCA
Presynapse 3 CNR1, FAAH, FMR1
plasma membrane 12 CACNA1I, CNR1, CNR2, GPR55, GPRC5A, MGLL, PIK3CA, SNCA, TNF, TRPA1, TRPV1, TRPV2
synaptic vesicle membrane 1 SNCA
Membrane 11 BDNF, CACNA1I, FAAH, FMR1, GPR55, MGLL, RPS6, SNCA, TRPA1, TRPV1, TRPV2
axon 4 BDNF, CNR1, FMR1, SNCA
extracellular exosome 1 GPRC5A
endoplasmic reticulum 3 CNR2, FAAH, RPS6
extracellular space 7 BDNF, CCL2, CXCL8, IL6, MECP2, SNCA, TNF
perinuclear region of cytoplasm 5 BDNF, FMR1, PIK3CA, RPS6, SNCA
intercalated disc 1 PIK3CA
mitochondrion 1 SNCA
protein-containing complex 2 MECP2, SNCA
intracellular membrane-bounded organelle 1 GPRC5A
Microsome membrane 1 FAAH
postsynaptic density 1 FMR1
Secreted 5 BDNF, CCL2, CXCL8, IL6, SNCA
extracellular region 6 BDNF, CCL2, CXCL8, IL6, SNCA, TNF
Mitochondrion outer membrane 1 CNR1
Single-pass membrane protein 1 FAAH
mitochondrial outer membrane 1 CNR1
external side of plasma membrane 2 TNF, TRPV1
actin cytoskeleton 2 CNR1, SNCA
dendritic spine 1 FMR1
perikaryon 2 CNR2, FMR1
nucleolus 3 FMR1, GPRC5A, RPS6
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 GPRC5A
growth cone filopodium 1 FMR1
postsynaptic membrane 3 CNR2, FMR1, TRPV1
Cell projection, filopodium tip 1 FMR1
Cytoplasm, perinuclear region 1 FMR1
filopodium tip 1 FMR1
heterochromatin 1 MECP2
Membrane raft 2 CNR1, TNF
Cytoplasm, cytoskeleton 1 FAAH
GABA-ergic synapse 2 CNR1, TRPV1
Cell projection, dendritic spine 1 FMR1
Postsynaptic cell membrane 2 FMR1, TRPV1
receptor complex 1 GPRC5A
Cell projection, neuron projection 2 FMR1, TRPV1
neuron projection 1 FMR1
axonal growth cone 1 TRPV2
stereocilium bundle 1 TRPA1
cell projection 1 FMR1
phagocytic cup 1 TNF
supramolecular fiber 1 SNCA
Chromosome 1 FMR1
cytoskeleton 1 FAAH
cytoplasmic ribonucleoprotein granule 2 FMR1, RPS6
Nucleus, nucleolus 2 FMR1, RPS6
organelle membrane 1 FAAH
Endomembrane system 1 FAAH
Chromosome, centromere 1 FMR1
Cytoplasmic vesicle membrane 1 GPRC5A
Cell projection, dendrite 2 CNR2, FMR1
Melanosome 1 TRPV2
Cytoplasm, Stress granule 1 FMR1
cytoplasmic stress granule 1 FMR1
Presynaptic cell membrane 1 FMR1
cell body 2 RPS6, TRPV2
endoplasmic reticulum lumen 2 BDNF, IL6
axon terminus 2 FMR1, SNCA
voltage-gated calcium channel complex 1 CACNA1I
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
small-subunit processome 1 RPS6
chromosome, centromeric region 1 FMR1
Cajal body 1 FMR1
ribonucleoprotein complex 2 FMR1, RPS6
extrinsic component of cytoplasmic side of plasma membrane 1 CNR2
Synapse, synaptosome 1 FMR1
Cytoplasm, Cytoplasmic ribonucleoprotein granule 1 FMR1
intracellular non-membrane-bounded organelle 1 FMR1
chromocenter 1 FMR1
cytosolic ribosome 1 RPS6
neuronal ribonucleoprotein granule 1 FMR1
Nucleus, Cajal body 1 FMR1
Cell projection, dendritic spine membrane 1 TRPV1
dendritic spine membrane 1 TRPV1
glial cell projection 1 FMR1
ribosome 1 RPS6
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
inclusion body 1 SNCA
interleukin-6 receptor complex 1 IL6
cytosolic small ribosomal subunit 1 RPS6
[Isoform 6]: Cytoplasm 1 FMR1
dendritic filopodium 1 FMR1
growth cone membrane 1 TRPV2
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
small ribosomal subunit 1 RPS6
[Isoform 9]: Cytoplasm 1 FMR1
[Isoform 10]: Nucleus 1 FMR1
[Isoform 11]: Nucleus 1 FMR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • 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]
  • 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]
  • 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]
  • Fangru Wang, Ting Jin, Hongyuan Li, Houfang Long, Ying Liu, Sha Jin, Yuyuan Lu, Yinghua Peng, Cong Liu, Lihui Zhao, Xiaohui Wang. Cannabidivarin alleviates α-synuclein aggregation via DAF-16 in Caenorhabditis elegans. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2023 02; 37(2):e22735. doi: 10.1096/fj.202200278rr. [PMID: 36583706]
  • Martin J Brodie, Piotr Czapinski, Ladislav Pazdera, Josemir W Sander, Manuel Toledo, Mariana Napoles, Farhad Sahebkar, Ashley Schreiber. A Phase 2 Randomized Controlled Trial of the Efficacy and Safety of Cannabidivarin as Add-on Therapy in Participants with Inadequately Controlled Focal Seizures. Cannabis and cannabinoid research. 2021 12; 6(6):528-536. doi: 10.1089/can.2020.0075. [PMID: 33998885]
  • Chiara Russo, Margherita Lavorgna, Roberta Nugnes, Elena Orlo, Marina Isidori. Comparative assessment of antimicrobial, antiradical and cytotoxic activities of cannabidiol and its propyl analogue cannabidivarin. Scientific reports. 2021 11; 11(1):22494. doi: 10.1038/s41598-021-01975-z. [PMID: 34795379]
  • Erica Zamberletti, Tiziana Rubino, Daniela Parolaro. Therapeutic potential of cannabidivarin for epilepsy and autism spectrum disorder. Pharmacology & therapeutics. 2021 10; 226(?):107878. doi: 10.1016/j.pharmthera.2021.107878. [PMID: 33895189]
  • Gemma Navarro, Angel Gonzalez, Adrià Sánchez-Morales, Nil Casajuana-Martin, Marc Gómez-Ventura, Arnau Cordomí, Félix Busqué, Ramon Alibés, Leonardo Pardo, Rafael Franco. Design of Negative and Positive Allosteric Modulators of the Cannabinoid CB2 Receptor Derived from the Natural Product Cannabidiol. Journal of medicinal chemistry. 2021 07; 64(13):9354-9364. doi: 10.1021/acs.jmedchem.1c00561. [PMID: 34161090]
  • Peter B Sampson. Phytocannabinoid Pharmacology: Medicinal Properties of Cannabis sativa Constituents Aside from the 'Big Two'. Journal of natural products. 2021 01; 84(1):142-160. doi: 10.1021/acs.jnatprod.0c00965. [PMID: 33356248]
  • Ayat Zagzoog, Kawthar A Mohamed, Hye Ji J Kim, Eunhyun D Kim, Connor S Frank, Tallan Black, Pramodkumar D Jadhav, Larry A Holbrook, Robert B Laprairie. In vitro and in vivo pharmacological activity of minor cannabinoids isolated from Cannabis sativa. Scientific reports. 2020 11; 10(1):20405. doi: 10.1038/s41598-020-77175-y. [PMID: 33230154]
  • Charlotte M Pretzsch, Bogdan Voinescu, David Lythgoe, Jamie Horder, Maria Andreina Mendez, Robert Wichers, Laura Ajram, Glynis Ivin, Martin Heasman, Richard A E Edden, Steven Williams, Declan G M Murphy, Eileen Daly, Gráinne M McAlonan. Effects of cannabidivarin (CBDV) on brain excitation and inhibition systems in adults with and without Autism Spectrum Disorder (ASD): a single dose trial during magnetic resonance spectroscopy. Translational psychiatry. 2019 11; 9(1):313. doi: 10.1038/s41398-019-0654-8. [PMID: 31748505]
  • Michael Kraemer, Sebastian Broecker, Burkhard Madea, Cornelius Hess. Decarbonylation: A metabolic pathway of cannabidiol in humans. Drug testing and analysis. 2019 Jul; 11(7):957-967. doi: 10.1002/dta.2572. [PMID: 30698361]
  • Fabio Arturo Iannotti, Ester Pagano, Aniello Schiano Moriello, Filomena Grazia Alvino, Nicolina Cristina Sorrentino, Luca D'Orsi, Elisabetta Gazzerro, Raffaele Capasso, Elvira De Leonibus, Luciano De Petrocellis, Vincenzo Di Marzo. Effects of non-euphoric plant cannabinoids on muscle quality and performance of dystrophic mdx mice. British journal of pharmacology. 2019 05; 176(10):1568-1584. doi: 10.1111/bph.14460. [PMID: 30074247]
  • Yedukondalu Nalli, Mohd Saleem Dar, Nasima Bano, Javeed Ur Rasool, Aminur R Sarkar, Junaid Banday, Aadil Qadir Bhat, Basit Rafia, Ram A Vishwakarma, Mohd Jamal Dar, Asif Ali. Analyzing the role of cannabinoids as modulators of Wnt/β-catenin signaling pathway for their use in the management of neuropathic pain. Bioorganic & medicinal chemistry letters. 2019 05; 29(9):1043-1046. doi: 10.1016/j.bmcl.2019.03.013. [PMID: 30871771]
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  • Alessandra Morano, Pierangelo Cifelli, Paolo Nencini, Letizia Antonilli, Jinane Fattouch, Gabriele Ruffolo, Cristina Roseti, Eleonora Aronica, Cristina Limatola, Carlo Di Bonaventura, Eleonora Palma, Anna Teresa Giallonardo. Cannabis in epilepsy: From clinical practice to basic research focusing on the possible role of cannabidivarin. Epilepsia open. 2016 12; 1(3-4):145-151. doi: 10.1002/epi4.12015. [PMID: 29588939]
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  • Fabio Arturo Iannotti, Charlotte L Hill, Antonio Leo, Ahlam Alhusaini, Camille Soubrane, Enrico Mazzarella, Emilio Russo, Benjamin J Whalley, Vincenzo Di Marzo, Gary J Stephens. Nonpsychotropic plant cannabinoids, cannabidivarin (CBDV) and cannabidiol (CBD), activate and desensitize transient receptor potential vanilloid 1 (TRPV1) channels in vitro: potential for the treatment of neuronal hyperexcitability. ACS chemical neuroscience. 2014 Nov; 5(11):1131-41. doi: 10.1021/cn5000524. [PMID: 25029033]
  • T D M Hill, M-G Cascio, B Romano, M Duncan, R G Pertwee, C M Williams, B J Whalley, A J Hill. Cannabidivarin-rich cannabis extracts are anticonvulsant in mouse and rat via a CB1 receptor-independent mechanism. British journal of pharmacology. 2013 Oct; 170(3):679-92. doi: 10.1111/bph.12321. [PMID: 23902406]
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  • Naoki Amada, Yuki Yamasaki, Claire M Williams, Benjamin J Whalley. Cannabidivarin (CBDV) suppresses pentylenetetrazole (PTZ)-induced increases in epilepsy-related gene expression. PeerJ. 2013; 1(?):e214. doi: 10.7717/peerj.214. [PMID: 24282673]
  • Serena Deiana, Akihito Watanabe, Yuki Yamasaki, Naoki Amada, Marlene Arthur, Shona Fleming, Hilary Woodcock, Patricia Dorward, Barbara Pigliacampo, Steve Close, Bettina Platt, Gernot Riedel. Plasma and brain pharmacokinetic profile of cannabidiol (CBD), cannabidivarine (CBDV), Δ⁹-tetrahydrocannabivarin (THCV) and cannabigerol (CBG) in rats and mice following oral and intraperitoneal administration and CBD action on obsessive-compulsive behaviour. Psychopharmacology. 2012 Feb; 219(3):859-73. doi: 10.1007/s00213-011-2415-0. [PMID: 21796370]
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  • Luciano De Petrocellis, Alessia Ligresti, Aniello Schiano Moriello, Marco Allarà, Tiziana Bisogno, Stefania Petrosino, Colin G Stott, Vincenzo Di Marzo. Effects of cannabinoids and cannabinoid-enriched Cannabis extracts on TRP channels and endocannabinoid metabolic enzymes. British journal of pharmacology. 2011 Aug; 163(7):1479-94. doi: 10.1111/j.1476-5381.2010.01166.x. [PMID: 21175579]


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