Falcarinol (BioDeep_00000625339)

Main id: BioDeep_00000629719

Secondary id: BioDeep_00000000842

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(CIS)-(-)-3-HYDROXY-1,9-HEPTADECADIEN-4,6-DIYNE

化学式: C17H24O (244.1827)
中文名称: (R)-(-)-法卡诺尔, 人参炔醇, 十七烷-1,9-二烯-4,6-二炔-3-醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 61.04%

分子结构信息

SMILES: C=CC(O)C#CC#CC/C=C/CCCCCCC
InChI: InChI=1S/C17H24O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h4,10-11,17-18H,2-3,5-9,12H2,1H3/b11-10+/t17-/m1/s1

描述信息

Panaxynol is a long-chain fatty alcohol. It has a role as a metabolite.
Falcarinol is a natural product found in Chaerophyllum aureum, Cussonia arborea, and other organisms with data available.
A natural product found in Panax ginseng and Angelica japonica.

同义名列表

23 个代谢物同义名

(CIS)-(-)-3-HYDROXY-1,9-HEPTADECADIEN-4,6-DIYNE; 1,9-Heptadecadiene-4,6-diyn-3-ol, (3R,9Z)-; (Z)-(-)-1,9-heptadecadiene-4,6-diyne-3-ol; (3R,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol; (R,Z)-Heptadeca-1,9-dien-4,6-diyn-3-ol; 1,9Z-heptadecadien-4,6-diyn-3R-ol; 1,9-Heptadecadiene-4,6-diyn-3-ol; falcarinol, (Z)-isomer; Falcarinol,Panaxynol; (R)-(-)-Falcarinol; FALCARINOL [HSDB]; (3R)-faclarinol; UNII-8P1DJD416I; (-)-Falcarinol; (-)-PANAXYNOL; Falcarinol; 8P1DJD416I; panaxynol; FOH 17:6; (E,R)-Heptadeca-1,9-dien-4,6-diyne-3-ol; Heptadeca-1,9E-dien-4,6-diyne-3R-ol; Falcarinol; Heptadeca-1,9-dien-4,6-diyn-3-ol



数据库引用编号

23 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)

193 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 ANXA5, BCL2, BDNF, CASP3, NFE2L2, NR3C1, POMC, PPARG, PTGS2, TLR4
Peripheral membrane protein 2 ANXA5, PTGS2
Endosome membrane 1 TLR4
Endoplasmic reticulum membrane 3 BCL2, HMOX1, PTGS2
Nucleus 6 BCL2, CASP3, HMOX1, NFE2L2, NR3C1, PPARG
cytosol 8 ANXA5, BCL2, CASP3, GPT, HMOX1, NFE2L2, NR3C1, PPARG
dendrite 1 BDNF
centrosome 2 NFE2L2, NR3C1
nucleoplasm 5 CASP3, HMOX1, NFE2L2, NR3C1, PPARG
RNA polymerase II transcription regulator complex 2 NFE2L2, PPARG
Cell membrane 2 TLR4, TNF
Cytoplasmic side 1 HMOX1
Multi-pass membrane protein 1 CACNA1I
Synapse 1 NR3C1
cell surface 3 EPCAM, TLR4, TNF
glutamatergic synapse 1 CASP3
Golgi apparatus 1 NFE2L2
Golgi membrane 1 INS
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 1 NFE2L2
plasma membrane 5 CACNA1I, EPCAM, NFE2L2, TLR4, TNF
Membrane 7 ANXA5, BCL2, BDNF, CACNA1I, HMOX1, NR3C1, TLR4
apical plasma membrane 1 EPCAM
axon 1 BDNF
basolateral plasma membrane 1 EPCAM
caveola 1 PTGS2
extracellular exosome 3 ANXA5, EPCAM, GPT
endoplasmic reticulum 3 BCL2, HMOX1, PTGS2
extracellular space 9 BDNF, COL2A1, HMOX1, IL10, IL6, IL9, INS, POMC, TNF
perinuclear region of cytoplasm 4 BDNF, HMOX1, PPARG, TLR4
Cell junction, tight junction 1 EPCAM
bicellular tight junction 1 EPCAM
mitochondrion 2 BCL2, NR3C1
protein-containing complex 3 BCL2, NR3C1, PTGS2
intracellular membrane-bounded organelle 1 PPARG
Microsome membrane 1 PTGS2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 2 EPCAM, TLR4
Secreted 7 BDNF, COL2A1, IL10, IL6, IL9, INS, POMC
extracellular region 9 ANXA5, BDNF, COL2A1, IL10, IL6, IL9, INS, POMC, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
mitochondrial matrix 1 NR3C1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, TLR4, TNF
Secreted, extracellular space, extracellular matrix 1 COL2A1
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton, spindle 1 NR3C1
focal adhesion 1 ANXA5
spindle 1 NR3C1
basement membrane 1 COL2A1
collagen trimer 1 COL2A1
collagen-containing extracellular matrix 2 ANXA5, COL2A1
secretory granule 1 POMC
lateral plasma membrane 1 EPCAM
nuclear speck 1 NR3C1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 PPARG, TLR4
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
chromatin 3 NFE2L2, NR3C1, PPARG
mediator complex 1 NFE2L2
phagocytic cup 2 TLR4, TNF
Chromosome 1 NR3C1
endosome lumen 1 INS
Nucleus, nucleoplasm 1 NR3C1
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
secretory granule lumen 2 INS, POMC
Golgi lumen 1 INS
endoplasmic reticulum lumen 5 BDNF, COL2A1, IL6, INS, PTGS2
voltage-gated calcium channel complex 1 CACNA1I
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Single-pass type IV membrane protein 1 HMOX1
vesicle membrane 1 ANXA5
Lateral cell membrane 1 EPCAM
protein-DNA complex 1 NFE2L2
death-inducing signaling complex 1 CASP3
[Isoform Alpha]: Cytoplasm 1 NR3C1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
collagen type II trimer 1 COL2A1
collagen type XI trimer 1 COL2A1
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
interleukin-6 receptor complex 1 IL6
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Gokay Albayrak, Serdar Demir, Halil Koyu, Sura Baykan. Anticholinesterase Compounds from Endemic Prangos uechtritzii. Chemistry & biodiversity. 2022 Nov; 19(11):e202200557. doi: 10.1002/cbdv.202200557. [PMID: 36201258]
  • Ulla Jakobsen, Morten Kobæk-Larsen, Karoline D Kjøller, Steen Antonsen, Gunnar Baatrup, Morten B Trelle. Quantification of the anti-neoplastic polyacetylene falcarinol from carrots in human serum by LC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2022 Nov; 1210(?):123440. doi: 10.1016/j.jchromb.2022.123440. [PMID: 36088746]
  • Yan Zhao, Xialin Sun, Tingwen Zhang, Shuangli Liu, Enbo Cai, Hongyan Zhu. Study on the antidepressant effect of panaxynol through the IκB-α/NF-κB signaling pathway to inhibit the excessive activation of BV-2 microglia. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Jun; 138(?):111387. doi: 10.1016/j.biopha.2021.111387. [PMID: 33721753]
  • Corena V Grant, Shengxin Cai, April L Risinger, Huiyun Liang, Barry R O'Keefe, John G Doench, Robert H Cichewicz, Susan L Mooberry. CRISPR-Cas9 Genome-Wide Knockout Screen Identifies Mechanism of Selective Activity of Dehydrofalcarinol in Mesenchymal Stem-like Triple-Negative Breast Cancer Cells. Journal of natural products. 2020 10; 83(10):3080-3092. doi: 10.1021/acs.jnatprod.0c00642. [PMID: 33021790]
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  • Horacio Larqué-García, Luis W Torres-Tapia, Marina Vera-Ku, Rubí Gamboa-León, Salett Novelo-Castilla, Tania I Coral-Martínez, Sergio R Peraza-Sánchez. Quantitative seasonal variation of the falcarinol-type polyacetylene (3S)-16,17-didehydrofalcarinol and its spatial tissue distribution in Tridax procumbens. Phytochemical analysis : PCA. 2020 Mar; 31(2):183-190. doi: 10.1002/pca.2878. [PMID: 31343078]
  • Dahae Lee, Jaemin Lee, Kim Long Vu-Huynh, Thi Hong Van Le, Thi Hong Tuoi Do, Gwi Seo Hwang, Jeong Hill Park, Ki Sung Kang, Minh Duc Nguyen, Noriko Yamabe. Protective Effect of Panaxynol Isolated from Panax vietnamensis against Cisplatin-Induced Renal Damage: In Vitro and In Vivo Studies. Biomolecules. 2019 12; 9(12):. doi: 10.3390/biom9120890. [PMID: 31861234]
  • Joon Hyuk Hou, Hyunjung Shin, Kyoung Hwa Jang, Chae Kyu Park, Bonsuk Koo, Hyeji Shin, Soon Hong Yuk, Ki Yong Lee. Anti-acne properties of hydrophobic fraction of red ginseng (Panax ginseng C.A. Meyer) and its active components. Phytotherapy research : PTR. 2019 Mar; 33(3):584-590. doi: 10.1002/ptr.6243. [PMID: 30506753]
  • Susan S C Cheung, David Hasman, Djamel Khelifi, Joseph Tai, Richard W Smith, Garth L Warnock. Devil's Club Falcarinol-Type Polyacetylenes Inhibit Pancreatic Cancer Cell Proliferation. Nutrition and cancer. 2019; 71(2):301-311. doi: 10.1080/01635581.2018.1559931. [PMID: 30661403]
  • Lucas Busta, Won Cheol Yim, Evan William LaBrant, Peng Wang, Lindsey Grimes, Kiah Malyszka, John C Cushman, Patricia Santos, Dylan K Kosma, Edgar B Cahoon. Identification of Genes Encoding Enzymes Catalyzing the Early Steps of Carrot Polyacetylene Biosynthesis. Plant physiology. 2018 12; 178(4):1507-1521. doi: 10.1104/pp.18.01195. [PMID: 30333150]
  • Michiyo Takagi, Kazunori Kimura, Ken-Ichi Nakashima, Makoto Inoue. Ameliorative effect of panaxynol on the reduction in high-molecular-weight adiponectin secretion from 3T3-L1 adipocytes treated with palmitic acids. European journal of pharmacology. 2018 Feb; 820(?):138-145. doi: 10.1016/j.ejphar.2017.12.028. [PMID: 29248425]
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  • Morten Kobaek-Larsen, Rime B El-Houri, Lars P Christensen, Issam Al-Najami, Xavier Fretté, Gunnar Baatrup. Dietary polyacetylenes, falcarinol and falcarindiol, isolated from carrots prevents the formation of neoplastic lesions in the colon of azoxymethane-induced rats. Food & function. 2017 Mar; 8(3):964-974. doi: 10.1039/c7fo00110j. [PMID: 28197615]
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  • Marco Leonti, Laura Casu, Stefan Raduner, Filippo Cottiglia, Costantino Floris, Karl-Heinz Altmann, Jürg Gertsch. Falcarinol is a covalent cannabinoid CB1 receptor antagonist and induces pro-allergic effects in skin. Biochemical pharmacology. 2010 Jun; 79(12):1815-26. doi: 10.1016/j.bcp.2010.02.015. [PMID: 20206138]
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