Columbianetin (BioDeep_00000000471)

 

Secondary id: BioDeep_00000172642, BioDeep_00001869969

natural product PANOMIX_OTCML-2023


代谢物信息卡片


2H-Furo[2,3-h]-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-(+)-

化学式: C14H14O4 (246.0892)
中文名称: 二氢山芹醇, 二氢欧山芹素
谱图信息: 最多检出来源 Homo sapiens(plant) 28.44%

分子结构信息

SMILES: CC(C)(C1CC2=C(O1)C=CC3=C2OC(=O)C=C3)O
InChI: InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3

描述信息

D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
(S)-columbianetin is the (S)-(+)-enantiomer of columbianetin. It is an enantiomer of a (R)-columbianetin.
Columbianetin is a natural product found in Campylotropis hirtella, Prangos tschimganica, and other organisms with data available.
(+)-Columbianetin is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2].
(+)-Columbianetin is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2].
(+)-Columbianetin is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2].
(+)-Columbianetin is an isomer of Columbianetin. Columbianetin is a phytoalexin associated with celery (Apium graveolens) resistance to pathogens during storage. Columbianetin exhibits excellent anti-fungal and anti-inflammatory activity[1][2].

同义名列表

20 个代谢物同义名

8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one; Columbianetin; 2H-Furo[2,3-h]-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-(+)-; 2H-Furo(2,3-h)-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylet hyl)-, (S)-; 2H-Furo[2,3-h]-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-; 2H-Furo(2,3-h)-1-benzopyran-2-one, 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-, (S)-; (8S)-8,9-dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one; 8-(1-Hydroxy-1-methylethyl)-8,9-dihydro-2H-furo[2,3-H]chromen-2-one #; (8S)-8-(2-hydroxypropan-2-yl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one; (S)-8-(2-hydroxypropan-2-yl)-8,9-dihydro-2H-furo[2,3-h]chromen-2-one; (8S)-8-(2-hydroxypropan-2-yl)-8,9-dihydrofuro[2,3-h]chromen-2-one; YRAQEMCYCSSHJG-NSHDSACASA-N; columbianetin, (+-)-isomer; columbianetin, (S)-isomer; (S)-Columbianetin; (+)-columbianetin; (-)-Columbianetin; (R)-Columbianetin; (-)-Columbianetin; (+)-Columbianetin



数据库引用编号

51 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)

25 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 7 BCL2, DCTN4, NFKB1, NOD1, PRPF19, PTGS2, SGK1
Peripheral membrane protein 1 PTGS2
Endoplasmic reticulum membrane 3 BCL2, PTGS2, SGK1
Nucleus 6 BCL2, DCTN4, JUND, NFKB1, PRPF19, SGK1
cytosol 6 BCL2, DCTN4, IL1B, NFKB1, NOD1, SGK1
phagocytic vesicle 1 NOD1
centrosome 1 DCTN4
nucleoplasm 4 JUND, NFKB1, PRPF19, SGK1
RNA polymerase II transcription regulator complex 1 JUND
Cell membrane 2 NOD1, TNF
Lipid-anchor 1 NOD1
Multi-pass membrane protein 1 CACNA1I
Synapse 1 TAC1
cell cortex 1 DCTN4
cell surface 2 ICAM1, TNF
neuronal cell body 2 TAC1, TNF
Cytoplasm, cytosol 1 IL1B
Lysosome 1 IL1B
plasma membrane 6 CACNA1I, ICAM1, IGHE, NOD1, SGK1, TNF
Membrane 4 BCL2, CACNA1I, ICAM1, PRPF19
apical plasma membrane 1 NOD1
axon 2 CCK, TAC1
basolateral plasma membrane 1 NOD1
caveola 1 PTGS2
extracellular exosome 1 ICAM1
endoplasmic reticulum 3 BCL2, PTGS2, SGK1
extracellular space 7 CCK, CXCL8, ICAM1, IGHE, IL1B, TAC1, TNF
mitochondrion 3 BCL2, NFKB1, SGK1
protein-containing complex 2 BCL2, PTGS2
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 2 ICAM1, IGHE
Secreted 3 CCK, CXCL8, IL1B
extracellular region 7 CCK, CXCL8, IGHE, IL1B, NFKB1, TAC1, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
transcription regulator complex 2 JUND, NFKB1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 ICAM1, TNF
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 NOD1
Membrane raft 2 ICAM1, TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 DCTN4
Cytoplasm, cytoskeleton, spindle 1 PRPF19
focal adhesion 2 DCTN4, ICAM1
spindle 1 PRPF19
collagen-containing extracellular matrix 1 ICAM1
secretory granule 1 IL1B
lateral plasma membrane 1 NOD1
nuclear speck 2 PRPF19, SGK1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
neuron projection 1 PTGS2
chromatin 2 JUND, NFKB1
IgE immunoglobulin complex 1 IGHE
phagocytic cup 1 TNF
spindle pole 1 DCTN4
Cytoplasm, cell cortex 1 DCTN4
Basolateral cell membrane 1 NOD1
spliceosomal complex 1 PRPF19
[Isoform 2]: Cell membrane 1 IGHE
site of double-strand break 1 PRPF19
Lipid droplet 1 PRPF19
Nucleus, nucleoplasm 1 PRPF19
myelin sheath 1 BCL2
stress fiber 1 DCTN4
secretory granule lumen 1 NFKB1
endoplasmic reticulum lumen 1 PTGS2
transcription repressor complex 1 JUND
voltage-gated calcium channel complex 1 CACNA1I
specific granule lumen 1 NFKB1
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
Secreted, extracellular exosome 1 IL1B
immunological synapse 1 ICAM1
cytoplasmic dynein complex 1 DCTN4
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
U2-type catalytic step 1 spliceosome 1 PRPF19
catalytic step 2 spliceosome 1 PRPF19
Prp19 complex 1 PRPF19
U2-type catalytic step 2 spliceosome 1 PRPF19
[Isoform 3]: Cell membrane 1 IGHE
transcription factor AP-1 complex 1 JUND
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
BAD-BCL-2 complex 1 BCL2
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 1 NFKB1
NF-kappaB p50/p65 complex 1 NFKB1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wei Chen, Haotian Zheng, Xuan Zhang, Yude Xu, Zhibin Fu, Xing Ji, Changhao Wei, Guoyao An, Mingyuan Tan, Mingwang Zhou. Columbianetin alleviates lipopolysaccharides (LPS)-induced inflammation and apoptosis in chondrocyte through activation of autophagy by inhibiting serum and glucocorticoid-induced protein kinase 1 (SGK1) expression. Bioengineered. 2022 02; 13(2):4051-4062. doi: 10.1080/21655979.2022.2032970. [PMID: 35129051]
  • Xiangyun Jian, Yucheng Zhao, Ziwen Wang, Shan Li, Li Li, Jun Luo, Lingyi Kong. Two CYP71AJ enzymes function as psoralen synthase and angelicin synthase in the biosynthesis of furanocoumarins in Peucedanum praeruptorum Dunn. Plant molecular biology. 2020 Oct; 104(3):327-337. doi: 10.1007/s11103-020-01045-4. [PMID: 32761540]
  • Lu Zhang, Yuanyuan Ge, Jin Li, Jia Hao, Hui Wang, Jun He, Xiu-Mei Gao, Yan-Xu Chang. Simultaneous determination of columbianetin-β-d-glucopyranoside and columbianetin in a biological sample by high-performance liquid chromatography with fluorescence detection and identification of other columbianetin-β-d-glucopyranoside metabolites by ultra high-performance liquid chromatography coupled with quadrupole-time of flight mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2018 May; 153(?):221-231. doi: 10.1016/j.jpba.2018.02.055. [PMID: 29506005]
  • Gai Liu, Daowan Lai, Qi Zhi Liu, Ligang Zhou, Zhi Long Liu. Identification of Nematicidal Constituents of Notopterygium incisum Rhizomes against Bursaphelenchus xylophilus and Meloidogyne incognita. Molecules (Basel, Switzerland). 2016 Sep; 21(10):. doi: 10.3390/molecules21101276. [PMID: 27669203]
  • Qian Luo, Chun-peng Wang, Jin Li, Wen-fang Ma, Yang Bai, Lin Ma, Xiu-mei Gao, Bo-li Zhang, Yan-xu Chang. The pharmacokinetics and oral bioavailability studies of columbianetin in rats after oral and intravenous administration. Journal of ethnopharmacology. 2013 Oct; 150(1):175-80. doi: 10.1016/j.jep.2013.08.030. [PMID: 23994338]
  • You-Bo Zhang, Wei Li, Xiu-Wei Yang. Biotransformation of columbianadin by rat hepatic microsomes and inhibition of biotransformation products on NO production in RAW 264.7 cells in vitro. Phytochemistry. 2012 Sep; 81(?):109-16. doi: 10.1016/j.phytochem.2012.06.015. [PMID: 22784551]
  • Byul-Nim Ahn, Jung-Ae Kim, Chang-Suk Kong, Youngwan Seo, Se-Kwon Kim. Protective effect of (2'S)-columbianetin from Corydalis heterocarpa on UVB-induced keratinocyte damage. Journal of photochemistry and photobiology. B, Biology. 2012 Apr; 109(?):20-7. doi: 10.1016/j.jphotobiol.2012.01.001. [PMID: 22321694]
  • Romain Larbat, Alain Hehn, Joachim Hans, Sarah Schneider, Hélène Jugdé, Bernd Schneider, Ulrich Matern, Frédéric Bourgaud. Isolation and functional characterization of CYP71AJ4 encoding for the first P450 monooxygenase of angular furanocoumarin biosynthesis. The Journal of biological chemistry. 2009 Feb; 284(8):4776-85. doi: 10.1074/jbc.m807351200. [PMID: 19098286]
  • Xi-Fei Ding, Xu Feng, Yun-Fa Dong, Xing-Zeng Zhao, Yu Chen, Ming Wang. [Studies on chemical constituents of the roots of Angelica pubescens]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Apr; 31(4):516-8. doi: . [PMID: 18661821]
  • Suresh Awale, Eduardo M N Nakashima, Surya K Kalauni, Yasuhiro Tezuka, Yukiko Kurashima, Jie Lu, Hiroyasu Esumi, Shigetoshi Kadota. Angelmarin, a novel anti-cancer agent able to eliminate the tolerance of cancer cells to nutrient starvation. Bioorganic & medicinal chemistry letters. 2006 Feb; 16(3):581-3. doi: 10.1016/j.bmcl.2005.10.046. [PMID: 16288865]
  • E B Cornel, R de Wit, J A Witjes. Evaluation of early pelvic floor physiotherapy on the duration and degree of urinary incontinence after radical retropubic prostatectomy in a non-teaching hospital. World journal of urology. 2005 Nov; 23(5):353-5. doi: 10.1007/s00345-005-0003-9. [PMID: 16211421]
  • Q Cai, M Sha, S Yang. [Determination of columbianetin, columbianetin acetate and osthol in Angelica pubescens Maxim. f. biserrata Shan et Yuan by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1999 Sep; 24(9):552-4, 575. doi: . [PMID: 12205901]
  • Y F Sun, Y Q Xiao, X H Liu. [Chemical constituents of Notopterygium incisum Ting]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1994 Jun; 19(6):357-8, 383. doi: ". [PMID: 7945884]
  • Y F Sun. [Isolation and identification of chemical constituents from an alcoholic extract of Notopterygium incisium]. Zhong yao tong bao (Beijing, China : 1981). 1985 Mar; 10(3):31-3. doi: ". [PMID: 2931199]
  • P Keown, C Stiller, R Ulan, C Lockie, D McGirr. The role of methylprednisolone in the modulation of cellular cytotoxicity and its relation to renal transplantation. Proceedings of the European Dialysis and Transplant Association. European Dialysis and Transplant Association. 1978; 15(?):299-305. doi: NULL. [PMID: 154100]
  • D L Garver, D M Davis, H Dekirmenjian, S Ericksen, L Gosenfeld, J Haraszti. Dystonic reactions following neuroleptics: time course and proposed mechanisms. Psychopharmacologia. 1976 May; 47(2):199-201. doi: 10.1007/bf00735822. [PMID: 5743]
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