Yamogenin (BioDeep_00000000533)

Main id: BioDeep_00000000107

Secondary id: BioDeep_00000871958

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(2R,4S,5S,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5,6a,8a,9-tetramethyl-1,3,3,4,4,5,5,6,6a,6b,6,7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2,1:4,5]indeno[2,1-b]furan-10,2-pyran]-4-ol

化学式: C27H42O3 (414.3134)
中文名称: 雅姆皂甙元, 雅姆皂苷元, 薯蓣皂苷元, 薯蓣皂素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1[C@H](O)CC2[C@@](C)([C@@]3([H])CC[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CC=2)CC[C@H](C)CO6)C)C1
InChI: InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1

描述信息

Yamogenin is a triterpenoid.
Yamogenin is a natural product found in Cordyline australis, Solanum spirale, and other organisms with data available.
See also: Dioscorea polystachya tuber (part of).
Diosgenin, a steroidal saponin, can inhibit STAT3 signaling pathway[1]. Diosgenin is an exogenous activator of Pdia3/ERp57[2]. Diosgenin inhibits aortic atherosclerosis progression by suppressing macrophage miR-19b expression[5].
Diosgenin, a steroidal saponin, can inhibit STAT3 signaling pathway[1]. Diosgenin is an exogenous activator of Pdia3/ERp57[2]. Diosgenin inhibits aortic atherosclerosis progression by suppressing macrophage miR-19b expression[5].

同义名列表

19 个代谢物同义名

(2R,4S,5S,6aR,6bS,8aS,8bR,9S,11aS,12aS,12bS)-5,6a,8a,9-tetramethyl-1,3,3,4,4,5,5,6,6a,6b,6,7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2,1:4,5]indeno[2,1-b]furan-10,2-pyran]-4-ol; (1S,2S,4S,5S,6R,7S,8R,9S,12S,13R,16S)-5,7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2-oxane]-16-ol; (2R,5S)-5-tetramethylspiro[[?]-2,2-tetrahydropyran]ol; (22R,25S)-(20.ALPHA.)-SPIROST-5-EN-3.BETA.-OL; (22r,25s)-(20alpha)-spirost-5-en-3beta-ol; (20alpha,22r,25s)-Spirosta-5-ene-3beta-ol; SPIROST-5-EN-3-OL, (3.BETA.,25S)-; Spirost-5-en-3-ol, (3beta,25S)-; WQLVFSAGQJTQCK-CAKNJAFZSA-N; (25S)-spirost-5-en-3beta-ol; Yamogenin - 70\\%; 25-epi-Diosgenin; Neodiosgenin; ST 27:3;O3; yamogenin; Jamogenin; Diosgenin; Yamogenin; Diosgenin



数据库引用编号

22 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)

67 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 12 ALOX12, AQP4, ATF4, BCL2, BDNF, CASP3, CASP7, CASP8, DCTN4, FADD, FASN, MIP
Peripheral membrane protein 1 ALOX15
Endosome membrane 1 AQP4
Endoplasmic reticulum membrane 1 BCL2
Nucleus 8 ATF4, BCL2, CASP3, CASP7, CASP8, DCTN4, PARP1, RTCA
cytosol 12 ALOX12, ALOX15, ATF4, BCL2, CASP3, CASP7, CASP8, DCTN4, FADD, FASN, PARP1, TNFRSF25
dendrite 1 BDNF
nuclear body 1 PARP1
centrosome 2 ATF4, DCTN4
nucleoplasm 7 ATF4, CASP3, CASP7, CASP8, DEDD2, PARP1, RTCA
RNA polymerase II transcription regulator complex 1 ATF4
Cell membrane 5 ALOX15, AQP4, ATF4, MIP, TNF
lamellipodium 1 CASP8
Multi-pass membrane protein 2 AQP4, MIP
cell cortex 1 DCTN4
cell junction 1 MIP
cell surface 2 TNF, TNFRSF10B
glutamatergic synapse 1 CASP3
Golgi apparatus 1 FASN
neuronal cell body 3 CASP3, TNF, TNFRSF1B
sarcolemma 2 ALOX12, AQP4
synaptic vesicle 1 BDNF
Cytoplasm, cytosol 3 ALOX15, CASP7, PARP1
plasma membrane 9 ALOX15, AQP4, FADD, FASN, MIP, TNF, TNFRSF10B, TNFRSF1B, TNFRSF25
Membrane 11 ALOX12, ALOX15, AQP4, BCL2, BDNF, FASN, MIP, PARP1, TNFRSF10B, TNFRSF1B, TNFRSF25
apical plasma membrane 1 MIP
axon 1 BDNF
basolateral plasma membrane 1 AQP4
extracellular exosome 2 ALOX12, FASN
endoplasmic reticulum 2 BCL2, MIP
extracellular space 3 BDNF, CASP7, TNF
perinuclear region of cytoplasm 2 BDNF, TNFRSF1B
gap junction 1 MIP
mitochondrion 4 BCL2, CASP8, MIP, PARP1
protein-containing complex 4 ATF4, BCL2, CASP8, PARP1
postsynaptic density 1 CASP3
Secreted 1 BDNF
extracellular region 5 AQP4, BDNF, TNF, TNFRSF1B, TNFRSF25
cytoplasmic side of plasma membrane 2 ALOX15, FADD
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, CASP8
astrocyte end-foot 1 AQP4
mitochondrial matrix 1 MIP
transcription regulator complex 1 PARP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 ATF4, DCTN4
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 2 AQP4, TNF
varicosity 1 TNFRSF1B
nucleolus 3 DEDD2, MIP, PARP1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cell membrane, sarcolemma 1 AQP4
Cell projection, lamellipodium 1 CASP8
Membrane raft 2 TNF, TNFRSF1B
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 DCTN4
focal adhesion 1 DCTN4
Cell junction, gap junction 1 MIP
nuclear speck 1 ATF4
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
neuron projection 1 ATF4
cilium 1 MIP
chromatin 2 ATF4, PARP1
cell projection 1 AQP4
phagocytic cup 1 TNF
Chromosome 1 PARP1
cytoskeleton 1 CASP8
Secreted, extracellular space 1 CASP7
Nucleus, nucleolus 3 DEDD2, MIP, PARP1
spindle pole 1 DCTN4
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
Cytoplasm, cell cortex 1 DCTN4
Basolateral cell membrane 1 AQP4
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Lipid droplet 1 ALOX15
Nucleus, nucleoplasm 1 RTCA
specific granule membrane 1 TNFRSF1B
Melanosome 1 FASN
Nucleus speckle 1 ATF4
cell body 2 CASP8, FADD
myelin sheath 1 BCL2
stress fiber 1 DCTN4
endoplasmic reticulum lumen 1 BDNF
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
cytoplasmic dynein complex 1 DCTN4
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
protein-DNA complex 1 PARP1
CD95 death-inducing signaling complex 2 CASP8, FADD
death-inducing signaling complex 3 CASP3, CASP8, FADD
ripoptosome 2 CASP8, FADD
dendrite membrane 1 ATF4
site of DNA damage 1 PARP1
nuclear periphery 1 ATF4
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
ATF4-CREB1 transcription factor complex 1 ATF4
ATF1-ATF4 transcription factor complex 1 ATF4
CHOP-ATF4 complex 1 ATF4
Lewy body core 1 ATF4
tumor necrosis factor receptor superfamily complex 1 TNFRSF1B
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
glycogen granule 1 FASN
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Pei-Lu Chen, Guang-Hui Xu, Ming Li, Jia-Yuan Zhang, Jie Cheng, Cheng-Fu Li, Li-Tao Yi. Yamogenin Exhibits Antidepressant-like Effects via Inhibition of ER Stress and Microglial Activation in LPS-Induced Mice. ACS chemical neuroscience. 2023 Aug; ?(?):. doi: 10.1021/acschemneuro.3c00306. [PMID: 37579249]
  • Sayaka Moriwaki, Hiroki Murakami, Nobuyuki Takahashi, Taku Uemura, Keiko Taketani, Shohei Hoshino, Nobuaki Tsuge, Toshihiko Narukami, Tsuyoshi Goto, Teruo Kawada. Yamogenin in fenugreek inhibits lipid accumulation through the suppression of gene expression in fatty acid synthesis in hepatocytes. Bioscience, biotechnology, and biochemistry. 2014; 78(7):1231-6. doi: 10.1080/09168451.2014.915736. [PMID: 25229863]
  • Fang-Rong Chang, Chiao-Ting Yen, Mohamed El-Shazly, Cheng-Ying Yu, Ming-Hong Yen, Yuan-Bin Cheng, Shu-Li Chen, Yang-Chang Wu. Spirostanoids with 1,4-dien-3-one or 3β,7α-diol-5,6-ene moieties from Solanum violaceum. Bioorganic & medicinal chemistry letters. 2013 May; 23(9):2738-42. doi: 10.1016/j.bmcl.2013.02.060. [PMID: 23511021]
  • Corinna Dawid, Thomas Hofmann. Structural and Sensory Characterization of Bitter Tasting Steroidal Saponins from Asparagus Spears (Asparagus officinalis L.). Journal of agricultural and food chemistry. 2012 Dec; 60(48):11889-900. doi: 10.1021/jf304085j. [PMID: 23137023]
  • Abd Elaziz M Dawidar, Mohamed M Mortada, Hanaa M Raghib, Mamdouh Abdel-Mogib. Molluscicidal activity of Balanites aegyptiaca against Monacha cartusiana. Pharmaceutical biology. 2012 Oct; 50(10):1326-9. doi: 10.3109/13880209.2012.674950. [PMID: 22889050]
  • Timea Varjas, Ghodratollah Nowrasteh, Ferenc Budán, Gábor Horváth, József Cseh, Zoltán Gyöngyi, Sándor Makai, István Ember. The effect of fenugreek on the gene expression of arachidonic acid metabolizing enzymes. Phytotherapy research : PTR. 2011 Feb; 25(2):221-7. doi: 10.1002/ptr.3231. [PMID: 20641053]
  • Daya L Chothani, H U Vaghasiya. A review on Balanites aegyptiaca Del (desert date): phytochemical constituents, traditional uses, and pharmacological activity. Pharmacognosy reviews. 2011 Jan; 5(9):55-62. doi: 10.4103/0973-7847.79100. [PMID: 22096319]
  • Dolly Rani, P B Khare, P K Dantu. In Vitro Antibacterial and Antifungal Properties of Aqueous and Non-Aqueous Frond Extracts of Psilotum nudum, Nephrolepis biserrata and Nephrolepis cordifolia. Indian journal of pharmaceutical sciences. 2010 Nov; 72(6):818-22. doi: 10.4103/0250-474x.84606. [PMID: 21969763]
  • Zong Ning, Yi-kui Li, Yan Zhou. [Effect and mechanism of methyl protodioscin in protecting cardiomyocytes against anoxia/reoxygenation injury]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2010 Apr; 30(4):407-9. doi: . [PMID: 20669680]
  • Xuefeng Huang, Lingyi Kong. Steroidal saponins from roots of Asparagus officinalis. Steroids. 2006 Feb; 71(2):171-6. doi: 10.1016/j.steroids.2005.09.005. [PMID: 16280142]
  • Huming Li, Alfons Radunz, Ping He, Georg H Schmid. Influence of different light intensities on the content of diosgenin, lipids, carotenoids and fatty acids in leaves of Dioscorea zingiberensis. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2002 Jan; 57(1-2):135-43. doi: 10.1515/znc-2002-1-223. [PMID: 11926525]
  • C Pazkowski, M Kalinowska, Z A Wojciechowski. Phospholipids modulate the substrate specificity of soluble UDP-glucose:steroid glucosyltransferase from eggplant leaves. Phytochemistry. 2001 Nov; 58(5):663-9. doi: 10.1016/s0031-9422(01)00292-8. [PMID: 11672729]
  • C O Miles, A L Wilkins, G L Erasmus, T S Kellerman, J A Coetzer. Photosensitivity in South Africa. VII. Chemical composition of biliary crystals from a sheep with experimentally induced geeldikkop. The Onderstepoort journal of veterinary research. 1994 Sep; 61(3):215-22. doi: . [PMID: 7596574]
  • S Tsuji, K Nakagawa, T Fukushima. Genetically controlled quantitative variation of ornithine transcarbamylase in the chick kidney. Biochemical genetics. 1983 Oct; 21(9-10):857-69. doi: 10.1007/bf00483945. [PMID: 6419722]
  • T M Jefferies, R Hardman. An improved column-chromatographic quantitative isolation of diosgenin and yamogenin from plant crude extracts prior to their determination by infrared spectrophotometry. The Analyst. 1976 Feb; 101(1199):122-4. doi: 10.1039/an9760100122. [PMID: 1267178]
  • R Hardman, E A Sofowora. Antimony trichloride as a test reagent for steroids, especially diosgenin and yamogenin, in plant tissues. Stain technology. 1972 Jul; 47(4):205-8. doi: 10.3109/10520297209116486. [PMID: 4338731]
  • H H Borden, R W Harris, W E Mosher. A waterborne outbreak of gastroenteritis in western New York State. American journal of public health and the nation's health. 1970 Feb; 60(2):283-8. doi: 10.2105/ajph.60.2.283. [PMID: 5460971]