Sanggenon C (BioDeep_00000000590)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2-((1S,2R,3S)-2-(2,4-dihydroxybenzoyl)-2,4-dihydroxy-5-methyl-1,2,3,6-tetrahydro-[1,1-biphenyl]-3-yl)-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-en-1-yl)-5a,10a-dihydro-11H-benzofuro[3,2-b]chromen-11-one

化学式: C40H36O12 (708.2207)
中文名称: 桑根酮 C, 桑根酮C
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 94.74%

分子结构信息

SMILES: C/C(C)=C/C[C@](C1=CC=C(O)C=C1O2)(OC3=CC(O)=C([C@@H](C=C(C)C[C@@H]4C(C=CC(O)=C5)=C5O)[C@@H]4C(C(C=CC(O)=C6)=C6O)=O)C(O)=C3C7=O)[C@]27O
InChI: InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39?,40?/m1/s1

描述信息

Sanggenon C is a diarylheptanoid.
Sanggenone C is a natural product found in Morus cathayana with data available.
Sanggenon C is a flavanone Diels-Alder adduct compound, which is isolated from Cortex Mori (Sang Bai Pi). Sanggenon C exerts protective effects against cardiac hypertrophy and fibrosis via suppression of the calcineurin/NFAT2 pathway. Sanggenon C inhibits inducible nitric oxide synthase expression in RAW264.7 cells, and tumor necrosis factor-α-stimulated cell adhesion and vascular cell adhesion molecule-1 expression, by suppressing NF-κB activity[1]. Sanggenon C possesses antioxidant, anti-inflammatory activities and inhibits Pancreatic lipase (PL) with the an IC50 of 3.00?μM[2].
Sanggenon C, a flavonoid, exerts protective effects against cardiac hypertrophy and fibrosis via suppression of the calcineurin/NFAT2 pathway. Sanggenon C inhibits mitochondrial fission to induce apoptosis by blocking the ERK signaling pathway. Sanggenon C inhibits inducible nitric oxide synthase expression in RAW264.7 cells, and TNF-α-stimulated cell adhesion and VCAM-1 expression, by suppressing NF-κB activity. Sanggenon C possesses antioxidant, anti-inflammatory and antitumor activities[1][2].
Sanggenon C is a flavanone Diels-Alder adduct compound, which is isolated from Cortex Mori (Sang Bai Pi). Sanggenon C exerts protective effects against cardiac hypertrophy and fibrosis via suppression of the calcineurin/NFAT2 pathway. Sanggenon C inhibits inducible nitric oxide synthase expression in RAW264.7 cells, and tumor necrosis factor-α-stimulated cell adhesion and vascular cell adhesion molecule-1 expression, by suppressing NF-κB activity[1]. Sanggenon C possesses antioxidant, anti-inflammatory activities and inhibits Pancreatic lipase (PL) with the an IC50 of 3.00?μM[2].

同义名列表

7 个代谢物同义名

2-((1S,2R,3S)-2-(2,4-dihydroxybenzoyl)-2,4-dihydroxy-5-methyl-1,2,3,6-tetrahydro-[1,1-biphenyl]-3-yl)-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-en-1-yl)-5a,10a-dihydro-11H-benzofuro[3,2-b]chromen-11-one; 2-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one; Sanggenone-C; cathayanon E; sanggenone C; Sanggenon C; Sanggenon C



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)

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代谢反应

0 个相关的代谢反应过程信息。

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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 13 ATG5, BCL2, CASP3, CASP9, DCTN4, MTOR, NFATC1, NFATC2, RHOA, RUNX2, TNFSF11, TRAF2, TRAF6
Peripheral membrane protein 3 ATG5, CTSK, MTOR
Endosome membrane 1 TRAF6
Endoplasmic reticulum membrane 3 BCL2, MTOR, RHOA
Nucleus 11 BCL2, CASP3, CASP9, DCTN4, KDM4B, MTOR, NFATC1, NFATC2, RHOA, RUNX2, TRAF6
autophagosome 1 ATG5
cytosol 13 ATG5, BCL2, CASP3, CASP9, DCTN4, KDM4B, MTOR, NFATC1, NFATC2, RHOA, RUNX2, TRAF2, TRAF6
dendrite 1 MTOR
nuclear body 1 NFATC1
phagocytic vesicle 1 MTOR
centrosome 1 DCTN4
nucleoplasm 8 CASP3, CTSK, KDM4B, MTOR, NFATC1, NFATC2, RUNX2, TRAF2
Cell membrane 4 CTSK, RHOA, TNF, TNFSF11
Lipid-anchor 1 RHOA
Cytoplasmic side 2 MTOR, RHOA
Cleavage furrow 1 RHOA
lamellipodium 1 RHOA
ruffle membrane 1 RHOA
Golgi apparatus membrane 1 MTOR
cell cortex 4 DCTN4, RHOA, TRAF2, TRAF6
cell junction 1 RHOA
cell surface 1 TNF
glutamatergic synapse 4 ATG5, CASP3, RHOA, TRAF6
Golgi membrane 1 MTOR
lysosomal membrane 1 MTOR
neuronal cell body 2 CASP3, TNF
postsynapse 2 ATG5, RHOA
Lysosome 2 CTSK, MTOR
endosome 1 RHOA
plasma membrane 7 CTSK, ERBB3, RHOA, TNF, TNFRSF11B, TNFSF11, TRAF6
Membrane 5 ATG5, BCL2, ERBB3, MTOR, TNFSF11
apical plasma membrane 2 CTSK, ERBB3
axon 1 ATG5
basolateral plasma membrane 1 ERBB3
extracellular exosome 1 RHOA
Lysosome membrane 1 MTOR
endoplasmic reticulum 1 BCL2
extracellular space 6 CTRL, CTSK, ERBB3, TNF, TNFRSF11B, TNFSF11
lysosomal lumen 1 CTSK
perinuclear region of cytoplasm 2 NFATC1, TRAF6
Schaffer collateral - CA1 synapse 1 ATG5
mitochondrion 2 BCL2, CASP9
protein-containing complex 5 ATG5, BCL2, CASP9, TRAF2, TRAF6
intracellular membrane-bounded organelle 1 CTSK
Microsome membrane 1 MTOR
postsynaptic density 1 CASP3
pericentric heterochromatin 1 KDM4B
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 ERBB3
Secreted 3 CTSK, TNFRSF11B, TNFSF11
extracellular region 4 CTSK, TNF, TNFRSF11B, TNFSF11
cytoplasmic side of plasma membrane 3 RHOA, TRAF2, TRAF6
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
Extracellular side 1 CTSK
transcription regulator complex 3 NFATC1, NFATC2, RUNX2
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 DCTN4
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
CD40 receptor complex 2 TRAF2, TRAF6
external side of plasma membrane 2 CTSK, TNF
dendritic spine 1 RHOA
midbody 1 RHOA
sarcoplasm 1 NFATC1
recycling endosome 1 TNF
Single-pass type II membrane protein 2 TNF, TNFSF11
vesicle 1 RHOA
Apical cell membrane 1 CTSK
Cell projection, lamellipodium 1 RHOA
Membrane raft 2 TNF, TRAF2
pore complex 1 BCL2
Cytoplasm, cytoskeleton 1 DCTN4
focal adhesion 2 DCTN4, RHOA
extracellular matrix 1 TNFRSF11B
Nucleus, PML body 1 MTOR
PML body 1 MTOR
lateral plasma membrane 1 ERBB3
axoneme 1 ATG5
Cytoplasm, myofibril, sarcomere 1 DCTN4
sarcomere 1 DCTN4
receptor complex 2 ERBB3, TNFRSF11B
chromatin 4 KDM4B, NFATC1, NFATC2, RUNX2
phagocytic cup 1 TNF
phagocytic vesicle membrane 1 ATG5
cell periphery 1 RHOA
cytoskeleton 1 RHOA
spindle pole 1 DCTN4
Cytoplasm, cell cortex 3 DCTN4, RHOA, TRAF6
serine/threonine protein kinase complex 1 TRAF2
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
Lipid droplet 1 TRAF6
Preautophagosomal structure membrane 1 ATG5
Atg12-Atg5-Atg16 complex 1 ATG5
mitochondria-associated endoplasmic reticulum membrane contact site 1 ATG5
phagophore assembly site membrane 1 ATG5
Cell projection, dendrite 1 RHOA
myelin sheath 1 BCL2
ubiquitin ligase complex 1 TRAF2
stress fiber 1 DCTN4
basal plasma membrane 1 ERBB3
secretory granule membrane 1 RHOA
dynactin complex 1 DCTN4
kinetochore 1 DCTN4
cytoplasmic dynein complex 1 DCTN4
apoptosome 1 CASP9
[Isoform 2]: Cytoplasm 1 TNFSF11
[Tumor necrosis factor ligand superfamily member 11, soluble form]: Secreted 1 TNFSF11
vesicle membrane 1 TRAF2
Cytoplasm, cytoskeleton, stress fiber 1 DCTN4
ribonucleoprotein complex 1 NFATC2
extrinsic component of cytoplasmic side of plasma membrane 1 TRAF6
ficolin-1-rich granule membrane 1 RHOA
death-inducing signaling complex 1 CASP3
apical junction complex 1 RHOA
[Isoform 1]: Cell membrane 1 ERBB3
Cytoplasmic vesicle, phagosome 1 MTOR
IRE1-TRAF2-ASK1 complex 1 TRAF2
transferase complex 1 ATG5
transcription factor AP-1 complex 1 NFATC2
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
ERBB3:ERBB2 complex 1 ERBB3
endolysosome lumen 1 CTSK
TRAF2-GSTP1 complex 1 TRAF2
BAD-BCL-2 complex 1 BCL2
tumor necrosis factor receptor superfamily complex 1 TRAF2
caspase complex 1 CASP9
phagophore 1 ATG5
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Xin Hu, Jing Li, Lang Yu, Jemirade Ifejola, Yan Guo, Dandan Zhang, Zahra Khosravi, Kui Zhang, Hongjuan Cui. Screening of anti-melanoma compounds from Morus alba L.: Sanggenon C promotes melanoma cell apoptosis by disrupting intracellular Ca2+ homeostasis. Journal of ethnopharmacology. 2024 Jan; 324(?):117759. doi: 10.1016/j.jep.2024.117759. [PMID: 38219884]
  • Julia Langeder, Kristin Döring, Hannes Schmietendorf, Ulrike Grienke, Michaela Schmidtke, Judith M Rollinger. 1H NMR-Based Biochemometric Analysis of Morus alba Extracts toward a Multipotent Herbal Anti-Infective. Journal of natural products. 2023 01; 86(1):8-17. doi: 10.1021/acs.jnatprod.2c00481. [PMID: 36543521]
  • Jie Li, Xinyue Cao, Ting Chu, Kehao Lin, Lei Chen, Junlin Lv, Yujun Tan, Miaomiao Chen, Minjing Li, Kejun Wang, Qiusheng Zheng, Defang Li. The circHMGCS1-miR-205-5p-ErBB3 axis mediated the Sanggenon C-induced anti-proliferation effects on human prostate cancer. Pharmacological research. 2023 01; 187(?):106584. doi: 10.1016/j.phrs.2022.106584. [PMID: 36462326]
  • Xiao-Jie Chen, Qi-Xiao Cui, Guo-Li Wang, Xiao-Li Li, Xiao-Lin Zhou, Hui-Jie Zhao, Ming-Qian Zhang, Min-Jing Li, Xiao-Juan He, Qiu-Sheng Zheng, Yu-Liang Wang, Defang Li, Pan Hong. Sanggenon C Suppresses Tumorigenesis of Gastric Cancer by Blocking ERK-Drp1-Mediated Mitochondrial Fission. Journal of natural products. 2022 10; 85(10):2351-2362. doi: 10.1021/acs.jnatprod.2c00524. [PMID: 36256535]
  • Xu-Dong Hou, Guang-Bo Ge, Zi-Miao Weng, Zi-Ru Dai, Yue-Hong Leng, Le-Le Ding, Ling-Ling Jin, Yang Yu, Yun-Feng Cao, Jie Hou. Natural constituents from Cortex Mori Radicis as new pancreatic lipase inhibitors. Bioorganic chemistry. 2018 10; 80(?):577-584. doi: 10.1016/j.bioorg.2018.07.011. [PMID: 30032067]
  • Yang Gu, Lu Gao, Yu Chen, Zhuo Xu, Kun Yu, Dongying Zhang, Gang Zhang, Xiwen Zhang. Sanggenon C protects against cardiomyocyte hypoxia injury by increasing autophagy. Molecular medicine reports. 2017 Dec; 16(6):8130-8136. doi: 10.3892/mmr.2017.7646. [PMID: 28983604]
  • Ya-Jing Liu, Shi-Yang Li, Jie Hou, Yan-Fang Liu, Dan-Dan Wang, Yong-Shan Jiang, Guang-Bo Ge, Xin-Miao Liang, Ling Yang. Identification and characterization of naturally occurring inhibitors against human carboxylesterase 2 in White Mulberry Root-bark. Fitoterapia. 2016 Dec; 115(?):57-63. doi: 10.1016/j.fitote.2016.09.022. [PMID: 27702666]
  • Hyun Jung Kim, Igor Baburin, Janine Zaugg, Samad Nejad Ebrahimi, Steffen Hering, Matthias Hamburger. HPLC-based activity profiling--discovery of sanggenons as GABAA receptor modulators in the traditional Chinese drug Sang bai pi (Morus alba root bark). Planta medica. 2012 Mar; 78(5):440-7. doi: 10.1055/s-0031-1298229. [PMID: 22294264]
  • Nguyen Tien Dat, Phung Thi Xuan Binh, Le Thi Phuong Quynh, Hoang Thanh Huong, Chau Van Minh. Sanggenon C and O inhibit NO production, iNOS expression and NF-κB activation in LPS-induced RAW264.7 cells. Immunopharmacology and immunotoxicology. 2012 Feb; 34(1):84-8. doi: 10.3109/08923973.2011.580755. [PMID: 21612567]
  • Qing-Jian Zhang, Gang Ni, Ying-Hong Wang, Ruo-Yun Chen, De-Quan Yu. Three new Diels-Alder type adducts from the stem bark of Morus cathayana. Journal of Asian natural products research. 2009; 11(3):267-73. doi: 10.1080/10286020902767690. [PMID: 19408152]
  • Long Cui, Minkyun Na, Hyuncheol Oh, Eun Young Bae, Dae Gwin Jeong, Seong Eon Ryu, Sohee Kim, Bo Yeon Kim, Won Keun Oh, Jong Seog Ahn. Protein tyrosine phosphatase 1B inhibitors from Morus root bark. Bioorganic & medicinal chemistry letters. 2006 Mar; 16(5):1426-9. doi: 10.1016/j.bmcl.2005.11.071. [PMID: 16356713]
  • Liang-Cheng Li, Fang Shen, Qi Hou, Gui-Fang Cheng. Inhibitory effect and mechanism of action of sanggenon C on human polymorphonuclear leukocyte adhesion to human synovial cells. Acta pharmacologica Sinica. 2002 Feb; 23(2):138-42. doi: . [PMID: 11866874]