Soyasapogenol A (BioDeep_00000000558)

 

Secondary id: BioDeep_00000019018, BioDeep_00000900898

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


OLEAN-12-ENE-3,21,22,23-TETROL, (3.BETA.,4.BETA.,21.BETA.,22.BETA.)-

化学式: C30H50O4 (474.3709)
中文名称: 大豆甾醇 A, 大豆甾醇A, 大豆皂醇A
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 14.47%

分子结构信息

SMILES: CC1(C)C[C@H]2C3=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@](C)(CO)[C@@H]5CC[C@@]4(C)[C@]3(C)CC[C@@]2(C)[C@H](O)[C@@H]1O
InChI: InChI=1S/C30H50O4/c1-25(2)16-19-18-8-9-21-27(4)12-11-22(32)28(5,17-31)20(27)10-13-30(21,7)29(18,6)15-14-26(19,3)24(34)23(25)33/h8,19-24,31-34H,9-17H2,1-7H3/t19-,20+,21+,22-,23-,24+,26+,27-,28+,29+,30+/m0/s1

描述信息

Soyasapogenol A is a pentacyclic triterpenoid that is oleanane containing a double bond between positions 12 and 13 and substituted by hydroxy groups at the 3beta, 21beta, 22beta and 24-positions. It derives from a hydride of an oleanane.
Soyasapogenol A is a natural product found in Delphinium barbeyi, Glycine max, and other organisms with data available.
Soyasapogenol A, a triterpene compound, isolated from soybean. Soyasapogenol A directly prevents apoptosis of hepatocytes, and secondly, inhibits the elevation of plasma TNF-α, which consequently results in the prevention of liver damage in the Concanavalin A-induced hepatitis model[1][2].
Soyasapogenol A, a triterpene compound, isolated from soybean. Soyasapogenol A directly prevents apoptosis of hepatocytes, and secondly, inhibits the elevation of plasma TNF-α, which consequently results in the prevention of liver damage in the Concanavalin A-induced hepatitis model[1][2].

同义名列表

13 个代谢物同义名

OLEAN-12-ENE-3,21,22,23-TETROL, (3.BETA.,4.BETA.,21.BETA.,22.BETA.)-; Olean-12-ene-3,21,22,23-tetrol, (3beta,4beta,21beta,22beta)-; (3beta,4beta,21beta,22beta)-olean-12-ene-3,21,22,23-tetrol; (3beta,21beta,22beta)-olean-12-ene-3,21,22,24-tetrol; OLEAN-12-ENE-3.BETA.,21.BETA.,22.BETA.,24-TETROL; 3beta,21beta,22beta,24-tetrahydroxyolean-12-ene; olean-12-ene-3,21,22,23-tetrol; SOYASAPOGENOL A(P); UNII-43T6J3O9WL; Soyasapogenol A; soyasapogenol-A; 43T6J3O9WL; Soyasapogenol A



数据库引用编号

13 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 8 CCND1, CDK2, CTNNB1, CYP3A4, HNRNPK, NOS2, PNPLA2, VIM
Peripheral membrane protein 1 CYP1B1
Endoplasmic reticulum membrane 3 CYP1B1, CYP3A4, PNPLA2
Nucleus 5 CCND1, CDK2, CTNNB1, HNRNPK, NOS2
cytosol 7 CCND1, CDK2, CTNNB1, GPT, NOS2, PNPLA2, VIM
phagocytic vesicle 1 VIM
centrosome 4 CCND1, CDK2, CTNNB1, SLC1A4
nucleoplasm 6 CCND1, CDK2, CTNNB1, HNRNPK, NOS2, PNPLA2
Cell membrane 3 CTNNB1, PNPLA2, VIM
lamellipodium 1 CTNNB1
Multi-pass membrane protein 2 PNPLA2, SLC1A4
Synapse 2 CTNNB1, SLC1A4
cell cortex 1 CTNNB1
cell junction 1 CTNNB1
cell surface 2 ADIPOQ, SLC1A4
glutamatergic synapse 1 CTNNB1
Golgi membrane 1 INS
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 1 NOS2
endosome 1 CDK2
plasma membrane 5 CTNNB1, NOS2, PNPLA2, SLC1A4, VIM
Membrane 6 CTNNB1, CYP1B1, CYP3A4, HNRNPK, PNPLA2, SLC1A4
axon 1 VIM
basolateral plasma membrane 1 CTNNB1
extracellular exosome 6 CTNNB1, GPT, HNRNPK, RETN, SLC1A4, VIM
endoplasmic reticulum 1 ADIPOQ
extracellular space 3 ADIPOQ, INS, RETN
perinuclear region of cytoplasm 2 CTNNB1, NOS2
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 2 CCND1, CTNNB1
mitochondrion 1 CYP1B1
protein-containing complex 1 CTNNB1
intracellular membrane-bounded organelle 2 CYP1B1, CYP3A4
Microsome membrane 2 CYP1B1, CYP3A4
Secreted 3 ADIPOQ, INS, RETN
extracellular region 3 ADIPOQ, INS, RETN
anchoring junction 1 HNRNPK
transcription regulator complex 2 CDK2, CTNNB1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK2
Nucleus membrane 1 CCND1
nuclear membrane 1 CCND1
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
Wnt signalosome 1 CTNNB1
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
postsynaptic membrane 1 CTNNB1
Cytoplasm, perinuclear region 1 NOS2
Cytoplasm, cytoskeleton 2 CTNNB1, VIM
focal adhesion 3 CTNNB1, HNRNPK, VIM
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
Peroxisome 2 NOS2, VIM
collagen trimer 1 ADIPOQ
peroxisomal matrix 1 NOS2
collagen-containing extracellular matrix 1 ADIPOQ
fascia adherens 1 CTNNB1
intermediate filament 2 SLC1A4, VIM
lateral plasma membrane 1 CTNNB1
neuron projection 1 VIM
chromatin 1 HNRNPK
cell leading edge 1 VIM
cell projection 1 HNRNPK
cell periphery 1 CTNNB1
cytoskeleton 1 VIM
Cell projection, podosome 1 HNRNPK
podosome 1 HNRNPK
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
spindle pole 1 CTNNB1
chromosome, telomeric region 1 CDK2
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
spliceosomal complex 1 HNRNPK
nuclear envelope 1 CDK2
Endomembrane system 1 CTNNB1
endosome lumen 1 INS
Lipid droplet 1 PNPLA2
microtubule organizing center 1 VIM
Nucleus, nucleoplasm 1 HNRNPK
Melanosome 1 SLC1A4
cytoplasmic stress granule 1 HNRNPK
euchromatin 1 CTNNB1
intermediate filament cytoskeleton 1 VIM
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 INS, PNPLA2
nuclear matrix 1 VIM
transcription repressor complex 1 CCND1
male germ cell nucleus 1 CDK2
specific granule lumen 1 RETN
transport vesicle 1 INS
beta-catenin-TCF complex 1 CTNNB1
azurophil granule lumen 1 RETN
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
Nucleus matrix 1 VIM
presynaptic active zone cytoplasmic component 1 CTNNB1
Cajal body 1 CDK2
ribonucleoprotein complex 1 HNRNPK
protein-DNA complex 1 CTNNB1
catalytic step 2 spliceosome 1 HNRNPK
condensed chromosome 1 CDK2
catenin complex 1 CTNNB1
Nucleus, Cajal body 1 CDK2
X chromosome 1 CDK2
Y chromosome 1 CDK2
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDK2
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
cortical cytoskeleton 1 NOS2
cyclin D1-CDK4 complex 1 CCND1
beta-catenin-TCF7L2 complex 1 CTNNB1
cyclin A2-CDK2 complex 1 CDK2
cyclin D1-CDK6 complex 1 CCND1
cyclin A1-CDK2 complex 1 CDK2
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1


文献列表

  • Xiaoyang Zhou, Pingping Shen, Wei Wang, Jing Zhou, Richa Raj, Zhichao Du, Shaohua Xu, Weiwei Wang, Boyang Yu, Jian Zhang. Derivatization of Soyasapogenol A through Microbial Transformation for Potential Anti-inflammatory Food Supplements. Journal of agricultural and food chemistry. 2021 Jun; 69(24):6791-6798. doi: 10.1021/acs.jafc.1c01569. [PMID: 34101468]
  • Geethalakshmi Rajarathinam, Sarada V L Dronamraju. Anti-inflammatory activity of dimethyl octenol and oleanene tetrol isolated from Trianthema decandra L. Molecular biology reports. 2018 Aug; 45(4):547-561. doi: 10.1007/s11033-018-4193-9. [PMID: 29797173]
  • Seung Hwan Yang, Bao Le, Vasilis P Androutsopoulos, Chigen Tsukamoto, Tae-Sun Shin, Aristides M Tsatsakis, Gyuhwa Chung. Anti-inflammatory effects of soyasapogenol I-αa via downregulation of the MAPK signaling pathway in LPS-induced RAW 264.7 macrophages. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Mar; 113(?):211-217. doi: 10.1016/j.fct.2018.01.050. [PMID: 29407474]
  • Ryoichi Yano, Kyoko Takagi, Yoshitake Takada, Kyosuke Mukaiyama, Chigen Tsukamoto, Takashi Sayama, Akito Kaga, Toyoaki Anai, Satoru Sawai, Kiyoshi Ohyama, Kazuki Saito, Masao Ishimoto. Metabolic switching of astringent and beneficial triterpenoid saponins in soybean is achieved by a loss-of-function mutation in cytochrome P450 72A69. The Plant journal : for cell and molecular biology. 2017 02; 89(3):527-539. doi: 10.1111/tpj.13403. [PMID: 27775214]
  • Shuichi Kamo, Shunsuke Suzuki, Toshiro Sato. Comparison of bioavailability (I) between soyasaponins and soyasapogenols, and (II) between group A and B soyasaponins. Nutrition (Burbank, Los Angeles County, Calif.). 2014 May; 30(5):596-601. doi: 10.1016/j.nut.2013.10.017. [PMID: 24698352]
  • Yoshitake Takada, Hiroko Sasama, Takashi Sayama, Akio Kikuchi, Shin Kato, Masao Ishimoto, Chigen Tsukamoto. Genetic and chemical analysis of a key biosynthetic step for soyasapogenol A, an aglycone of group A saponins that influence soymilk flavor. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2013 Mar; 126(3):721-31. doi: 10.1007/s00122-012-2013-5. [PMID: 23229125]
  • Wei Zhang, David G Popovich. Effect of soyasapogenol A and soyasapogenol B concentrated extracts on HEP-G2 cell proliferation and apoptosis. Journal of agricultural and food chemistry. 2008 Apr; 56(8):2603-8. doi: 10.1021/jf0731550. [PMID: 18361499]
  • Christian Klein, Torsten Wüstefeld, Peter C Heinrich, Konrad L Streetz, Michael P Manns, Christian Trautwein. ME3738 protects from concanavalin A-induced liver failure via an IL-6-dependent mechanism. European journal of immunology. 2003 Aug; 33(8):2251-61. doi: 10.1002/eji.200323651. [PMID: 12884300]
  • J C Rowlands, M A Berhow, T M Badger. Estrogenic and antiproliferative properties of soy sapogenols in human breast cancer cells in vitro. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2002 Dec; 40(12):1767-74. doi: 10.1016/s0278-6915(02)00181-3. [PMID: 12419690]
  • H Kuzuhara, S Nishiyama, N Minowa, K Sasaki, S Omoto. Protective effects of soyasapogenol A on liver injury mediated by immune response in a concanavalin A-induced hepatitis model. European journal of pharmacology. 2000 Mar; 391(1-2):175-81. doi: 10.1016/s0014-2999(99)00931-0. [PMID: 10720649]
  • K Sasaki, N Minowa, H Kuzuhara, S Nishiyama, S Omoto. Derivatization of soyasapogenol A and their hepatoprotective activities. Bioorganic & medicinal chemistry letters. 1998 Mar; 8(6):607-12. doi: 10.1016/s0960-894x(98)00077-8. [PMID: 9871569]