S-Adenosyl-L-homocysteine (BioDeep_00000400261)
Main id: BioDeep_00000001428
natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019
Metabolite Card
Formula: C14H20N6O5S (384.1216)
Chinese Names: S-(5’-腺苷)-L-高半胱氨酸, S-腺苷-高半胱氨酸
Spectrum Hits:
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Molecular Structure
SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N
InChI: InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
Description
An organic sulfide that is the S-adenosyl derivative of L-homocysteine.
COVID info from PDB, Protein Data Bank, WikiPathways
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
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SARS
SAH (S-Adenosylhomocysteine) is an amino acid derivative and a modulartor in several metabolic pathways. It is an intermediate in the synthesis of cysteine and adenosine[1]. SAH is an inhibitor for METTL3-METTL14 heterodimer complex (METTL3-14) with an IC50 of 0.9 μM[2].
SAH (S-Adenosylhomocysteine) is an amino acid derivative and a modulartor in several metabolic pathways. It is an intermediate in the synthesis of cysteine and adenosine[1]. SAH is an inhibitor for METTL3-METTL14 heterodimer complex (METTL3-14) with an IC50 of 0.9 μM[2].
Synonyms
4 synonym names
S-Adenosyl-L-homocysteine; SAH; SAH (S-Adenosylhomocysteine); S-Adenosyl-L-homocysteine
Cross Reference
24 cross reference id
- ChEBI: CHEBI:16680
- KEGG: C00021
- PubChem: 439155
- DrugBank: DB01752
- ChEMBL: CHEMBL418052
- MeSH: S-Adenosylhomocysteine
- CAS: 979-92-0
- MoNA: PM000972
- MoNA: PM001013
- MoNA: PT203360
- MoNA: PT103360
- MetaboLights: MTBLC16680
- PubChem: 3323
- KNApSAcK: C00007230
- PDB-CCD: SAH
- PDB-CCD: SAO
- 3DMET: B01134
- NIKKAJI: J14.397I
- medchemexpress: HY-19528
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-251
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-798
- KNApSAcK: 16680
- LOTUS: LTS0163370
- LOTUS: LTS0150596
Classification Terms
Related Pathways
Reactome(17)
- Metabolism
- Metabolism of vitamins and cofactors
- Metabolism of proteins
- Post-translational protein modification
- Disease
- Metabolism of cofactors
- Ubiquinol biosynthesis
- Histidine, lysine, phenylalanine, tyrosine, proline and tryptophan catabolism
- Transport of small molecules
- SLC-mediated transmembrane transport
- Transport of inorganic cations/anions and amino acids/oligopeptides
- Infectious disease
- Metabolism of RNA
- tRNA processing
- tRNA modification in the nucleus and cytosol
- Viral Infection Pathways
- tRNA modification in the mitochondrion
BioCyc(9)
- ubiquinone (coenzyme Q) biosynthesis
- superpathway of sterol biosynthesis
- methionine biosynthesis
- superpathway of lysine, threonine and methionine biosynthesis II
- methionine biosynthesis II
- superpathway of phospholipid biosynthesis
- ester phospholipid biosynthesis
- S-adenosylmethionine cycle
- ovothiol A biosynthesis
PlantCyc(0)
Biological Process
0 related biological process reactions.
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
78 organism taxonomy source information
- 3701 - Arabidopsis: LTS0150596
- 3702 - Arabidopsis thaliana: 10.1016/J.BBRC.2009.02.106
- 3702 - Arabidopsis thaliana: 10.1104/PP.104.053793
- 3702 - Arabidopsis thaliana: LTS0150596
- 6656 - Arthropoda: LTS0163370
- 4890 - Ascomycota: LTS0163370
- 33849 - Bacillariophyceae: LTS0163370
- 2836 - Bacillariophyta: LTS0163370
- 2 - Bacteria: LTS0150596
- 2 - Bacteria: LTS0163370
- 6658 - Branchiopoda: LTS0163370
- 3700 - Brassicaceae: LTS0150596
- 7711 - Chordata: LTS0150596
- 7711 - Chordata: LTS0163370
- 33836 - Coscinodiscophyceae: LTS0163370
- 6668 - Daphnia: LTS0163370
- 6669 - Daphnia pulex: 10.1038/SREP25125
- 6669 - Daphnia pulex: LTS0163370
- 77658 - Daphniidae: LTS0163370
- 543 - Enterobacteriaceae: LTS0150596
- 543 - Enterobacteriaceae: LTS0163370
- 561 - Escherichia: LTS0150596
- 561 - Escherichia: LTS0163370
- 562 - Escherichia coli: LTS0150596
- 562 - Escherichia coli: LTS0163370
- 33682 - Euglenozoa: LTS0163370
- 2759 - Eukaryota: LTS0150596
- 2759 - Eukaryota: LTS0163370
- 4751 - Fungi: LTS0163370
- 1236 - Gammaproteobacteria: LTS0150596
- 1236 - Gammaproteobacteria: LTS0163370
- 9604 - Hominidae: LTS0150596
- 9604 - Hominidae: LTS0163370
- 9605 - Homo: LTS0150596
- 9605 - Homo: LTS0163370
- 9606 - Homo sapiens: 10.1006/EXNR.1997.6466
- 9606 - Homo sapiens: 10.1038/NBT.2488
- 9606 - Homo sapiens: LTS0150596
- 9606 - Homo sapiens: LTS0163370
- 9606 - Homo sapiens: NA
- 5653 - Kinetoplastea: LTS0163370
- 3398 - Magnoliopsida: LTS0150596
- 3398 - Magnoliopsida: LTS0163370
- 40674 - Mammalia: LTS0150596
- 40674 - Mammalia: LTS0163370
- 589449 - Mediophyceae: LTS0163370
- 33208 - Metazoa: LTS0150596
- 33208 - Metazoa: LTS0163370
- 10066 - Muridae: LTS0150596
- 10066 - Muridae: LTS0163370
- 10088 - Mus: LTS0150596
- 10088 - Mus: LTS0163370
- 10090 - Mus musculus: LTS0150596
- 10090 - Mus musculus: LTS0163370
- 10090 - Mus musculus: NA
- 2696291 - Ochrophyta: LTS0163370
- 4895 - Schizosaccharomyces: LTS0163370
- 4896 - Schizosaccharomyces pombe: LTS0163370
- 4894 - Schizosaccharomycetaceae: LTS0163370
- 147554 - Schizosaccharomycetes: LTS0163370
- 4070 - Solanaceae: LTS0163370
- 4107 - Solanum: LTS0163370
- 4081 - Solanum lycopersicum: 10.1038/SDATA.2014.29
- 4081 - Solanum lycopersicum: LTS0163370
- 35493 - Streptophyta: LTS0150596
- 35493 - Streptophyta: LTS0163370
- 35127 - Thalassiosira: LTS0163370
- 35128 - Thalassiosira pseudonana: 10.1016/J.PROTIS.2019.05.004
- 35128 - Thalassiosira pseudonana: LTS0163370
- 29202 - Thalassiosiraceae: LTS0163370
- 58023 - Tracheophyta: LTS0150596
- 58023 - Tracheophyta: LTS0163370
- 5690 - Trypanosoma: LTS0163370
- 5691 - Trypanosoma brucei: 10.1371/JOURNAL.PNTD.0001618
- 5691 - Trypanosoma brucei: LTS0163370
- 5654 - Trypanosomatidae: LTS0163370
- 33090 - Viridiplantae: LTS0150596
- 33090 - Viridiplantae: LTS0163370
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。
Literature Reference
- Xin Dai, Si Liu, Lokyu Cheng, Ting Huang, Honghui Guo, Dongliang Wang, Min Xia, Wenhua Ling, Yunjun Xiao. Epigenetic Upregulation of H19 and AMPK Inhibition Concurrently Contribute to S-Adenosylhomocysteine Hydrolase Deficiency-Promoted Atherosclerotic Calcification.
Circulation research.
2022 05; 130(10):1565-1582. doi:
10.1161/circresaha.121.320251
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The Journal of nutritional biochemistry.
2022 03; 101(?):108938. doi:
10.1016/j.jnutbio.2022.108938
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The American journal of clinical nutrition.
2021 10; 114(4):1360-1370. doi:
10.1093/ajcn/nqab210
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Scientific reports.
2021 07; 11(1):14693. doi:
10.1038/s41598-021-94180-x
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Journal of physiology and biochemistry.
2021 May; 77(2):295-304. doi:
10.1007/s13105-021-00797-x
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Laboratory medicine.
2021 Jan; 52(1):47-56. doi:
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Disease markers.
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10.1155/2021/7686374
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Lupus science & medicine.
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The Journal of nutrition.
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Science signaling.
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European journal of medicinal chemistry.
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Cells.
2020 06; 9(6):. doi:
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Journal of ethnopharmacology.
2020 Jun; 255(?):112738. doi:
10.1016/j.jep.2020.112738
. [PMID: 32147479] - Alexander Vladimirovich Ivanov, Mariya Petrovna Kruglova, Edward Danielevich Virus, Polina Olegovna Bulgakova, Sergei Vital'evich Grachev, Aslan Amirkhanovich Kubatiev. Determination of S-adenosylmethionine, S-adenosylhomocysteine, and methylthioadenosine in urine using solvent-modified micellar electrokinetic chromatography.
Electrophoresis.
2020 02; 41(3-4):209-214. doi:
10.1002/elps.201900364
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Laboratory medicine.
2020 Jan; 51(1):80-85. doi:
10.1093/labmed/lmz035
. [PMID: 31247080] - Alexander Vladimirovich Ivanov, Ekaterina Alexandrovna Dubchenko, Maria Petrovna Kruglova, Edward Danielevich Virus, Polina Olegovna Bulgakova, Valery Vasil'evich Alexandrin, Anatolij Nikolaevich Fedoseev, Alexey Nikolaevich Boyko, Sergej Vitalievich Grachev, Aslan Amirkhanovich Kubatiev. Determination of S-adenosylmethionine and S-adenosylhomocysteine in blood plasma by UPLC with fluorescence detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2019 Aug; 1124(?):366-374. doi:
10.1016/j.jchromb.2019.06.032
. [PMID: 31295723] - Baiyi Li, Shaoyan Chang, Chi Liu, Min Zhang, Lianfeng Zhang, Liang Liang, Rui Li, Xiuwei Wang, Chuan Qin, Ting Zhang, Bo Niu, Li Wang. Low Maternal Dietary Folate Alters Retrotranspose by Methylation Regulation in Intrauterine Growth Retardation (IUGR) Fetuses in a Mouse Model.
Medical science monitor : international medical journal of experimental and clinical research.
2019 May; 25(?):3354-3365. doi:
10.12659/msm.914292
. [PMID: 31061382] - Yunjun Xiao, Junjie Xia, Jinquan Cheng, Haiyan Huang, Yani Zhou, Xifei Yang, Xuefen Su, Yuebin Ke, Wenhua Ling. Inhibition of S-Adenosylhomocysteine Hydrolase Induces Endothelial Dysfunction via Epigenetic Regulation of p66shc-Mediated Oxidative Stress Pathway.
Circulation.
2019 05; 139(19):2260-2277. doi:
10.1161/circulationaha.118.036336
. [PMID: 30773021] - Alexandra Schutkowski, Bettina König, Holger Kluge, Frank Hirche, Andrea Henze, Tanja Schwerdtle, Stefan Lorkowski, Christine Dawczynski, Alexander Gabel, Ivo Große, Gabriele I Stangl. Metabolic footprint and intestinal microbial changes in response to dietary proteins in a pig model.
The Journal of nutritional biochemistry.
2019 05; 67(?):149-160. doi:
10.1016/j.jnutbio.2019.02.004
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PloS one.
2019; 14(12):e0226969. doi:
10.1371/journal.pone.0226969
. [PMID: 31887212] - Zetao Bai, Tianxiong Qi, Yuchen Liu, Zhenying Wu, Lichao Ma, Wenwen Liu, Yingping Cao, Yan Bao, Chunxiang Fu. Alteration of S-adenosylhomocysteine levels affects lignin biosynthesis in switchgrass.
Plant biotechnology journal.
2018 12; 16(12):2016-2026. doi:
10.1111/pbi.12935
. [PMID: 29704888] - Hussain Mohamad Awwad, Carsten-Henning Ohlmann, Michael Stoeckle, Juergen Geisel, Rima Obeid. Serum concentrations of folate vitamers in patients with a newly diagnosed prostate cancer or hyperplasia.
Clinical biochemistry.
2018 Jun; 56(?):41-46. doi:
10.1016/j.clinbiochem.2018.04.011
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The Journal of biological chemistry.
2018 04; 293(15):5544-5555. doi:
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The Journal of nutrition.
2018 04; 148(4):501-509. doi:
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Nutrition, metabolism, and cardiovascular diseases : NMCD.
2018 04; 28(4):402-410. doi:
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Nutrients.
2018 Mar; 10(4):. doi:
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Life sciences.
2018 Mar; 196(?):63-68. doi:
10.1016/j.lfs.2018.01.003
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Nature communications.
2018 02; 9(1):540. doi:
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Physiologia plantarum.
2018 Feb; 162(2):162-176. doi:
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Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
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Journal of intensive care medicine.
2018 Jan; 33(1):37-47. doi:
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Nutrition research (New York, N.Y.).
2017 Oct; 46(?):78-87. doi:
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Biosensors & bioelectronics.
2017 Jul; 93(?):330-334. doi:
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Nutrients.
2017 May; 9(5):. doi:
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Journal of inherited metabolic disease.
2017 01; 40(1):113-120. doi:
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Journal of inherited metabolic disease.
2017 01; 40(1):5-20. doi:
10.1007/s10545-016-9972-7
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Neurotoxicity research.
2017 01; 31(1):99-108. doi:
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Alcoholism, clinical and experimental research.
2016 11; 40(11):2312-2319. doi:
10.1111/acer.13214
. [PMID: 27581622] - Alexander Vladimirovich Ivanov, Edward Danielevich Virus, Ksenya Alexandrovna Nikiforova, Nicolai Evgenevich Kushlinskii, Boris Petrovich Luzyanin, Marina Yurievna Maksimova, Mikhail Aleksanrovich Piradov, Aslan Amirkhanovich Kubatiev. Capillary electrophoresis and phenylboronic acid solid phase extraction for the determination of S-adenosylmethionine/S-adenosylhomocysteine ratio in human urine.
Electrophoresis.
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