Alliin (BioDeep_00000000302)

 

Secondary id: BioDeep_00000017295, BioDeep_00001874156

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


2-Amino-3-(prop-2-ene-1-sulphinyl)propanoic acid

化学式: C6H11NO3S (177.046)
中文名称: (±)-L-蒜氨酸, (+)-蒜氨酸, 蒜氨酸
谱图信息: 最多检出来源 Viridiplantae(plant) 44.75%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Alliin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/(r)c(s)s-alliin (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000000302). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C=CCS(=O)CC(C(=O)O)N
InChI: InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)

描述信息

Alliin /ˈæli.ɪn/ is a sulfoxide that is a natural constituent of fresh garlic.[1] It is a derivative of the amino acid cysteine. When fresh garlic is chopped or crushed, the enzyme alliinase converts alliin into allicin, which is responsible for the aroma of fresh garlic. Allicin and other thiosulfinates in garlic are unstable and form a number of other compounds, such as diallyl sulfide (DAS), diallyl disulfide (DADS) and diallyl trisulfide (DAT), dithiins and ajoene.[2] Garlic powder is not a source of alliin, nor is fresh garlic upon maceration, since the enzymatic conversion to allicin takes place in the order of seconds.

Alliin was the first natural product found to have both carbon- and sulfur-centered stereochemistry.[3]

Constituent of garlic oil (Allium sativum), also from ramsons (Allium ursinum). (R)C(S)S-Alliin is found in garden onion, garlic, and onion-family vegetables.
(R)C(S)S-Alliin is found in garden onion. (R)C(S)S-Alliin is a constituent of garlic oil (Allium sativum), also from ramsons (Allium ursinum).

Alliin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=556-27-4 (retrieved 2024-07-01) (CAS RN: 556-27-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Alliin, an orally active sulfoxide compound derived from garlic, exhibits hypoglycemic, antioxidant and anti-inflammatory activities[1][2].
Alliin, an orally active sulfoxide compound derived from garlic, exhibits hypoglycemic, antioxidant and anti-inflammatory activities[1][2].

同义名列表

19 个代谢物同义名

2-Amino-3-(prop-2-ene-1-sulphinyl)propanoic acid; 2-amino-3-(prop-2-ene-1-sulfinyl)propanoic acid; 2-Amino-3-(prop-2-ene-1-sulphinyl)propanoate; 2-Amino-3-(prop-2-ene-1-sulfinyl)propanoate; S-(2-propenyl)cysteine sulfoxide; 3-(Allylsulphinyl)-L-alanine; 3-(Allylsulfinyl)-L-alanine; alliin, (L-Ala)-(S)-isomer; alliin, (L-Ala)-(R)-isomer; S-allylcysteine sulfoxide; alliin, (L-Ala)-isomer; (R)C(S)S-Alliin; (±)-Alliin; isoalliin; alliin; Allin; PCSO; 2-amino-3-prop-2-enylsulfinylpropanoic acid; Alliin



数据库引用编号

27 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(2)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

65 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 11 CASP3, CASP9, EGFR, HPGDS, MAPK14, MAPK8, NFE2L2, PIK3CA, PPARG, VEGFA, XDH
Peripheral membrane protein 2 CYP1B1, SQLE
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 4 CYP1B1, EGFR, HMGCR, SQLE
Nucleus 9 CASP3, CASP9, EGFR, FOS, MAPK14, MAPK8, NFE2L2, PPARG, VEGFA
cytosol 11 CASP3, CASP9, FOS, GPT, HPGDS, MAPK14, MAPK8, NFE2L2, PIK3CA, PPARG, XDH
dendrite 1 CADM1
centrosome 1 NFE2L2
nucleoplasm 7 CASP3, FOS, HPGDS, MAPK14, MAPK8, NFE2L2, PPARG
RNA polymerase II transcription regulator complex 3 FOS, NFE2L2, PPARG
Cell membrane 3 CADM1, EGFR, TNF
lamellipodium 1 PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 1 EGFR
Multi-pass membrane protein 1 HMGCR
Synapse 2 CADM1, MAPK8
cell junction 1 EGFR
cell surface 3 EGFR, TNF, VEGFA
glutamatergic synapse 3 CASP3, EGFR, MAPK14
Golgi apparatus 2 NFE2L2, VEGFA
Golgi membrane 2 EGFR, INS
neuronal cell body 2 CASP3, TNF
Cytoplasm, cytosol 1 NFE2L2
endosome 1 EGFR
plasma membrane 5 CADM1, EGFR, NFE2L2, PIK3CA, TNF
Membrane 6 CADM1, CYP1B1, EGFR, HMGCR, SQLE, VEGFA
apical plasma membrane 1 EGFR
axon 1 MAPK8
basolateral plasma membrane 2 CADM1, EGFR
extracellular exosome 1 GPT
endoplasmic reticulum 4 FOS, HMGCR, SQLE, VEGFA
extracellular space 6 CCL2, EGFR, INS, TNF, VEGFA, XDH
perinuclear region of cytoplasm 3 EGFR, PIK3CA, PPARG
adherens junction 1 VEGFA
intercalated disc 1 PIK3CA
mitochondrion 3 CASP9, CYP1B1, MAPK14
protein-containing complex 2 CASP9, EGFR
intracellular membrane-bounded organelle 4 CYP1B1, HPGDS, PPARG, SQLE
Microsome membrane 2 CYP1B1, SQLE
postsynaptic density 2 CADM1, CASP3
Single-pass type I membrane protein 2 CADM1, EGFR
Secreted 3 CCL2, INS, VEGFA
extracellular region 5 CCL2, INS, MAPK14, TNF, VEGFA
Single-pass membrane protein 1 CADM1
nuclear membrane 1 EGFR
external side of plasma membrane 1 TNF
Secreted, extracellular space, extracellular matrix 1 VEGFA
cell-cell junction 1 CADM1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 EGFR, TNF
focal adhesion 1 EGFR
extracellular matrix 1 VEGFA
Peroxisome 1 XDH
intracellular vesicle 1 EGFR
sarcoplasmic reticulum 1 XDH
peroxisomal membrane 1 HMGCR
secretory granule 1 VEGFA
nuclear speck 1 MAPK14
receptor complex 2 EGFR, PPARG
neuron projection 1 CADM1
chromatin 3 FOS, NFE2L2, PPARG
mediator complex 1 NFE2L2
phagocytic cup 1 TNF
spindle pole 1 MAPK14
endosome lumen 1 INS
Peroxisome membrane 1 HMGCR
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
nuclear matrix 1 FOS
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
apoptosome 1 CASP9
clathrin-coated endocytic vesicle membrane 1 EGFR
protein-DNA complex 2 FOS, NFE2L2
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wenhui Wu, Yang Xu, Yadi Zhang, Zhengjiao Yu, Yumeng Pang, Lei Qin, Yong Wang. [Cloning and functional analysis of AcFMO from onion during alliine biosynthesis]. Sheng wu gong cheng xue bao = Chinese journal of biotechnology. 2024 Apr; 40(4):1076-1088. doi: 10.13345/j.cjb.230527. [PMID: 38658150]
  • Annalisa Chiavaroli, Fabrizio Masciulli, Cinzia Ingallina, Luisa Mannina, Maria Loreta Libero, Simonetta Cristina Di Simone, Alessandra Acquaviva, Nilofar, Lucia Recinella, Sheila Leone, Luigi Brunetti, Simone Carradori, Luca Cantò, Giustino Orlando, Gokhan Zengin, Abdullah Ibrahim Uba, Ugur Cakilcioğlu, Muzaffer Mukemre, Omer Elkiran, Maura Di Vito, Luigi Menghini, Claudio Ferrante. Comprehensive metabolite and biological profile of "Sulmona Red Garlic" ecotype's aerial bulbils. Food research international (Ottawa, Ont.). 2024 Jan; 175(?):113654. doi: 10.1016/j.foodres.2023.113654. [PMID: 38129017]
  • Ricarda Freke, Björn Heinemann, Samuel Edward Hakim, Claus-Peter Witte, Marco Herde, Tatjana M Hildebrandt, Jakob Franke. Isotope-guided metabolomics reveals divergent incorporation of valine into different flavor precursor classes in chives. Chembiochem : a European journal of chemical biology. 2023 Feb; ?(?):e202300056. doi: 10.1002/cbic.202300056. [PMID: 36853993]
  • Meitong Liu, Jing Lu, Shuting Yang, Yuelin Chen, Jing Yu, Shuang Guan. Alliin alleviates LPS-induced pyroptosis via promoting mitophagy in THP-1 macrophages and mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2022 Feb; 160(?):112811. doi: 10.1016/j.fct.2022.112811. [PMID: 34999177]
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  • Yuya Nakayama, Hsin-Jung Ho, Miki Yamagishi, Hiroyuki Ikemoto, Michio Komai, Hitoshi Shirakawa. Cysteine Sulfoxides Enhance Steroid Hormone Production via Activation of the Protein Kinase A Pathway in Testis-Derived I-10 Tumor Cells. Molecules (Basel, Switzerland). 2020 Oct; 25(20):. doi: 10.3390/molecules25204694. [PMID: 33066465]
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