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| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Basic Description
| Synonyms | Daidzin | 552-66-9 | Daidzoside | Daidzein 7-O-glucoside | Daidzein 7-glucoside | Daidzein-7-glucoside | daidzein 7-O-beta-D-glucoside | 7-(beta-D-Glucopyranosyloxy)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | UNII-4R2X91A5M5 | BRN 0059741 | NPI 031D | CHEBI:42202 | 4R2X91A5M5 | 4 |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Biochemical and Physiological Mechanisms | Daidzin was the most potent isoflavone glycoside tested in modulating differentiation of bone marrow stromal cells toward osteoblasts and away from adipocytes. |
| Storage Temp | Store at -80°C |
| Shipped In | Ice chest + Ice pads |
| Product Description | Daidzin is a potent inhibitor of human ALDH2 (mitochondrial aldehyde dehydrogenase 2) with an IC50 of 80 nM. This chemical is the glucoside of the isoflavone daidzein isolated from soy bean meal (Soja hispada). Daidzin is also a potent inhibitor of human ALDH2 (mitochondrial aldehyde dehydrogenase 2) with an IC50 of 80 nM. Daidzin has also been shown to demonstrate chemopreventive activities by inhibiting the bioactivation of carcinogenic arylamines. |
Associated Targets(Human)
ALDH2 Tclin Aldehyde dehydrogenase, mitochondrial (2 Activities)
ALDH2 Tclin Aldehyde dehydrogenase (509 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ACHE Tclin Acetylcholinesterase (18204 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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XDH Tclin Xanthine dehydrogenase (1038 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ALDH1B1 Tchem Aldehyde dehydrogenase X (80 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ALDH3A1 Tchem Aldehyde dehydrogenase dimeric NADP-preferring (307 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ALDH1A3 Tchem Aldehyde dehydrogenase 1A3 (336 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
TP53 Tchem Cellular tumor antigen p53 (48468 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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HepG2 (196354 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Monocyte (474 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
BRCA1 Tchem Breast cancer type 1 susceptibility protein (15908 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SMN1 Tchem Survival motor neuron protein (34246 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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NPC1 Tchem Niemann-Pick C1 protein (18985 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
microRNA 21 (64692 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ALDH1A2 Tchem Retinal dehydrogenase 2 (226 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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dsDNA (365 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
quadruplex DNA (2700 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Associated Targets(non-human)
Il2 Interleukin-2 (29 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Staphylococcus aureus (210822 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Escherichia coli (133304 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Cryptococcus neoformans (21258 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Candida albicans (78123 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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3T3-L1 (3664 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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LLC-PK1 (2135 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Syrian golden hamster (1610 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Luciferin 4-monooxygenase (66902 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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rep Replicase polyprotein 1ab (378 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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BCHE Cholinesterase (8742 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Plasma (328 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Large T antigen (1457 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Maob Monoamine oxidase (439 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Aldh1l1 Cytosolic 10-formyltetrahydrofolate dehydrogenase (6 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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SARS-CoV-2 (38078 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Names and Identifiers
| IUPAC Name | 3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
|---|---|
| INCHI | InChI=1S/C21H20O9/c22-8-16-18(25)19(26)20(27)21(30-16)29-12-5-6-13-15(7-12)28-9-14(17(13)24)10-1-3-11(23)4-2-10/h1-7,9,16,18-23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1 |
| InChi Key | KYQZWONCHDNPDP-QNDFHXLGSA-N |
| Canonical SMILES | C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O |
| Isomeric SMILES | C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O |
| WGK Germany | 3 |
| RTECS | DJ3094000 |
| PubChem CID | 107971 |
| Molecular Weight | 416.38 |
| Beilstein | 59741 |
Certificates
Certificate of Analysis(COA)
Enter Lot Number to search for COA:
Chemical and Physical Properties
| Sensitivity | Light and Heat sensitive |
|---|---|
| Specific Rotation[α] | -39° (C=0.5,DMSO) |
| Melt Point(°C) | 242 °C(dec.) |
Safety and Hazards(GHS)
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
| RTECS | DJ3094000 |
Related Documents
Citations of This Product
| 1. Lei Du, Kum-Song Ro, Yiji Zhang, Ya-Jie Tang, Wanbang Li, Jingli Xie, Dongzhi Wei. (2022) Effects of lactiplantibacillus plantarum X7021 on physicochemical properties, purines, isoflavones and volatile compounds of fermented soymilk. PROCESS BIOCHEMISTRY, 113 (150). [PMID:] |
| 2. Liuying Zhu, Wenting Li, Zeyuan Deng, Hongyan Li, Bing Zhang. (2020) The Composition and Antioxidant Activity of Bound Phenolics in Three Legumes, and Their Metabolism and Bioaccessibility of Gastrointestinal Tract. Foods, 9 (12): (1816). [PMID:33297502] |
| 3. Xiaoyi Qu, Bo Ding, Jing Li, Meng Liang, Liqin Du, Yutuo Wei, Ribo Huang, Hao Pang. (2020) Characterization of a GH3 halophilic β-glucosidase from Pseudoalteromonas and its NaCl-induced activity toward isoflavones. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 164 (1392). [PMID:32763400] |
| 4. Yu-ting Li, Ming-shun Chen, Li-zhen Deng, Ya-zhen Liang, Yi-kun Liu, Wei Liu, Jun Chen, Cheng-mei Liu. (2021) Whole soybean milk produced by a novel industry-scale micofluidizer system without soaking and filtering. JOURNAL OF FOOD ENGINEERING, 291 (110228). [PMID:] |
| 5. Hou Xingyu, Huang Wei, Tong Yukui, Tian Miaomiao. (2019) Hollow dummy template imprinted boronate-modified polymers for extraction of norepinephrine, epinephrine and dopamine prior to quantitation by HPLC. MICROCHIMICA ACTA, 186 (11): (1-9). [PMID:31595360] |
| 6. Xianli Gao, Ermeng Liu, Junke Zhang, Mingquan Yang, Sui Chen, Zhan Liu, Haile Ma, Feng Hu. (2019) Effects of sonication during moromi fermentation on antioxidant activities of compounds in raw soy sauce. LWT-FOOD SCIENCE AND TECHNOLOGY, 116 (108605). [PMID:] |
| 7. Xiaonan Zhang, Hongwei Zhang, Xinghao Xia, Nan Pu, Zhuping Yu, Mourtada Nabih, Ying Zhu, Shuang Zhang, Lianzhou Jiang. (2019) Preparation and physicochemical characterization of soy isoflavone (SIF) nanoparticles by a liquid antisolvent precipitation method. ADVANCED POWDER TECHNOLOGY, 30 (1522). [PMID:] |
| 8. Xingyu Hou, Wei Huang, Fugui Zhu, Fang Geng, Miaomiao Tian. (2019) A new boronate-affinity hollow solid phase extraction adsorbent for the enrichment of cis-diol-containing isoflavones in soybean milk samples. Analytical Methods, 11 (3): (317-326). [PMID:] |
| 9. Binle Zhang, Zixuan Yang, Weining Huang, Jacob Ojobi Omedi, Feng Wang, Qibo Zou, Jianxin Zheng. (2018) Isoflavone aglycones enrichment in soybean sourdough bread fermented by lactic acid bacteria strains isolated from traditional Qu starters: Effects on in vitro gastrointestinal digestion, nutritional, and baking properties. CEREAL CHEMISTRY, 96 (1): (129-141). [PMID:] |
| 10. Hu Yue, Xia Qinfei, Huang Wei, Hou Xingyu, Tian Miaomiao. (2018) Boronate-modified hollow molecularly imprinted polymers for selective enrichment of glycosides. MICROCHIMICA ACTA, 185 (1): (1-9). [PMID:29594569] |
| 11. Han Peng, Wenting Li, Hongyan Li, Zeyuan Deng, Bing Zhang. (2017) Extractable and non-extractable bound phenolic compositions and their antioxidant properties in seed coat and cotyledon of black soybean (Glycinemax (L.) merr). Journal of Functional Foods, 32 (296). [PMID:] |
References
| 1. Lei Du, Kum-Song Ro, Yiji Zhang, Ya-Jie Tang, Wanbang Li, Jingli Xie, Dongzhi Wei. (2022) Effects of lactiplantibacillus plantarum X7021 on physicochemical properties, purines, isoflavones and volatile compounds of fermented soymilk. PROCESS BIOCHEMISTRY, 113 (150). [PMID:] |
| 2. Liuying Zhu, Wenting Li, Zeyuan Deng, Hongyan Li, Bing Zhang. (2020) The Composition and Antioxidant Activity of Bound Phenolics in Three Legumes, and Their Metabolism and Bioaccessibility of Gastrointestinal Tract. Foods, 9 (12): (1816). [PMID:33297502] |
| 3. Xiaoyi Qu, Bo Ding, Jing Li, Meng Liang, Liqin Du, Yutuo Wei, Ribo Huang, Hao Pang. (2020) Characterization of a GH3 halophilic β-glucosidase from Pseudoalteromonas and its NaCl-induced activity toward isoflavones. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 164 (1392). [PMID:32763400] |
| 4. Yu-ting Li, Ming-shun Chen, Li-zhen Deng, Ya-zhen Liang, Yi-kun Liu, Wei Liu, Jun Chen, Cheng-mei Liu. (2021) Whole soybean milk produced by a novel industry-scale micofluidizer system without soaking and filtering. JOURNAL OF FOOD ENGINEERING, 291 (110228). [PMID:] |
| 5. Hou Xingyu, Huang Wei, Tong Yukui, Tian Miaomiao. (2019) Hollow dummy template imprinted boronate-modified polymers for extraction of norepinephrine, epinephrine and dopamine prior to quantitation by HPLC. MICROCHIMICA ACTA, 186 (11): (1-9). [PMID:31595360] |
| 6. Xianli Gao, Ermeng Liu, Junke Zhang, Mingquan Yang, Sui Chen, Zhan Liu, Haile Ma, Feng Hu. (2019) Effects of sonication during moromi fermentation on antioxidant activities of compounds in raw soy sauce. LWT-FOOD SCIENCE AND TECHNOLOGY, 116 (108605). [PMID:] |
| 7. Xiaonan Zhang, Hongwei Zhang, Xinghao Xia, Nan Pu, Zhuping Yu, Mourtada Nabih, Ying Zhu, Shuang Zhang, Lianzhou Jiang. (2019) Preparation and physicochemical characterization of soy isoflavone (SIF) nanoparticles by a liquid antisolvent precipitation method. ADVANCED POWDER TECHNOLOGY, 30 (1522). [PMID:] |
| 8. Xingyu Hou, Wei Huang, Fugui Zhu, Fang Geng, Miaomiao Tian. (2019) A new boronate-affinity hollow solid phase extraction adsorbent for the enrichment of cis-diol-containing isoflavones in soybean milk samples. Analytical Methods, 11 (3): (317-326). [PMID:] |
| 9. Binle Zhang, Zixuan Yang, Weining Huang, Jacob Ojobi Omedi, Feng Wang, Qibo Zou, Jianxin Zheng. (2018) Isoflavone aglycones enrichment in soybean sourdough bread fermented by lactic acid bacteria strains isolated from traditional Qu starters: Effects on in vitro gastrointestinal digestion, nutritional, and baking properties. CEREAL CHEMISTRY, 96 (1): (129-141). [PMID:] |
| 10. Hu Yue, Xia Qinfei, Huang Wei, Hou Xingyu, Tian Miaomiao. (2018) Boronate-modified hollow molecularly imprinted polymers for selective enrichment of glycosides. MICROCHIMICA ACTA, 185 (1): (1-9). [PMID:29594569] |
| 11. Han Peng, Wenting Li, Hongyan Li, Zeyuan Deng, Bing Zhang. (2017) Extractable and non-extractable bound phenolic compositions and their antioxidant properties in seed coat and cotyledon of black soybean (Glycinemax (L.) merr). Journal of Functional Foods, 32 (296). [PMID:] |