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analytical standard, ≥98% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Daidzin is a plant isoflavone glycoside and a potent inhibitor of human mitochondrial aldehyde dehydrogenase (ALDH-I).
| Sonrisas canónicas | C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O |
|---|---|
| IUPAC Name | 3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
| InChIKey | KYQZWONCHDNPDP-QNDFHXLGSA-N |
| 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 |
| Isómeros 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 Alemania | 3 |
| RTECS | DJ3094000 |
| Peso molecular | 416.38 |
| Beilstein | 59741 |
| Reaxy-Rn | 24724147 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24724147&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Clase | Isoflavonoids |
| Subclass | Isoflavonoid O-glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Isoflavonoid O-glycosides |
| Alternative Parents | Isoflavones Phenolic glycosides Hexoses Chromones O-glycosyl compounds Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Oxanes Benzene and substituted derivatives Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Acetals Polyols Organic oxides Hydrocarbon derivatives Primary alcohols |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Isoflavonoid o-glycoside - Isoflavonoid-7-o-glycoside - Isoflavone - Phenolic glycoside - Hexose monosaccharide - Chromone - Glycosyl compound - O-glycosyl compound - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyranone - Pyran - Monocyclic benzene moiety - Oxane - Benzenoid - Monosaccharide - Heteroaromatic compound - Secondary alcohol - Polyol - Acetal - Oxacycle - Organoheterocyclic compound - Organic oxide - Organic oxygen compound - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. |
| External Descriptors | isoflavones - Isoflavonoids |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Dec 10, 2025 | D106428 | |
| Certificate of Analysis | Dec 10, 2025 | D106428 | |
| Certificate of Analysis | Jun 25, 2025 | D106428 | |
| Certificate of Analysis | Mar 24, 2025 | D106428 | |
| Certificate of Analysis | Mar 24, 2025 | D106428 | |
| Certificate of Analysis | Jan 05, 2023 | D106428 | |
| Certificate of Analysis | Mar 21, 2022 | D106428 | |
| Certificate of Analysis | Mar 21, 2022 | D106428 |
| Solubilidad | Soluble in water, DMSO (~30 mg/ml), ethanol (~2.5 mg/ml), DMF (~30 mg/ml), and 1: 1 solution of DMSO: PBS(pH 7.2) (~0.5 mg/ml). |
|---|---|
| Sensibilidad | Light and Heat sensitive |
| Rotación específica [α] | -39° (C=0.5,DMSO) |
| Punto de fusión (°C) | 242 °C(dec.) |
| Peso molecular | 416.400 g/mol |
| XLogP3 | 0.700 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 4 |
| Exact Mass | 416.111 Da |
| Monoisotopic Mass | 416.111 Da |
| Topological Polar Surface Area | 146.000 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 644.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Lei Du, Kum-Song Ro, Yiji Zhang, Ya-Jie Tang, Wanbang Li, Jingli Xie, Dongzhi Wei. (2021) Effects of lactiplantibacillus plantarum X7021 on physicochemical properties, purines, isoflavones and volatile compounds of fermented soymilk. PROCESS BIOCHEMISTRY, [PMID:] [10.1016/j.procbio.2021.12.028] |
| 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] [10.3390/foods9121816] |
| 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, [PMID:32763400] [10.1016/j.ijbiomac.2020.07.300] |
| 4. Yu-ting Li, Ming-shun Chen, Li-zhen Deng, Ya-zhen Liang, Yi-kun Liu, Wei Liu, Jun Chen, Cheng-mei Liu. (2020) Whole soybean milk produced by a novel industry-scale micofluidizer system without soaking and filtering. JOURNAL OF FOOD ENGINEERING, [PMID:] [10.1016/j.jfoodeng.2020.110228] |
| 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] [10.1007/s00604-019-3801-2] |
| 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, [PMID:] [10.1016/j.lwt.2019.108605] |
| 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, [PMID:] [10.1016/j.apt.2019.04.030] |
| 8. Xingyu Hou, Wei Huang, Fugui Zhu, Fang Geng, Miaomiao Tian. (2018) 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:] [10.1039/C8AY02311E] |
| 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:] [10.1002/cche.10116] |
| 10. Hu Yue, Xia Qinfei, Huang Wei, Hou Xingyu, Tian Miaomiao. (2017) Boronate-modified hollow molecularly imprinted polymers for selective enrichment of glycosides. MICROCHIMICA ACTA, 185 (1): (1-9). [PMID:29594569] [10.1007/s00604-017-2608-2] |
| 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, [PMID:] [10.1016/j.jff.2017.03.003] |
| 12. Mian Wang, Yiting Wang, Muhammad Bilal, Chong Xie, Pei Wang, Xin Rui, Runqiang Yang. (2024) UV-B Radiation Exhibited Tissue-Specific Regulation of Isoflavone Biosynthesis in Soybean Cell Suspension Cultures. Foods, 13 (15): (2385). [PMID:39123575] [10.3390/foods13152385] |
| 13. Jinpeng Lv, Kun Zou, Chuanwei Yin, Wenhui Xu, Duo Meng, Huansha Zhang, Wenhao Yu, Peiwen Jiang, Changjun Yun, Hui Xue, Nan Hu, Rongyin Gao. (2025) Daidzin suppresses melanogenesis through ERK and AKT signaling pathways mediated MITF proteasomal degradation. EXPERIMENTAL AND MOLECULAR PATHOLOGY, [PMID:40695033] [10.1016/j.yexmp.2025.104986] |
| 14. Jiayu Zhang, Xiujie Jiang, Qingpeng Xu, Weidong Li, Dongjie Zhang. (2025) Lipidomic Analysis Reveals the Anti-Obesity and Hepatoprotective Effects of Flavonoid Mimetic Components in Adzuki Beans on High-Fat Diet-Induced Obese Mice. Foods, 14 (18): (3191). [PMID:41008164] [10.3390/foods14183191] |
| 15. Huiming Xue, Zhen Feng, Chang Jin, Yue Zhang, Yongxing Ai, Jing Wang, Meizhu Zheng, Dongfang Shi. (2025) Soy Isoflavones Protects Against Stroke by Inhibiting Keap1/NQO1/Nrf2/HO-1 Signaling Pathway: Network Pharmacology Analysis Combined with the Experimental Validation. Pharmaceuticals, 18 (4): (548). [PMID:40283984] [10.3390/ph18040548] |
| 16. Yang Lu, Lianghua Xie, Jiahong Xie, Gexin Liu, Jiaqi Fu, Luheng Zou, Qiu Lin, Yong Wang, Wei Chen. (2025) Comprehensive engineering of novel glycosyltransferase for efficient, donor-promiscuous, and regioselective glycosylation of flavonoids. Science Advances, 11 (40): [PMID:41042874] [10.1126/sciadv.adu5064] |
| 17. Mei Liu, Xuehong Min, Die Hu, Xiaonan Zhang, Siyi Zhang. (2026) Novel boronate affinity molecularly imprinted nanomaterials for selective dispersive magnetic solid-phase extraction of catecholamines from equine urine. Talanta Open, [PMID:] [10.1016/j.talo.2026.100645] |
| 18. Wang Yue, Tang Xiaohan, Zhao Huarong, Pan Yue, Zhang Dingnan, Liu He, Zhu Danshi. (2026) Effects of monascus -fermented soybean powder on the quality, isoflavones composition and sensory acceptance of steamed bread. JOURNAL OF FOOD SCIENCE AND TECHNOLOGY-MYSORE, [PMID:] [10.1007/s13197-026-06557-3] |
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