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Daidzin - 10mM in DMSO, high purity , CAS No.552-66-9

12 Citations COA COA
    Grade & Purity:
  • 10mM in DMSO
  • Cas Number:  552-66-9
  • Molecular Weight:  416.38
  • Beilstein Registry Number:   59741
  • PubChem CID: 107971
In stock
Item Number
D424708
Grouped product items
SKU Size
Availability
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D424708-1ml
1ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$39.90
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View related series
Compound libraries (12325) Glucose Metabolism (1943) Lipid metabolism (1912) Virus (1811)

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
This product requires cold chain shipping. Ground and other economy services are not available.
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.
A potent inhibitor of human mitochondrial aldehye dehydrogenase which demonstrates chemopreventitive activities

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class 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
Description 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

Associated Targets(Human)

ALDH2 Tclin Aldehyde dehydrogenase, mitochondrial (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
ALDH2 Tclin Aldehyde dehydrogenase (509 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
XDH Tclin Xanthine dehydrogenase (1038 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALDH1B1 Tchem Aldehyde dehydrogenase X (80 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
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
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
HepG2 (196354 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
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
NPC1 Tchem Niemann-Pick C1 protein (18985 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
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
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
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
ALDH1A2 Tchem Retinal dehydrogenase 2 (226 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
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

Associated Targets(non-human)

Il2 Interleukin-2 (29 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
3T3-L1 (3664 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LLC-PK1 (2135 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Syrian golden hamster (1610 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Luciferin 4-monooxygenase (66902 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasma (328 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Large T antigen (1457 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Maob Monoamine oxidase (439 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aldh1l1 Cytosolic 10-formyltetrahydrofolate dehydrogenase (6 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

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
InChIKey KYQZWONCHDNPDP-QNDFHXLGSA-N
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
Molecular Weight 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=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Light and Heat sensitive
Specific Rotation[α] -39° (C=0.5,DMSO)
Melt Point(°C) 242 °C(dec.)
Molecular Weight 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

Citations of This Product

How to Cite Aladdin Scientific Products?
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 
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). 

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