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Sinapic acid - 10mM in DMSO, high purity , CAS No.530-59-6

    Grade & Purity:
  • 10mM in DMSO
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Item Number
S424545
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S424545-1ml
1ml
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$69.90

Basic Description

Synonyms SINAPIC ACID | Sinapinic acid | 530-59-6 | 3,5-Dimethoxy-4-hydroxycinnamic acid | trans-sinapic acid | 7362-37-0 | SINAPINATE | (E)-Sinapic acid | Sinapate | Synapoic acid | 4-Hydroxy-3,5-dimethoxycinnamic acid | (2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid | (E)-3-(4
Specifications & Purity 10mM in DMSO
Storage Temp Store at -80°C
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Product Description

Sinapic acid is an hydroxycinnamic acid derivative that occurs naturally in Brassicaceae species.

Sinapic acid can be used:
• As a potent peroxynitrite (ONOO−) oxidant scavenger for the protection of the cellular constituents against peroxynitrite cytotoxic species.
• In the synthesis of antioxidant hydroxycinnamic acid xylan esters via esterification reaction.
• In the synthesis of pseudo-cinnamic derivatives effective against mycobacterium tuberculosis

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Phenylpropanoids and polyketides
Class Cinnamic acids and derivatives
Subclass Hydroxycinnamic acids and derivatives
Intermediate Tree Nodes Not available
Direct Parent Hydroxycinnamic acids
Alternative Parents Coumaric acids and derivatives  Cinnamic acids  Methoxyphenols  Dimethoxybenzenes  Styrenes  Phenoxy compounds  Anisoles  Alkyl aryl ethers  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aromatic homomonocyclic compounds
Substituents Cinnamic acid - Coumaric acid or derivatives - Hydroxycinnamic acid - M-dimethoxybenzene - Dimethoxybenzene - Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Ether - Organic oxygen compound - Carbonyl group - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
Description This compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
External Descriptors Sinapate derivatives

Associated Targets(Human)

TYR Tclin Tyrosinase (717 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PLA2G7 Tchem LDL-associated phospholipase A2 (1338 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 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
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Cryz Quinone oxidoreductase (288 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAL62 Alpha-glucosidase MAL62 (106 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ralstonia solanacearum (520 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
Streptococcus pyogenes (16140 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RBL-2H3 (1162 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Lasiodiplodia theobromae (193 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Brain (1 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Aorta (2975 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Diplodia seriata (145 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Diplodia mutila (102 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Neofusicoccum luteum (172 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Botryosphaeria dothidea (71 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Neofusicoccum parvum (61 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Phaeoacremonium minimum (24 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 (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoic acid
INCHI InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
InChIKey PCMORTLOPMLEFB-ONEGZZNKSA-N
Smiles COC1=CC(=CC(=C1O)OC)C=CC(=O)O
Isomeric SMILES COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O
WGK Germany 3
PubChem CID 637775
Molecular Weight 224.21
Beilstein 2699118
Reaxy-Rn 2130006

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

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

Chemical and Physical Properties

Melt Point(°C) 202°C
Molecular Weight 224.210 g/mol
XLogP3 1.500
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 4
Exact Mass 224.068 Da
Monoisotopic Mass 224.068 Da
Topological Polar Surface Area 76.000 Ų
Heavy Atom Count 16
Formal Charge 0
Complexity 249.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Citations of This Product

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2. Daihong Gao, Denghao Ouyang, Xuebing Zhao.  (2024)  Controllable oxidative depolymerization of lignin to produce aromatic aldehydes and generate electricity under mild conditions with direct biomass fuel cells as flexible reactors.  CHEMICAL ENGINEERING JOURNAL,  479  (147874). 
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5. Rongkun Zhu, Zengcheng Du, Mingfang Zhu, Huanru Liang, Shumei Wang, Qing Zhou, Rui Li, Yulan Li, Chaoying Zeng, Wenhao Liu, Qiqing Chen.  (2023)  Molecularly imprinted polymers embedded with double perovskite quantum dots: A ratiometric fluorescence sensor for visible and fluorescent determination of Rhein.  CHEMICAL ENGINEERING JOURNAL,  468  (143618). 
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7. Yanhua Sun, Yange Zhang, Yujiao Hou, Hui Gong, Yifei Pang, Xiaoxiao Ge, Ming Li.  (2023)  Molecularly imprinted polymers based on calcined rape pollen and deep eutectic solvents for efficient sinapic acid extraction from rapeseed meal extract.  FOOD CHEMISTRY,  416  (135811). 
8. Shengxiang Yi, Gaowei Zhang, Mingyan Liu, Wenjie Yu, Guohua Cheng, Liping Luo, Fangjian Ning.  (2023)  Citrus Honey Ameliorates Liver Disease and Restores Gut Microbiota in Alcohol–Feeding Mice.  Nutrients,  15  (5): (1078). 
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19. Jian Zhao, Hewei Li, Wanying Li, Zixian Wang, Zhewen Dong, Huan Lan, Chengqiang Wang, Jia-Le Song.  (2021)  Effects of Sinapic Acid Combined with Cisplatin on the Apoptosis and Autophagy of the Hepatoma Cells HepG2 and SMMC-7721.  Evidence-based Complementary and Alternative Medicine,  2021  (6095963). 
20. Huan Lan, Lu-Ying Zhang, Wen He, Wan-Ying Li, Zhen Zeng, Bo Qian, Chengqiang Wang, Jia-Le Song.  (2021)  Sinapic Acid Alleviated Inflammation-Induced Intestinal Epithelial Barrier Dysfunction in Lipopolysaccharide- (LPS-) Treated Caco-2 Cells.  MEDIATORS OF INFLAMMATION,  2021  (5514075). 
21. Ou Chen, Lili Deng, Changqing Ruan, Lanhua Yi, Kaifang Zeng.  (2021)  Pichia galeiformis Induces Resistance in Postharvest Citrus by Activating the Phenylpropanoid Biosynthesis Pathway.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  69  (8): (2619–2631). 
22. 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,  (12): (1816). 
23. Bo Qian, Chengqiang Wang, Zhen Zeng, Yuan Ren, Dayu Li, Jia-Le Song.  (2020)  Ameliorative Effect of Sinapic Acid on Dextran Sodium Sulfate- (DSS-) Induced Ulcerative Colitis in Kunming (KM) Mice.  Oxidative Medicine and Cellular Longevity,  2020  (8393504). 
24. Rongkun Zhu, Mushen Lai, Mingfang Zhu, Huanru Liang, Qing Zhou, Rui Li, Wenhao Zhang, Hongqing Ye.  (2021)  A functional ratio fluorescence sensor platform based on the graphene/Mn-ZnS quantum dots loaded with molecularly imprinted polymer for selective and visual detection sinapic acid.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  244  (118845). 
25. Xu Yu, Li Yu, Fei Ma, Peiwu Li.  (2021)  Quantification of phenolic compounds in vegetable oils by mixed-mode solid-phase extraction isotope chemical labeling coupled with UHPLC-MS/MS.  FOOD CHEMISTRY,  334  (127572). 
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27. Yanyun Zhu, Hongji Chen, Leyan Lou, Yixin Chen, Xingqian Ye, Jianchu Chen.  (2020)  Copigmentation effect of three phenolic acids on color and thermal stability of Chinese bayberry anthocyanins.  Food Science & Nutrition,  (7): (3234-3242). 
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