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
Shipped In	Ice chest + Ice pads
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

Associated Targets(Human)

TAS2R39 Tchem Taste receptor type 2 member 39 (0 Activities)

Discover Target: TAS2R39

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGS1 Tclin Prostaglandin G/H synthase 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CRYZ Tbio Quinone oxidoreductase (0 Activities)

Discover Target: CRYZ

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PTGS2 Tclin Prostaglandin G/H synthase 2 (0 Activities)

Discover Target: PTGS2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PKM Tchem Pyruvate kinase PKM (0 Activities)

Discover Target: PKM

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SMPD1 Tchem Sphingomyelin phosphodiesterase (0 Activities)

Discover Target: SMPD1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

GLS Tchem Glutaminase kidney isoform, mitochondrial (0 Activities)

Discover Target: GLS

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

PLA2G7 Tchem Platelet-activating factor acetylhydrolase (0 Activities)

Discover Target: PLA2G7

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PLA2G7 Tchem LDL-associated phospholipase A2 (1338 Activities)

Discover Target: PLA2G7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

Discover Target: SMPD1

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)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAS2R39 Tchem Taste receptor type 2 member 39 (48 Activities)

Discover Target: TAS2R39

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Cryz Quinone oxidoreductase (288 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAL62 Alpha-glucosidase MAL62 (106 Activities)

Discover Target: MAL62

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

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+
InChi Key	PCMORTLOPMLEFB-ONEGZZNKSA-N
Canonical 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

Certificate of Analysis(COA)

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Chemical and Physical Properties

Melt Point(°C)	202°C

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
Reaxy-Rn	2130006

Citations of This Product

1. Dali Fu, Haodong Wang, Tan Wang, Chunming Xu, Yehua Han. (2023) Structural insights into variation of intramolecular acid site using phase transition experiments and computation. AICHE JOURNAL, 70 (4): (e18342). [PMID:]
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). [PMID:]
3. Jinxin Li, Hao Zhang, Ling Zhu, Gangcheng Wu, Hui Zhang. (2023) Influence of in vitro gastrointestinal digestion and colonic fermentation on carbonyl scavenging capacity of fiber-bound polyphenols from quinoa. Food & Function, 14 (23): (10581-10590). [PMID:37955444]
4. Liu Xinru, Ma Qianwei, Sun Yongjun, Ju Wenming, Kumrungsee Thanutchaporn, Zhou Zhongkai, Wang Lijuan, Cao Ruge. (2023) Effects of Processings and Complexation on Solubility, Antioxidant and Antibacterial Properties of Buckwheat Polyphenols. Food and Bioprocess Technology, (8): (1-13). [PMID:18063578]
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). [PMID:]
6. Ningning Zhao, Junpeng Xing, Zhong Zheng, Fengrui Song, Zhiqiang Liu, Shu Liu. (2023) A novel strategy on the study of whole intestinal metabolic profiles for Polygalae Radix before and after processing. PHYTOCHEMICAL ANALYSIS, 34 (5): (540-547). [PMID:37169718]
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). [PMID:36898334]
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). [PMID:36904078]
9. Lili Cao, Pengpeng Jia, Haotian Liu, Shengmei Kang, Shaotong Jiang, Min Pang. (2023) Effects of High-Canolol Phenolic Extracts on Fragrant Rapeseed Oil Quality and Flavor Compounds during Frying. Foods, 12 (4): (827). [PMID:36832902]
10. Jiao Wu, Bingjun Han, Xiaoyu Chen, Jinglin Gao, Shan Zhao, Liping Sun, Shijie Wang. (2023) Quantification of bioactive components and evaluation of microbial community and antibacterial activity from Heterotrigona itama and Tetrigona binghami honeys. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 58 (5): (2247-2257). [PMID:]
11. Hao Zhang, Antonio Dario Troise, Shangde Sun, Vincenzo Fogliano. (2023) The water insoluble fraction from red cabbage and black currant pomace reduces the formation of acrylamide, 5-hydroxymethylfurfural and reactive aldehydes in fried potato-based crisps. LWT-FOOD SCIENCE AND TECHNOLOGY, 173 (114238). [PMID:]
12. Jian Yao, Lun Gui, Qizhang Long. (2022) A chlorogenic acid esterase from a metagenomic library with unique substrate specificity and its application in caffeic and ferulic acid production from agricultural byproducts. BIOCATALYSIS AND BIOTRANSFORMATION, [PMID:]
13. Jiawei Liu, Xiangwei Liu, Yingying Liu, Quan Bai. (2022) Pseudo-mercaptoethyl pyridine functionalized polyhedral oligomeric silsesquioxane-graphene composite via thiol-ene click reaction for highly selective purification of antibody. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1208 (123408). [PMID:35952446]
14. Wenjing Gao, Bin Li, Ling Ling, Li Zhang, Shaoning Yu. (2022) MALDI-TOF MS method for differentiation of methicillin-sensitive and methicillin-resistant Staphylococcus aureus using (E)-Propyl α-cyano-4-Hydroxyl cinnamylate. TALANTA, 244 (123405). [PMID:35349841]
15. Shuzhen Dou, Zhongshun Wang, Qiye Chen, Nan Lu. (2022) One-step fabrication of high-density Si nanotips as SALDI-MS substrate for highly sensitive detection. SENSORS AND ACTUATORS B-CHEMICAL, 359 (131578). [PMID:]
16. Denghao Ouyang, Hongmei Chen, Nan Liu, Jingzhi Zhang, Xuebing Zhao. (2022) Insight into the negative effects of lignin on enzymatic hydrolysis of cellulose for biofuel production via selective oxidative delignification and inhibitive actions of phenolic model compounds. RENEWABLE ENERGY, 185 (196). [PMID:]
17. Wenfei Tian, Jingyang Tong, Xiaoyue Zhu, Philipp Fritschi Martin, Yonghui Li, Zhonghu He, Yan Zhang. (2021) Effects of Different Pilot-Scale Milling Methods on Bioactive Components and End-Use Properties of Whole Wheat Flour. Foods, 10 (11): (2857). [PMID:34829138]
18. Ning-Ning ZHAO, Zhi-Qiang LIU, Mei-Ling FAN, Zi-Feng PI, Feng-Rui SONG, Shu LIU. (2021) A feasible processing-omics strategy for comprehensive evaluation of mechanisms of chemical transformation in processing Polygalae Radix. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 49 (81). [PMID:]
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). [PMID:34675987]

References

1. Dali Fu, Haodong Wang, Tan Wang, Chunming Xu, Yehua Han. (2023) Structural insights into variation of intramolecular acid site using phase transition experiments and computation. AICHE JOURNAL, 70 (4): (e18342). [PMID:]
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). [PMID:]
3. Jinxin Li, Hao Zhang, Ling Zhu, Gangcheng Wu, Hui Zhang. (2023) Influence of in vitro gastrointestinal digestion and colonic fermentation on carbonyl scavenging capacity of fiber-bound polyphenols from quinoa. Food & Function, 14 (23): (10581-10590). [PMID:37955444]
4. Liu Xinru, Ma Qianwei, Sun Yongjun, Ju Wenming, Kumrungsee Thanutchaporn, Zhou Zhongkai, Wang Lijuan, Cao Ruge. (2023) Effects of Processings and Complexation on Solubility, Antioxidant and Antibacterial Properties of Buckwheat Polyphenols. Food and Bioprocess Technology, (8): (1-13). [PMID:18063578]
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). [PMID:]
6. Ningning Zhao, Junpeng Xing, Zhong Zheng, Fengrui Song, Zhiqiang Liu, Shu Liu. (2023) A novel strategy on the study of whole intestinal metabolic profiles for Polygalae Radix before and after processing. PHYTOCHEMICAL ANALYSIS, 34 (5): (540-547). [PMID:37169718]
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). [PMID:36898334]
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). [PMID:36904078]
9. Lili Cao, Pengpeng Jia, Haotian Liu, Shengmei Kang, Shaotong Jiang, Min Pang. (2023) Effects of High-Canolol Phenolic Extracts on Fragrant Rapeseed Oil Quality and Flavor Compounds during Frying. Foods, 12 (4): (827). [PMID:36832902]
10. Jiao Wu, Bingjun Han, Xiaoyu Chen, Jinglin Gao, Shan Zhao, Liping Sun, Shijie Wang. (2023) Quantification of bioactive components and evaluation of microbial community and antibacterial activity from Heterotrigona itama and Tetrigona binghami honeys. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 58 (5): (2247-2257). [PMID:]
11. Hao Zhang, Antonio Dario Troise, Shangde Sun, Vincenzo Fogliano. (2023) The water insoluble fraction from red cabbage and black currant pomace reduces the formation of acrylamide, 5-hydroxymethylfurfural and reactive aldehydes in fried potato-based crisps. LWT-FOOD SCIENCE AND TECHNOLOGY, 173 (114238). [PMID:]
12. Jian Yao, Lun Gui, Qizhang Long. (2022) A chlorogenic acid esterase from a metagenomic library with unique substrate specificity and its application in caffeic and ferulic acid production from agricultural byproducts. BIOCATALYSIS AND BIOTRANSFORMATION, [PMID:]
13. Jiawei Liu, Xiangwei Liu, Yingying Liu, Quan Bai. (2022) Pseudo-mercaptoethyl pyridine functionalized polyhedral oligomeric silsesquioxane-graphene composite via thiol-ene click reaction for highly selective purification of antibody. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1208 (123408). [PMID:35952446]
14. Wenjing Gao, Bin Li, Ling Ling, Li Zhang, Shaoning Yu. (2022) MALDI-TOF MS method for differentiation of methicillin-sensitive and methicillin-resistant Staphylococcus aureus using (E)-Propyl α-cyano-4-Hydroxyl cinnamylate. TALANTA, 244 (123405). [PMID:35349841]
15. Shuzhen Dou, Zhongshun Wang, Qiye Chen, Nan Lu. (2022) One-step fabrication of high-density Si nanotips as SALDI-MS substrate for highly sensitive detection. SENSORS AND ACTUATORS B-CHEMICAL, 359 (131578). [PMID:]
16. Denghao Ouyang, Hongmei Chen, Nan Liu, Jingzhi Zhang, Xuebing Zhao. (2022) Insight into the negative effects of lignin on enzymatic hydrolysis of cellulose for biofuel production via selective oxidative delignification and inhibitive actions of phenolic model compounds. RENEWABLE ENERGY, 185 (196). [PMID:]
17. Wenfei Tian, Jingyang Tong, Xiaoyue Zhu, Philipp Fritschi Martin, Yonghui Li, Zhonghu He, Yan Zhang. (2021) Effects of Different Pilot-Scale Milling Methods on Bioactive Components and End-Use Properties of Whole Wheat Flour. Foods, 10 (11): (2857). [PMID:34829138]
18. Ning-Ning ZHAO, Zhi-Qiang LIU, Mei-Ling FAN, Zi-Feng PI, Feng-Rui SONG, Shu LIU. (2021) A feasible processing-omics strategy for comprehensive evaluation of mechanisms of chemical transformation in processing Polygalae Radix. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 49 (81). [PMID:]
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). [PMID:34675987]

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