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Danphenolic acid A

Salvianolic acid A

CAS: 96574-01-5

Molecular Formula: C26H22O10

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Danphenolic acid A - Names and Identifiers

Name Salvianolic acid A
Synonyms Salvianolic acid
Danphenolic acid A
Salvianolic acid A
Dan phenolic acid A hydrate
Salvianolic acid A, froM Salvia Miltiorrhiza
(R)-3-(3,4-Dihydroxyphenyl)-2-(((E)-3-(2-((E)-3,4-dihydroxystyryl)-3,4-dihydroxyphenyl)acryloyl)o
(R)-3-(3,4-Dihydroxyphenyl)-2-(((E)-3-(2-((E)-3,4-dihydroxystyryl)-3,4-dihydroxyphenyl)acryloyl)oxy)propanoic acid
3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-{2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl}prop-2-enoyl]oxy}propanoic acid
(2R)-3-(3,4-Dihydroxyphenyl)-2-[(E)-3-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]prop-2-enoyl]oxypropanoic acid
(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-{2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl}prop-2-enoyl]oxy}propanoic acid
(αR)-α-[[(2E)-3-[2-[(1E)-2-(3,4-Dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxybenzenepropanoic acid
CAS 96574-01-5
InChI InChI=1/C26H22O10/c27-18-7-2-14(11-21(18)30)1-6-17-16(4-9-20(29)25(17)33)5-10-24(32)36-23(26(34)35)13-15-3-8-19(28)22(31)12-15/h1-12,23,27-31,33H,13H2,(H,34,35)/b6-1+,10-5+
InChIKey YMGFTDKNIWPMGF-UCPJVGPRSA-N

Danphenolic acid A - Physico-chemical Properties

Molecular FormulaC26H22O10
Molar Mass494.45
Density1.580±0.06 g/cm3(Predicted)
Melting Point164-167°C
Boling Point858.7±65.0 °C(Predicted)
Specific Rotation(α)+41°(c=0.099，Ethanol)
Flash Point292.9°C
Solubility Soluble in ethanol and ether.
Vapor Presure2.04E-31mmHg at 25°C
AppearanceAmorphic yellow compound
Coloryellow
BRN2660108
pKa2.78±0.10(Predicted)
Storage Condition2-8°C
SensitiveEasily absorbing moisture
Refractive Index1.789
MDLMFCD20527310
Physical and Chemical PropertiesYellow needle crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the root of Salvia miltiorrhiza.
In vivo study A significant beneficial effect of Salvianolic acid A (SAA) is observed in the Salvianolic acid A treatment groups. Salvianolic acid A (20 mg/kg) could significantly prolonged the retention time of rats on the plate. While compared with sham operation group, the brain water content in model group significantly increases, which is attenuated significantly by Salvianolic acid A (10 and 20 mg/kg). Compared with the model group, Salvianolic acid A (5, 10, and 20 mg/kg) could maintain the normal structures of neurons and increase neurons number. It is also found that Salvianolic acid A (20 mg/kg) could significantly reduce I/R induced MMP-9 upregulation. While the MMP-2 expression is not significantly affected by Salvianolic acid A. Tissue inhibitors of metalloproteinases (TIMPs) could inhibit the activity of MMPs through high affinity binding to MMPs catalytic domain.

Danphenolic acid A - Risk and Safety

Safety Description24/25 - Avoid contact with skin and eyes.
WGK Germany3
HS Code29189900

Danphenolic acid A - Reference

Reference
Show more
1. Zhang Suqing, Yu Li, fan Hongjing et al. Extraction of Salvianolic acid A from Salvia miltiorrhiza BGE under high temperature and high pressure [J]. Chinese Journal of Traditional Chinese Medicine 2017 035(012):3084-3087.
2. Jiang Feng, Li Min, Zhang Min, et al. Transformation of Salvianolic acid A in Salvia miltiorrhiza [J]. Chinese patent medicine 2018 40(009):2091-2096.
3. Peng Jiuyan, Chai Yao, Pan Yu, etc. Transformation relationship of phenolic acids in Salvia miltiorrhiza under different process conditions [J]. Chinese Journal of Experimental prescriptions, 2016, 022(005):67-70.
4. Huang Sha, Zhao Wenjing, Zhang Yue et al. Study on the permeation mechanism of phenolic acids in traditional Chinese medicine in PES membrane separation process [J]. Chinese Journal of Traditional Chinese Medicine, 2020 v.45(01):114-120.
5. Xing Zhihua, Bao Ran, Wenwen Jiang, et al. Synthesis of apigenin-samarium complex and its anti-hyperuricemia effect in mice. Research and development of natural products.
6. Feng, missing Wang, Rui, Guwen, et al. Effects of different intensities of red and blue light on root morphology and accumulation of effective components of Salvia miltiorrhiza [J]. Chinese herbal medicine 2019(21).
7. Ma Dong-Lai Liu Ai-Peng-Lin Yue Xie Tao Liu Tao Zhu Feng-Li Chuli. Interaction between active components of Salvia miltiorrhiza and iron ions [J]. Guangzhou chemical industry, 2017, 45(14):117-118, 144.
8. Li Zheng, Pan Wanfang, Zhu Liming, etc. Study on quality control of Danhong injection pharmaceutical process based on material flow analysis [J]. Journal of Tianjin University of Traditional Chinese Medicine, 2015, 34(06):349-352.
9. Zhao Zhiguo, Duan Wenjuan, Zhang Xiaomeng, etc. Identification and determination of multi-components in qianliexin capsules by HPLC-DAD-ESI-TOF/MS and study on multi-index quantitative fingerprint [J]. Journal of Pharmaceutical Analysis, 2017, 037(010):1810-1816.
10. Wang Yun, Chen Junfeng, Zhang Lei, et al. Evaluation of quality of Salvia miltiorrhiza Bunge based on association analysis of "active components-traits" [J]. World Science and Technology: modernization of traditional Chinese medicine, 2019(5):835-843.
11. Black Xiao-Bin, Li Huan, Li Hui, Liang Xiao-yan, Gao Jing, Peng Liang, Li Yi-min, Zhang Gang. Construction of sterile culture system and HPLC analysis of effective components in Salvia miltiorrhiza [J]. Chinese herbal medicine, 2020,51(22):5833-5838.
12. Le Shijun, Wang Wenxiao, Gao Huan, Ren jionguo, Fu Ruijia, Li Jiajia, Chen Yanyu, Tang Yuping. Simultaneous determination of multiple active components in Danqi tablets from different manufacturers by HPLC [J]. Journal of Pharmaceutical Analysis, 2020,40(12):2236-2243.
13. Wang, Jixia, et al. "Discovery of new targets of phenolic acids in danshen using a label-free cell phenotypic assay." RSC Advances 5.33 (2015): 25768-25776.https://doi.org/10.1039/C4RA16102E
14. Zhou, Jing, et al. "A strategy for rapid discovery of traceable chemical markers in herbal products using MZmine 2 data processing toolbox: A case of Jing Liqueur." Chinese Herbal Medicines (2021).
15. [IF=4.759] Yanmei Zhang et al."Screening of mammalian target of rapamycin inhibitors in natural product extracts by capillary electrophoresis in combination with high performance liquid chromatography-tandem mass spectrometry."J Chromatogr A. 2015 Apr;1388:267
16. [IF=3.049] Jixia Wang et al."Discovery of new targets of phenolic acids in danshen using a label-free cell phenotypic assay."Rsc Adv. 2015 Mar;5(33):25768-25776
17. [IF=2.943] Zheng Chunli et al."System-level multi-target drug discovery from natural products with applications to cardiovascular diseases."Mol Divers. 2014 Aug;18(3):621-635
18. [IF=3.216] Shuang Feng et al."Salvianolic Acid A Exhibits Anti-Inflammatory and Antiarthritic Effects via Inhibiting NF-κB and p38/MAPK Pathways."Drug Des Dev Ther. 2020; 14: 1771-1778
19. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950
20. [IF=9.078] Jun Qian et al."A strategy for effective recovery of salvianolic acid a from Salvia miltiorrhiza (Danshen) through multiple interactions."Compos Part B- Eng. 2022 Feb;231:109563
21. [IF=3.935] Yaqing Guo et al."An integrated strategy for the systematic chemical characterization of Salvianolate lyophilized injection using four scan modes based on the ultra-high performance liquid chromatography-triple quadrupole-linear ion trap mass spectrometry.

Danphenolic acid A - Reference Information

biological activity Salvianolic acid A can protect the blood-brain barrier by inhibiting matrix metallotitanase 9 (MMP-9) and anti-inflammatory effects.
target MMP-9
in vivo study a significant beneficial effect of Salvianolic acid A (SAA) is observed in the Salvianolic acid A treatment groups. Salvianolic acid A (20 mg/kg) could significantly prolonged the retention time of rats on the plate. while compared with sham operation group, the brain water content in model group significantly increases, which is attenuated significantly by Salvianolic acid A (10 and 20 mg/kg). Compared with the model group, salvianolic acid A (5, 10, and 20 mg/kg) could maintain the normal structures of neurons and increase neurons number. It is also found that Salvianolic acid A (20 mg/kg) could significantly reduce I/R induced MMP-9 upregulation. While the MMP-2 expression is not significantly affected by Salvianolic acid A. Tissue inhibitors of metalloproteinases (TIMPs) could inhibit the activity of MMPs through high affinity binding to MMPs catalytic domain.
chemical properties yellow needle-like crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from the rhizome of salvia miltiorrhiza.
use salvianolic acid a is suitable for angina pectoris, acute myocardial infarction and sequelae of cerebral thrombosis.
used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: anticoagulant effect and significant anti-platelet aggregation effect, anti-secretion and anti-ulcer effect, etc.
Last Update：2024-04-09 01:59:58
Danphenolic acid A
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View History
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