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lithospermic acid

Lithospermic acid

CAS: 28831-65-4

Molecular Formula: C27H22O12

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lithospermic acid - Names and Identifiers

Name Lithospermic acid
Synonyms Aids071478
Aids-071478
Clinopodic acid H
lithospermic acid
Lithospermic acid
4-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid
3-Benzofurancarboxylic acid, 4-(3-(1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-
4-{(E)-2-[1-Carboxy-2-(3,4-dihydroxy-phenyl)-ethoxycarbonyl]-vinyl}-2-(3,4-dihydroxy-phenyl)-7-hydroxy-2,3-dihydro-benzofuran-3-carboxylic acid
4-{(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
(2S,3S)-4-((E)-3-((R)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid
(2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
(2S,3S)-4-{(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
3-Benzofurancarboxylic acid, 4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-, (2S,3S)-
CAS 28831-65-4
InChI InChI=1/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1

lithospermic acid - Physico-chemical Properties

Molecular FormulaC27H22O12
Molar Mass538.46
Density1.642±0.06 g/cm3(Predicted)
Melting Point183-188 °C
Boling Point862.6±65.0 °C(Predicted)
Specific Rotation(α)+103.7°(C 0.063, EtOH)
Flash Point291.3°C
Solubility Soluble in methanol, ethanol and other solvents, insoluble in petroleum ether.
Vapor Presure9.83E-32mmHg at 25°C
AppearanceLight yellow powder
pKa2.77±0.10(Predicted)
Storage Conditionunder inert gas (nitrogen or Argon) at 2-8°C
Refractive Index1.745
MDLMFCD15146876
Physical and Chemical PropertiesPale yellow crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Salvia miltiorrhiza, Lithosperium Lithospermum erythrorhizon rhizome.

lithospermic acid - Reference

Reference
Show more
1. Hu Weihui, Han Dong, Qijiang Kun, et al. Simultaneous determination of 12 components in Salvia przewalskii by RP-HPLC [J]. Journal of Pharmaceutical Analysis 2016 v.36(03):486-493.
2. Sun jinlinli, Peng Min, et al. Comparison of 12 components extracted from Salvia miltiorrhiza by different concentrations of ethanol [J]. Chinese Journal of Information on traditional Chinese medicine 2019(9).
3. Lu Yan, Wu saiwei, Xu Danhua. Quality Analysis of phenolic acids in guanxinning injection [J]. Chinese Journal of Traditional Chinese Medicine, 2015, 40(09):1744-1746.
4. Cheng Pei, Han Dongqi, Hu Weihui, etc. Simultaneous determination of 10 water-soluble and 4 fat-soluble components in Salvia miltiorrhiza by high performance liquid chromatography [J]. Journal of Pharmaceutical Analysis, 2015(06):991-996.
5. Cui Weiliang, Li Huifen, Zhang Xuelan, et al. Analysis of 5 kinds of qualitative change compounds before and after wine processing of Danshen by UPLC-QE/MS [J]. Chinese patent medicine 2019 041(004):844-849.
6. Wenhua Zheng, Yaya, Convoluted plexus, etc. Quality Evaluation of wine Salvia miltiorrhiza standard decoction. Chinese Journal of Experimental prescriptions.
7. Liang conglian, Zhang Yongqing, Li Jia, et al. Comparative study on effective components of different strains of Salvia miltiorrhiza [J]. Shandong Science 2018(4):31-38.
8. Wei Guang Fei, Liu Qian, Li Jia, et al. Distribution of active components in root of Salvia miltiorrhiza [J]. Shandong Science 2015 28(05):7-13.
9. Wei Guangfei Li Jia Liu Qian et al. Study on root color of Salvia miltiorrhiza and its correlation with active component content [J]. Shandong Agricultural Sciences 2015(08):59-62.
10. Wang, Jixia, et al. "Discovery of new targets of pH acids in danshen using a label-free cell phenotypic assay." RSC Advances 5.33 (2015): 25768-25776.https:// doi.org/10.1039/C4RA16102E
11. 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).
12. [IF=5.81] Zhang Jing et al."Chemical Analysis and Multi-Component Determination in Chinese Medicine Preparation Bupi Yishen Formula Using Ultra-High Performance Liquid Chromatography With Linear Ion Trap-Orbitrap Mass Spectrometry and Triple-Quadrupole Tandem Mass
13. [IF=3.645] Yang Wang et al."Identification of Salvia species using high-performance liquid chromatography combined with chemical pattern recognition analysis."J Sep Sci. 2018 Feb;41(3):609-617
14. [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
15. [IF=5.455] Wang Qingjun et al."Fingerprint analysis of phenolic acid extract of Salvia miltiorrhiza by digital reference standard analyzer with one or two reference standards."Chin Med-Uk. 2021 Dec;16(1):1-16
16. [IF=4.759] Yi Zhang et al."Screening of inhibitors against histone demethylation jumonji domain-containing protein 3 by capillary electrophoresis."J Chromatogr A. 2020 Feb;1613:460625
17. [IF=3.845] Zhang Yu et al."Integrating Pharmacokinetics Study, Network Analysis, and Experimental Validation to Uncover the Mechanism of Qiliqiangxin Capsule Against Chronic Heart Failure."Front Pharmacol. 2019 Sep;0:1046
18. [IF=3.411] Liu Hongyan et al."Effect Study of Continuous Monoculture on the Quality of Salvia miltiorrhiza Bge Roots."Biomed Res Int. 2020;2020:4284385
19. [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.

lithospermic acid - Reference Information

biological activity lithosmermic acid (( )-lithosmermic acid) it is a plant-derived polycyclic phenolic carboxylic acid isolated from Salvia miltiorrhiza, which has antioxidant and hepatoprotective activities against ccl4-induced acute and in vitro liver injury.
Chemical properties light yellow crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Salvia miltiorrhiza, rhizome of Lithospermum erythrorizon.
uses lithospermic acid has the effects of improving renal function, preventing and treating cardiovascular diseases and antioxidation.
for content determination/identification/pharmacological experiments. Pharmacological Efficacy: has a certain antioxidant, anti-inflammatory, liver, anti-HIV role.
Last Update：2024-04-09 21:54:55
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lithospermic acid
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