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28831-65-4,MFCD03427311
Catalog No.:AA002WMW

28831-65-4 | Lithospermic acid

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1mg
95%
in stock  
$24.00   $17.00
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25mg
98% by HPLC
in stock  
$500.00   $350.00
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50mg
98% by HPLC
in stock  
$808.00   $565.00
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100mg
98% by HPLC
in stock  
$1,350.00   $945.00
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500mg
98% by HPLC
in stock  
$4,218.00   $2,952.00
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1000mg
98% by HPLC
in stock  
$6,710.00   $4,697.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002WMW
Chemical Name:
Lithospermic acid
CAS Number:
28831-65-4
Molecular Formula:
C27H22O12
Molecular Weight:
538.4564
MDL Number:
MFCD03427311
SMILES:
O=C(O[C@@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c2c1[C@H](C(=O)O)[C@H](O2)c1ccc(c(c1)O)O)O
Properties
Computed Properties
 
Complexity:
922  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
39  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
7  
Rotatable Bond Count:
9  
XLogP3:
2.8  

Downstream Synthesis Route
lithospermicacid 
  23028-17-3    142115-17-1   
(2S,3S)-4-(E)-2-carboxyethenyl-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylicacid 
 
(2R)-3-(3,4-dihydroxyphenyl)-2-(E)-3-2-(3,4-dihydroxyphenyl)-7-hydroxy-1-benzofuran-4-ylprop-2-enoyloxypropanoicacid 
 
salvianolicacidA 

[1]PLoSONE,2016,vol.11

Literature

Title: Incorporation of Privileged Structures into Bevirimat Can Improve Activity against Wild-Type and Bevirimat-Resistant HIV-1.

Journal: Journal of medicinal chemistry 20161013

Title: Enantioselective total synthesis of (+)-lithospermic acid.

Journal: Organic letters 20121005

Title: Synthesis of anti-HIV lithospermic acid by two diverse strategies.

Journal: Organic & biomolecular chemistry 20120728

Title: Biotransformation of salvianolic acid B by Fusarium oxysporum f. sp. Cucumerinum and its two degradation routes.

Journal: Natural product communications 20120701

Title: Improving the NQO1-inducing activities of phenolic acids from radix Salvia miltiorrhiza: a methylation strategy.

Journal: Chemical biology & drug design 20111001

Title: A concise route to dihydrobenzo[b]furans: formal total synthesis of (+)-lithospermic acid.

Journal: Organic letters 20110701

Title: Highly convergent total synthesis of (+)-lithospermic acid via a late-stage intermolecular C-H olefination.

Journal: Journal of the American Chemical Society 20110420

Title: Simultaneous determination of six phenolic constituents of Danshen injection in rat plasma by LC-ESI-MS and its application to a pharmacokinetic study.

Journal: European journal of mass spectrometry (Chichester, England) 20110101

Title: Inhibitory effects of lithospermic acid on proliferation and migration of rat vascular smooth muscle cells.

Journal: Acta pharmacologica Sinica 20090901

Title: Matrix metalloproteinase-2 inhibitors from Clinopodium chinense var. parviflorum.

Journal: Journal of natural products 20090801

Title: Microwave-assisted extraction with water for fast extraction and simultaneous RP-HPLC determination of phenolic acids in radix Salviae Miltiorrhizae.

Journal: Journal of separation science 20090701

Title: Lithospermic acid as a novel xanthine oxidase inhibitor has anti-inflammatory and hypouricemic effects in rats.

Journal: Chemico-biological interactions 20081125

Title: Three new derivatives of anti-HIV-1 polyphenols isolated from Salvia yunnanensis.

Journal: Journal of Asian natural products research 20080101

Title: Pharmacokinetics, tissue distribution, metabolism, and excretion of depside salts from Salvia miltiorrhiza in rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070201

Title: Hydrolytic kinetics of lithospermic acid B extracted from roots of Salvia miltiorrhiza.

Journal: Journal of pharmaceutical and biomedical analysis 20070117

Title: Clinical non-inferiority trial on treatment of coronary heart disease angina pectoris of Xin-blood stasis syndrome type with lyophilized Salvia salt of lithospermic acid powder for injection.

Journal: Chinese journal of integrative medicine 20060301

Title: Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation.

Journal: Journal of the American Chemical Society 20051005

Title: The mechanisms underlying the anti-aging activity of the Chinese prescription Kangen-karyu in hydrogen peroxide-induced human fibroblasts.

Journal: The Journal of pharmacy and pharmacology 20051001

Title: Simultaneous determination of six phenolic constituents of danshen in human serum using liquid chromatography/tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050605

Title: Anti-HIV activities of natural antioxidant caffeic acid derivatives: toward an antiviral supplementation diet.

Journal: Current medicinal chemistry 20050101

Title: Simultaneous determination of magnesium lithospermate B, rosmarinic acid, and lithospermic acid in beagle dog serum by liquid chromatography/tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: HIV-1 integrase inhibitory substances from Coleus parvifolius.

Journal: Phytotherapy research : PTR 20030301

Title: Isolation of two highly potent and non-toxic inhibitors of human immunodeficiency virus type 1 (HIV-1) integrase from Salvia miltiorrhiza.

Journal: Antiviral research 20020701

Title: Anti-lipid-peroxidative principles from Tournefortia sarmentosa.

Journal: Journal of natural products 20020501

Title: A search for anti-viral properties in Panamanian medicinal plants. The effects on HIV and its essential enzymes.

Journal: Journal of ethnopharmacology 19990101

Title: Chan KW, et al. Anti-oxidative and hepatoprotective effects of lithospermic acid against carbon tetrachloride-induced liver oxidative damage in vitro and in vivo. Oncol Rep. 2015 Aug;34(2):673-80.

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