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beta-Escin

CAS No.:
11072-93-8
Catalog Number:
AG008RIE
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
~90%
In Stock USA
United States
$47
- +
1g
~90%
In Stock USA
United States
$109
- +
5g
~90%
In Stock USA
United States
$363
- +
10g
~90%
In Stock USA
United States
$568
- +
Product Description
Catalog Number:
AG008RIE
Chemical Name:
beta-Escin
CAS Number:
11072-93-8
MDL Number:
MFCD00076054
IUPAC Name:
(2S,3S,4S,5R,6R)-6-[[(4S,6bS,8R,9R)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
InChI:
InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10+/t26?,27-,28-,29?,30?,31-,32?,33-,34-,35+,36+,37-,38-,39+,40+,41-,42+,43?,44+,47+,48-,49-,51?,52-,53?,54-,55?/m1/s1
InChI Key:
AXNVHPCVMSNXNP-YSYFQUGBSA-N
Properties
Complexity:
2300  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
19  
Defined Bond Stereocenter Count:
1  
Exact Mass:
1130.551g/mol
Formal Charge:
0
Heavy Atom Count:
79  
Hydrogen Bond Acceptor Count:
24  
Hydrogen Bond Donor Count:
13  
Isotope Atom Count:
0
Molecular Weight:
1131.269g/mol
Monoisotopic Mass:
1130.551g/mol
Rotatable Bond Count:
16  
Topological Polar Surface Area:
388A^2
Undefined Atom Stereocenter Count:
8  
Undefined Bond Stereocenter Count:
0
XLogP3:
0.7  
Literature
Title Journal
Escin augments the efficacy of gemcitabine through down-regulation of nuclear factor-κB and nuclear factor-κB-regulated gene products in pancreatic cancer both in vitro and in vivo. Journal of cancer research and clinical oncology 20120501
[Application of recording SK2 current in human atrial myocytes by perforated patch clamp techniques with the mix of beta-escin and amphotericin B]. Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology 20120501
[Effects of sodium aescinate on the apoptosis-related genes in lung injury induced by intestinal ischemia reperfusion in rats]. Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20120301
Triterpene saponins of Quillaja saponaria show strong aphicidal and deterrent activity against the pea aphid Acyrthosiphon pisum. Pest management science 20120201
3',4'-Dihydroxyflavonol reduces vascular contraction through Ca²⁺ desensitization in permeabilized rat mesenteric artery. Naunyn-Schmiedeberg's archives of pharmacology 20120201
Intracellular drug delivery in Leishmania-infected macrophages: Evaluation of saponin-loaded PLGA nanoparticles. Journal of drug targeting 20120201
Mixture designs in the optimisation of PLGA nanoparticles: influence of organic phase composition on β-aescin encapsulation. Journal of microencapsulation 20120101
β-Escin sodium inhibits inducible nitric oxide synthase expression via downregulation of the JAK/STAT pathway in A549 cells. Molecular carcinogenesis 20111201
The impact of sodium aescinate on acute lung injury induced by oleic acid in rats. Experimental lung research 20111201
PLGA nanoparticles loaded with the antileishmanial saponin β-aescin: factor influence study and in vitro efficacy evaluation. International journal of pharmaceutics 20111125
Protective effect of aescin from the seeds of Aesculus hippocastanum on liver injury induced by endotoxin in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology 20111115
Synergistic interactions of saponins and monoterpenes in HeLa cells, Cos7 cells and in erythrocytes. Phytomedicine : international journal of phytotherapy and phytopharmacology 20111015
Protective effect of sodium aescinate on lung injury induced by methyl parathion. Human & experimental toxicology 20111001
Apoptosis of human cholangiocarcinoma cell lines induced by β-escin through mitochondrial caspase-dependent pathway. Phytotherapy research : PTR 20111001
A new cyclodextrin-grafted viscose loaded with aescin formulations for a cosmeto-textile approach to chronic venous insufficiency. Journal of materials science. Materials in medicine 20111001
19,20-EpDPE, a bioactive CYP450 metabolite of DHA monoacyglyceride, decreases Ca²⁺ sensitivity in human pulmonary arteries. American journal of physiology. Heart and circulatory physiology 20111001
The potent anti-inflammatory agent escin does not increase corticosterone secretion and immune cell apoptosis in mice. Fitoterapia 20110901
Rho-kinase inhibition attenuates calcium-induced contraction in β-escin but not Triton X-100 permeabilized rabbit femoral artery. Journal of muscle research and cell motility 20110901
Aescin: microcirculatory activity. Effects of accessory components on clinical and microcirculatory efficacy. Panminerva medica 20110901
Ca(2+)-dependent contraction by the saponoside escin in rat vena cava: implications in venotonic treatment of varicose veins. Journal of vascular surgery 20110801
Escin attenuates cerebral edema induced by acute omethoate poisoning. Toxicology mechanisms and methods 20110601
Hydrogen sulphide inhibits carbachol-induced contractile responses in β-escin permeabilized guinea-pig taenia caecum. European journal of pharmacology 20110511
Escin exerts synergistic anti-inflammatory effects with low doses of glucocorticoids in vivo and in vitro. Phytomedicine : international journal of phytotherapy and phytopharmacology 20110215
Escin attenuates acute lung injury induced by endotoxin in mice. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20110118
Escin attenuates cognitive deficits and hippocampal injury after transient global cerebral ischemia in mice via regulating certain inflammatory genes. Neurochemistry international 20100901
Synergistic effects of beta-aescin and 5-fluorouracil in human hepatocellular carcinoma SMMC-7721 cells. Phytomedicine : international journal of phytotherapy and phytopharmacology 20100701
Identification of beta-escin as a novel inhibitor of signal transducer and activator of transcription 3/Janus-activated kinase 2 signaling pathway that suppresses proliferation and induces apoptosis in human hepatocellular carcinoma cells. The Journal of pharmacology and experimental therapeutics 20100701
Beneficial effects of Aesculus hippocastanum L. seed extract on the body's own antioxidant defense system on subacute administration. Journal of ethnopharmacology 20100504
Determination of escin content in androgenic embryos and hairy root culture of Aesculus hippocastanum. Pharmaceutical biology 20100501
Simultaneous analysis of isomers of escin saponins in human plasma by liquid chromatography-tandem mass spectrometry: application to a pharmacokinetic study after oral administration. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100401
Effects of escin mixture from the seeds of Aesculus hippocastanum on obesity in mice fed a high fat diet. Pharmaceutical biology 20100301
Dual effects of sodium aescinate on vascular tension in rat thoracic aorta. Microvascular research 20100101
Beta-escin has potent anti-allergic efficacy and reduces allergic airway inflammation. BMC immunology 20100101
Signalling pathways involved in the contractile response to 5-HT in the human pulmonary artery. The European respiratory journal 20091201
[Effects of intrathecal escin and clonidine in the treatment of neuropathic pain in rats]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University 20090901
Phosphorylation-dependent autoinhibition of myosin light chain phosphatase accounts for Ca2+ sensitization force of smooth muscle contraction. The Journal of biological chemistry 20090807
Pilot postoperative ileus study of escin in cancer patients after colorectal surgery. World journal of surgery 20090201
The effects of reactive oxygen species on calcium- and carbachol-induced contractile responses in beta-escin permeabilized rat bladder. Naunyn-Schmiedeberg's archives of pharmacology 20081201
Beta-escin, a natural triterpenoid saponin from Chinese horse chestnut seeds, depresses HL-60 human leukaemia cell proliferation and induces apoptosis. The Journal of pharmacy and pharmacology 20080901
Effects of omega-hydroxylase product on distal human pulmonary arteries. American journal of physiology. Heart and circulatory physiology 20080301
Aescin and troxerutin as a successful combination for the treatment of inner ear perfusion disturbances. Phytomedicine : international journal of phytotherapy and phytopharmacology 20080301
Anti-obesity effects of escins extracted from the seeds of Aesculus turbinata BLUME (Hippocastanaceae). Chemical & pharmaceutical bulletin 20080101
Effect of beta-escin sodium on endothelial cells proliferation, migration and apoptosis. Vascular pharmacology 20080101
Intracellular calcium stores in beta-escin skinned rat and guinea-pig bladders. European journal of pharmacology 20070702
Endothelium protectant and contractile effects of the antivaricose principle escin in rat aorta. Vascular pharmacology 20070701
Intestinal inflammation downregulates smooth muscle CPI-17 through induction of TNF-alpha and causes motility disorders. American journal of physiology. Gastrointestinal and liver physiology 20070501
Use of solid phase extraction (SPE) to evaluate in vitro skin permeation of aescin. Die Pharmazie 20070501
Aescin protection of human vascular endothelial cells exposed to cobalt chloride mimicked hypoxia and inflammatory stimuli. Planta medica 20070301
Mechanism underlying H2O2-induced inhibition of acetylcholine-induced contraction in rabbit tracheal smooth muscle. European journal of pharmacology 20070227
Pkd2+/- vascular smooth muscles develop exaggerated vasocontraction in response to phenylephrine stimulation. Journal of the American Society of Nephrology : JASN 20070201
Identification of novel saponins from edible seeds of Japanese horse chestnut (Aesculus turbinata Blume) after treatment with wooden ashes and their nutraceutical activity. Journal of pharmaceutical and biomedical analysis 20060828
Involvement of Rho kinase and protein kinase C in carbachol-induced calcium sensitization in beta-escin skinned rat and guinea-pig bladders. British journal of pharmacology 20060601
Beta-escin inhibits colonic aberrant crypt foci formation in rats and regulates the cell cycle growth by inducing p21(waf1/cip1) in colon cancer cells. Molecular cancer therapeutics 20060601
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Densitometric thin-layer chromatographic determination of aescin in a herbal medicinal product containing Aesculus and Vitis dry extracts. Journal of chromatography. A 20060421
Occupational asthma related to aescin inhalation. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20060301
Medical expulsive treatment of distal-ureteral stones using tamsulosin: a single-center experience. Journal of endourology 20060101
Escin: inhibiting inflammation and promoting gastrointestinal transit to attenuate formation of postoperative adhesions. World journal of surgery 20051201
The use of tamsulosin in the medical treatment of ureteral calculi: where do we stand? Urological research 20051201
Effects of beta-Aescin on the expression of nuclear factor-kappaB and tumor necrosis factor-alpha after traumatic brain injury in rats. Journal of Zhejiang University. Science. B 20050101
Characteristic fragmentation behavior of some glucuronide-type triterpenoid saponins using electrospray ionization tandem mass spectrometry. Rapid communications in mass spectrometry : RCM 20050101
Evaluation of biosurfactants for crude oil contaminated soil washing. Chemosphere 20041201
Development of cultured rabbit corneal epithelium for drug permeation studies: a comparison with excised rabbit cornea. Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20041201
Effects of escin on indinavir crystallization time in the urine of patients with HIV-I infection: a multicenter, randomized, open-label, controlled, four-period crossover trial. Clinical therapeutics 20041201
[Clinical effect of escin on patients with cutaneous pruritus caused by blood stasis and wind-dryness]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20041101
Beta-escin diminishes voltage-gated calcium current rundown in perforated patch-clamp recordings from rat primary afferent neurons. Journal of neuroscience methods 20041015
Actions downstream of cyclic GMP/protein kinase G can reverse protein kinase C-mediated phosphorylation of CPI-17 and Ca²⁺ sensitization in smooth muscle. The Journal of biological chemistry 20040709
Differential effects of FK506 and cyclosporin A on catecholamine release from bovine adrenal chromaffin cells. Autonomic & autacoid pharmacology 20040701
Mechanisms involved in carbachol-induced Ca(2+) sensitization of contractile elements in rat proximal and distal colon. British journal of pharmacology 20040601
Protective effects of sodium beta-aescin on ischemia-reperfusion injury in rat brain. Yao xue xue bao = Acta pharmaceutica Sinica 20040601
Over-expression of FK506-binding protein FKBP12.6 alters excitation-contraction coupling in adult rabbit cardiomyocytes. The Journal of physiology 20040501
Microcirculatory efficacy of topical treatment with aescin + essential phospholipids gel in venous insufficiency and hypertension: new clinical observations. Angiology 20040101
Microcirculatory efficacy of topical treatment with aescin + essential phospholipids gel on transcutaneous PO2 in venous insufficiency. Angiology 20040101
Variations in plasma free radicals with topical aescin + essential phospholipids gel in venous hypertension: new clinical data. Angiology 20040101
Efficacy of topical treatment with aescin + essential phospholipids gel in a microcirculatory model of venous insufficiency. Angiology 20040101
Efficacy of topical treatment with aescin + essential phospholipids gel in venous insufficiency and hypertension. Angiology 20040101
Efficacy of topical treatment with aescin + essential phospholipids gel on capillary fragility. Angiology 20040101
Perforated patch recording of L-type calcium current with beta-escin in guinea pig ventricular myocytes. Acta pharmacologica Sinica 20031101
Dependence of Ca2+-induced contraction on ATP in alpha-toxin-permeabilized preparations of rat femoral artery. Journal of pharmacological sciences 20031001
[Inhibitory effects of salviae miltiorrhizae and beta-aescinom natrium on the postburn acute lung injury in rats]. Zhonghua shao shang za zhi = Zhonghua shaoshang zazhi = Chinese journal of burns 20031001
Characterization of alpha-soluble N-ethylmaleimide-sensitive fusion attachment protein in alveolar type II cells: implications in lung surfactant secretion. American journal of respiratory cell and molecular biology 20030901
Effects of adenovirus-mediated sorcin overexpression on excitation-contraction coupling in isolated rabbit cardiomyocytes. Circulation research 20030725
Measurement of the dissociation constant of Fluo-3 for Ca2+ in isolated rabbit cardiomyocytes using Ca2+ wave characteristics. Cell calcium 20030701
CaM kinase IIalpha mediates norepinephrine-induced translocation of cytosolic phospholipase A2 to the nuclear envelope. Journal of cell science 20030115
[Plant preparations of Sofarma in gynecological practice]. Akusherstvo i ginekologiia 20030101
Sphingosylphosphorylcholine is a novel messenger for Rho-kinase-mediated Ca2+ sensitization in the bovine cerebral artery: unimportant role for protein kinase C. Circulation research 20020726
Escin/diethylammonium salicylate/heparin combination gels for the topical treatment of acute impact injuries: a randomised, double blind, placebo controlled, multicentre study. British journal of sports medicine 20020601
Xestospongin C, a novel blocker of IP3 receptor, attenuates the increase in cytosolic calcium level and degranulation that is induced by antigen in RBL-2H3 mast cells. British journal of pharmacology 20020401
Extensive skinning of cell membrane diminishes the force-inhibiting effect of okadaic acid on smooth muscles of Guinea pig hepatic portal vein. The Japanese journal of physiology 20020401
Comparative study of Venostasin and Pycnogenol in chronic venous insufficiency. Phytotherapy research : PTR 20020301
[Pathogenetic basis for using prodectin and teonicol, redergin and aescuzan in complex treatment of chronic gastritis]. Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology 20020101
Aescin: pharmacology, pharmacokinetics and therapeutic profile. Pharmacological research 20010901
Mechanisms of direct inhibitory action of ketamine on vascular smooth muscle in mesenteric resistance arteries. Anesthesiology 20010801
Efficacy and tolerability of escin/diethylamine salicylate combination gels in patients with blunt injuries of the extremities. International journal of sports medicine 20010801
Regulation by GDI of RhoA/Rho-kinase-induced Ca2+ sensitization of smooth muscle myosin II. American journal of physiology. Cell physiology 20010701
Effects of halothane on sarcoplasmic reticulum calcium release channels in porcine airway smooth muscle cells. Anesthesiology 20010701
Synexin and GTP increase surfactant secretion in permeabilized alveolar type II cells. American journal of physiology. Lung cellular and molecular physiology 20010501
Responsiveness of human varicose saphenous veins to vasoactive agents. British journal of clinical pharmacology 20010301
Inhibition of capacitative calcium entry is not obligatory for relaxation of the mouse anococcygeus by the NO/cyclic GMP signalling pathway. British journal of pharmacology 20010201
[Systemic enzyme therapy in the treatment and prevention of post-traumatic and postoperative swelling]. Acta chirurgiae orthopaedicae et traumatologiae Cechoslovaca 20010101
Rational therapy of chronic venous insufficiency--chances and limits of the therapeutic use of horse-chestnut seeds extract. BMC cardiovascular disorders 20010101
Properties