ChemicalBook > Product Catalog >Biochemical Engineering >Chinese Herbs >2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)-

2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)-

2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)- Suppliers list
Company Name: Sichuan Kulinan Technology Co., Ltd  
Tel: 400-1166-196 18981987031
Email: cdhxsj@163.com
Company Name: Shenzhen Sungening Bio-Tech Co., Ltd  
Tel: +86-0755-89668383
Email: sales@sungening.com
Company Name: Dalian Meilun Biotech Co., Ltd.  
Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Company Name: ShangHai YuanYe Biotechnology Co., Ltd.  
Tel: 15026964105
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Company Name: Chengdu Ai Keda Chemical Technology Co., Ltd.  
Tel: 4008-755-333 18080918076
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2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)- Basic information
Product Name:2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)-
Synonyms:SCHISANTHERIN B 98.0% BY HPLC;GOMISINB;(5S)-5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7β-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxole-5α,6β-diol 5-[(Z)-2-methyl-2-butenoate];(5S)-6α,7β-Dimethyl-1,2,3,12-tetramethoxy-10,11-methylenedioxy(5,6,7,8-tetrahydrodibenzo[a,c]cyclooctene)-5α,6β-diol 5-[(Z)-2-methyl-2-butenoate];(2Z)-2-Methyl-2-butenoic acid(5S,6S,7S,13aS)-5,6,7,8-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester;Wuweizi ester B;Schisantherin B (Gomisin-B;2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,8-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)-
CAS:58546-55-7
MF:C28H34O9
MW:514.57
EINECS:
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
Mol File:58546-55-7.mol
2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)- Structure
2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)- Chemical Properties
Boiling point 638.6±55.0 °C(Predicted)
density 1.28
storage temp. Refrigerator
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka13.54±0.60(Predicted)
form Solid
color White to Off-White
Major Applicationfood and beverages
InChIKeyBKGUPIVDQHHVMV-WMUMBSKPNA-N
SMILESC(O[C@@H]1[C@](O)(C)[C@@H](C)CC2=C(C3=C(OC)C(OC)=C(OC)C=C31)C(OC)=C1OCOC1=C2)(=O)/C(/C)=C\C |&1:2,3,6,r|
Safety Information
WGK Germany WGK 3
Storage Class11 - Combustible Solids
MSDS Information
2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)- Usage And Synthesis
DescriptionSchisantherin B (STB) is a lignan originally isolated from S. sphenanthera fruit. It inhibits formation of advanced glycation end products (AGEs) in vitro. STB (0.1 mg/kg) decreases escape latency in the Morris water maze and increases spontaneous alternation in the Y-maze in a mouse model of Alzheimer''s disease induced by amyloid-β (1-42) . It increases glial expression of glutamate transporter 1 (GLP-1) and decreases immobility time in the forced swim test (FST) in mice, indicating antidepressant-like activity. STB also increases spontaneous alternation in the Y-maze in a mouse model of stress-induced short-term learning impairment induced by the FST.
UsesSchisantherin B is a bioactive of lignans isolated from Schisandra chinesis which protect against cognitive deficits and neurodegeneration induced by Aβ1-42 in mice.
DefinitionChEBI: Gomisin B is a tannin.
targetP450 (e.g. CYP17) | GSK-3 | Beta Amyloid
References[1] C S LIU. Studies on the active principles of Schisandra sphenanthera Rehd. et Wils. The structures of schisantherin A, B, C, D, E, and the related compounds.[J]. Scientia Sinica, 1978, 21 4: 483-502.
[2] B. POORNIMA . Advanced glycation end-products inhibitors isolated from Schisandra grandiflora[J]. Natural Product Research, 2016, 30 4: Pages 493-496. DOI: 10.1080/14786419.2015.1024117
[3] MENGJIE XU . Schisantherin B ameliorates Aβ1–42-induced cognitive decline via restoration of GLT-1 in a mouse model of Alzheimer’s disease[J]. Physiology & Behavior, 2016, 167: Pages 265-273. DOI: 10.1016/j.physbeh.2016.09.018
[4] MENGJIE XU. Schisantherin B Improves the Pathological Manifestations of Mice Caused by Behavior Desperation in Different Ages-Depression with Cognitive Impairment.[J]. Biomolecules & Therapeutics, 2019, 27 2: 160-167. DOI: 10.4062/biomolther.2018.074
2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)- Preparation Products And Raw materials
Tag:2-Butenoic acid, 2-methyl-, (5S,6S,7S,13aS)-5,6,7,13a-tetrahydro-6-hydroxy-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-yl ester, (2Z)-(58546-55-7) Related Product Information
Benzo(3,4)cycloocta(1,2-f)(1,3)benzodioxol-1-ol, 5,6,7,8-tetrahydro-2, 3,13-trimethoxy-6,7-dimethyl-, stereoisomer Arisantetralone C schisanhenol Anwuligan Epigomisin O Angeloylgomisin O GOMISING Arisanlactone D Angeloylgomisin H gomisin J Gomisin M2 Gomisin A SCHIZANDRIN B Schisandrin A Schisantherin A Schisandrin 3,5,6,6-tetraMethyl-4,5,5a,6,7,8-hexahydrocyclopenta[c]pentalen-2(1H)-one schisantherin D