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ChemicalBook--->CAS DataBase List--->58546-55-7

58546-55-7

58546-55-7 Structure

58546-55-7 Structure
IdentificationBack Directory
[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)-
[CAS]

58546-55-7
[Synonyms]

GOMISINB
Schizantherin B
Wuweizi ester B
SCHISANTHERIN B
Schisantherin B (Gomisin-B
SCHISANTHERIN B 98.0% BY HPLC
(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]
(5S,6S,7S)-6-Hydroxy-1,2,3,13-tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-5-yl (Z)-2-methylbut-2-enoate
(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
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)-
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)- USP/EP/BP
[Molecular Formula]

C28H34O9
[MDL Number]

MFCD08460221
[MOL File]

58546-55-7.mol
[Molecular Weight]

514.56
Chemical PropertiesBack Directory
[Boiling point ]

638.6±55.0 °C(Predicted)
[density ]

1.28
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

13.54±0.60(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Description]

Schisantherin 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) (Item No. 20574). 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.
[Uses]

Schisantherin B is a bioactive of lignans isolated from Schisandra chinesis which protect against cognitive deficits and neurodegeneration induced by Aβ1-42 in mice.
[Definition]

ChEBI:Gomisin B is a tannin.
[target]

P450 (e.g. CYP17) | GSK-3 | Beta Amyloid
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