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)-

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)-
CAS No.: 58546-55-7
Chemical 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: GOMISINB;SCHISANTHERIN B;Wuweizi ester B;Schizantherin B;Schisantherin B-RM;5-Diiodo-L-thyronine;Schisantherin B (Gomisin-B;SCHISANTHERIN B 98.0% BY HPLC;Schisantherin B, 10 mM in DMSO;(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]
CBNumber: CB0319346
Molecular Formula: C28H34O9
Formula Weight: 514.56
MOL File: 58546-55-7.mol

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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)- Property

Boiling point:: 638.6±55.0 °C(Predicted)
Density: 1.28
storage temp.: Refrigerator
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 13.54±0.60(Predicted)
form: Solid
color: White to Off-White
InChIKey: BKGUPIVDQHHVMV-WMUMBSKPNA-N
SMILES: C(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|

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical

Product number: G0540
Product name: Schisantherin B
Packaging: 5MG
Price: $71
Updated: 2025/07/31

TCI Chemical

Product number: G0540
Product name: Schisantherin B
Packaging: 25MG
Price: $214
Updated: 2025/07/31

Cayman Chemical

Product number: 26716
Product name: Schisantherin B
Packaging: 10mg
Price: $115
Updated: 2024/03/01

Cayman Chemical

Product number: 26716
Product name: Schisantherin B
Packaging: 50mg
Price: $448
Updated: 2024/03/01

Cayman Chemical

Product number: 26716
Product name: Schisantherin B
Packaging: 5mg
Price: $62
Updated: 2024/03/01

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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)- Chemical Properties,Usage,Production

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) . 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

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

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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)- Suppliers

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View Lastest Price from 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)- manufacturers

Shanghai Standard Technology Co., Ltd.

Product: Schisantherin B 58546-55-7
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-03-09

Career Henan Chemical Co

Product: 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
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: Customized
Release date: 2019-05-25

58546-55-7, 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)-Related Search:

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 schisanhenol Anwuligan Epigomisin O Angeloylgomisin O GOMISING Arisanlactone D Angeloylgomisin H gomisin J Gomisin M2 Gomisin A SCHIZANDRIN B Schisandrin A Schisantherin A Schisandrin Arisantetralone C 3,5,6,6-tetraMethyl-4,5,5a,6,7,8-hexahydrocyclopenta[c]pentalen-2(1H)-one schisantherin D

SCHISANTHERIN B

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)-

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

Schizantherin B

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)-

(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

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

(5R,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 (2Z)-2-methylbut-2-enoate

5-Diiodo-L-thyronine

Schisantherin B-RM

Schisantherin B, 10 mM in DMSO

58546-55-7

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract