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SML1251

Sigma-Aldrich

Gomisin A

Synonym(s):

(+)-Gomisin A, (6S,7S,13aR)- 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-benzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-6-ol, Besigomsin, Schisandrol B, Schisantherinol B, Schizandrol B, TJN 101, Wuweizi alcohol B, Wuweizichun B

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About This Item

Empirical Formula (Hill Notation):
C23H28O7
CAS Number:
58546-54-6
Molecular Weight:
416.46
UNSPSC Code:
12352200
PubChem Substance ID:
329825744
NACRES:
NA.77

biological source

Schisandra chinensis

Quality Level

100

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

C[C@]1([H])[C@@](C)(O)CC2=C(C(OC)=C(OC)C(OC)=C2)C3=C(OC)C4=C(OCO4)C=C3C1

InChI

1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m0/s1

InChI key

ZWRRJEICIPUPHZ-MYODQAERSA-N

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Biochem/physiol Actions

Gomisin A guards against hepatic and renal injury stimulated by CCl(4) (carbon tetrachloride) exposure by differential modulation of the mitogen-activated protein kinases (MAPK) signal transduction pathway. It also blocks inflammatory responses, promoted by lipopolysaccharide in N9 microglia by blocking the NF-κB (nuclear factor kappa light chain enhancer of activated B cells)/MAPKs pathway.
Gomisin A is a major dibenzocyclooctadiene lignan from medicinal plant Schizandra Chinese that exhibit a wide variety of interesting biological activities, including hepatoprotective, antiviral, anticancer, neuroprotective and anti-inflammatory. Gomisin A suppressed the expressions of iNOS and COX-2 in LPS-stimulated N9 microglia through suppression of NF-κB/MAPKs pathway.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jeong-Seok Kim et al.
Clinical and experimental pharmacology & physiology, 45(6), 547-555 (2018-01-11)
Gomisin A from the fruit of Schisandra chinensis has many pharmacological properties, including hepato-protective, anti-diabetic, and anti-oxidative stress. However, the potential benefit of gomisin A is still not well understood, especially in aging progression. Therefore, the aim of this study
Ji Young Park et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 35(9), 928-934 (2012-04-27)
Gomisin A (GA) is a small molecular weight lignan present in Schisandra chinensis, and has been demonstrated to have vasodilatory activity. In the present study, we investigated the effect of GA on blood pressure (BP) in angiotensin II (Ang II)-induced
Xiaoxiao Wang et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 63, 119-127 (2013-11-12)
Gomisin A, one of the major dibenzocyclooctadiene lignans isolated from Schisandra chinensis Baill., has proved to possess a variety of pharmacological effects. The aim of the present study was to investigate the anti-inflammatory and neuroprotective effects of gomisin A as
Pornthip Waiwut et al.
Biological & pharmaceutical bulletin, 35(11), 1997-2003 (2012-11-06)
Gomisin A, a dibenzocyclooctadiene lignan isolated from the fruit of Schisandra chinensis, has been reported as an anti-cancer substance. In this study, we investigated the effects of gomisin A on cancer cell proliferation and cell cycle arrest in HeLa cells.
Protective effects of gomisin A isolated from Schisandra chinensis against CCl4-induced hepatic and renal injury
Hwang I S, et al.
International Journal of Molecular Medicine, 31(4), 888-898 (2013)
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