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SMB00379

Sigma-Aldrich

Schisantherin A

≥98% (HPLC)

Synonym(s):

Gomisin C, Schizantherin A, Wuweizi ester A

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About This Item

Empirical Formula (Hill Notation):
C30H32O9
CAS Number:
58546-56-8
Molecular Weight:
536.57
UNSPSC Code:
12352200
PubChem Substance ID:
329824980
NACRES:
NA.25

Assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC1(O)C(C)CC2=CC(OCO3)=C3C(OC)=C2C4=C(C=C(OC)C(OC)=C4OC)C1OC(C5=CC=CC=C5)=O

InChI

1S/C30H32O9/c1-16-12-18-13-21-25(38-15-37-21)26(35-5)22(18)23-19(14-20(33-3)24(34-4)27(23)36-6)28(30(16,2)32)39-29(31)17-10-8-7-9-11-17/h7-11,13-14,16,28,32H,12,15H2,1-6H3

InChI key

UFCGDBKFOKKVAC-UHFFFAOYSA-N

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Biochem/physiol Actions

Schisantherin A is a lignan isolated from the fruits of Schisandra chinesi.
Schisantherin A is a mechanism-based inhibitor that competitively inhibits and irreversibly inactivates CYP3A4.
Schisantherin A (StA) has neuroprotective activity and could be potential candidate for the treatment of neuron loss in neurodegenerative diseases including Parkinson′s disease. It inhibits tumor progression and could be a potential drug target for cancer treatment. StA blocks ATP-binding cassette transporters and restores the levels of anti-cancer drugs in cancer cells. It also has anti-inflammatory property.

Storage Class Code

11 - Combustible Solids

WGK

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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Discovery of novel anti-parkinsonian effect of schisantherin A in in vitro and in vivo.
Sa F, et al.
Neuroscience Letters, 593, 7-12 (2015)
Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
Liu H W, et al.
European Journal of Medicinal Chemistry, 59, 265-273 (2013)
Schisantherin A suppresses interleukin-1β-induced inflammation in human chondrocytes via inhibition of NF-κB and MAPKs activation.
Liao S, et al.
European Journal of Pharmacology, 780, 65-70 (2016)
Synthesis of the first unnatural schisantherins and their effects in multidrug-resistant cancer cells.
Schobert R, et al.
Tetrahedron Letters, 49(21), 3359-3362 (2008)
Identification and characterization of potent CYP3A4 inhibitors in Schisandra fruit extract
Iwata H, et al.
Drug Metabolism and Disposition (2004)
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