Schisandrin structure, CAS 7432-28-2

Schisandrin

CAS Number7432-28-2

SynonymsSchizandrin; Schisandrol A; schizandra; 1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol; Schisandrol

Molecular FormulaC24H32O7

Molecular Weight432.51

Purity≥98 (HPLC)%

Density1.1±0.1 g/cm3

Boiling Point576.7±50.0 °C at 760 mmHg

Melting Point128-129ºC

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

Symbol9.0

Signal WordWarning

Cat. No.: 2A-9012402 Purity: ≥98 (HPLC)%
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Chemical & Physical Properties
CAS Number7432-28-2
Catalog No.2A-9012402
Chinese Name五味子醇甲
SynonymsSchizandrin; Schisandrol A; schizandra; 1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol; Schisandrol
Molecular FormulaC24H32O7
Molecular Weight432.51
Purity≥98 (HPLC)
Density1.1±0.1 g/cm3
Boiling Point576.7±50.0 °C at 760 mmHg
Melting Point128-129ºC
Appearancepowder
Water SolubilityDMSO: ≥13mg/mL
Storage ConditionSealed in a cool, dry environment.
ApplicationSchisandrin is a natural compound with anti-cancer and anti-inflammatory biological activities.
HTC2932999099
PubChem ID329825121
MDL NumberMFCD00905761
SMILESCOc1cc2C[C@H](C)[C@@](C)(O)Cc3cc(OC)c(OC)c(OC)c3-c2c(OC)c1OC
InChI1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24-/m0/s1
InChI KeyYEFOAORQXAOVJQ-RZFZLAGVSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard Symbols9.0
MSDSmsds/12402_1_7432_28_2.pdf
BioactivitySchisandrin has various therapeutic effects on a range of medical conditions such as anti-asthmatic, anti-cancer, and anti-inflammatory effects.IC50 value:Target:in vitro: Sch inhibited the pro-fibrotic activity of TGF-β1 in AML12 cells; thus, it suppressed the accumulation of ECM proteins. Also, Sch inhibited the EMT as assessed by reduced expression of vimentin and fibronectin, and increased E-cadherin and ZO-1 in TGF-β1 induced AML12 cells. Sch reduced TGF-β1-mediated phosphorylation of Smad2/3 and Smad3/4 DNA binding activity. On the other hand, Sch reduced TGF-β1-induced ERK1/2 and PI3K/Akt phosphorylation in the non-Smad pathway [1]. the anti-inflammatory properties of schisandrin result from the inhibition of nitric oxide (NO) production, prostaglandin E(2) (PGE(2)) release, cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) expression, which in turn results from the inhibition of nuclear factor-kappaB (NF-kappaB), c-Jun N-terminal kinase (JNK) and p38 mitogen-activated protein kinase (MAPK) activities in a RAW 264.7 macrophage cell line [2]. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Research Areas >> Inflammation/Immunology Natural Products >> Phenylpropanoids References [1]. Park JH, et al. Schizandrin inhibits fibrosis and epithelial-mesenchymal transition in transforming growth factor-β1-stimulated AML12 cells. Int Immunopharmacol. 2015 Apr;25(2):276-84. [2]. Guo LY, et al. Anti-inflammatory effects of schisandrin isolated from the fruit of Schisandra chinensis Baill. Eur J Pharmacol. 2008 Sep 4;591(1-3):293-9. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 576.7±50.0 °C at 760 mmHg Melting Point 128-129ºC Molecular Formula C24H32O7 Molecular Weight 432.507 Flash Point 302.6±30.1 °C Exact Mass 432.214813 PSA 75.61000 LogP 4.18 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.535 InChIKey YEFOAORQXAOVJQ-PUCHIXIPSA-N SMILES COc1cc2c(c(OC)c1OC)-c1c(cc(OC)c(OC)c1OC)CC(C)(O)C(C)C2 Storage condition room temp Water Solubility DMSO: ≥13mg/mL
Use ofProperties Articles29 Name Schisandrin Synonym More Synonyms Schisandrol A Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Research Areas >> Inflammation/Immunology Natural Products >> Phenylpropanoids References [2]. Guo LY, et al. Anti-inflammatory effects of schisandrin isolated from the fruit of Schisandra chinensis Baill. Eur J Pharmacol. 2008 Sep 4;591(1-3):293-9. Chemical & Physical Properties Molecular Formula C24H32O7 Exact Mass 432.214813 PSA 75.61000 Index of Refraction 1.535 InChIKey YEFOAORQXAOVJQ-PUCHIXIPSA-N Storage condition room temp
Tax Rebate13.0%
SupervisionNone. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3077 International Maritime Transport Danger Regulations: 3077 International Air Transport Danger Regulations: 3077 14.2 Names specified by the United Nations (UN) European land transport hazard regulations: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-, stereoisomer) IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-, stereoisomer) International Air Transport Hazardous Regulations: Environmentally hazardous substance, solid, n.o.s. (Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8- tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-, stereoisomer) 14.3 Transport hazard categories European land transport Dangerous Regulations: 9 International sea transport Dangerous Regulations: 9 International air transport Dangerous Regulations: 9 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Dangerous Regulations: Yes International Maritime Transport Dangerous Regulations Maritime Pollutants: Yes International Air Transport Dangerous Regulations: Yes 14.6 Special reminder to users further information Dangerous goods are individually packaged, with liquids exceeding 5 liters or solids exceeding 5 kilograms. The outer packaging of each independent package and the combined independent inner package must have EHS on it. Identification (according to European ADR Regulation 2.2.9.1.10, IMDG Regulation 2.10.3),
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