ChemicalBook--->CAS DataBase List--->7432-28-2

7432-28-2

7432-28-2 Structure

7432-28-2 Structure
IdentificationBack Directory
[Name]

Schisandrin
[CAS]

7432-28-2
[Synonyms]

12aR)-
schizandra
SCHIZANDROL
SCHIZANDRIN
SCHISANDRIN
Schisandrol
Schisadrol A
SCHISANDROL A
SCHIZANDROL A
Schizandrin std.
WUWEIZI ALCOHOL A
Schizandrin, >=98%
Schisandrin,Schizandrin
Schisandrol A 7432-28-2
Schisandrin (Schizandrol
Schisandrae Berry Extract
Schisandrin(Schizandrol A)
SCHISANDRIN (SCHISANDROL A)
hot selling Schisandra Berries P.E
DeoxyschizandrinSchisandra chinensis extract
1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-,(6S,7S
Dibenzo[a,c]cycloocten-6-ol, 5,6,7,8-tetrahydro-
Schizandrin, 98%, from Schisandra chinensis (Turcz.) Baill.
(+)-Schizandrin Schisandrin Schisandrine Wuweizi alcohol A Schizandrin
dibenzo(a,c)cycloocten-6-ol,5,6,7,8-tetrahydro-6,7-dimethyl-1,23,10,11,12-hex
5,6,7,8-Tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxydibenzo[a,c]cycloocten-6-ol
5,6,7,8-Tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyldibenzo[a,c]cycloocten-6-ol
chisandrin 5,6,7,8-Tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxydibenzo[a,c]cycloocten-6-ol
Dibenzo[a,c]cycloocten-6-ol, 5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6S,7S,12aR)-
[Molecular Formula]

C24H32O7
[MDL Number]

MFCD00238680
[MOL File]

7432-28-2.mol
[Molecular Weight]

432.51
Chemical PropertiesBack Directory
[Melting point ]

128.5°C
[Boiling point ]

466.17°C (rough estimate)
[density ]

1.1480 (rough estimate)
[refractive index ]

1.5800 (estimate)
[storage temp. ]

room temp
[solubility ]

DMSO: ≥13mg/mL
[form ]

powder
[pka]

14.58±0.40(Predicted)
[color ]

white to beige
[Optical Rotation]

[α]/D 75 to 95°, c = 1 in methanol
[Cosmetics Ingredients Functions]

BLEACHING
[InChI]

InChI=1S/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
[InChIKey]

YEFOAORQXAOVJQ-UHFFFAOYSA-N
[SMILES]

O(C1C(=C(OC)C=C2CC(O)(C)C(C)CC3C=C(OC)C(OC)=C(OC)C=3C=12)OC)C
[LogP]

3.153 (est)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302-H400
[Precautionary statements ]

P301+P312+P330-P273
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50/53
[Safety Statements ]

60-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[HS Code ]

29093090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Schizandrin is a dibenzocyclooctadiene lignan and a major component of S. chinensis and has diverse biological activities. It induces cell cycle arrest at the G0/G1 phase and inhibits growth of T47D and MDA-MB-231 breast cancer cells when used at a concentration of 100 μM. Schizandrin (10 and 100 μM) prevents glutamate-induced cytotoxicity, inhibits production of nitric oxide (NO) and reactive oxygen species (ROS), and preserves the mitochondrial membrane potential in isolated rat cortical cells. It reduces apoptosis induced by cisplatin (Item No. 13119) in HK-2 human kidney cells. In vivo, schizandrin (1 and 10 mg/kg, p.o.) reverses scopolamine-induced impairment of spatial memory and the passive avoidance response in rats. It enhances oxotremorine-induced tremors in mice. Schizandrin (10 mg/kg) reduces serum levels of IgE, IgG1, IL-4, and IFN-γ in an ovalbumin-sensitized mouse model of allergy.
[Chemical Properties]

White crystals soluble in DMSO, slightly soluble in methanol and ethanol. Derived from the dried mature fruit of Schisandra chinensis (Turcz.) Baill., a plant of the Magnoliaceae family.
[Uses]

Schizandrin may be used in oxidative stress-related cell signaling studies.
[Application]

Schizandrin is a natural compound that belongs to the group of schisandrins. Schizandrins are a class of compounds with biochemical properties and biological activities, such as anti-inflammatory, antioxidant, and anti-cancer effects. This compound has been shown to have pro-apoptotic properties in a model system. It has also demonstrated the ability to inhibit influenza A virus replication in vitro and protect mice against Listeria monocytogenes infection. It can be used as an inhibitor of gsh-px activity in myocardial infarcts.
[Definition]

ChEBI: Schizandrin is a tannin.
[Biochem/physiol Actions]

Schizandrin is a natural product with several biological properties involved with antioxidant and anti-inflammatory activities. It reduces the formation of ROS, inhibits the mitochondrial pathway of the apoptotic process and oxidative stress. Schizandrin has been reported to have hepatoprotective, antitumor, antiviral, and antiamnesic effects, and has neuroprotective activity against glutamate induced neurotoxicity.
[storage]

-20°C
[References]

[1] SUN-JACK KIM. Growth inhibition and cell cycle arrest in the G0/G1 by schizandrin, a dibenzocyclooctadiene lignan isolated from Schisandra chinensis, on T47D human breast cancer cells.[J]. Phytotherapy Research, 2010, 24 2: 193-197. DOI: 10.1002/ptr.2907
[2] HAO-YUAN CHENG . Schizandrin Protects Primary Cultures of Rat Cortical Cells From Glutamate-Induced Excitotoxicity[J]. Journal of pharmacological sciences, 2008, 107 1: Pages 21-31. DOI: 10.1254/jphs.fp0072394
[3] VALéRIAN BUNEL. Protective effects of schizandrin and schizandrin B towards cisplatin nephrotoxicity in vitro.[J]. Journal of applied toxicology?: JAT, 2014: 1311-1319. DOI: 10.1002/jat.2951
[4] NOBUAKI EGASHIRA. Schizandrin reverses memory impairment in rats.[J]. Phytotherapy Research, 2008, 22 1: 49-52. DOI: 10.1002/ptr.2258
[5] NA‐RA HAN. Schisandra chinensis and Its Main Constituent Schizandrin Attenuate Allergic Reactions by Down-Regulating Caspase-1 in Ovalbumin-Sensitized Mice.[J]. The American journal of Chinese medicine, 2017, 45 1 1: 159-172. DOI: 10.1142/s0192415x17500112
Spectrum DetailBack Directory
[Spectrum Detail]

Schisandrin(7432-28-2)1HNMR
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