Basic information
- CAS
7432-28-2- Standard SMILES
COc1cc2c(c(OC)c1OC)-c1c(cc(OC)c(OC)c1OC)CC(C)(O)C(C)C2- InChIKey
YEFOAORQXAOVJQ-UHFFFAOYSA-N- Molecular formula
- C24H32O7
- Average molar mass
- 432.5 g/mol
- Monoisotopic mass
- 432.21480336
Overview
Schizandrin is a tannin.
Names & identifiers
- Preferred name
- 1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo(a,c)(8)annulen-6-ol
- IUPAC
- 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol
- English name
- Schisandrin
- Molecular formula
- C24H32O7
- Molecular weight
- 432.51
Names & synonyms
DTXSID209958431,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulen-6-ol1,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo(a,c)(8)annulen-6-olRefChem:1051876DTXCID101422866(+)-SchizandrinC24H32O7SCHEMBL2702845SCHEMBL29350481CHEBI:80900MSK40206s3823
Show more names
SCHISANDROL ASCHIZANDRINSCHIZANDROL ASchisandrolSCHIZANDROL12aR)-schizandraSCHISANDRINSchisadrol ASchisandrinum
AKOS015918158EBC-615503FS65391AS-17718DB-055861C170641,2,3,10,11,12-Hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c]cycloocten-6-ol #5,6,7,8-Tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxydibenzo[a,c]cycloocten-6-ol
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 75.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 574
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 128.5 °C · 128.5°C
- Boiling point
- 466.17 °C · 466.17°C (rough estimate)
- Density
- 1.148 · 1.1480 (rough estimate)
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 13 mg/mL · DMSO: ≥13mg/mL
- pka
- 14.58 · 14.58±0.40(Predicted)
- form
- powder
- color
- white to beige
- optical activity
- 75 to · [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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29093090
- risk_code
- 22-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- hazard_code
- Xn,N
- safety_code
- 60-61
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H400
- Precautionary statements
- P301+P312+P330-P273
Chemistry & industry
Applications
DescriptionSchizandrin 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 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.
UsesSchizandrin may be used in oxidative stress-related cell signaling studies.
Suppliers101 total
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山西玉宁生物科技有限公司13623677056 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…