Basic information
- CAS
61281-38-7- Standard SMILES
COc1cc2c(c(OC)c1OC)-c1c(cc(OC)c(OC)c1OC)CC(C)C(C)C2- InChIKey
JEJFTTRHGBKKEI-UHFFFAOYSA-N- Molecular formula
- C24H32O6
- Average molar mass
- 416.5 g/mol
- Monoisotopic mass
- 416.21988874
Overview
Deoxyschizandrin is a tannin.
Names & identifiers
- Preferred name
- Deoxyschizandrin
- IUPAC
- 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaene
- English name
- Schisandrin A
- Molecular formula
- C24H32O6
- Molecular weight
- 416.51
Names & synonyms
61281-38-7Deoxyschizandrin3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaene3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo(10.4.0.02,7)hexadeca-1(16),2,4,6,12,14-hexaeneRefChem:131998DeoxyschisandrinDoxyschizandrinDibenzo[a,c]cyclooctene, 5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-, (6R,7S,12aR)-Dibenzo[a,c]cyclooctene,5,6,7,8-tetrahydro-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-,(6R,7S,12aR)-Schizandrin-ADimethylgomisin Jhexamethoxy(dimethyl)[?]
Show more names
SCHIZANDRIN ASCHISANDRIN A (DEOXYSCHISANDRIN)WUWEIZISU ASCHISANDRIN ASchizandrin A-RMR(+) SCHISANDRIN A
Schizandrin-A;Wuweizisu-A;DeoxyschizandrinR-(+)-Schisandrin ASchisandrin A [M+H]+CHEMBL479898SCHEMBL2703836SCHEMBL29402874CHEBI:80818DTXSID20976773
Properties
Computed structural properties
- XLogP
- 5.3
- Topological polar surface area
- 55.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 484
Physicochemical properties
- Melting point
- 116 · 116-117 °C
- Boiling point
- 544.2 · 544.2±50.0 °C(Predicted)
- Density
- 1.08 · 1.080±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- powder
- color
- White to Off-White
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- 1S/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3/t13-,14+
- InChIKey
- JEJFTTRHGBKKEI-OKILXGFUSA-N
- SMILES
- C[C@@H](C1)[C@H](C)CC2=C(C3=C1C=C(OC)C(OC)=C3OC)C(OC)=C(OC)C(OC)=C2
- LogP
- 5.87 · 5.870 (est)
- FDA UNII
- 74 XQL5DO3S · 74XQL5DO3S
- UNSPSC Code
- 41116107 · 41116107
- NACRES
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
- rtecs
- HP1595000
- hs_code
- 29093090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionSchisandrin A is a lignan that has been found in Schisandra and has diverse biological activities. It binds to adiponectin receptor 2 (IC50 = 3.2 μM). Schisandrin A (10, 20, and 50 μM) reduces LPS-induced production of nitric oxide (NO), IL-6, and TNF-α and apoptosis in primary mouse microglial cells. It reverses P-glycoprotein-mediated doxorubicin resistance in MCF-7/dox cells when used at a concentration of 20 μM. Schisandrin A (4, 12, and 36 mg/kg) reverses short-term and spatial memory deficits, as well as decreases in cerebral superoxide dismutase (SOD) and glutathione peroxidase (GPX) activities induced by amyloid β (1-42) (Aβ42; ) in a mouse model of Alzheimer’s disease.
UsesSchizandrin A is an extract from Schisandra chinesis. a dibenzocyclooctadiene lignan with antiinflammatory activity.
Suppliers100 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
銘瑞集團有限公司17318633522 · [email protected]
上海纯优生物科技有限公司15921393123 18302135232 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
Related reactions
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Compound notes
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