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Cimifugin (Standard)

CAT: 0804-HY-N0634R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0634R-01Size:5 mg
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Description
Cimifugin (Standard) is the analytical standard of Cimifugin. This product is intended for research and analytical applications. Cimifugin (Cimitin) is a bioactive component of Cimicifuga racemosa, a Chinese herb. Cimifugin suppresses allergic inflammation by reducing epithelial derived initiative key factors via regulating tight junctions[1]. Cimifugin reduces the migration and chemotaxis of RAW264.7 cells and inhibits the release of inflammatory factors and activation of MAPKs and NF-κB signaling pathways induced by LPS[2].
CAS Number
37921-38-3
Product Name Alternative
Cimitin (Standard)
UNSPSC
12352005
Target
NF-κB; Reference Standards
Type
Reference Standards
Related Pathways
NF-κB; Others
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/cimifugin-standard.html
Smiles
O=C1C=C(CO)OC2=CC(O[C@H](C(C)(O)C)C3)=C3C(OC)=C12
Molecular Formula
C16H18O6
Molecular Weight
306.31
References & Citations
[2]Han B, Dai Y, Wu H, et al. Cimifugin Inhibits Inflammatory Responses of RAW264.7 Cells Induced by Lipopolysaccharide. Med Sci Monit. 2019;25:409-417.|[3]Duan J, Hu X, Li T, Wu G, Dou P, Ouyang Z. Cimifugin Suppresses NF-κB Signaling to Prevent Osteoclastogenesis and Periprosthetic Osteolysis. Front Pharmacol. 2021;12:724256. |[1]Xiaoyu Wang, et al. Cimifugin suppresses allergic inflammation by reducing epithelial derived initiative key factors via regulating tight junctions. J Cell Mol Med. 2017 Nov;21 (11) :2926-2936.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Cimifugin

Cimifugin is an organic heterotricyclic compound and an oxacycle.

CAS Number37921-38-3
PubChem CID441960
IUPAC Name(2S)-7-(hydroxymethyl)-2-(2-hydroxypropan-2-yl)-4-methoxy-2,3-dihydrofuro[3,2-g]chromen-5-one
Molecular FormulaC16H18O6
Molecular Weight306.31
XLogP0.6
Topological Polar Surface Area85.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count22
Formal Charge0
Complexity485
SMILES
CC(C)([C@@H]1CC2=C(O1)C=C3C(=C2OC)C(=O)C=C(O3)CO)O
InChI
InChI=1S/C16H18O6/c1-16(2,19)13-5-9-11(22-13)6-12-14(15(9)20-3)10(18)4-8(7-17)21-12/h4,6,13,17,19H,5,7H2,1-3H3/t13-/m0/s1
InChIKey
ATDBDSBKYKMRGZ-ZDUSSCGKSA-N
Chemical Structure
2D Structure
2D structure of Cimifugin
CAS: 37921-38-3
CID: 441960
Formula: C16H18O6
MW: 306.31
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight306.31
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass306.11033829
Monoisotopic Mass306.11033829
Topological Polar Surface Area85.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity485
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes