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Wilforgine (Standard)

CAT: 0804-HY-N1072RSize: 1 EachDry Ice: NoHazardous: No
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Description
Wilforgine (Standard) is the analytical standard of Wilforgine. This product is intended for research and analytical applications. Wilforgine is a bioactive sesquiterpene alkaloid in Tripterygium wilfordii Hook. F. Wilforgine can induce microstructural and ultrastructural changes in the muscles of Mythimna separata larvae, and the sites of action are proposed to be calcium receptors or channels in the muscular system[1][2].
CAS Number
37239-47-7
UNSPSC
12352005
Target
Calcium Channel; Reference Standards
Type
Reference Standards
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling; Others
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/wilforgine-standard.html
Smiles
O=C(C)OCC(C1OC(C)=O)(C(C(OC(C2=COC=C2)=O)C3OC(C4C)=O)OC(C)=O)C(OC(C)(COC(C(C=CC=N5)=C5CC4)=O)C6C1OC(C)=O)(C3(O)C)C6OC(C)=O
Molecular Formula
C41H47NO19
Molecular Weight
857.81
References & Citations
[1]Ouyang XK, et al. Simultaneous determination of four sesquiterpene alkaloids in Tripterygium wilfordii Hook. F. extracts by high-performance liquid chromatography. Phytochem Anal. 2007 Jul-Aug;18 (4) :320-5.|[2]Ma S, et al. Comparative studies on muscle microstructure and ultrastructure of Mythimna separata Walker treated with wilforgine and chlorantraniliprole. Ecotoxicol Environ Saf. 2018 Jan;147:1023-1034.|[3]Gao X, et al. Wilforine, the Q-marker and PK-maker of Tripterygium glycosides tablet: Based on preparation quantitative analysis and PK-PD study. Phytomedicine. 2019 Feb 15;54:357-364.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Wilforgine

Wilforgine is a dihydroagarofuran sesquiterpenoid and pyridine alkaloid with formula C41H47NO19 originally isolated from the roots of Tripterygium wilfordii. It has a role as a plant metabolite. It is a member of furans, a pyridine alkaloid, an organic heteropentacyclic compound, an acetate ester, a macrocyclic lactone and a dihydroagarofuran sesquiterpenoid.

CAS Number37239-47-7
PubChem CID122198188
IUPAC Name[(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] furan-3-carboxylate
Molecular FormulaC41H47NO19
Molecular Weight857.8
XLogP1.2
Topological Polar Surface Area266
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count20
Rotatable Bond Count14
Heavy Atom Count61
Formal Charge0
Complexity1790
SMILES
C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]3([C@@H]4[C@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@]([C@]5([C@@H]4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=COC=C6)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI
InChI=1S/C41H47NO19/c1-19-11-12-27-26(10-9-14-42-27)37(50)54-17-38(7)28-29(55-21(3)44)33(57-23(5)46)40(18-53-20(2)43)34(58-24(6)47)30(59-36(49)25-13-15-52-16-25)32(60-35(19)48)39(8,51)41(40,61-38)31(28)56-22(4)45/h9-10,13-16,19,28-34,51H,11-12,17-18H2,1-8H3/t19-,28+,29+,30-,31+,32-,33+,34-,38-,39-,40+,41-/m0/s1
InChIKey
QFIYSPKZWOALMZ-GTVWHPQGSA-N
Chemical Structure
2D Structure
2D structure of Wilforgine
CAS: 37239-47-7
CID: 122198188
Formula: C41H47NO19
MW: 857.8
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight857.8
XLogP31.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count20
Rotatable Bond Count14
Exact Mass857.27422827
Monoisotopic Mass857.27422827
Topological Polar Surface Area266 Ų
Heavy Atom Count61
Formal Charge0
Complexity1790
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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