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Shanzhiside methyl ester (Standard)

CAT: 0804-HY-N0630RSize: 1 EachDry Ice: NoHazardous: No
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Description
Shanzhiside methyl ester (Standard) is the analytical standard of Shanzhiside methyl ester. This product is intended for research and analytical applications. Shanzhiside methy lester is isolated from lamiophlomis rotata. Shanzhiside methyl ester is a small molecule glucagon-like peptide-1 (GLP-1) receptor agonist and has the ability to induce anti-allodynic tolerance[1].
CAS Number
64421-28-9
UNSPSC
12352005
Target
GCGR; Reference Standards
Type
Reference Standards
Related Pathways
GPCR/G Protein; Others
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/shanzhiside-methyl-ester-standard.html
Smiles
O[C@H]([C@@H](O)[C@@H]1O)[C@](O[C@@H]1CO)([H])O[C@H]2[C@@]([C@]3(O)C)([H])[C@@]([C@H](O)C3)([H])C(C(OC)=O)=CO2
Molecular Formula
C17H26O11
Molecular Weight
406.38
References & Citations
[1]Fan H, et al. Shanzhiside methylester, the principle effective iridoid glycoside from the analgesic herb Lamiophlomis rotata, reduces neuropathic pain by stimulating spinal microglial β-endorphin expression.Neuropharmacology. 2016 Feb;101:98-109.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Shanzhiside Methyl Ester

Shanzhiside methyl ester is a glycoside and an iridoid monoterpenoid.

CAS Number64421-28-9
PubChem CID13892722
IUPAC Namemethyl (1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
Molecular FormulaC17H26O11
Molecular Weight406.4
XLogP-2.6
Topological Polar Surface Area175
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity624
SMILES
C[C@@]1(C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O
InChI
InChI=1S/C17H26O11/c1-17(24)3-7(19)9-6(14(23)25-2)5-26-15(10(9)17)28-16-13(22)12(21)11(20)8(4-18)27-16/h5,7-13,15-16,18-22,24H,3-4H2,1-2H3/t7-,8-,9+,10-,11-,12+,13-,15+,16+,17+/m1/s1
InChIKey
KKSYAZCUYVRKML-IRDZEPHTSA-N
Chemical Structure
2D Structure
2D structure of Shanzhiside Methyl Ester
CAS: 64421-28-9
CID: 13892722
Formula: C17H26O11
MW: 406.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight406.4
XLogP3-2.6
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count5
Exact Mass406.14751164
Monoisotopic Mass406.14751164
Topological Polar Surface Area175 Ų
Heavy Atom Count28
Formal Charge0
Complexity624
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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