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Picroside I (Standard)

CAT: 0804-HY-N0407RSize: 1 EachDry Ice: NoHazardous: No
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Description
Picroside I (Standard) is the analytical standard of Picroside I. This product is intended for research and analytical applications. Picroside I is the major ingredient of Picrorhiza scrophulariiflora. Picrorhiza scrophulariiflora is a high value medicinal herb due to rich source of hepatoprotective metabolites, Picroside-I and Picroside-II[1]. Picroside I is a promising agent for the management of asthma. Picroside I reduces the inflammation significantly at its higher dose. Picroside I also downregulates pSTAT6 and GATA3 expressions. Picroside I dose-dependently increases the serum levels of IFN-γ[2].
CAS Number
27409-30-9
Product Name Alternative
6'-Cinnamoylcatalpol (Standard)
UNSPSC
12352005
Target
Reference Standards; STAT
Type
Reference Standards
Related Pathways
JAK/STAT Signaling; Others; Stem Cell/Wnt
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/picroside-i-standard.html
Smiles
OC[C@]12[C@@H](O2)[C@@H](O)[C@@]3([H])[C@]1([H])[C@H](O[C@]4([H])O[C@H](COC(/C=C/C5=CC=CC=C5)=O)[C@@H](O)[C@H](O)[C@H]4O)OC=C3
Molecular Formula
C24H28O11
Molecular Weight
492.47
References & Citations
Picrorhiza kurroa
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Picroside I

[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.0²,⁴]dec-7-en-10-yl]oxy}oxan-2-yl]methyl (2E)-3-phenylprop-2-enoate has been reported in Gentiana kurroo and Picrorhiza kurrooa with data available.

CAS Number27409-30-9
PubChem CID6440892
IUPAC Name[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[[(1S,2S,4S,5S,6R,10S)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]oxan-2-yl]methyl (E)-3-phenylprop-2-enoate
Molecular FormulaC24H28O11
Molecular Weight492.5
XLogP-1.1
Topological Polar Surface Area168
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count8
Heavy Atom Count35
Formal Charge0
Complexity826
SMILES
C1=CC=C(C=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3[C@H]4[C@@H](C=CO3)[C@@H]([C@H]5[C@@]4(O5)CO)O)O)O)O
InChI
InChI=1S/C24H28O11/c25-11-24-16-13(17(27)21(24)35-24)8-9-31-22(16)34-23-20(30)19(29)18(28)14(33-23)10-32-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-30H,10-11H2/b7-6+/t13-,14-,16-,17+,18-,19+,20-,21+,22+,23+,24-/m1/s1
InChIKey
XZGPUOQGERGURE-LUVHZPKESA-N
Chemical Structure
2D Structure
2D structure of Picroside I
CAS: 27409-30-9
CID: 6440892
Formula: C24H28O11
MW: 492.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight492.5
XLogP3-1.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count11
Rotatable Bond Count8
Exact Mass492.16316171
Monoisotopic Mass492.16316171
Topological Polar Surface Area168 Ų
Heavy Atom Count35
Formal Charge0
Complexity826
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes