PeptideDB

Picroside I 27409-30-9

Picroside I 27409-30-9

CAS No.: 27409-30-9

Picroside I (6'-Cinnamoylcatalpol) is a major component of Picrorhiza scrophulariiflora. Picrorhiza scrophulariiflora is
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This product is for research use only, not for human use. We do not sell to patients.

Picroside I (6'-Cinnamoylcatalpol) is a major component of Picrorhiza scrophulariiflora. Picrorhiza scrophulariiflora is a high-value medicinal plant rich in the liver-protective metabolites Picroside I and Picroside-II. Picroside I may be used in asthma research. Picroside I significantly reduces inflammation. Picroside I also downregulates pSTAT6 and GATA3 expression. Picroside I concentration-dependently increases serum IFN-γ levels.

Physicochemical Properties


Molecular Formula C24H28O11
Molecular Weight 492.47252
Exact Mass 492.163
CAS # 27409-30-9
PubChem CID 6440892
Appearance White to off-white solid powder
Density 1.6±0.1 g/cm3
Boiling Point 739.1±60.0 °C at 760 mmHg
Melting Point 130 °C
Flash Point 253.2±26.4 °C
Vapour Pressure 0.0±2.6 mmHg at 25°C
Index of Refraction 1.671
LogP -1.81
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 11
Rotatable Bond Count 8
Heavy Atom Count 35
Complexity 826
Defined Atom Stereocenter Count 11
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 Key XZGPUOQGERGURE-LUVHZPKESA-N
InChi Code

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
Chemical 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
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vivo In experimental animals, picroside I (20 mg/kg, po, 12 d) lowers OVA-associated IgE levels and AHR [2].
Animal Protocol Animal/Disease Models: Ovalbumin (OVA) systemic sensitization BALB/c mouse model [2]
Doses: 0.2, 2.0 and 20 mg/kg
Route of Administration: po (po (oral gavage)) one time/day, day 20 to day 32
Experimental Results: Inhibit inflammatory cell infiltration triggered by allergens.
References

[1]. Picroside I and Picroside II from Tissue Cultures of Picrorhiza kurroa. Pharmacognosy Res. 2017 Dec;9(Suppl 1):S53-S56.

[2]. Picroside I inhibits asthma phenotypes by regulating Tbet/GATA-3 ratio and Th1/Th2 balance in a murine model of asthma. Tropical Journal of Pharmaceutical Research September 2018; 17 (9): 1777-1782.

Additional Infomation Picroside I has been reported in Gentiana kurroo and Picrorhiza kurrooa with data available.

Solubility Data


Solubility (In Vitro) DMSO : ~250 mg/mL (~507.65 mM)
H2O : ~125 mg/mL (~253.82 mM)
Solubility (In Vivo) Solubility in Formulation 1: 12.5 mg/mL (25.38 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0306 mL 10.1529 mL 20.3058 mL
5 mM 0.4061 mL 2.0306 mL 4.0612 mL
10 mM 0.2031 mL 1.0153 mL 2.0306 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.