MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 463031 | Name: Picroside II

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Picroside II is one of the dominant effective components extracted from Picrorhiza scrophulariiflora Pennell. It exhibits many pharmacological effects. Picroside II protects against Alpha-naphthylisothiocyanate, a typical hepatotoxicant that causes cholestasis, which causes toxic bile acid accumulation in the liver and leads to liver injury. It also decreases serum biochemical markers and lessened histological injuries in mice and exerts anti-inflammatory and antidiarrheal effects for treating the diseases associated with oxidative injury.

Chemical Structure

Picroside II
Picroside II
CAS#1961245-47-5

Theoretical Analysis

MedKoo Cat#: 463031

Name: Picroside II

CAS#: 1961245-47-5

Chemical Formula: C23H28O13

Exact Mass: 512.1530

Molecular Weight: 512.46

Elemental Analysis: C, 53.91; H, 5.51; O, 40.59

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
6-Vanilloylcatalpol; Ampicoside; Vanilloyl catalpol;
IUPAC/Chemical Name
(1aS,1bS,2S,5aR,6S,6aS)-1a-(hydroxymethyl)-2-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1a,1b,2,5a,6,6a-hexahydrooxireno[2',3':4,5]cyclopenta[1,2-c]pyran-6-yl 4-hydroxy-3-methoxybenzoate
InChi Key
AKNILCMFRRDTEY-NUGKWEEESA-N
InChi Code
InChI=1S/C23H28O13/c1-31-12-6-9(2-3-11(12)26)20(30)34-18-10-4-5-32-21(14(10)23(8-25)19(18)36-23)35-22-17(29)16(28)15(27)13(7-24)33-22/h2-6,10,13-19,21-22,24-29H,7-8H2,1H3/t10-,13-,14-,15-,16+,17-,18+,19+,21+,22+,23-/m1/s1
SMILES Code
O=C(O[C@@H]1[C@@]2([H])[C@]([C@@]3([H])[C@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)OC=C[C@]31[H])(CO)O2)C5=CC=C(O)C(OC)=C5
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 512.46 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Li T, Zheng R, Xu L, Zhou M, Wang X, Guo Q, Ji H, Li L. Picroside II alleviates liver injury induced by alpha-naphthylisothiocyanate through AMPK-FXR pathway. Toxicol Appl Pharmacol. 2020 Sep 22:115248. doi: 10.1016/j.taap.2020.115248. Epub ahead of print. PMID: 32976922. 2: Partap M, Kumar P, Ashrita, Kumar P, Kumar D, Warghat AR. Growth Kinetics, Metabolites Production and Expression Profiling of Picrosides Biosynthetic Pathway Genes in Friable Callus Culture of Picrorhiza kurroa Royle ex Benth. Appl Biochem Biotechnol. 2020 Jul 28. doi: 10.1007/s12010-020-03391-x. Epub ahead of print. PMID: 32725372. 3: Ma S, Wang X, Lai F, Lou C. The beneficial pharmacological effects and potential mechanisms of picroside II: Evidence of its benefits from in vitro and in vivo. Biomed Pharmacother. 2020 Jul 13;130:110421. doi: 10.1016/j.biopha.2020.110421. Epub ahead of print. PMID: 32674016. 4: Barsain BL, Purohit A, Kumar A, Joshi R, Hallan V, Yadav SK. PkGPPS.SSU interacts with two PkGGPPS to form heteromeric GPPS in Picrorhiza kurrooa: Molecular insights into the picroside biosynthetic pathway. Plant Physiol Biochem. 2020 Sep;154:115-128. doi: 10.1016/j.plaphy.2020.05.029. Epub 2020 May 27. PMID: 32554175. 5: Piao X, Liu B, Sui X, Li S, Niu W, Zhang Q, Shi X, Cai S, Fan Y. Picroside II Improves Severe Acute Pancreatitis-Induced Intestinal Barrier Injury by Inactivating Oxidative and Inflammatory TLR4-Dependent PI3K/AKT/NF-κB Signaling and Improving Gut Microbiota. Oxid Med Cell Longev. 2020 Apr 12;2020:3589497. doi: 10.1155/2020/3589497. PMID: 32351672; PMCID: PMC7174951. 6: Long Y, Yang Q, Xiang Y, Zhang Y, Wan J, Liu S, Li N, Peng W. Nose to brain drug delivery - A promising strategy for active components from herbal medicine for treating cerebral ischemia reperfusion. Pharmacol Res. 2020 Sep;159:104795. doi: 10.1016/j.phrs.2020.104795. Epub 2020 Apr 8. PMID: 32278035. 7: Kumar R, Joshi R, Kumari M, Thakur R, Kumar D, Kumar S. Elevated CO2 and temperature influence key proteins and metabolites associated with photosynthesis, antioxidant and carbon metabolism in Picrorhiza kurroa. J Proteomics. 2020 May 15;219:103755. doi: 10.1016/j.jprot.2020.103755. Epub 2020 Mar 19. PMID: 32201363. 8: Li T, Xu L, Zheng R, Wang X, Li L, Ji H, Hu Q. Picroside II protects against cholestatic liver injury possibly through activation of farnesoid X receptor. Phytomedicine. 2020 Mar;68:153153. doi: 10.1016/j.phymed.2019.153153. Epub 2019 Dec 16. PMID: 32018210. 9: Li Y, Wang L, Chen Z, Liu X. Picroside II attenuates ischemia/reperfusion testicular injury by alleviating oxidative stress and apoptosis through reducing nitric oxide synthesis. Acta Cir Bras. 2019 Dec 20;34(11):e201901102. doi: 10.1590/s0102-865020190110000002. PMID: 31859816; PMCID: PMC6917475. 10: Lou C, Zhu Z, Xu X, Zhu R, Sheng Y, Zhao H. Picroside II, an iridoid glycoside from Picrorhiza kurroa, suppresses tumor migration, invasion, and angiogenesis in vitro and in vivo. Biomed Pharmacother. 2019 Dec;120:109494. doi: 10.1016/j.biopha.2019.109494. Epub 2019 Oct 10. PMID: 31606622. 11: Wang T, Zhu L, Liu H, Yu G, Guo Y. Picroside II Protects SH-SY5Y Cells From Autophagy and Apoptosis Following Oxygen Glucose Deprivation/Reoxygen Injury by Inhibiting JNK Signal Pathway. Anat Rec (Hoboken). 2019 Dec;302(12):2245-2254. doi: 10.1002/ar.24214. Epub 2019 Jul 11. PMID: 31251836. 12: Lee K, Choi J, Choi BK, Gu YM, Ryu HW, Oh SR, Lee HJ. Picroside II Isolated from Pseudolysimachion rotundum var. subintegrum Inhibits Glucocorticoid Refractory Serum Amyloid A (SAA) Expression and SAA-induced IL-33 Secretion. Molecules. 2019 May 27;24(10):2020. doi: 10.3390/molecules24102020. PMID: 31137813; PMCID: PMC6572537. 13: Zhai L, Wang J, Ji YQ, Wang TT, Liu M, Guo YL. [Protective effect of picroside Ⅱ on the brain tissue through antioxidation in stroke rats]. Zhonghua Yi Xue Za Zhi. 2018 Dec 4;98(45):3705-3710. Chinese. doi: 10.3760/cma.j.issn.0376-2491.2018.45.015. PMID: 30526784. 14: Tian X, Ding RX, Ba GN, Bai YX, Laxi NM, Rao XY, Luo XJ. [Fingerprinting and multi-indicator quantitative analysis of Mongolian drug Digeda-4 decoction]. Zhongguo Zhong Yao Za Zhi. 2018 Oct;43(19):3962-3969. Chinese. doi: 10.19540/j.cnki.cjcmm.20180726.009. PMID: 30453724. 15: Han H, Li Z, Gao Z, Yin X, Dong P, Yang B, Kuang H. Synthesis and biological evaluation of picroside derivatives as hepatoprotective agents. Nat Prod Res. 2019 Oct;33(19):2845-2850. doi: 10.1080/14786419.2018.1508143. Epub 2018 Nov 8. PMID: 30406689. 16: Wang Y, Hong Y, Zhang C, Shen Y, Pan YS, Chen RZ, Zhang Q, Chen YH. Picroside II attenuates hyperhomocysteinemia-induced endothelial injury by reducing inflammation, oxidative stress and cell apoptosis. J Cell Mol Med. 2019 Jan;23(1):464-475. doi: 10.1111/jcmm.13949. Epub 2018 Nov 5. PMID: 30394648; PMCID: PMC6307770. 17: Nong X, Lan Y. Picroside II Attenuates CCI-Induced Neuropathic Pain in Rats by Inhibiting Spinal Reactive Astrocyte-Mediated Neuroinflammation Through the NF-κB Pathway. Neurochem Res. 2018 May;43(5):1058-1066. doi: 10.1007/s11064-018-2518-7. Epub 2018 Apr 18. PMID: 29671236. 18: Li S, Wang TT, Zhai L, Deng WW, Guo YL, Jiang JX. [Effect of picroside Ⅱ on the expression of mitochondrial VDAC1 after cerebral ischemia/reperfusion in rats]. Zhonghua Yi Xue Za Zhi. 2018 Jan 9;98(2):136-142. Chinese. doi: 10.3760/cma.j.issn.0376-2491.2018.02.013. PMID: 29343040. 19: Ganeshkumar Y, Ramarao A, Veeresham C. Picroside I and Picroside II from Tissue Cultures of Picrorhiza kurroa. Pharmacognosy Res. 2017 Dec;9(Suppl 1):S53-S56. doi: 10.4103/pr.pr_89_17. PMID: 29333043; PMCID: PMC5757327. 20: Li S, Wang T, Zhai L, Ge K, Zhao J, Cong W, Guo Y. Picroside II Exerts a Neuroprotective Effect by Inhibiting mPTP Permeability and EndoG Release after Cerebral Ischemia/Reperfusion Injury in Rats. J Mol Neurosci. 2018 Jan;64(1):144-155. doi: 10.1007/s12031-017-1012-z. Epub 2017 Dec 18. PMID: 29256102.