MedKoo Cat#: 564551 | Name: Scandoside
Featured

Description:

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

Scandoside is a natural anti-inflammatory agent which suppresses NF-κB and MAPK signaling pathways in LPS-induced RAW 264.7 macrophages.

Chemical Structure

Scandoside
Scandoside
CAS#18842-99-4

Theoretical Analysis

MedKoo Cat#: 564551

Name: Scandoside

CAS#: 18842-99-4

Chemical Formula: C16H22O11

Exact Mass: 390.1162

Molecular Weight: 390.34

Elemental Analysis: C, 49.23; H, 5.68; O, 45.09

Price and Availability

Size Price Availability Quantity
5mg USD 750.00 2 Weeks
10mg USD 1,350.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Scandoside
IUPAC/Chemical Name
(1S,4aS,5R,7aS)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
InChi Key
ZVXWFPTVHBWJOU-AWQYILTISA-N
InChi Code
InChI=1S/C16H22O11/c17-2-5-1-7(19)10-6(14(23)24)4-25-15(9(5)10)27-16-13(22)12(21)11(20)8(3-18)26-16/h1,4,7-13,15-22H,2-3H2,(H,23,24)/t7-,8-,9-,10+,11-,12+,13-,15+,16+/m1/s1
SMILES Code
O=C(C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@]3([H])[C@]1([H])[C@H](O)C=C3CO)O
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 390.34 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: Ho YL, Au TT, Wu HY, Wu KC, Chang YS. Comparative study of Scleromitrion diffusum and Oldenlandia corymbosa: Microscopy, TLC, HPLC, and antioxidant activity. Microsc Res Tech. 2024 Oct;87(10):2371-2384. doi: 10.1002/jemt.24611. Epub 2024 May 29. PMID: 38808861. 2: Gao HH, Qin LF, Zhang X, Yuan X, Feng ZM, Jiang JS, Zhang PC, Yang YN. Six new iridoid glycosides from the whole plants of Hedyotis diffusa. J Asian Nat Prod Res. 2024 Jan;26(1):112-119. doi: 10.1080/10286020.2023.2293068. Epub 2024 Jan 7. PMID: 38185895. 3: Paramasivam S, Perumal SS. Methanolic extract of O.umbellata L. exhibits anti-osteoporotic effect via promoting osteoblast proliferation in MG-63 cells and inhibiting osteoclastogenesis in RANKL-stimulated RAW 264.7 cells. J Ethnopharmacol. 2023 Oct 28;315:116641. doi: 10.1016/j.jep.2023.116641. Epub 2023 May 24. PMID: 37236379. 4: Gao FY, Chen XF, Cui LX, Zhai YJ, Liu JL, Gao CC, Fang YC, Huang TH, Wen J, Zhou TT. Gut microbiota mediates the pharmacokinetics of Zhi-zi-chi decoction for the personalized treatment of depression. J Ethnopharmacol. 2023 Feb 10;302(Pt B):115934. doi: 10.1016/j.jep.2022.115934. Epub 2022 Nov 19. PMID: 36414216. 5: Wu J, Ye ZJ, Yu LJ, Chen XQ. Two new iridoid glycosides from Hedyotis diffusa. J Asian Nat Prod Res. 2023 Jan;25(1):27-35. doi: 10.1080/10286020.2022.2047946. Epub 2022 May 3. PMID: 35503565. 6: Xu J, Zhou R, Luo L, Dai Y, Feng Y, Dou Z. Quality Evaluation of Decoction Pieces of Gardeniae Fructus Based on Qualitative Analysis of the HPLC Fingerprint and Triple-Q-TOF-MS/MS Combined with Quantitative Analysis of 12 Representative Components. J Anal Methods Chem. 2022 Feb 26;2022:2219932. doi: 10.1155/2022/2219932. PMID: 35256913; PMCID: PMC8898142. 7: Xia MY, Wang Y, Zheng YH, Song YN, Liu TL, Zhang C. [Quality changes of Gardeniae Fructus Praeparatus processed by different frying methods: a color- component correlation analysis]. Zhongguo Zhong Yao Za Zhi. 2021 May;46(9):2197-2206. Chinese. doi: 10.19540/j.cnki.cjcmm.20210220.303. PMID: 34047121. 8: Shi F, Tong C, He C, Shi S, Cao Y, Wei Q. Diagnostic ion filtering targeted screening and isolation of anti-inflammatory iridoid glycosides from Hedyotis diffusa. J Sep Sci. 2021 Jul;44(13):2612-2619. doi: 10.1002/jssc.202100074. Epub 2021 May 26. PMID: 33884739. 9: Chen X, Zhao B, Zhang M, Dong M, Li Y, Li Q. Application of HPLC-Q/orbitrap MS in the detection and identification of anticancer constituents in ethyl acetate components from Hedyotis diffusa. Anal Methods. 2020 Aug 28;12(32):4037-4047. doi: 10.1039/d0ay00531b. Epub 2020 Aug 4. PMID: 32748930. 10: Çalış İ, Weas A, Soliman Yusufoğlu H, Dönmez AA, Jensen SR. Iridoid glucosides from Wendlandia ligustroides (Boiss. &Hohen.) Blakelock. Saudi Pharm J. 2020 Jul;28(7):814-818. doi: 10.1016/j.jsps.2020.05.009. Epub 2020 Jun 3. PMID: 32647482; PMCID: PMC7335710. 11: Shan MQ, Wang TJ, Jiang YL, Yu S, Yan H, Zhang L, Wu QN, Geng T, Huang WZ, Wang ZZ, Xiao W. Comparative analysis of sixteen active compounds and antioxidant and anti-influenza properties of Gardenia jasminoides fruits at different times and application to the determination of the appropriate harvest period with hierarchical cluster analysis. J Ethnopharmacol. 2019 Apr 6;233:169-178. doi: 10.1016/j.jep.2019.01.004. Epub 2019 Jan 9. PMID: 30639058. 12: He J, Lu X, Wei T, Dong Y, Cai Z, Tang L, Liu M. Asperuloside and Asperulosidic Acid Exert an Anti-Inflammatory Effect via Suppression of the NF- κB and MAPK Signaling Pathways in LPS-Induced RAW 264.7 Macrophages. Int J Mol Sci. 2018 Jul 12;19(7):2027. doi: 10.3390/ijms19072027. PMID: 30002289; PMCID: PMC6073666. 13: He J, Li J, Liu H, Yang Z, Zhou F, Wei T, Dong Y, Xue H, Tang L, Liu M. Scandoside Exerts Anti-Inflammatory Effect Via Suppressing NF-κB and MAPK Signaling Pathways in LPS-Induced RAW 264.7 Macrophages. Int J Mol Sci. 2018 Feb 3;19(2):457. doi: 10.3390/ijms19020457. PMID: 29401674; PMCID: PMC5855679. 14: Wang C, Xin P, Wang Y, Zhou X, Wei D, Deng C, Sun S. Iridoids and sfingolipids from Hedyotis diffusa. Fitoterapia. 2018 Jan;124:152-159. doi: 10.1016/j.fitote.2017.11.004. Epub 2017 Nov 6. PMID: 29122633. 15: Heffels P, Müller L, Schieber A, Weber F. Profiling of iridoid glycosides in Vaccinium species by UHPLC-MS. Food Res Int. 2017 Oct;100(Pt 3):462-468. doi: 10.1016/j.foodres.2016.11.018. Epub 2016 Nov 18. PMID: 28964369. 16: Jiang J, Wang B, Li J, Ye B, Lin S, Qian W, Shan L, Efferth T. Total coumarins of Hedyotis diffusa induces apoptosis of myelodysplastic syndrome SKM-1 cells by activation of caspases and inhibition of PI3K/Akt pathway proteins. J Ethnopharmacol. 2017 Jan 20;196:253-260. doi: 10.1016/j.jep.2016.12.012. Epub 2016 Dec 14. PMID: 27988397. 17: Chung TW, Choi H, Lee JM, Ha SH, Kwak CH, Abekura F, Park JY, Chang YC, Ha KT, Cho SH, Chang HW, Lee YC, Kim CH. Oldenlandia diffusa suppresses metastatic potential through inhibiting matrix metalloproteinase-9 and intercellular adhesion molecule-1 expression via p38 and ERK1/2 MAPK pathways and induces apoptosis in human breast cancer MCF-7 cells. J Ethnopharmacol. 2017 Jan 4;195:309-317. doi: 10.1016/j.jep.2016.11.036. Epub 2016 Nov 20. Erratum in: J Ethnopharmacol. 2017 May 23;204:189. doi: 10.1016/j.jep.2017.04.016. PMID: 27876502. 18: Yao ZH, Zhou XQ, Wen LR, Gong HB, Lin P, Dai Y, Yao XS. [Identification of Oldenlandia diffusa by UPLC Fingerprint Coupled with Chemometrics Methods]. Zhong Yao Cai. 2016 Apr;39(4):737-42. Chinese. PMID: 30132312. 19: Wang Y, Liu H, Shen L, Yao L, Ma Y, Yu D, Chen J, Li P, Chen Y, Zhang C. Isolation and purification of six iridoid glycosides from gardenia jasminoides fruit by medium-pressure liquid chromatography combined with macroporous resin chromatography. J Sep Sci. 2015 Dec;38(23):4119-26. doi: 10.1002/jssc.201500705. Epub 2015 Nov 12. PMID: 26768549. 20: Ma H, Li FL, Wang F, Guo Q, Cao GS, Yang PM. [Chemical Constituents from Oldenlandia diffusa]. Zhong Yao Cai. 2016 Jan;39(1):98-102. Chinese. PMID: 30080008.