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MedKoo Cat#: 146367 | Name: Darutoside

Description:

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

Darutoside is a natural glycosidic compound found in plants like Sieglingia orientalis and Centella asiatica, known for its anti-inflammatory and skin-regenerating properties. It is widely used in cosmetic and dermatological products to improve skin elasticity, reduce the appearance of stretch marks, and promote wound healing. Darutoside works by stimulating collagen and elastin synthesis, enhancing skin repair and structural integrity.

Chemical Structure

Darutoside
Darutoside
CAS#59219-65-7

Theoretical Analysis

MedKoo Cat#: 146367

Name: Darutoside

CAS#: 59219-65-7

Chemical Formula: C26H44O8

Exact Mass: 484.3036

Molecular Weight: 484.63

Elemental Analysis: C, 64.44; H, 9.15; O, 26.41

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.
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Related CAS #
No Data
Synonym
Darutoside;
IUPAC/Chemical Name
(2R,3R,4S,5S,6R)-2-(((2R,4aS,4bR,7S,10aS)-7-((R)-1,2-dihydroxyethyl)-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthren-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
InChi Key
QWWPCQGHWWNGET-LCVVDEIYSA-N
InChi Code
1S/C26H44O8/c1-24(2)17-6-5-14-11-25(3,18(29)13-28)9-7-15(14)26(17,4)10-8-19(24)34-23-22(32)21(31)20(30)16(12-27)33-23/h11,15-23,27-32H,5-10,12-13H2,1-4H3/t15-,16-,17-,18+,19-,20-,21+,22-,23+,25+,26+/m1/s1
SMILES Code
CC1(C)[C@@H](CC[C@@]2(C)[C@@H]3CC[C@@](C)(C=C3CC[C@H]12)[C@@H](O)CO)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 484.63 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: Gao L, Su J, Guo L, Lin S, Xu J, Liu Y. Darutoside promotes skin wound healing via regulating macrophage polarization. Mol Immunol. 2025 May;181:129-138. doi: 10.1016/j.molimm.2025.03.008. Epub 2025 Mar 25. PMID: 40138783. 2: Li YS, Zhang J, Tian GH, Shang HC, Tang HB. Kirenol, darutoside and hesperidin contribute to the anti-inflammatory and analgesic activities of Siegesbeckia pubescens makino by inhibiting COX-2 expression and inflammatory cell infiltration. J Ethnopharmacol. 2021 Mar 25;268:113547. doi: 10.1016/j.jep.2020.113547. Epub 2020 Nov 3. PMID: 33152433. 3: Wang J, Sun YC. Revealing the pharmacological effect and mechanism of darutoside on gouty arthritis by liquid chromatography/mass spectrometry and metabolomics. Front Mol Biosci. 2022 Aug 24;9:942303. doi: 10.3389/fmolb.2022.942303. PMID: 36090056; PMCID: PMC9448993. 4: Zhao D, Guo K, Zhang Q, Wu Y, Ma C, He W, Jin X, Zhang X, Wang Y, Lin S, Shang H. Mechanism of XiJiaQi in the treatment of chronic heart failure: Integrated analysis by pharmacoinformatics, molecular dynamics simulation, and SPR validation. Comput Biol Med. 2023 Nov;166:107479. doi: 10.1016/j.compbiomed.2023.107479. Epub 2023 Sep 20. PMID: 37783074. 5: Wang J, Xie K, Duan H, Wang Y, Ma H, Fu H. Isolation and characterization of diterpene glycosides from Siegesbeckia pubescens. Bioorg Med Chem Lett. 2017 Apr 15;27(8):1815-1819. doi: 10.1016/j.bmcl.2017.02.051. Epub 2017 Mar 4. PMID: 28302401. 6: Son PT, Giang PM, Taylor WC. NMR studies of darutoside, a rare ENT-pimarane glucoside. Nat Prod Res. 2005 Jul;19(5):503-7. doi: 10.1080/14786410412331280997. PMID: 15938196. 7: Giang PM, Son PT, Otsuka H. ent-pimarane-type diterpenoids from Siegesbeckia orientalis L. Chem Pharm Bull (Tokyo). 2005 Feb;53(2):232-4. doi: 10.1248/cpb.53.232. PMID: 15684525. 8: Chu JMT, Abulimiti A, Wong BSH, Zhao GD, Xiong SH, Zhao MM, Wang Y, Chen Y, Wang J, Zhang Y, Chang RCC, Yu H, Wong GTC. Sigesbeckia orientalis L. Derived Active Fraction Ameliorates Perioperative Neurocognitive Disorders Through Alleviating Hippocampal Neuroinflammation. Front Pharmacol. 2022 Mar 17;13:846631. doi: 10.3389/fphar.2022.846631. PMID: 35370714; PMCID: PMC8969099. 9: Su T, Yu H, Kwan HY, Ma XQ, Cao HH, Cheng CY, Leung AK, Chan CL, Li WD, Cao H, Fong WF, Yu ZL. Comparisons of the chemical profiles, cytotoxicities and anti-inflammatory effects of raw and rice wine-processed Herba Siegesbeckiae. J Ethnopharmacol. 2014 Oct 28;156:365-9. doi: 10.1016/j.jep.2014.09.038. Epub 2014 Sep 30. PMID: 25278181. 10: Song XL, Zhang QY, Wang ZM, Fu HZ, Qian RQ. A rapid and simple RP-HPLC method for quantification of kirenol in rat plasma after oral administration and its application to pharmacokinetic study. Biomed Chromatogr. 2011 May;25(5):542-6. doi: 10.1002/bmc.1481. Epub 2010 Aug 4. PMID: 20687099. 11: Xiao B, Li J, Qiao Z, Yang S, Kwan HY, Jiang T, Zhang M, Xia Q, Liu Z, Su T. Therapeutic effects of Siegesbeckia orientalis L. and its active compound luteolin in rheumatoid arthritis: network pharmacology, molecular docking and experimental validation. J Ethnopharmacol. 2023 Dec 5;317:116852. doi: 10.1016/j.jep.2023.116852. Epub 2023 Jun 28. PMID: 37390879. 12: Gao LJ, Xu SF, Li XY, Huang WK, Hao SJ, Ye YP. [Diterpenoids as PPARγ agonists from Siegesbeckia pubescens and their anti-inflammatory effects in vitro]. Zhongguo Zhong Yao Za Zhi. 2019 Dec;44(23):5191-5197. Chinese. doi: 10.19540/j.cnki.cjcmm.20190906.204. PMID: 32237357. 13: Dong XY, Chen M, Jin W, Huang DX, Shen SM, Li HT. [Studies on antifertility constituents of Siegesbeckia glabrescens Mak]. Yao Xue Xue Bao. 1989;24(11):833-6. Chinese. PMID: 2618680. 14: Ou Z, Zhao L, Wang K, Fu H. [Chemical constituents of Siegesbeckia pubescens]. Zhongguo Zhong Yao Za Zhi. 2009 Nov;34(21):2754-7. Chinese. PMID: 20209908. 15: Kong FY, Hu HH, Han ZB, Xu WY, Feng MX, Ma CH. [Study on index components and fingerprints of crude and processed Siegesbeckia Herbs]. Zhongguo Zhong Yao Za Zhi. 2014 Aug;39(15):2907-11. Chinese. PMID: 25423830.

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