MedKoo Cat#: 146227 | Name: Daphnin

Description:

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

Daphnin is a naturally occurring coumarin glycoside found in plants of the Daphne genus. It possesses notable anti-inflammatory, antioxidant, and potential anticancer properties, making it of interest in traditional and modern medicine. The mechanism of action is thought to involve the modulation of inflammatory pathways and the scavenging of free radicals, helping to reduce oxidative stress and cellular damage. Daphnin's bioactivity is largely attributed to its ability to influence signaling pathways involved in inflammation and cell survival.

Chemical Structure

Daphnin
Daphnin
CAS#486-55-5

Theoretical Analysis

MedKoo Cat#: 146227

Name: Daphnin

CAS#: 486-55-5

Chemical Formula: C15H16O9

Exact Mass: 340.0794

Molecular Weight: 340.28

Elemental Analysis: C, 52.95; H, 4.74; O, 42.31

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
Daphnin;
IUPAC/Chemical Name
8-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2H-chromen-2-one
InChi Key
HOIXTKAYCMNVMY-PVOAASPHSA-N
InChi Code
1S/C15H16O9/c16-5-8-10(18)12(20)13(21)15(23-8)22-7-3-1-6-2-4-9(17)24-14(6)11(7)19/h1-4,8,10,12-13,15-16,18-21H,5H2/t8-,10-,12+,13-,15-/m1/s1
SMILES Code
OC[C@H]1O[C@@H](OC2=C(O)C3=C(C=CC(=O)O3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
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 340.28 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: Zhu J, Wu L, Zhang Q, Chen X, Liu X. Investigation the interaction of Daphnin with human serum albumin using optical spectroscopy and molecular modeling methods. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Sep;95:252-7. doi: 10.1016/j.saa.2012.04.099. Epub 2012 May 9. PMID: 22634418. 2: Petrulova V, Vilkova M, Kovalikova Z, Sajko M, Repcak M. Ethylene Induction of Non-Enzymatic Metabolic Antioxidants in Matricaria chamomilla. Molecules. 2020 Dec 3;25(23):5720. doi: 10.3390/molecules25235720. PMID: 33287420; PMCID: PMC7729440. 3: Cottiglia F, Loy G, Garau D, Floris C, Casu M, Pompei R, Bonsignore L. Antimicrobial evaluation of coumarins and flavonoids from the stems of Daphne gnidium L. Phytomedicine. 2001 Jul;8(4):302-5. doi: 10.1078/0944-7113-00036. PMID: 11515721. 4: Petruľová-Poracká V, Repčák M, Vilková M, Imrich J. Coumarins of Matricaria chamomilla L.: aglycones and glycosides. Food Chem. 2013 Nov 1;141(1):54-9. doi: 10.1016/j.foodchem.2013.03.004. Epub 2013 Mar 14. PMID: 23768326. 5: Lakin KM, Kosheleva LI. Vliianie dafnina na svertyvanie krovi [Effect of daphnin on blood coagulation]. Farmakol Toksikol. 1968 Jan-Feb;31(1):72-4. Russian. PMID: 5675354. 6: Mohamed WN, Butt HS, Schmidt TJ, Eltvik AA, Wu D, Malterud KE, Inngjerdingen M, Inngjerdingen KT, Wangensteen H. Biflavonoids and bi- and tricoumarins from Daphne mezereum and inhibition of TNF-α secretion. Phytochemistry. 2025 Jan;229:114308. doi: 10.1016/j.phytochem.2024.114308. Epub 2024 Oct 19. PMID: 39433079. 7: De Rosa S, Mitova M, Handjieva N, Caliş I. Coumarin glucosides from Cruciata taurica. Phytochemistry. 2002 Feb;59(4):447-50. doi: 10.1016/s0031-9422(01)00471-x. PMID: 11830165. 8: Moshiashvili G, Mchedlidze K, Aneli J, Pichette A, Mshvildadze V. COUMARINS FROM DAPHNE AXILLIFLORA (KEISSL.) POBED. AND THE ANATOMICAL CHARACTERISTICS OF ITS LEAVES AND STEMS. Georgian Med News. 2021 Mar;(312):145-149. PMID: 33964843. 9: Liu X, Liu YL, Niu XF, Qi L. [Study on the chemical constituents of Chloranthus multistachys]. Zhong Yao Cai. 2012 Aug;35(8):1254-6. Chinese. PMID: 23320357. 10: Zhang W, Di LQ, Li JS, Shan JJ, Kang A, Qian S, Chen LT. The effects of Glycyrrhizae uralenis and its major bioactive components on pharmacokinetics of daphnetin in Cortex daphnes in rats. J Ethnopharmacol. 2014 Jul 3;154(3):584-92. doi: 10.1016/j.jep.2014.03.047. Epub 2014 Apr 3. PMID: 24704595.