Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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S104922-5g | 5g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $28.90 | |
S104922-25g | 25g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $130.90 | |
S104922-100g | 100g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $469.90 |
NSAID. Salicyclic acid prodrug.
Synonyms | salicin|138-52-3|Salicoside|D-(-)-Salicin|Salicine|Salicyl alcohol glucoside|D(-)-Salicin|(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(2-(hydroxymethyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triol|2-(Hydroxymethyl)phenyl beta-D-glucopyranoside|Saligenin beta-D-glucop |
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Specifications & Purity | Moligand™, ≥99% |
Biochemical and Physiological Mechanisms | An alcoholic β-glucoside which is metabolized to salicyclic acid. Cyclooxgenase inhibitor. Analgesic, neuroprotective, anti-inflammatory and antipyretic in vivo. Inhibits LPS-induced nitric oxide production in microglial cells. Orally active |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | AGONIST |
Mechanism of action | Agonist of TAS2R16 |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | D-(-)-Salicin is an inhibitor of Cox. D-(-)-Salicin is also a substrate of β-glucosidase. Salicin is a non-phenolic glucosidic compound extracted from meadowsweet (Filipendula ulmaria L). It is majorly used as a substitute for quinine. Salicin can be used as a therapeutic for patients suffering from rheumatic fever. Salicin acts a metabolic precursor for salicylic acid It is a novel phytochemical that exhibits immunological cross functions in plants and humans. Salicin facilitates growth and reproduction in plants. In addition, It also protects plants against biotic and abiotic stress. |
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IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol |
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INCHI | InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1 |
InChi Key | NGFMICBWJRZIBI-UJPOAAIJSA-N |
Canonical SMILES | C1=CC=C(C(=C1)CO)OC2C(C(C(C(O2)CO)O)O)O |
Isomeric SMILES | C1=CC=C(C(=C1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O |
WGK Germany | 3 |
RTECS | LZ5901700 |
Alternate CAS | 138-52-3 |
PubChem CID | 439503 |
NSC Number | 758201 |
MeSH Entry Terms | salicin;salicyl alcohol glucoside |
Molecular Weight | 286.28 |
Beilstein | 89593 |
Reaxy-Rn | 89593 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
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F2306525 | Certificate of Analysis | Jan 11, 2023 | S104922 |
F2306526 | Certificate of Analysis | Jan 11, 2023 | S104922 |
F2306528 | Certificate of Analysis | Jan 11, 2023 | S104922 |
F2207093 | Certificate of Analysis | Mar 14, 2022 | S104922 |
F2207109 | Certificate of Analysis | Mar 14, 2022 | S104922 |
D2121265 | Certificate of Analysis | Mar 26, 2021 | S104922 |
D2121266 | Certificate of Analysis | Mar 26, 2021 | S104922 |
D2121267 | Certificate of Analysis | Mar 26, 2021 | S104922 |
Solubility | Soluble in water (43 g/L) at 20 °C, alkalies, pyridine, glacial acetic acid, and Hot ethanol . Insoluble in ether, and chloroform. |
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Sensitivity | Moisture sensitive |
Specific Rotation[α] | -62 ° (C=3, H2O) |
Melt Point(°C) | 199-202°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H317:May cause an allergic skin reaction |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. |
WGK Germany | 3 |
RTECS | LZ5901700 |
Reaxy-Rn | 89593 |
Merck Index | 8324 |
1. Sakurai T, Misaka T, Ueno Y, Ishiguro M, Matsuo S, Ishimaru Y, Asakura T, Abe K. (2010) The human bitter taste receptor, hTAS2R16, discriminates slight differences in the configuration of disaccharides.. Biochem Biophys Res Commun, 402 (4): (595-601). [PMID:20965151] |
2. Greene TA, Alarcon S, Thomas A, Berdougo E, Doranz BJ, Breslin PA, Rucker JB. (2011) Probenecid inhibits the human bitter taste receptor TAS2R16 and suppresses bitter perception of salicin.. PLoS One, 6 (5): (e20123). [PMID:21629661] |
3. Behrens M, Gunn HC, Ramos PC, Meyerhof W, Wooding SP. (2013) Genetic, functional, and phenotypic diversity in TAS2R38-mediated bitter taste perception.. Chem Senses, 38 (6): (475-84). [PMID:23632915] |
4. M Sakurai,M Ohsako,M Nagano,C Nakamura,O Tsuzuki,M Ichikawa,Y Matsumoto. (1996-08-01) [Effect of human serum albumin on transport of drugs through human erythrocyte membranes].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 116 ((8)): (630-638). [PMID:8831264] |
5. Xinfeng Zhang,Phuong Thien Thuong,Byung-Sun Min,Tran Minh Ngoc,Tran Manh Hung,Ik Soo Lee,MinKyun Na,Yeon-Hee Seong,Kyung-Sik Song,KiHwan Bae. (2006-09-23) Phenolic glycosides with antioxidant activity from the stem bark of Populus davidiana.. Journal of natural products, 69 ((9)): (1370-1373). [PMID:16989539] |
6. Xing Yun Chai,Yue Lin Song,Zheng Ren Xu,Hai Ming Shi,Chang Cai Bai,Dan Bi,Jing Wen,Fei Fei Li,Peng Fei Tu. (2008-04-17) Itosides J-N from Itoa orientalis and structure - anti-COX-2 activity relationship of phenolic glycosides.. Journal of natural products, 71 ((5)): (814-819). [PMID:18412396] |
7. Enkhmaa Dagvadorj,Kamel H Shaker,Donald Windsor,Bernd Schneider,Wilhelm Boland. (2010-09-09) Phenolic glucosides from Hasseltia floribunda.. Phytochemistry, 71 ((16)): (1900-1907). [PMID:20822782] |
8. Ilkay Erdogan-Orhan,Mehmet Levent Altun,Betül Sever-Yilmaz,Gülçin Saltan. (2010-12-29) Anti-acetylcholinesterase and antioxidant assets of the major components (salicin, amentoflavone, and chlorogenic acid) and the extracts of Viburnum opulus and Viburnum lantana and their total phenol and flavonoid contents.. Journal of medicinal food, 14 ((4)): (434-440). [PMID:21186982] |
9. J Vlachojannis,F Magora,S Chrubasik. (2011-01-13) Willow species and aspirin: different mechanism of actions.. Phytotherapy research : PTR, 25 ((7)): (1102-1104). [PMID:21226125] |
10. Susanne Knuth,Helmut Schübel,Martin Hellemann,Guido Jürgenliemk. (2011-02-10) Catechol, a bioactive degradation product of salicortin, reduces TNF-α induced ICAM-1 expression in human endothelial cells.. Planta medica, 77 ((10)): (1024-1026). [PMID:21305449] |
11. Roy Kirsch,Heiko Vogel,Alexander Muck,Andreas Vilcinskas,Jacques M Pasteels,Wilhelm Boland. (2011-03-25) To be or not to be convergent in salicin-based defence in chrysomeline leaf beetle larvae: evidence from Phratora vitellinae salicyl alcohol oxidase.. Proceedings. Biological sciences, 278 ((1722)): (3225-3232). [PMID:21429930] |
12. Peter Hewitson,Svetlana Ignatova,Ian Sutherland. (2011-05-17) Intermittent counter-current extraction--effect of the key operating parameters on selectivity and throughput.. Journal of chromatography. A, 1218 ((36)): (6072-6078). [PMID:21571282] |
13. Zoe Diana Draelos. (2011-08-10) The art and science of new advances in cosmeceuticals.. Clinics in plastic surgery, 38 ((3)): (397-407). [PMID:21824538] |
14. . (2011-09-16) New bitter blocker discovered, study finds.. Journal of the American Dental Association (1939), 142 ((8)): (901-901). [PMID:21919220] |
15. G Ulrich-Merzenich,A Koptina,O Kelber,A Freischmidt,J Heilmann,J Müller,F Sadeghlar,H Zeitler,H Wagner. (2011-11-29) Prediction of adverse events by in vivo gene expression profiling exemplified for phytopharmaceuticals containing salicylates and the antidepressant imipramine.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 19 ((3-4)): (322-329). [PMID:22119042] |
16. Brian S Luisi,Ales Medek,Zhouyuan Liu,Praveen Mudunuri,Brian Moulton. (2012-01-04) Milling-induced disorder of pharmaceuticals: one-phase or two-phase system?. Journal of pharmaceutical sciences, 101 ((4)): (1475-1485). [PMID:22213593] |
17. Gabriela C Schmitt,Marcelo D Arbo,Andréia L Lorensi,Erica S Maciel,Carolina L Krahn,Kristiane C Mariotti,Eliane Dallegrave,Mirna B Leal,Renata P Limberger. (2012-03-13) Toxicological effects of a mixture used in weight loss products: p-synephrine associated with ephedrine, salicin, and caffeine.. International journal of toxicology, 31 ((2)): (184-191). [PMID:22408069] |
18. Derek Doyle. (2012-03-22) Thomas John MacLagan (1838-1903).. Journal of the Royal Society of Medicine, 105 ((3)): (131-136). [PMID:22434813] |
19. Tetsuya Iizuka,Toshiki Tamura,Hideki Sezutsu,Keisuke Mase,Eiji Okada,Kiyoshi Asaoka. (2012-06-01) Genetic analysis of the electrophysiological response to salicin, a bitter substance, in a polyphagous strain of the silkworm Bombyx mori.. PloS one, 7 ((5)): (e37549-e37549). [PMID:22649537] |
20. G Ulrich-Merzenich,O Kelber,A Koptina,A Freischmidt,J Heilmann,J Müller,H Zeitler,M F Seidel,M Ludwig,E U Heinrich,H Winterhoff. (2012-06-30) Novel neurological and immunological targets for salicylate-based phytopharmaceuticals and for the anti-depressant imipramine.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 19 ((10)): (930-939). [PMID:22743246] |
21. Jiang Xu,Jie Cao,Naoko Iguchi,Dieter Riethmacher,Liquan Huang. (2012-09-18) Functional characterization of bitter-taste receptors expressed in mammalian testis.. Molecular human reproduction, 19 ((1)): (17-28). [PMID:22983952] |
22. Sara Agnolet,Stefanie Wiese,Robert Verpoorte,Dan Staerk. (2012-10-02) Comprehensive analysis of commercial willow bark extracts by new technology platform: combined use of metabolomics, high-performance liquid chromatography-solid-phase extraction-nuclear magnetic resonance spectroscopy and high-resolution radical scavenging assay.. Journal of chromatography. A, 1262 (130-137). [PMID:23021634] |
23. Xiao-Hua Wei,Sheng-Jie Yang,Na Liang,De-Yu Hu,Lin-Hong Jin,Wei Xue,Song Yang. (2013-01-24) Chemical constituents of Caesalpinia decapetala (Roth) Alston.. Molecules (Basel, Switzerland), 18 ((1)): (1325-1336). [PMID:23340256] |
24. Jasbir D Upadhyaya,Nisha Singh,Anurag S Sikarwar,Raja Chakraborty,Sai P Pydi,Rajinder P Bhullar,Shyamala Dakshinamurti,Prashen Chelikani. (2014-10-24) Dextromethorphan mediated bitter taste receptor activation in the pulmonary circuit causes vasoconstriction.. PloS one, 9 ((10)): (e110373-e110373). [PMID:25340739] |
25. Véronique Gilard,Stéphane Balayssac,Aurélie Tinaugus,Nathalie Martins,Robert Martino,Myriam Malet-Martino. (2014-12-03) Detection, identification and quantification by 1H NMR of adulterants in 150 herbal dietary supplements marketed for improving sexual performance.. Journal of pharmaceutical and biomedical analysis, 102 (476-493). [PMID:25459948] |
26. Charles J Mason,Kennedy F Rubert-Nason,Richard L Lindroth,Kenneth F Raffa. (2014-12-06) Aspen defense chemicals influence midgut bacterial community composition of gypsy moth.. Journal of chemical ecology, 41 ((1)): (75-84). [PMID:25475786] |
27. Min Jung Kim,Hee Jin Son,Yiseul Kim,Takumi Misaka,Mee-Ra Rhyu. (2014-12-10) Umami-bitter interactions: the suppression of bitterness by umami peptides via human bitter taste receptor.. Biochemical and biophysical research communications, 456 ((2)): (586-590). [PMID:25490385] |
28. Stefan Pentzold,Frédéric Marion-Poll,Veit Grabe,Antje Burse. (2019-04-20) Autofluorescence-Based Identification and Functional Validation of Antennal Gustatory Sensilla in a Specialist Leaf Beetle.. Frontiers in physiology, 10 (343-343). [PMID:31001138] |
29. J G Mahdi,A J Mahdi,A J Mahdi,I D Bowen. (2006-03-18) The historical analysis of aspirin discovery, its relation to the willow tree and antiproliferative and anticancer potential.. Cell proliferation, 39 ((2)): (147-155). [PMID:16542349] |
30. Yuko Ogawa,Hisae Oku,Emiko Iwaoka,Munekazu Iinuma,Kyoko Ishiguro. (2006-08-29) Allergy-preventive phenolic glycosides from Populus sieboldii.. Journal of natural products, 69 ((8)): (1215-1217). [PMID:16933880] |
31. Remona Gopaul,Helen E Knaggs,Janet F Lephart,Kara C Holley,Erica M Gibson. (2010-10-05) An evaluation of the effect of a topical product containing salicin on the visible signs of human skin aging.. Journal of cosmetic dermatology, 9 ((3)): (196-201). [PMID:20883292] |
32. F M Zhu,B Du,H S Gao,C J Liu,J Li. (2011-01-25) Purification and characterization of an intracellular beta-glucosidase from the protoplast fusant of Aspergillus oryzae and Aspergillus niger.. Prikladnaia biokhimiia i mikrobiologiia, 46 ((6)): (678-684). [PMID:21254729] |
33. Roy Kirsch,Heiko Vogel,Alexander Muck,Kathrin Reichwald,Jacques M Pasteels,Wilhelm Boland. (2011-03-09) Host plant shifts affect a major defense enzyme in Chrysomela lapponica.. Proceedings of the National Academy of Sciences of the United States of America, 108 ((12)): (4897-4901). [PMID:21383196] |
34. Hiroo Imai,Nami Suzuki,Yoshiro Ishimaru,Takanobu Sakurai,Lijie Yin,Wenshi Pan,Keiko Abe,Takumi Misaka,Hirohisa Hirai. (2012-03-09) Functional diversity of bitter taste receptor TAS2R16 in primates.. Biology letters, 8 ((4)): (652-656). [PMID:22399783] |
35. Mahla Mirali,Stephen J Ambrose,Stephen A Wood,Albert Vandenberg,Randy W Purves. (2014-09-01) Development of a fast extraction method and optimization of liquid chromatography-mass spectrometry for the analysis of phenolic compounds in lentil seed coats.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 969 (149-161). [PMID:25173496] |
36. Ken Keefover-Ring,Maria Ahnlund,Ilka Nacif Abreu,Stefan Jansson,Thomas Moritz,Benedicte Riber Albrectsen. (2014-10-10) No evidence of geographical structure of salicinoid chemotypes within Populus tremula.. PloS one, 9 ((10)): (e107189-e107189). [PMID:25299342] |
37. Hanna Oltean,Chris Robbins,Maurits W van Tulder,Brian M Berman,Claire Bombardier,Joel J Gagnier. (2014-12-24) Herbal medicine for low-back pain.. The Cochrane database of systematic reviews, 12 ((12)): (CD004504-CD004504). [PMID:25536022] |
38. Yang Li,Qianchao Wu,Yanhong Deng,Hongming Lv,Jiaming Qiu,Gefu Chi,Haihua Feng. (2015-04-25) D(-)-Salicin inhibits the LPS-induced inflammation in RAW264.7 cells and mouse models.. International immunopharmacology, 26 ((2)): (286-294). [PMID:25907238] |