Salicin
| Salicin | |
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| Systematic name | (2R,3S,4S,5R,6S) -2-(hydroxymethyl) -6-[2-(hydroxymethyl) phenoxy]oxane-3,4,5-triol |
| Other names | salicin, D-(−)-Salicin, salicoside, 2-(hydroxymethyl)phenyl -β-D-glucopyranoside |
| Identifiers | |
| CAS number | |
| PubChem | |
| RTECS number | LZ5901700 |
| InChI | InChI=InChI=1/C13H18O7 /c14/h1-4,9-18H,5-6H2 |
| Properties | |
| Molecular formula | C13H18O7 |
| Molar mass | 286.281 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
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Overview
Salicin (C13H18O7) is an alcoholic β-glycoside which contains D-glucose. Salicin is an anti-inflammatory which is produced from all willow barks. Salicin is closely related chemically to aspirin and has a very similar action in the human body. When consumed, it is metabolized to salicylic acid. The systematic (IUPAC) name of the molecule is 2-(Hydroxymethyl)phenyl β-D-glucopyranoside. It has the following classifications and chemical properties:
- CAS No. 138-52-3
- Merck index 11,8293
- Molecular weight 286.28 g/mol
- Melting point 197-200 °C
References
- www.emedicinal.com
- Aldrich: Catalog handbook of fine chemicals, Published by: Aldrich Chemical Company 1992
- Thomas Baker Chemicals
- [1] Uchytil, Ronald J. 1991. Salix drummondiana. In: Fire Effects Information System, Online. U.S. Department of Agriculture, Forest Service, Rocky Mountain Research Station, Fire Sciences Laboratory (Producer). Available: http://www.fs.fed.us/database/feis/ 2006, July 19
- www.chemexper.com
Non-steroidal anti-inflammatory drug (NSAID) products (primarily M01A and M02A, also N02BA) | |
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| Salicylates | Aspirin (acetylsalicylic acid) · Aloxiprin · Benorylate · Diflunisal · Ethenzamide · Magnesium salicylate · Methyl salicylate · Salsalate · Salicin · Salicylamide · Sodium salicylate |
| Arylalkanoic acids | Diclofenac · Aceclofenac · Acemetacin · Alclofenac · Bromfenac · Etodolac · Indometacin · Indomethacin farnesil · Nabumetone · Oxametacin · Proglumetacin · Sulindac · Tolmetin |
| 2-Arylpropionic acids (profens) | Ibuprofen · Alminoprofen · Benoxaprofen · Carprofen · Dexibuprofen · Dexketoprofen · Fenbufen · Fenoprofen · Flunoxaprofen · Flurbiprofen · Ibuproxam · Indoprofen† · Ketoprofen · Ketorolac · Loxoprofen · Miroprofen · Naproxen · Oxaprozin · Pirprofen · Suprofen · Tarenflurbil · Tiaprofenic acid |
| N-Arylanthranilic acids (fenamic acids) | Mefenamic acid · Flufenamic acid · Meclofenamic acid · Tolfenamic acid |
| Pyrazolidine derivatives | Phenylbutazone · Ampyrone · Azapropazone · Clofezone · Kebuzone · Metamizole† · Mofebutazone · Oxyphenbutazone · Phenazone · Sulfinpyrazone |
| Oxicams | Piroxicam · Droxicam · Lornoxicam · Meloxicam · Tenoxicam |
| COX-2 inhibitors | Celecoxib · Deracoxib‡ · Etoricoxib · Firocoxib‡ · Lumiracoxib† · Parecoxib · Rofecoxib† · Valdecoxib† |
| Sulphonanilides | Nimesulide |
| Topically used products | Bendazac · Diclofenac · Etofenamate · Felbinac · Flurbiprofen · Ibuprofen · Indometacin · Ketoprofen · Naproxen · Piroxicam · Suprofen |
| Others | Fluproquazone · COX-inhibiting nitric oxide donator |
| Items listed in bold indicate initially developed compounds of specific groups. †Withdrawn drugs. ‡Veterinary use medications. | |
| Bond: | O-glycosidic bond | S-glycosidic bond | N-glycosidic bond | |
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| Geometry: | α-Glycoside | β-Glycoside | 1,4-Glycoside | 1,6-Glycoside | |
| Glycone: | Glucoside | Fructoside | Glucuronide | |
| Aglycone: | Alcoholic glycoside | Anthraquinone glycoside | Coumarin glycoside | Cyanogenic glycoside | Flavonoid glycoside | Phenolic glycoside | Saponin | Cardiac glycoside | Steviol glycoside | Thioglycoside | Glycosylamine | Bufanolide | Cardenolide | |
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