1.0 2010-04-08 22:09:45 UTC 2025-11-18 23:29:57 UTC FDB011657 Syringin Syringin, also known as eleutheroside B or lilacin, was first isolated from the bark of lilac (Syringa vulgaris) by Meillet in 1841, where its name likely was derived. It belongs to the class of organic compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Syringin results from the glycosidic bonding of sinapyl alcohol and glucose. Some examples of phenolic structures include lignans and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Syringin is neutral compound. Syringin is a naturally occurring organic compound found in many plants such as Eleutherococcus senticosus (Siberian ginseng), dandelion, coffee. Syringin has also been detected in caraway, fennels, and lemons ( http://www.thegoodscentscompany.com/data/rw1466551.html#tooccur). Syringin have been reported to have immunomodulatory, anti-inflammatory, antinociceptive and hypoglucemic effects (PMID: 11578112; PMID: 15549657; PMID: 18203055). 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenyl beta-D-glucopyranoside Alyposide Eleutheroside B Ilexanthin A Ligustrin Lilacin Magnolenin Magnolenin a Methoxyconiferin Methoxyconiferine Syringin Syringoside C17H24O9 372.3671 372.142032366 (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenoxy}oxane-3,4,5-triol syringin 118-34-3 COC1=CC(\C=C\CO)=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1 QJVXKWHHAMZTBY-GCPOEHJPSA-N belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Phenolic glycosides Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aromatic heteromonocyclic compounds Acetals Alkyl aryl ethers Anisoles Cinnamyl alcohols Dimethoxybenzenes Hydrocarbon derivatives Monosaccharides O-glycosyl compounds Oxacyclic compounds Oxanes Phenoxy compounds Polyols Primary alcohols Secondary alcohols Styrenes Acetal Alcohol Alkyl aryl ether Anisole Aromatic heteromonocyclic compound Benzenoid Cinnamyl alcohol Dimethoxybenzene Ether Hydrocarbon derivative M-dimethoxybenzene Methoxybenzene Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organoheterocyclic compound Oxacycle Oxane Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol Styrene Sinapate derivatives beta-D-glucoside dimethoxybenzene monosaccharide derivative primary alcohol logp -0.32 ALOGPS logs -2.02 ALOGPS solubility 3.54e+00 g/l ALOGPS melting_point Mp 191-192° logp -1.1 ChemAxon pka_strongest_acidic 12.2 ChemAxon pka_strongest_basic -2.5 ChemAxon iupac (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenoxy}oxane-3,4,5-triol ChemAxon average_mass 372.3671 ChemAxon mono_mass 372.142032366 ChemAxon smiles COC1=CC(\C=C\CO)=CC(OC)=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O ChemAxon formula C17H24O9 ChemAxon inchi InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1 ChemAxon inchikey QJVXKWHHAMZTBY-GCPOEHJPSA-N ChemAxon polar_surface_area 138.07 ChemAxon refractivity 90.24 ChemAxon polarizability 37.45 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 9 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 1084043 Specdb::MsMs 65310 Specdb::MsMs 65311 Specdb::MsMs 65312 Specdb::MsMs 122688 Specdb::MsMs 122689 Specdb::MsMs 122690 Specdb::MsMs 1470797 Specdb::MsMs 1471058 Specdb::MsMs 1471059 Specdb::MsMs 1471060 Specdb::MsMs 1471061 Specdb::MsMs 1471062 Specdb::MsMs 1471063 Specdb::MsMs 1471065 9380 Caraway Type 1 specific Carum carvi 48032 Fennel Type 1 specific Foeniculum vulgare 48038 Lemon Type 1 specific Citrus limon 2708 Adaptogenic 25 Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1). Anti complementary 201 Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti-stress 632 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Immunomodulator 1031 Biologically active substance whose activity affects or plays a role in the functioning of the immune system. Immunostimulant 1032 A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity. Neurotropic 1162 Tonic 1365