1.0 2010-04-08 22:10:17 UTC 2019-11-26 03:07:20 UTC FDB012662 Glucocaffeic acid Isolated from flax (Linum usitatissimum). Glucocaffeic acid is found in many foods, some of which are coffee and coffee products, redcurrant, tea, and gooseberry. Caffeic acid 4-O-glucoside Glucocaffeic acid Linocaffein C15H18O9 342.298 342.095082174 (2E)-3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid (2E)-3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid 17093-82-2 OCC1OC(OC2=C(O)C=C(\C=C\C(O)=O)C=C2)C(O)C(O)C1O InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(24-10)23-9-3-1-7(5-8(9)17)2-4-11(18)19/h1-5,10,12-17,20-22H,6H2,(H,18,19)/b4-2+ OHEYCHKLBCPRLZ-DUXPYHPUSA-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 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Acetals Carbonyl compounds Carboxylic acids Cinnamic acids Coumaric acids and derivatives Hexoses Hydrocarbon derivatives Hydroxycinnamic acids Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Phenol ethers Phenoxy compounds Polyols Primary alcohols Secondary alcohols Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Acetal Alcohol Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Cinnamic acid Cinnamic acid or derivatives Coumaric acid or derivatives Hexose monosaccharide Hydrocarbon derivative Hydroxycinnamic acid Hydroxycinnamic acid or derivatives Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide O-glycosyl compound Organic oxide Organoheterocyclic compound Oxacycle Oxane Phenol Phenol ether Phenolic glycoside Phenoxy compound Polyol Primary alcohol Secondary alcohol Styrene logp -0.59 ALOGPS logs -1.76 ALOGPS solubility 5.92e+00 g/l ALOGPS melting_point Mp 133-135° logp -0.74 ChemAxon pka_strongest_acidic 3.46 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2E)-3-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoic acid ChemAxon average_mass 342.298 ChemAxon mono_mass 342.095082174 ChemAxon smiles OCC1OC(OC2=C(O)C=C(\C=C\C(O)=O)C=C2)C(O)C(O)C1O ChemAxon formula C15H18O9 ChemAxon inchi InChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(24-10)23-9-3-1-7(5-8(9)17)2-4-11(18)19/h1-5,10,12-17,20-22H,6H2,(H,18,19)/b4-2+ ChemAxon inchikey OHEYCHKLBCPRLZ-DUXPYHPUSA-N ChemAxon polar_surface_area 156.91 ChemAxon refractivity 79.17 ChemAxon polarizability 32.69 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 9 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20804 Specdb::CMs 43808 Specdb::CMs 148854 Specdb::CMs 148856 Specdb::CMs 148858 Specdb::CMs 148860 Specdb::CMs 165672 Specdb::CMs 279684 Specdb::MsMs 100173 Specdb::MsMs 100174 Specdb::MsMs 100175 Specdb::MsMs 165426 Specdb::MsMs 165427 Specdb::MsMs 165428 Specdb::MsMs 2350603 Specdb::MsMs 2350604 Specdb::MsMs 2350605 Specdb::MsMs 2588188 Specdb::MsMs 2588189 Specdb::MsMs 2588190 Specdb::NmrOneD 125678 Specdb::NmrOneD 125679 Specdb::NmrOneD 125680 Specdb::NmrOneD 125681 Specdb::NmrOneD 125682 Specdb::NmrOneD 125683 Specdb::NmrOneD 125684 Specdb::NmrOneD 125685 Specdb::NmrOneD 125686 Specdb::NmrOneD 125687 Specdb::NmrOneD 125688 Specdb::NmrOneD 125689 Specdb::NmrOneD 125690 Specdb::NmrOneD 125691 Specdb::NmrOneD 125692 Specdb::NmrOneD 125693 Specdb::NmrOneD 125694 Specdb::NmrOneD 125695 Specdb::NmrOneD 125696 Specdb::NmrOneD 125697 HMDB34313 #<Reference:0x000055ce316b8230> Arabica coffee Type 1 specific Coffea arabica 13443 Black tea Type 1 Blackcurrant Type 1 specific Ribes nigrum 78511 0.2 0.200000003 0.200000003 mg/100 g Coffee and coffee products Unknown generic Fats and oils Unknown generic Flaxseed Type 1 specific Linum usitatissimum 4006 Gooseberry Type 1 specific Ribes uva-crispa 135518 0.2 0.200000003 0.200000003 mg/100 g Green tea Type 1 Herbal tea Type 1 Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.3 0.300000012 0.300000012 mg/100 g Jostaberry Type 1 specific Ribes × nidigrolaria 0.2 0.200000003 0.200000003 mg/100 g Red tea Type 1 Redcurrant Type 1 specific Ribes rubrum 175228 0.133333 0.133333335 0.133333335 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 Rubus (Blackberry, Raspberry) Type 1 specific Rubus 23216 0.0 0.0 0.0 mg/100 g Strawberry Type 1 specific Fragaria X ananassa 3747 0.0 0.0 0.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442