1.0 2010-04-08 22:10:39 UTC 2019-11-26 03:08:18 UTC FDB013326 4-Demethylsimmondsin 2'-(E)-ferulate Constituent of jojoba meal. 4-Demethylsimmondsin 2'-(E)-ferulate is found in coffee and coffee products, fats and oils, and nuts. 4-Demethylsimmondsin 2'-(4-hydroxy-3-methoxy-E-cinnamate) 4-Demethylsimmondsin 2'-(E)-ferulate 4-O-Demethylsimmondsin 2'-(4-hydroxy-3-methoxy-E-cinnamate) C25H31NO12 537.5131 537.184625461 2-{[(2E)-2-(cyanomethylidene)-3,5-dihydroxy-4-methoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 2-{[(2E)-2-(cyanomethylidene)-3,5-dihydroxy-4-methoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 162290-38-2 COC1C(O)CC(OC2OC(CO)C(O)C(O)C2OC(=O)\C=C\C2=CC(OC)=C(O)C=C2)\C(=C\C#N)C1O InChI=1S/C25H31NO12/c1-34-17-9-12(3-5-14(17)28)4-6-19(30)38-24-22(33)21(32)18(11-27)37-25(24)36-16-10-15(29)23(35-2)20(31)13(16)7-8-26/h3-7,9,15-16,18,20-25,27-29,31-33H,10-11H2,1-2H3/b6-4+,13-7- KZBHGKPXLHDZDW-VKIZFATHSA-N belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Coumaric acids and derivatives Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Acetals Alkyl aryl ethers Anisoles Carbonyl compounds Cinnamic acid esters Cyclitols and derivatives Dialkyl ethers Enoate esters Fatty acid esters Hexoses Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Nitriles O-glycosyl compounds Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Phenoxy compounds Primary alcohols Secondary alcohols Styrenes 1-hydroxy-2-unsubstituted benzenoid Acetal Alcohol Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Aromatic heteromonocyclic compound Benzenoid Carbonitrile Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cinnamic acid ester Coumaric acid or derivatives Cyclic alcohol Cyclitol or derivatives Dialkyl ether Enoate ester Ether Fatty acid ester Fatty acyl Glycosyl compound Hexose monosaccharide Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide Nitrile O-glycosyl compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Primary alcohol Secondary alcohol Styrene logp 0.17 ALOGPS logs -2.63 ALOGPS solubility 1.25e+00 g/l ALOGPS logp -0.98 ChemAxon pka_strongest_acidic 9.87 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-{[(2E)-2-(cyanomethylidene)-3,5-dihydroxy-4-methoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate ChemAxon average_mass 537.5131 ChemAxon mono_mass 537.184625461 ChemAxon smiles COC1C(O)CC(OC2OC(CO)C(O)C(O)C2OC(=O)\C=C\C2=CC(OC)=C(O)C=C2)\C(=C\C#N)C1O ChemAxon formula C25H31NO12 ChemAxon inchi InChI=1S/C25H31NO12/c1-34-17-9-12(3-5-14(17)28)4-6-19(30)38-24-22(33)21(32)18(11-27)37-25(24)36-16-10-15(29)23(35-2)20(31)13(16)7-8-26/h3-7,9,15-16,18,20-25,27-29,31-33H,10-11H2,1-2H3/b6-4+,13-7- ChemAxon inchikey KZBHGKPXLHDZDW-VKIZFATHSA-N ChemAxon polar_surface_area 208.39 ChemAxon refractivity 129.11 ChemAxon polarizability 52.58 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 12 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 127658 Specdb::NmrOneD 127659 Specdb::NmrOneD 127660 Specdb::NmrOneD 127661 Specdb::NmrOneD 127662 Specdb::NmrOneD 127663 Specdb::NmrOneD 127664 Specdb::NmrOneD 127665 Specdb::NmrOneD 127666 Specdb::NmrOneD 127667 Specdb::NmrOneD 127668 Specdb::NmrOneD 127669 Specdb::NmrOneD 127670 Specdb::NmrOneD 127671 Specdb::NmrOneD 127672 Specdb::NmrOneD 127673 Specdb::NmrOneD 127674 Specdb::NmrOneD 127675 Specdb::NmrOneD 127676 Specdb::NmrOneD 127677 Specdb::MsMs 62664 Specdb::MsMs 62665 Specdb::MsMs 62666 Specdb::MsMs 119439 Specdb::MsMs 119440 Specdb::MsMs 119441 Specdb::MsMs 2733426 Specdb::MsMs 2733427 Specdb::MsMs 2733428 Specdb::MsMs 2972967 Specdb::MsMs 2972968 Specdb::MsMs 2972969 Specdb::CMs 9734 Specdb::CMs 44039 Specdb::CMs 257102 Specdb::CMs 257103 Specdb::CMs 257104 Specdb::CMs 257105 Specdb::CMs 257106 Specdb::CMs 257107 Specdb::CMs 257108 Specdb::CMs 257109 Specdb::CMs 257110 Specdb::CMs 257111 Specdb::CMs 257112 Specdb::CMs 257113 Specdb::CMs 257114 Specdb::CMs 257115 Specdb::CMs 257116 Specdb::CMs 257117 Specdb::CMs 257118 Specdb::CMs 257119 Specdb::CMs 257120 Specdb::CMs 257121 Specdb::CMs 257122 Specdb::CMs 257123 Specdb::CMs 257124 HMDB34773 #<Reference:0x000055ce31c6de50> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Fats and oils Unknown generic Nuts Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390