1.0 2010-04-08 22:10:39 UTC 2019-11-26 03:08:18 UTC FDB013327 3-Demethylsimmondsin 2'-(Z)-ferulate Constituent of jojoba meal. 3-Demethylsimmondsin 2'-(Z)-ferulate is found in coffee and coffee products, fats and oils, and nuts. 3-Demethylsimmondsin 2'-(4-hydroxy-3-methoxy-Z-cinnamate) 3-Demethylsimmondsin 2'-(Z)-ferulate 3-O-Demethylsimmondsin 2'-(4-hydroxy-3-methoxy-Z-cinnamate) C25H31NO12 537.5131 537.184625461 2-{[(2E)-2-(cyanomethylidene)-3,4-dihydroxy-5-methoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 2-{[(2E)-2-(cyanomethylidene)-3,4-dihydroxy-5-methoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 162290-39-3 COC1CC(OC2OC(CO)C(O)C(O)C2OC(=O)\C=C/C2=CC(OC)=C(O)C=C2)\C(=C\C#N)C(O)C1O InChI=1S/C25H31NO12/c1-34-16-9-12(3-5-14(16)28)4-6-19(29)38-24-23(33)22(32)18(11-27)37-25(24)36-15-10-17(35-2)21(31)20(30)13(15)7-8-26/h3-7,9,15,17-18,20-25,27-28,30-33H,10-11H2,1-2H3/b6-4-,13-7- RSANRMXIULPPSK-LNPZZTDESA-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 0.23 ALOGPS logs -2.67 ALOGPS solubility 1.14e+00 g/l ALOGPS logp -0.98 ChemAxon pka_strongest_acidic 9.87 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-{[(2E)-2-(cyanomethylidene)-3,4-dihydroxy-5-methoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate ChemAxon average_mass 537.5131 ChemAxon mono_mass 537.184625461 ChemAxon smiles COC1CC(OC2OC(CO)C(O)C(O)C2OC(=O)\C=C/C2=CC(OC)=C(O)C=C2)\C(=C\C#N)C(O)C1O ChemAxon formula C25H31NO12 ChemAxon inchi InChI=1S/C25H31NO12/c1-34-16-9-12(3-5-14(16)28)4-6-19(29)38-24-23(33)22(32)18(11-27)37-25(24)36-15-10-17(35-2)21(31)20(30)13(15)7-8-26/h3-7,9,15,17-18,20-25,27-28,30-33H,10-11H2,1-2H3/b6-4-,13-7- ChemAxon inchikey RSANRMXIULPPSK-LNPZZTDESA-N ChemAxon polar_surface_area 208.39 ChemAxon refractivity 129.11 ChemAxon polarizability 51.22 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 12 ChemAxon donor_count 6 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 10949 Specdb::CMs 44040 Specdb::CMs 257204 Specdb::CMs 257205 Specdb::CMs 257206 Specdb::CMs 257207 Specdb::CMs 257208 Specdb::CMs 257209 Specdb::CMs 257210 Specdb::CMs 257211 Specdb::CMs 257212 Specdb::CMs 257213 Specdb::CMs 257214 Specdb::CMs 257215 Specdb::CMs 257216 Specdb::CMs 257217 Specdb::CMs 257218 Specdb::CMs 257219 Specdb::CMs 257220 Specdb::CMs 257221 Specdb::CMs 257222 Specdb::CMs 257223 Specdb::CMs 257224 Specdb::CMs 257225 Specdb::CMs 257226 Specdb::NmrOneD 127678 Specdb::NmrOneD 127679 Specdb::NmrOneD 127680 Specdb::NmrOneD 127681 Specdb::NmrOneD 127682 Specdb::NmrOneD 127683 Specdb::NmrOneD 127684 Specdb::NmrOneD 127685 Specdb::NmrOneD 127686 Specdb::NmrOneD 127687 Specdb::NmrOneD 127688 Specdb::NmrOneD 127689 Specdb::NmrOneD 127690 Specdb::NmrOneD 127691 Specdb::NmrOneD 127692 Specdb::NmrOneD 127693 Specdb::NmrOneD 127694 Specdb::NmrOneD 127695 Specdb::NmrOneD 127696 Specdb::NmrOneD 127697 Specdb::MsMs 62259 Specdb::MsMs 62260 Specdb::MsMs 62261 Specdb::MsMs 118944 Specdb::MsMs 118945 Specdb::MsMs 118946 Specdb::MsMs 2713211 Specdb::MsMs 2713212 Specdb::MsMs 2713213 Specdb::MsMs 2966064 Specdb::MsMs 2966065 Specdb::MsMs 2966066 HMDB34774 #<Reference:0x000055ce32ddcbc8> 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