1.0 2010-04-08 22:11:07 UTC 2019-11-26 03:09:36 UTC FDB014160 Simmondsin 2'-ferulate Constituent of the seeds of jojoba. Simmondsin 2'-ferulate is found in coffee and coffee products, fats and oils, and nuts. Simmondsin 2'-ferulate C26H33NO12 551.5397 551.200275525 2-{[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 2-{[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 179466-18-3 COC1CC(OC2OC(CO)C(O)C(O)C2OC(=O)\C=C\C2=CC(OC)=C(O)C=C2)\C(=C\C#N)C(O)C1OC InChI=1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5+,14-8- GWXJMPVVJCHQIB-USFPABIYSA-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 0.74 ALOGPS logs -3.02 ALOGPS solubility 5.24e-01 g/l ALOGPS logp -0.34 ChemAxon pka_strongest_acidic 9.87 ChemAxon pka_strongest_basic -3 ChemAxon iupac 2-{[(2E)-2-(cyanomethylidene)-3-hydroxy-4,5-dimethoxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate ChemAxon average_mass 551.5397 ChemAxon mono_mass 551.200275525 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)C1OC ChemAxon formula C26H33NO12 ChemAxon inchi InChI=1S/C26H33NO12/c1-34-17-10-13(4-6-15(17)29)5-7-20(30)39-25-23(33)22(32)19(12-28)38-26(25)37-16-11-18(35-2)24(36-3)21(31)14(16)8-9-27/h4-8,10,16,18-19,21-26,28-29,31-33H,11-12H2,1-3H3/b7-5+,14-8- ChemAxon inchikey GWXJMPVVJCHQIB-USFPABIYSA-N ChemAxon polar_surface_area 197.39 ChemAxon refractivity 133.86 ChemAxon polarizability 54.61 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 12 ChemAxon donor_count 5 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 57633 Specdb::MsMs 57634 Specdb::MsMs 57635 Specdb::MsMs 113370 Specdb::MsMs 113371 Specdb::MsMs 113372 Specdb::MsMs 2362940 Specdb::MsMs 2362941 Specdb::MsMs 2362942 Specdb::MsMs 2602634 Specdb::MsMs 2602635 Specdb::MsMs 2602636 Specdb::CMs 22878 Specdb::CMs 44403 Specdb::CMs 281762 Specdb::CMs 333313 Specdb::CMs 333314 Specdb::CMs 333315 Specdb::CMs 333316 Specdb::CMs 333317 Specdb::CMs 333318 Specdb::CMs 333319 Specdb::CMs 333320 Specdb::CMs 333321 Specdb::CMs 333322 Specdb::CMs 333323 Specdb::CMs 333324 Specdb::CMs 333325 Specdb::CMs 333326 Specdb::CMs 333327 Specdb::CMs 333328 Specdb::CMs 333329 Specdb::CMs 333330 Specdb::CMs 333331 Specdb::CMs 333332 Specdb::CMs 333333 Specdb::CMs 333334 Specdb::NmrOneD 131738 Specdb::NmrOneD 131739 Specdb::NmrOneD 131740 Specdb::NmrOneD 131741 Specdb::NmrOneD 131742 Specdb::NmrOneD 131743 Specdb::NmrOneD 131744 Specdb::NmrOneD 131745 Specdb::NmrOneD 131746 Specdb::NmrOneD 131747 Specdb::NmrOneD 131748 Specdb::NmrOneD 131749 Specdb::NmrOneD 131750 Specdb::NmrOneD 131751 Specdb::NmrOneD 131752 Specdb::NmrOneD 131753 Specdb::NmrOneD 131754 Specdb::NmrOneD 131755 Specdb::NmrOneD 131756 Specdb::NmrOneD 131757 HMDB35475 #<Reference:0x000055ce30fcc890> 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