1.0 2010-04-08 22:11:15 UTC 2019-11-26 03:09:58 UTC FDB014401 Deacetylnomilin Isolated from orange (Citrus sinensis) and finger lime (Microcitrus australasica). Deacetylnomilin is found in lemon, sweet orange, and citrus. Deacetylnomilin Isolimonin C26H32O8 472.5275 472.209718 7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione 7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione 3264-90-2 CC12CCC3C4(C)C(CC(=O)C3(C)C11OC1C(=O)OC2C1=COC=C1)C(C)(C)OC(=O)CC4O InChI=1S/C26H32O8/c1-22(2)15-10-17(28)25(5)14(24(15,4)16(27)11-18(29)33-22)6-8-23(3)19(13-7-9-31-12-13)32-21(30)20-26(23,25)34-20/h7,9,12,14-16,19-20,27H,6,8,10-11H2,1-5H3 HWAJASVMTDEFJN-UHFFFAOYSA-N belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Limonoids Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Aromatic heteropolycyclic compounds 1,4-dioxepanes Carboxylic acid esters Delta valerolactones Dialkyl ethers Dicarboxylic acids and derivatives Epoxides Furans Heteroaromatic compounds Hydrocarbon derivatives Ketones Naphthalenes Naphthopyrans Organic oxides Oxacyclic compounds Oxanes Oxepanes Pyrans Secondary alcohols 1,4-dioxepane Alcohol Aromatic heteropolycyclic compound Caprolactone Carbonyl group Carboxylic acid derivative Carboxylic acid ester Delta valerolactone Delta_valerolactone Dialkyl ether Dicarboxylic acid or derivatives Dioxepane Ether Furan Heteroaromatic compound Hydrocarbon derivative Ketone Lactone Limonoid skeleton Naphthalene Naphthopyran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Oxepane Oxirane Pyran Secondary alcohol logp 2.70 ALOGPS logs -3.75 ALOGPS solubility 8.41e-02 g/l ALOGPS melting_point Mp 263-265° logp 2.58 ChemAxon pka_strongest_acidic 14.42 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac 7-(furan-3-yl)-13-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icosane-5,15,20-trione ChemAxon average_mass 472.5275 ChemAxon mono_mass 472.209718 ChemAxon smiles CC12CCC3C4(C)C(CC(=O)C3(C)C11OC1C(=O)OC2C1=COC=C1)C(C)(C)OC(=O)CC4O ChemAxon formula C26H32O8 ChemAxon inchi InChI=1S/C26H32O8/c1-22(2)15-10-17(28)25(5)14(24(15,4)16(27)11-18(29)33-22)6-8-23(3)19(13-7-9-31-12-13)32-21(30)20-26(23,25)34-20/h7,9,12,14-16,19-20,27H,6,8,10-11H2,1-5H3 ChemAxon inchikey HWAJASVMTDEFJN-UHFFFAOYSA-N ChemAxon polar_surface_area 115.57 ChemAxon refractivity 116.45 ChemAxon polarizability 48.38 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9627 Specdb::CMs 44502 Specdb::CMs 160202 Specdb::MsMs 49734 Specdb::MsMs 49735 Specdb::MsMs 49736 Specdb::MsMs 155469 Specdb::MsMs 155470 Specdb::MsMs 155471 Specdb::MsMs 2275581 Specdb::MsMs 2275582 Specdb::MsMs 2275583 Specdb::MsMs 3093412 Specdb::MsMs 3093413 Specdb::MsMs 3093414 HMDB35684 #<Reference:0x000055ce3333c730> Citrus Unknown generic Lemon Type 1 specific Citrus limon 2708 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Sweet orange Type 1 specific Citrus sinensis 2711