1.0 2010-04-08 22:12:00 UTC 2019-11-26 03:12:04 UTC FDB015702 7,18-Dihydroxykaurenolide Production by Gibberella fujikuroi, present in barley during germination. 7,18-Dihydroxykaurenolide is found in cereals and cereal products. 7,18-Dihydroxykaurenolide 7beta,18-dihydroxykaurenolide ent-7a,18-Dihydroxy-16-kauren-19,6b-olide C20H28O4 332.4339 332.198759384 9-hydroxy-13-(hydroxymethyl)-1-methyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one 9-hydroxy-13-(hydroxymethyl)-1-methyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one 7758-47-6 CC12CCCC3(CO)C1C(OC3=O)C(O)C13CC(CCC21)C(=C)C3 InChI=1S/C20H28O4/c1-11-8-20-9-12(11)4-5-13(20)18(2)6-3-7-19(10-21)15(18)14(16(20)22)24-17(19)23/h12-16,21-22H,1,3-10H2,2H3 RDUNXXWNAKBVER-UHFFFAOYSA-N belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Diterpene lactones Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene lactones Aliphatic heteropolycyclic compounds Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Gamma butyrolactones Hydrocarbon derivatives Kaurane diterpenoids Monocarboxylic acids and derivatives Naphthofurans Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Tetrahydrofurans Alcohol Aliphatic heteropolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Diterpene lactone Diterpenoid Gamma butyrolactone Hydrocarbon derivative Kaurane diterpenoid Lactone Monocarboxylic acid or derivatives Naphthofuran Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Primary alcohol Secondary alcohol Tetrahydrofuran logp 1.83 ALOGPS logs -2.92 ALOGPS solubility 3.97e-01 g/l ALOGPS melting_point Mp 215-217° logp 1.96 ChemAxon pka_strongest_acidic 13.67 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 9-hydroxy-13-(hydroxymethyl)-1-methyl-6-methylidene-11-oxapentacyclo[8.6.1.1⁵,⁸.0²,⁸.0¹³,¹⁷]octadecan-12-one ChemAxon average_mass 332.4339 ChemAxon mono_mass 332.198759384 ChemAxon smiles CC12CCCC3(CO)C1C(OC3=O)C(O)C13CC(CCC21)C(=C)C3 ChemAxon formula C20H28O4 ChemAxon inchi InChI=1S/C20H28O4/c1-11-8-20-9-12(11)4-5-13(20)18(2)6-3-7-19(10-21)15(18)14(16(20)22)24-17(19)23/h12-16,21-22H,1,3-10H2,2H3 ChemAxon inchikey RDUNXXWNAKBVER-UHFFFAOYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 88.45 ChemAxon polarizability 36.19 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14630 Specdb::CMs 45023 Specdb::CMs 169756 Specdb::MsMs 105456 Specdb::MsMs 105457 Specdb::MsMs 105458 Specdb::MsMs 171945 Specdb::MsMs 171946 Specdb::MsMs 171947 Specdb::MsMs 2793965 Specdb::MsMs 2793966 Specdb::MsMs 2793967 Specdb::MsMs 2885108 Specdb::MsMs 2885109 Specdb::MsMs 2885110 HMDB36761 #<Reference:0x000055ce32d28678> Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic