1.0 2010-04-08 22:05:19 UTC 2019-11-26 02:57:19 UTC FDB002324 Macrophorin B From Macrophoma fruit rot. Macrophorin B is found in pomes. Macrophorin B C22H30O5 374.4706 374.20932407 1-[(5,5,8a-trimethyl-2-methylidene-6-oxo-decahydronaphthalen-1-yl)methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one 1-[(5,5,8a-trimethyl-2-methylidene-6-oxo-hexahydronaphthalen-1-yl)methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one 85764-12-1 CC1(C)C2CCC(=C)C(CC34OC3C(O)C(CO)=CC4=O)C2(C)CCC1=O InChI=1S/C22H30O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h9,14-15,18-19,23,26H,1,5-8,10-11H2,2-4H3 ZJZYSAJQOPJREK-UHFFFAOYSA-N belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. Cyclohexenones Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aliphatic heteropolycyclic compounds Dialkyl ethers Epoxides Hydrocarbon derivatives Organic oxides Oxacyclic compounds Primary alcohols Secondary alcohols Alcohol Aliphatic heteropolycyclic compound Cyclohexenone Dialkyl ether Ether Hydrocarbon derivative Organic oxide Organoheterocyclic compound Oxacycle Oxirane Primary alcohol Secondary alcohol logp 1.89 ALOGPS logs -3.51 ALOGPS solubility 1.16e-01 g/l ALOGPS melting_point Mp 107-110° logp 2.46 ChemAxon pka_strongest_acidic 13.18 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac 1-[(5,5,8a-trimethyl-2-methylidene-6-oxo-decahydronaphthalen-1-yl)methyl]-5-hydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one ChemAxon average_mass 374.4706 ChemAxon mono_mass 374.20932407 ChemAxon smiles CC1(C)C2CCC(=C)C(CC34OC3C(O)C(CO)=CC4=O)C2(C)CCC1=O ChemAxon formula C22H30O5 ChemAxon inchi InChI=1S/C22H30O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h9,14-15,18-19,23,26H,1,5-8,10-11H2,2-4H3 ChemAxon inchikey ZJZYSAJQOPJREK-UHFFFAOYSA-N ChemAxon polar_surface_area 87.13 ChemAxon refractivity 101.35 ChemAxon polarizability 40.44 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19848 Specdb::CMs 41938 Specdb::CMs 163741 Specdb::MsMs 64836 Specdb::MsMs 64837 Specdb::MsMs 64838 Specdb::MsMs 122106 Specdb::MsMs 122107 Specdb::MsMs 122108 Specdb::MsMs 2773652 Specdb::MsMs 2773653 Specdb::MsMs 2773654 Specdb::MsMs 2905626 Specdb::MsMs 2905627 Specdb::MsMs 2905628 HMDB30456 #<Reference:0x000055ce32343658> Pomes Unknown generic