1.0 2010-04-08 22:10:42 UTC 2025-11-18 23:44:35 UTC FDB013434 (R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one Isolated from wheat, in which it is present mainly as glucoside. Appears to be a natural aphicide, insecticide and fungicide. Involved in the in vivo detoxification of herbicides , e.g. Simazine. (R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one is found in cereals and cereal products and corn. (+/-)-2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (2R)-2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (R)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2,4-Dihydroxy-7-(methyloxy)-2H-1,4-benzoxazin-3(4H)-one 2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one 2,4-Dihydroxy-7-methoxy-1,4-benzoxazinone 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one DIMBOA HBO C9H9NO5 211.1715 211.048072403 2,4-dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one dimboa 15893-52-4 COC1=CC2=C(C=C1)N(O)C(=O)C(O)O2 InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3 GDNZNIJPBQATCZ-UHFFFAOYSA-N belongs to the class of organic compounds known as benzoxazinones. These are organic compounds containing a benzene fused to an oxazine ring (a six-member aliphatic ring with four carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. Benzoxazinones Organic compounds Organoheterocyclic compounds Benzoxazines Benzoxazinones Aromatic heteropolycyclic compounds Alkyl aryl ethers Anisoles Azacyclic compounds Benzomorpholines Carbonyl compounds Hemiacetals Hydrocarbon derivatives Hydroxamic acids Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Azacycle Benzenoid Benzomorpholine Benzoxazinone Carbonyl group Carboxylic acid derivative Ether Hemiacetal Hydrocarbon derivative Hydroxamic acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxazinane aromatic ether benzoxazine cyclic hydroxamic acid lactol logp 0.13 ALOGPS logs -0.93 ALOGPS solubility 2.46e+01 g/l ALOGPS melting_point Mp 168-169° (138°) logp -0.055 ChemAxon pka_strongest_acidic 7.85 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 2,4-dihydroxy-7-methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one ChemAxon average_mass 211.1715 ChemAxon mono_mass 211.048072403 ChemAxon smiles COC1=CC2=C(C=C1)N(O)C(=O)C(O)O2 ChemAxon formula C9H9NO5 ChemAxon inchi InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3 ChemAxon inchikey GDNZNIJPBQATCZ-UHFFFAOYSA-N ChemAxon polar_surface_area 79.23 ChemAxon refractivity 48.47 ChemAxon polarizability 19.29 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 93414 Specdb::MsMs 93415 Specdb::MsMs 93416 Specdb::MsMs 157182 Specdb::MsMs 157183 Specdb::MsMs 157184 Specdb::MsMs 2240928 Specdb::MsMs 2837379 Specdb::MsMs 2837380 Specdb::MsMs 2837381 Specdb::MsMs 2868174 Specdb::MsMs 2868175 Specdb::MsMs 2868176 Specdb::CMs 20713 Specdb::CMs 44064 Specdb::CMs 136019 Specdb::CMs 143753 Specdb::NmrOneD 127968 Specdb::NmrOneD 127969 Specdb::NmrOneD 127970 Specdb::NmrOneD 127971 Specdb::NmrOneD 127972 Specdb::NmrOneD 127973 Specdb::NmrOneD 127974 Specdb::NmrOneD 127975 Specdb::NmrOneD 127976 Specdb::NmrOneD 127977 Specdb::NmrOneD 127978 Specdb::NmrOneD 127979 Specdb::NmrOneD 127980 Specdb::NmrOneD 127981 Specdb::NmrOneD 127982 Specdb::NmrOneD 127983 Specdb::NmrOneD 127984 Specdb::NmrOneD 127985 Specdb::NmrOneD 127986 Specdb::NmrOneD 127987 HMDB34864 18048 #<Reference:0x000055ce32d1d228> Amaranth Type 1 specific Amaranthus 3564 Annual wild rice Type 1 specific Zizania aquatica 75727 Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Bulgur Type 2 specific Cereals and cereal products Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Flour Type 2 specific Hard wheat Type 1 specific Triticum durum 4567 Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Quinoa Type 1 specific Chenopodium quinoa 63459 Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 Rye Type 1 specific Secale cereale 4550 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild rice Type 1 specific Zizania 15949