1.0 2011-09-21 00:27:58 UTC 2015-07-21 06:57:38 UTC FDB023318 BOX B BOX B is produced by bilirubin oxidation, a heme-derived compound. BOXes are produced as a mixture of isomers, and may be involved in cerebral vasospasm. BOXes are subject of interest in the neurosurgical and neurological fields because of their correlation with and/or role in subarachnoid hemorrhage induced cerebral vasospasm. Subarachnoid hemorrhage (SAH) induces cerebral vasospasm that can lead to ischemic injury or death and is a common complication of SAH. BOX B can be found in cerebrospinal fluid in SAH. (PMID: 17981669) [HMDB] 2-(4-ethenyl-1,5-dihydro-3-methyl-5-oxo-2H-pyrrol-2-ylidene)-Acetamide 3-methyl-5-oxo-4-vinyl- (1,5-dihydropyrrol-2-ylidene)acetamide C9H10N2O2 178.1879 178.074227574 2-[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]acetamide 2-[(2Z)-4-ethenyl-3-methyl-5-oxo-1H-pyrrol-2-ylidene]acetamide 329314-75-2 CC1=C(C=C)C(=O)N\C1=C/C(N)=O InChI=1S/C9H10N2O2/c1-3-6-5(2)7(4-8(10)12)11-9(6)13/h3-4H,1H2,2H3,(H2,10,12)(H,11,13)/b7-4- JJDLLVZMTMEVBY-DAXSKMNVSA-N belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. Pyrrolines Organic compounds Organoheterocyclic compounds Pyrrolines Aliphatic heteromonocyclic compounds Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Lactams Organic oxides Organonitrogen compounds Organopnictogen compounds Primary carboxylic acid amides Secondary carboxylic acid amides Vinylogous amides Aliphatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Hydrocarbon derivative Lactam Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary carboxylic acid amide Pyrroline Secondary carboxylic acid amide Vinylogous amide Solid logp 0.11 ALOGPS logs -1.72 ALOGPS solubility 3.43e+00 g/l ALOGPS logp -0.81 ChemAxon pka_strongest_acidic 10.94 ChemAxon pka_strongest_basic 1.15 ChemAxon iupac 2-[(2Z)-4-ethenyl-3-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-ylidene]acetamide ChemAxon average_mass 178.1879 ChemAxon mono_mass 178.074227574 ChemAxon smiles CC1=C(C=C)C(=O)N\C1=C/C(N)=O ChemAxon formula C9H10N2O2 ChemAxon inchi InChI=1S/C9H10N2O2/c1-3-6-5(2)7(4-8(10)12)11-9(6)13/h3-4H,1H2,2H3,(H2,10,12)(H,11,13)/b7-4- ChemAxon inchikey JJDLLVZMTMEVBY-DAXSKMNVSA-N ChemAxon polar_surface_area 72.19 ChemAxon refractivity 50.38 ChemAxon polarizability 18.29 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22140 Specdb::CMs 150944 Specdb::MsIr 2147 Specdb::MsIr 2148 Specdb::MsIr 2149 Specdb::MsMs 315169 Specdb::MsMs 315170 Specdb::MsMs 315171 Specdb::MsMs 361078 Specdb::MsMs 361079 Specdb::MsMs 361080 Specdb::MsMs 2382752 Specdb::MsMs 2382753 Specdb::MsMs 2382754 Specdb::MsMs 2580366 Specdb::MsMs 2580367 Specdb::MsMs 2580368 Specdb::NmrOneD 41702 Specdb::NmrOneD 41703 Specdb::NmrOneD 41704 Specdb::NmrOneD 41705 Specdb::NmrOneD 41706 Specdb::NmrOneD 41707 Specdb::NmrOneD 41708 Specdb::NmrOneD 41709 Specdb::NmrOneD 41710 Specdb::NmrOneD 41711 Specdb::NmrOneD 41712 Specdb::NmrOneD 41713 Specdb::NmrOneD 41714 Specdb::NmrOneD 41715 Specdb::NmrOneD 41716 Specdb::NmrOneD 41717 Specdb::NmrOneD 41718 Specdb::NmrOneD 41719 Specdb::NmrOneD 41720 Specdb::NmrOneD 41721 HMDB04145 #<Reference:0x000055ce3340e168> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823