| 词条 | Hydroxymethylbilane |
| 释义 |
| verifiedrevid = 443862987 | ImageFile_Ref = {{chemboximage|correct|??}} | ImageFile=Hydroxymethylbilane.svg | ImageSize= | IUPACName= | OtherNames= |Section1={{Chembox Identifiers | InChI = 1/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61) | InChIKey = WDFJYRZCZIUBPR-UHFFFAOYAI | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 273676 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = WDFJYRZCZIUBPR-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|??}} | CASNo= | PubChem=788 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 767 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 16645 | SMILES = O=C(O)Cc1c(c[nH]c1Cc2c(c(c([nH]2)Cc3[nH]c(c(c3CCC(=O)O)CC(=O)O)Cc4c(c(c([nH]4)CO)CC(=O)O)CCC(=O)O)CC(=O)O)CCC(=O)O)CCC(=O)O | MeSHName=hydroxymethylbilane |Section2={{Chembox Properties | Formula=C40H46N4O17 | MolarMass=854.81 g/mol | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} Hydroxymethylbilane, also known as preuroporphyrinogen, is an organic compound that occurs in living organisms during the synthesis of porphyrins, a group of critical substances that include hemoglobin, myoglobin, and chorophyll. The name is often abbreviated as HMB. The compound is a substituted bilane, a chain of four pyrrole rings interconnected by methylene bridges {{chem2|\\sCH2\\s}}. The chain starts with a hydroxymethyl group {{chem2|\\sCH2\\sOH}} and ends with an hydrogen, in place of the respective methylene bridges. The other two carbon atoms of each pyrrole cycle are connected to an acetic acid group {{chem2|\\sCH2\\sCOOH}} and a propionic acid group {{chem2|\\sCH2\\sCH2\\sCOOH}}, in that order. [1] The compound is generated from four molecules of porphobilinogen by the enzyme porphobilinogen deaminase: The enzyme uroporphyrinogen III synthase closes the chain to form a porphyrinogen a class of compounds with the hexahydroporphine macrocycle; specifically, uroporphyrinogen III. In the absence of the enzyme, the compound undergoes spontaneous cyclization and becomes uroporphyrinogen I. References1. ^{{cite encyclopedia|title=Hemes in Biology|author=Paul R. Ortiz de Montellano|year=2008|encyclopedia=Wiley Encyclopedia of Chemical Biology|doi=10.1002/9780470048672.wecb221|publisher=John Wiley & Sons}} {{Heme metabolism intermediates}} 1 : Tetrapyrroles |
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