Rifabutin

General

Type : Pro-Drug || Drug || Not A\/B H target || Piperidine || Antibiotic

Chemical_Nomenclature : [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,32-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-1'-(2-methylpropyl)-6,23-dioxospiro[8,33-dioxa-24,27,29-triazapentacyclo[23.6.1.14,7.05,31.026,30]tritriaconta-1(32),2,4,9,19,21,24,26,30-nonaene-28,4'-piperidine]-13-yl] acetate

Canonical SMILES : CC1C=CC=C(C(=O)N=C2C(=C3C(=C4C2=NC5(N4)CCN(CC5)CC(C)C)C6=C(C(=C3O)C)OC(C6=O)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)O)C

InChI : InChI=1S\/C46H62N4O11\/c1-22(2)21-50-18-16-46(17-19-50)48-34-31-32-39(54)28(8)42-33(31)43(56)45(10,61-42)59-20-15-30(58-11)25(5)41(60-29(9)51)27(7)38(53)26(6)37(52)23(3)13-12-14-24(4)44(57)47-36(40(32)55)35(34)49-46\/h12-15,20,22-23,25-27,30,37-38,41,48,52-55H,16-19,21H2,1-11H3\/b13-12+,20-15+,24-14-,47-36?\/t23-,25+,26+,27+,30-,37-,38+,41+,45-\/m0\/s1

InChIKey : ZWBTYMGEBZUQTK-PVLSIAFMSA-N

Other name(s) : Ansatipin,     Mycobutin,     Alfacid,     Ansatipine,     Rifabutine,     SCHEMBL36043,     DB00615,     D00424,     CHEBI:45367


MW : 847.0

Formula : C46H62N4O11

CAS_number : 72559-06-9

PubChem :

UniChem :

Iuphar :

Target

References (3)

Title : Human arylacetamide deacetylase is responsible for deacetylation of rifamycins: rifampicin, rifabutin, and rifapentine - Nakajima_2011_Biochem.Pharmacol_82_1747
Author(s) : Nakajima A , Fukami T , Kobayashi Y , Watanabe A , Nakajima M , Yokoi T
Ref : Biochemical Pharmacology , 82 :1747 , 2011
Abstract : Nakajima_2011_Biochem.Pharmacol_82_1747
ESTHER : Nakajima_2011_Biochem.Pharmacol_82_1747
PubMedSearch : Nakajima_2011_Biochem.Pharmacol_82_1747
PubMedID: 21856291
Gene_locus related to this paper: human-AADAC

Title : Rifabutin autoinduction is caused by involvement of cytochrome P450 and cholinesterase - Zhaoxu_2008_Pharmazie_63_156
Author(s) : Zhaoxu L , Jingcheng T , Jinnan Z
Ref : Pharmazie , 63 :156 , 2008
Abstract : Zhaoxu_2008_Pharmazie_63_156
ESTHER : Zhaoxu_2008_Pharmazie_63_156
PubMedSearch : Zhaoxu_2008_Pharmazie_63_156
PubMedID: 18380404

Title : Metabolism of rifabutin in human enterocyte and liver microsomes: kinetic parameters, identification of enzyme systems, and drug interactions with macrolides and antifungal agents - Iatsimirskaia_1997_Clin.Pharmacol.Ther_61_554
Author(s) : Iatsimirskaia E , Tulebaev S , Storozhuk E , Utkin I , Smith D , Gerber N , Koudriakova T
Ref : Clinical Pharmacology & Therapeutics , 61 :554 , 1997
Abstract : Iatsimirskaia_1997_Clin.Pharmacol.Ther_61_554
ESTHER : Iatsimirskaia_1997_Clin.Pharmacol.Ther_61_554
PubMedSearch : Iatsimirskaia_1997_Clin.Pharmacol.Ther_61_554
PubMedID: 9164417