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Substrate Report for: Rifampicin

semisynthetic antibiotic derived from Amycolatopsis rifamycinica (previously known as Amycolatopsis mediterranei and Streptomyces mediterranei). Broad antibacterial activity inhibits DNA-dependent RNA polymerase. Therapy of tuberculosis.


General
Type Drug, Not A/B H target, Acetate, Natural, Antibiotic
Chemical_Nomenclature [(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-26-[(E)-(4-methylpiperazin-1-yl)iminomethyl]-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2,4,9,19,21,25,27-octaen-13-yl] acetate
Canonical SMILES CC1C=CC=C(C(=O)NC2=C(C(=C3C(=C2O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C)O)O)C=NN5CCN(CC5)C)C
InChI InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
InChIKey JQXXHWHPUNPDRT-WLSIYKJHSA-N
Other name(s) DB01045 ; CHEBI:28077 ; CHEMBL374478 ; rifampin ; Rifadin ; Rimactane ; Rimactan
________________________________________________________________________________________________
MW|822.9
Formula|C43H58N4O12
CAS_number|
PubChem|135398735
UniChem|JQXXHWHPUNPDRT-WLSIYKJHSA-N
IUPHAR|
Wikipedia|

Target
Families | Rifampicin ligand of proteins in family: Arylacetamide_deacetylase
Protein | human-AADAC

References:
Search PubMed for references concerning: Rifampicin

6 more
    Title: Role of human AADAC on hydrolysis of eslicarbazepine acetate and effects of AADAC genetic polymorphisms on hydrolase activity
    Hirosawa K, Fukami T, Tashiro K, Sakai Y, Kisui F, Nakano M, Nakajima M
    Ref: Drug Metabolism & Disposition: The Biological Fate of Chemicals, :, 2021 : PubMed

            

    Title: Epicatechin gallate and epigallocatechin gallate are potent inhibitors of human arylacetamide deacetylase
    Yasuda K, Watanabe K, Fukami T, Nakashima S, Ikushiro SI, Nakajima M, Sakaki T
    Ref: Drug Metab Pharmacokinet, 39:100397, 2021 : PubMed

            

    Title: Isolation and characterization of arylacetamide deacetylase in cynomolgus macaques
    Uno Y, Hosokawa M, Imai T
    Ref: J Vet Med Sci, 77:721, 2015 : PubMed