CAS 13553-79-2: Rifamycin S

Description:Rifamycin S is a natural antibiotic belonging to the rifamycin class, primarily derived from the bacterium Amycolatopsis rifamycinica. It is characterized by its complex macrocyclic structure, which includes a naphthalenic core and a characteristic rifamycin chromophore. This compound exhibits potent antibacterial activity, particularly against Mycobacterium tuberculosis, making it significant in the treatment of tuberculosis and other bacterial infections. Rifamycin S functions by inhibiting bacterial RNA synthesis through binding to the DNA-dependent RNA polymerase, thereby preventing transcription. The substance is typically administered in its derivative forms, such as rifampicin, which enhances its pharmacological properties. In addition to its antimicrobial efficacy, Rifamycin S has a relatively low toxicity profile, although it can cause side effects such as liver enzyme elevation and hypersensitivity reactions in some patients. Its solubility characteristics vary, influencing its formulation and delivery methods in clinical settings. Overall, Rifamycin S is a crucial compound in the field of antimicrobial therapy, particularly for resistant bacterial strains.

Formula:C₃₇H₄₅NO₁₂

InChI:InChI=1/C37H45NO12/c1-16-11-10-12-17(2)36(46)38-23-15-24(40)26-27(32(23)44)31(43)21(6)34-28(26)35(45)37(8,50-34)48-14-13-25(47-9)18(3)33(49-22(7)39)20(5)30(42)19(4)29(16)41/h10-16,18-20,25,29-30,33,41-43H,1-9H3,(H,38,46)/b11-10+,14-13+,17-12-/t16-,18+,19+,20+,25-,29-,30+,33+,37-/m0/s1

InChI key:InChIKey=BTVYFIMKUHNOBZ-ODRIEIDWSA-N

SMILES:O=C1C=C2NC(=O)C(=CC=CC(C)C(O)C(C)C(O)C(C)C(OC(=O)C)C(C)C(OC)C=COC3(OC4=C(C3=O)C1=C(C2=O)C(O)=C4C)C)C

Synonyms:
(14E,24E)-5,17,19-trihydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,9,11-tetraoxo-1,2,6,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate
(2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,17,19-trihydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,9,11-tetraoxo-1,2,6,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate
1,4-Dideoxy-1,4-dihydro-1,4-dioxo-rifamycin
1,4-Dideoxy-1,4-dihydro-1,4-dioxorifamycin
2,7-(Epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-1,6,9,11(2H)-tetrone, 5,17,19,21-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate
2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.
5,17,19-Trihydroxy-23-Methoxy-2,4,12,16,18,20,22-Heptamethyl-1,6,9,11-Tetraoxo-1,2,6,9-Tetrahydro-2,7-(Epoxypentadeca[1,11,13]Trienoimino)Naphtho[2,1-B]Furan-21-Yl Acetate
Brn 0604802
Nci 144-130
Nsc 144130
See more synonyms
Rifamycin, 1,4-dideoxy-1,4-dihydro-1,4-dioxo-
Rifomycin S
Unii-Pi53N820Jv

Found 11 products.

Product data	Purity	Price range	Estimated delivery
Rifamycin S REF: 3B-R0200CAS: 13553-79-2	>98.0%(HPLC)	143.00 €~450.00 €	Mon 07 Apr 25
Rifamycin S CRS REF: 41-R0950000CAS: 13553-79-2	- - -	115.00 €	Mon 14 Apr 25
2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,6,9,11(2H)-tetrone, 5,17,19,21-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-, 21-acetate (7CI,8CI) REF: IN-DA0035KKCAS: 13553-79-2	97%	27.00 €~590.00 €	Mon 14 Apr 25
Rifamycin S REF: 54-OR1028901CAS: 13553-79-2	97%	32.00 €~827.00 €	Tue 15 Apr 25
Rifamycin S REF: 54-BUP17022CAS: 13553-79-2	98.76%	130.00 €~1,163.00 €	Tue 15 Apr 25
Rifaximin EP Impurity E (Rifamycin S) REF: 4Z-R-3515CAS: 13553-79-2	- - -	To inquire	Tue 15 Apr 25
Rifamycin S REF: 86-MM3389.02-0025CAS: 13553-79-2	- - -	874.00 €	Thu 17 Apr 25
Rifamycin S REF: TM-T8347CAS: 13553-79-2	98.74%	47.00 €~185.00 €	Mon 21 Apr 25
Rifamycin S REF: 10-F986385CAS: 13553-79-2	- - -	To inquire	Thu 24 Apr 25
Rifamycin S REF: TR-R508210CAS: 13553-79-2	- - -	273.00 €~1,908.00 €	Thu 24 Apr 25
Rifamycin S REF: 3D-FR151216CAS: 13553-79-2	Min. 96 Area-%	202.00 €~879.00 €	Fri 25 Apr 25