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Rifamycin s

CAS No.:
13553-79-2
Catalog Number:
AG0035KK
Molecular Formula:
C37H45NO12
Molecular Weight:
695.7527
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
>95%(HPLC)
In Stock USA
United States
$60
- +
25mg
>95%(HPLC)
In Stock USA
United States
$86
- +
100mg
>95%(HPLC)
In Stock USA
United States
$137
- +
1g
>95%(HPLC)
In Stock USA
United States
$255
- +
5g
>95%(HPLC)
In Stock USA
United States
$726
- +
Product Description
Catalog Number:
AG0035KK
Chemical Name:
Rifamycin s
CAS Number:
13553-79-2
Molecular Formula:
C37H45NO12
Molecular Weight:
695.7527
MDL Number:
MFCD06198807
IUPAC Name:
[(7S,9E,11S,12R,13S,14R,15R,16R,17S,18S,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,27,29-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25-heptaen-13-yl] acetate
InChI:
InChI=1S/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:
BTVYFIMKUHNOBZ-ODRIEIDWSA-N
SMILES:
COC1C=COC2(C)Oc3c(C2=O)c2C(=O)C=C(C(=O)c2c(c3C)O)NC(=O)C(=CC=CC(C(C(C(C(C(C1C)OC(=O)C)C)O)C)O)C)C
UNII:
PI53N820JV
Properties
Complexity:
1480  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
3  
Exact Mass:
695.294g/mol
Formal Charge:
0
Heavy Atom Count:
50  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
695.762g/mol
Monoisotopic Mass:
695.294g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
195A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
Detoxification of toxins by bacillithiol in Staphylococcus aureus. Microbiology (Reading, England) 20120401
Synthesis and structure-activity relationships of novel substituted 8-amino, 8-thio, and 1,8-pyrazole congeners of antitubercular rifamycin S and rifampin. Bioorganic & medicinal chemistry letters 20111015
Direct generation of acyclic polypropionate stereopolyads via double diastereo- and enantioselective iridium-catalyzed crotylation of 1,3-diols: beyond stepwise carbonyl addition in polyketide construction. Journal of the American Chemical Society 20110817
Rifamycin S and its geometric isomer produced by a newly found actinomycete, Micromonospora rifamycinica. Antonie van Leeuwenhoek 20090201
Preparation and in vitro anti-staphylococcal activity of novel 11-deoxy-11-hydroxyiminorifamycins. Bioorganic & medicinal chemistry letters 20071015
Hygrocins a and B, naphthoquinone macrolides from Streptomyces hygroscopicus. Journal of natural products 20051201
NMR spectroscopic analysis of new spiro-piperidylrifamycins. Magnetic resonance in chemistry : MRC 20050401
Expeditious asymmetric synthesis of a stereoheptad corresponding to the C(19)-C(27)-ansa chain of rifamycins: formal total synthesis of Rifamycin S. Chemistry (Weinheim an der Bergstrasse, Germany) 20050107
Characterization of Mycobacterium tuberculosis mycothiol S-conjugate amidase. Biochemistry 20031021
Solid state cultivation of Curvularia lunata for transformation of rifamycin B to S. Indian journal of experimental biology 20020801
Efficient strategy for the synthesis of stereopentad subunits of scytophycin, rifamycin S, and discodermolide. Organic letters 20011213
Oxabicyclo[3.2.1]octenes in organic synthesis--direct ring opening of oxabicyclo[3.2.1] systems employing silyl ketene acetals in concentrated solutions of lithium perchlorate-diethyl ether: application to the synthesis of the C(19)-C(27) fragment of rifamycin S. Organic letters 20010208
Structure-activity relationships in open ansa-chain rifamycin S derivatives as inhibitors of HIV-1 reverse transcriptase. Farmaco (Societa chimica italiana : 1989) 19950901
Properties