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Ansamitocin p 3'

CAS No.:
66547-09-9
Catalog Number:
AG003AC0
Molecular Formula:
C32H43ClN2O9
Molecular Weight:
635.1448
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥85%
1 week
United States
$133
- +
5mg
≥85%
1 week
United States
$248
- +
10mg
≥85%
1 week
United States
$401
- +
25mg
≥85%
1 week
United States
$821
- +
Product Description
Catalog Number:
AG003AC0
Chemical Name:
Ansamitocin p 3'
CAS Number:
66547-09-9
Molecular Formula:
C32H43ClN2O9
Molecular Weight:
635.1448
MDL Number:
MFCD01939731
IUPAC Name:
[(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] butanoate
InChI:
InChI=1S/C32H43ClN2O9/c1-8-10-27(37)43-25-16-26(36)35(5)21-14-20(15-22(40-6)28(21)33)13-18(2)11-9-12-24(41-7)32(39)17-23(42-30(38)34-32)19(3)29-31(25,4)44-29/h9,11-12,14-15,19,23-25,29,39H,8,10,13,16-17H2,1-7H3,(H,34,38)/b12-9+,18-11+/t19-,23+,24-,25+,29+,31+,32+/m1/s1
InChI Key:
WLKHTIAFMSHJLG-BYXOJEECSA-N
SMILES:
CO[C@@H]1/C=C/C=C(\C)/Cc2cc(OC)c(c(c2)N(C(=O)C[C@@H]([C@]2([C@H]([C@@H]([C@@H]3C[C@@]1(O)NC(=O)O3)C)O2)C)OC(=O)C(C)C)C)Cl
Properties
Complexity:
1130  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
2  
Exact Mass:
634.266g/mol
Formal Charge:
0
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
635.151g/mol
Monoisotopic Mass:
634.266g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
136A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9  
Literature
Title Journal
An isolable acyclic hemiacetal of ansamitocin P-3. Magnetic resonance in chemistry : MRC 20120301
The interplay between mutasynthesis and semisynthesis: generation and evaluation of an ansamitocin library. Angewandte Chemie (International ed. in English) 20120116
Combined muta- and semisynthesis: a powerful synthetic hybrid approach to access target specific antitumor agents based on ansamitocin P3. Chemistry (Weinheim an der Bergstrasse, Germany) 20120116
Dual carbamoylations on the polyketide and glycosyl moiety by asm21 result in extended ansamitocin biosynthesis. Chemistry & biology 20111223
Enhanced production of ansamitocin P-3 by addition of Mg2+ in fermentation of Actinosynnema pretiosum. Bioresource technology 20111101
N-methylation of the amide bond by methyltransferase asm10 in ansamitocin biosynthesis. Chembiochem : a European journal of chemical biology 20110725
Mutational biosynthesis of ansamitocin antibiotics: a diversity-oriented approach to exploit biosynthetic flexibility. Chembiochem : a European journal of chemical biology 20110307
Enhanced production of ansamitocin P-3 by addition of isobutanol in fermentation of Actinosynnema pretiosum. Bioresource technology 20110101
Cyclization of synthetic seco-proansamitocins to ansamitocin macrolactams by Actinosynnema pretiosum as biocatalyst. Chembiochem : a European journal of chemical biology 20101210
A new antitumour ansamitocin from Actinosynnema pretiosum. Natural product research 20100701
Preparative isolation and purification of anti-tumor agent ansamitocin P-3 from fermentation broth of Actinosynnema pretiosum using high-performance counter-current chromatography. Journal of separation science 20100501
Constitutive overexpression of asm2 and asm39 increases AP-3 production in the actinomycete Actinosynnema pretiosum. Journal of industrial microbiology & biotechnology 20091101
Timing of the Delta(10,12)-Delta(11,13) double bond migration during ansamitocin biosynthesis in Actinosynnema pretiosum. Journal of the American Chemical Society 20090325
Amide N-glycosylation by Asm25, an N-glycosyltransferase of ansamitocins. Chemistry & biology 20080825
Highly active ansamitocin derivatives: mutasynthesis using an AHBA-blocked mutant. Chembiochem : a European journal of chemical biology 20080505
The ansacarbamitocins: polar ansamitocin derivatives. Journal of natural products 20071001
New amide N-glycosides of ansamitocins identified from Actinosynnema pretiosum. Archives of pharmacal research 20070601
An integrative expression vector for Actinosynnema pretiosum. BMC biotechnology 20070101
On the biosynthetic origin of methoxymalonyl-acyl carrier protein, the substrate for incorporation of 'glycolate' units into ansamitocin and soraphen A. Journal of the American Chemical Society 20061108
Determination of the cryptic stereochemistry of the first PKS chain-extension step in ansamitocin biosynthesis by Actinosynnema pretiosum. Chembiochem : a European journal of chemical biology 20060801
Metabolism studies of the anti-tumor agent maytansine and its analog ansamitocin P-3 using liquid chromatography/tandem mass spectrometry. Journal of mass spectrometry : JMS 20050301
An API LC/MS/MS quantitation method for ansamitocin P-3 (AP3) and its preclinical pharmacokinetics. Journal of pharmaceutical and biomedical analysis 20041119
A novel amide N-glycoside of ansamitocins from Actinosynnema pretiosum. The Journal of antibiotics 20040501
The post-polyketide synthase modification steps in the biosynthesis of the antitumor agent ansamitocin by Actinosynnema pretiosum. Journal of the American Chemical Society 20031126
Identification of asm19 as an acyltransferase attaching the biologically essential ester side chain of ansamitocins using N-desmethyl-4,5-desepoxymaytansinol, not maytansinol, as its substrate. Journal of the American Chemical Society 20020612
Identification of a set of genes involved in the formation of the substrate for the incorporation of the unusual 'glycolate' chain extension unit in ansamitocin biosynthesis. Journal of the American Chemical Society 20020424
Properties