ChemicalBook Product Catalog API Antibiotics Other antibiotic Drugs ANSAMITOCIN P-3

ANSAMITOCIN P-3

ANSAMITOCIN P-3 Basic information
Product Name:ANSAMITOCIN P-3
Synonyms:3-de(2-(acetylmethylamino)propionyloxy)-3-hydroxy-maytansinbutyrate(ester;Maytansine, 3-de(2-(acetylmethylamino)propionyloxy)-3-hydroxy-, butyrate (ester);Maytansine, o(sup 3)-de(2-(acetylmethylamino)-1-oxopropyl)-o(sup 3)-(1-oxobutyl)- (9ci);Ansamitocin P-3, >=70%;Maytansinoid AP-3;ANSAMITOCIN P-N;Aansamitocin P3;3-de(2-(acetylmethylamino)propionyloxy)-3-hydroxymaytansinebutyrate(ester)
CAS:66547-09-9
MF:C32H43ClN2O9
MW:635.14
EINECS:
Product Categories:Inhibitors;Cell Signaling and Neuroscience;Cytoskeleton and Extracellular Matrix;Microtobule Inhibitors;Microtobule Inhibitors;Cell Signaling and Neuroscience;Cytoskeleton and Extracellular Matrix
Mol File:66547-09-9.mol
ANSAMITOCIN P-3 Structure
ANSAMITOCIN P-3 Chemical Properties
Melting point 182-185℃
Boiling point 837.6±65.0 °C(Predicted)
density 1.30±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 2-8°C
solubility Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 30 mg/ml with warming).
pka9.83±0.70(Predicted)
form White to off-white crystalline solid.
color White
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
Safety Information
Hazard Codes Xn
Risk Statements 20/22-36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS OQ2293000
MSDS Information
ProviderLanguage
SigmaAldrich English
ANSAMITOCIN P-3 Usage And Synthesis
DescriptionAnsamitocin P-3 is a microtubule depolymerizing agent that can be isolated from culture broths of certain Gram-positive bacteria. It binds tubulin (Kd = 1.3 μM), depolymerizes microtubules in both interphase and mitosis, and perturbs chromosome segregation. Ansamitocin P-3 also activates the spindle checkpoint surveillance proteins Mad2 and BubR1, blocking cell cycling during mitosis. It inhibits the growth of cancer cells in culture and significantly suppresses the growth of several cancer tumors in mice, prolonging survival time.
UsesAnsamitocin P-3’ is a metabolite of Ansamitocin which is a new maytansinoid antitumor antibiotic.
References1) Li et al (1992) Binding selectivity of rhizoxin, phomopsin A, vinblastine and ansamitocin P-3 to fungal tubulins: differential interactions of thes antimitotic agents with brain and fungal tubulins; Biochem. Biophys. Res. Commun., 187 722 2) Venghateri et al. (2013) Ansamitocin P3 Depolymerizes Microtubules and Induces Apoptosis by Binding Tubulin at the Vinblastine Site; PLoS ONE 8 e75182 3) Suwanborirux et al. (1990) Ansamitocin P-3, a maytansinoid, from claopodium crispifolium and anomodo attenuates or associated actinomycetes; Experientia, 46 117 4) Ootsu et al. (1980) Effects of new antimitotic antibiotics, ansamitocins, on the growth of murine tumors in vivo and on the assembly of microtubules in vitro; Cancer Res. 40 1707
ANSAMITOCIN P-3 Preparation Products And Raw materials
MYOSEVERIN NOCODAZOLE ansamitocin P-3 Acetamide, N-(2-chloro-3-methoxyphenyl)- Acetamide, N-(2-chloro-3-hydroxyphenyl)- hedonal (S)-3,4-DIHYDROXYBUTYRAMIDE RARECHEM AN KD 0246 2-Chloro-3-methoxyaniline Phenol, 3-amino-2-chloro- (S)-2-Methyl Glycidol ANSAMITOCIN P-3 2-CHLORO-5-ETHYLPHENOL 8,10-DODECADIEN-1-OL 4-chloro-3-methoxytoluene 3-[(3-N,N-DIMETHYLAMINO)PHENYL]-1-PROPENE Maytansine, O3-acetyl-O3-de2-(acetylmethylamino)-1-oxopropyl-22-demethyl- 4-(3-METHOXY-PHENYLAMINO)-BUTAN-1-OL
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