Ansamitocin P-3 CAS 66547-09-9(66584-72-3)

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Identification

CAS Number

66547-09-9(66584-72-3)

Name

Ansamitocin P-3

Synonyms

(1S,2R,3R,5S,6S,16E,18E,20R,21S)-11-Chlor-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(26),11,13,16,18-pentaen-6-yl-2-m ethylpropanoat [German] [ACD/IUPAC Name]
(1S,2R,3R,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(26),11,13,16,18-pentaen-6-yl 2- methylpropanoate [ACD/IUPAC Name]
2-Méthylpropanoate de (1S,2R,3R,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-diméthoxy-2,5,9,16-tétraméthyl-8,23-dioxo-4,24-dioxa-9,22-diazatétracyclo[19.3.1.110,14.03,5]hexacosa-10(26),11,13 ,16,18-pentaén-6-yle [French] [ACD/IUPAC Name]
66547-09-9 [RN]
66584-72-3 [RN]
Ansamitocin P3
MFCD00274586
OQ2293000
Propanoic acid, 2-methyl-, (1S,2R,3R,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-10,12,1 4(26),16,18-pentaen-6-yl ester [ACD/Index Name]
[66584-72-3]
Ansamitocin P-3
Maytansinoid AP-3

SMILES

C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/Cc3cc(c(c(c3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@@H]1O4)C)OC(=O)C(C)C)C)\C)OC)(NC(=O)O2)O

StdInChI

InChI=1S/C32H43ClN2O9/c1-17(2)29(37)43-25-15-26(36)35(6)21-13-20(14-22(40-7)27(21)33)12-18(3)10-9-11-24(41-8)32(39)16-23(42-30(38)34-32)19(4)28-31(25,5)44-28/h9-11,13-14,17,19,23-25,28,39H,12,15-16H2,1-8H3,(H,34,38)/b11-9+,18-10+/t19-,23+,24-,25+,28-,31+,32+/m1/s1

StdInChIKey

OPQNCARIZFLNLF-KUDLRRJMSA-N

Molecular Formula

C₃₂H₄₃ClN₂O₉ 

Molecular Weight

635.14 

MDL Number

MFCD00274586

Properties

Appearance

White to almost white powder

Safety Data

Symbol

GHS07

Signal Word

Warning

Hazard statements

Precautionary Statements

Target organs 

Respiratory system

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

RIDADR 

NONH for all modes of transport

WGK Germany

3

RTECS 

OQ2293000

MSDS Download

Specifications and Other Information of Our Ansamitocin P-3 CAS 66547-09-9(66584-72-3)

Identification Methods

HNMR, HPLC

Purity

99% min

Storage

Under 2°C, sealed and protected from light for long term

Known Application

Ansamitomicin P-3 is an ansamacrolide and maytansine analogue originally isolated from the Ethiopian shrub Maytenus serrata with antineoplastic activity. Ansamitomicin P-3 binds to tubulin at the maytansine-binding site, thereby inhibiting microtubule assembly, inducing microtubule disassembly, and disrupting mitosis. Used as a ADC (Antibody-Drug Conjugate) excipient. Fungal metabolite with antineoplastic, antimitotic activity. Binds to tubulin and inhibits vinblastine-induced spiral formation.

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