ChemicalBook > CAS DataBase List > Maytansinol

Maytansinol

Product Name
Maytansinol
CAS No.
57103-68-1
Chemical Name
Maytansinol
Synonyms
AP0;Maytansino;MAYTANSINOL;Maytansinoid;ansaMitocin p 0;Maytansinol, >=95%;antibiotic c 15003p;Maytansine,3-O-de[2-;Antibiotic C 15003P 0;Maytansinol 57103-68-1
CBNumber
CB41214082
Molecular Formula
C28H37ClN2O8
Formula Weight
565.05
MOL File
57103-68-1.mol
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Maytansinol Property

Melting point:
205-207℃
Boiling point:
835.8±65.0 °C(Predicted)
Density 
1.34±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
9.89±0.70(Predicted)
color 
Off-White to Orange
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H340May cause genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
29228
Product name
Maytansinol
Packaging
10mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
29228
Product name
Maytansinol
Packaging
100mg
Price
$662
Updated
2024/03/01
Cayman Chemical
Product number
29228
Product name
Maytansinol
Packaging
25mg
Price
$273
Updated
2024/03/01
Cayman Chemical
Product number
29228
Product name
Maytansinol
Packaging
50mg
Price
$423
Updated
2024/03/01
Usbiological
Product number
454215
Product name
Maytansinol
Packaging
10mg
Price
$460
Updated
2021/12/16
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Maytansinol Chemical Properties,Usage,Production

Description

Maytansinol (Ansamitocin P-0) is an inhibitor of microtubule assembly that induces microtubule disassembly in vitro.

Uses

Maytansinol is used in the preparation of site-specific trastuzumab maytansinoid antibody-drug conjugates with improved therapeutic activity. References Pillow, T.H., et. al.: J. Med. Chem., 57, 7890 (2014)

Biological Activity

Maytansinol is an ansamacrolide originally isolated from P. verrucose that has antimitotic and anticancer activities. It inhibits polymerization and induces depolymerization of bovine brain tubulin with EC50 values of 12 and 43 μM, respectively. Maytansinol inhibits sea urchin egg mitosis when used at a concentration of 10 μM and decreases proliferation of KB nasopharyngeal cancer cells (EC50 = 0.19 μg/ml).

Mode of action

Maytansinol (1 b) was first obtained by Kupchan et?al. both by isolation from Putterlickia verrucose and chemical removal of the acyl group from the hydroxy group at the C3 position. It showed weaker inhibitory activity on tubulin polymerization than maytansine, thus implying that the ester moiety at the C3 position of ansamitocins, maytansine, and maytansinoids plays an important role for biological activity and cell permeability. In fact, it has just recently been found that the carbonyl oxygen atom of the ester moiety forms a strong intramolecular interaction with the hydroxy group at position 9, fixing the bioactive conformation. Maytansinol has been regarded as a valuable precursor because acylation allows the preparation of both natural and new semisynthetic maytansinoids, differing in the ester side-chain substituents (Scheme 1). The acylation reaction of maytansinol is a crucial step in the preparation of maytansinoid ADCs or nanoparticles, constituting an uprising class of targeted cancer therapeutics. A few attempts to conjugate maytansinoids to peptides by this reaction have also been made very recently. Furthermore, considering that the maytansine binding site is one of the most recently identified and least explored on tubulin, acylation of maytansinol may serve for the preparation of useful molecular probes to better understand the structure-activity relationships of maytansinoids or to identify new maytansine-site ligands.

Structure of maytansine (1 a), maytansinol (1 b), and the generic acylation reaction of maytansinol.

Maytansinol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Maytansinol manufacturers

NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Maytansinol 57103-68-1 57103-68-1
Price
US $110.00/mg
Min. Order
20mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-09
Qiuxian Baitai New Material Co., LTD
Product
Maytansine 57103-68-1
Price
US $100.00/KG
Min. Order
100g
Purity
99.99%
Supply Ability
5ton/Month
Release date
2021-12-03
Zhuozhou Wenxi import and Export Co., Ltd
Product
MAYTANSINOL 57103-68-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

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