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Maytansinol

CAS No.
57103-68-1
Chemical Name:
Maytansinol
Synonyms
AP0;Maytansino;Maytasinol;MAYTANSINOL;Maytansinoid;ansaMitocin p 0;Maytansinol, >=95%;antibiotic c 15003p;Maytansine,3-O-de[2-;Antibiotic C 15003P 0
CBNumber:
CB41214082
Molecular Formula:
C28H37ClN2O8
Molecular Weight:
565.05
MDL Number:
MFCD28144515
MOL File:
57103-68-1.mol
Last updated:2024-11-19 20:33:22

Maytansinol Properties

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
FDA UNII ZWJ9A2AJ2U

Maytansinol price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 29228 Maytansinol 57103-68-1 10mg $121 2024-03-01 Buy
Cayman Chemical 29228 Maytansinol 57103-68-1 100mg $662 2024-03-01 Buy
Cayman Chemical 29228 Maytansinol 57103-68-1 25mg $273 2024-03-01 Buy
Cayman Chemical 29228 Maytansinol 57103-68-1 50mg $423 2024-03-01 Buy
Usbiological 454215 Maytansinol 57103-68-1 10mg $460 2021-12-16 Buy
Product number Packaging Price Buy
29228 10mg $121 Buy
29228 100mg $662 Buy
29228 25mg $273 Buy
29228 50mg $423 Buy
454215 10mg $460 Buy

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

75340-67-9
57103-68-1
Synthesis of Maytansinol from Maytansine, 3-O-de[2-(acetylmethylamino)-1-oxopropyl]-4,5-deepoxy-4,5-didehydro-, (4E)- (9CI)

Maytansinol Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 201)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 18777 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9210 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32957 60
AB PharmaTech,LLC
323-480-4688 sales@acrospharmatech.com United States 989 55
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3772 58
NanJing Spring & Autumn Biological Engineering CO., LTD.
+8613815430202 sale02@cqherb.com CHINA 376 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5906 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58

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View Lastest Price from Maytansinol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Maytansinol pictures 2024-11-19 Maytansinol
57103-68-1
US $30.00-98.00 / mg 99.71% 10g TargetMol Chemicals Inc.
Maytansinol 57103-68-1 pictures 2022-02-14 Maytansinol 57103-68-1
57103-68-1
US $110.00 / mg 20mg ≥98% 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.
Maytansine pictures 2021-12-04 Maytansine
57103-68-1
US $100.00 / KG 100g 99.99% 5ton/Month Qiuxian Baitai New Material Co., LTD
  • Maytansinol pictures
  • Maytansinol
    57103-68-1
  • US $30.00-98.00 / mg
  • 99.71%
  • TargetMol Chemicals Inc.
  • Maytansinol 57103-68-1 pictures
  • Maytansinol 57103-68-1
    57103-68-1
  • US $110.00 / mg
  • ≥98%
  • NanJing Spring & Autumn Biological Engineering CO., LTD.
  • Maytansine pictures
  • Maytansine
    57103-68-1
  • US $100.00 / KG
  • 99.99%
  • Qiuxian Baitai New Material Co., LTD
Maytansine, O3-de2-(acetylmethylamino)-1-oxopropyl- MAYTANSINOL 3-O-De[2-[methyl(acetyl)amino]-1-oxopropyl]maytansine Maytansine,3-O-de[2- 3-o-de(2-(acetylMethylaMino)-1-oxopropyl)Maytansine ansaMitocin p 0 antibiotic c 15003p Maytansine,3-O-de[2-(acetylMethylaMino)-1-oxopropyl]- Maytansinol, >=95% Maytansinoid 11-chloro-6,21-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-4,24-dioxa-9,22-diazatetracyclo[19.3.1.1~10,14~.0~3,5~]hexacosa-10(26),11,13,16,18-pentaene-8,23-dione MAYTANSINOL; ANTIBIOTIC C 15003P Maytansinol(Ansamitocin P-0) Maytansinol 57103-68-1 Ansamitocin P-0 top3 AP0 Maytansinol/Maytansine 11-chloro-6,21-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethy... Benzoicacid,5-ethynyl-,methylester Ansamitocin P-0(Maytansinol) (14S,16S,32S,33S,2R,4S,10E,12E,14R)-86-Chloro-14,4-dihydroxy-85,14-dimethoxy-33,2,7,10-tetramethyl-7-aza-1(6,4)-oxazinana-3(2,3)-oxirana-8(1,3)-benzenacyclotetradecaphane-10,12-diene-12,6-dione Maytansino Antibiotic C 15003P 0 Maytasinol (1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-6,21-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-4,24-dioxa-9,22-diazatetracyclo[19.3.1.11?,1?.03,?]hexacosa-10(26),11,13,16,18-pentaene-8,23-dione 57103-68-1 C28H37ClN2O8 Anti-cancerIntermediates & Fine Chemicals PEG Product