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Maytansinol

Names

[ CAS No. ]:
57103-68-1

[ Name ]:
Maytansinol

[Synonym ]:
4,24-Dioxa-9,22-diazatetracyclo[19.3.1.1.0]hexacosa-10,12,14(26),16,18-pentaene-8,23-dione, 11-chloro-6,21-dihydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-, (1S,2R,3S,5S,6S,16E,18E,20R,21S) &#xA;-
Ansamitocin P0
O3-de-(N-acetyl-N-methyl-L-alanyl)-maytansine
(3E,5E,7R,84S)-14-chloro-10t,11c-epoxy-84,12c-dihydroxy-15,7r-dimethoxy-3,9c,11t,15-tetramethyl-(84r'H,86c'H)-15-aza-1(1,3)-benzena-8(4,6)-[1,3]oxazinana-cyclopentadecaphane-3,5-diene-82,14-dione
(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[19.3.1.1.0]hexacosa-10(26),11,13,16,18-pentaene-8,23-dione
Maytansinol (7)

Biological Activity

[Description]:

Maytansinol inhibits microtubule assembly and induces microtubule disassembly in vitro.Target: Microtubule/Tubulinin vitro: Maytansinol disrupts the mitotic spindle and prevents mitotic exit in Drosophila. Maytansinol reduces the growth and/or survival of HCT116 cells in a dose-dependent manner and that the effect was more severe for p53+/+ than for p53-/- cells at both low and high doses. Maytansinol inhibits the growth of HCT116 human colon cancer cells. Maytansinol induces apoptosis in imaginal discs of wild-type larvae but not p53 mutant larvae. This parallels the finding in human HCT116 cells, in which Maytansinol was more effective when p53 was present, at least at some doses. Maytansinol induces apoptosis in imaginal discs of wild-type larvae but not p53 mutant larvae at 24 hours after exposure to drug.

[Related Catalog]:

Signaling Pathways >> Antibody-drug Conjugate >> ADC Cytotoxin
Signaling Pathways >> Cell Cycle/DNA Damage >> Microtubule/Tubulin
Signaling Pathways >> Cytoskeleton >> Microtubule/Tubulin
Research Areas >> Cancer

[References]

[1]. Edwards A, et al. Combinatorial effect of maytansinol and radiation in Drosophila and human cancer cells. Dis Model Mech. 2011 Jul;4(4):496-503.


[Related Small Molecules]

alpha-Amanitin | Nocodazole | Monomethyl auristatin E | VcMMAE | Mertansine | Campathecin | Calicheamicin | Eribulin mesylate | Daun02 | Epothilone D | Vinorelbine (ditartrate) | epothilone B | McMMAF | MMAF (Hydrochloride) | Ixabepilone

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
835.8±65.0 °C at 760 mmHg

[ Melting Point ]:
>153C (dec.)

[ Molecular Formula ]:
C28H37ClN2O8

[ Molecular Weight ]:
565.055

[ Flash Point ]:
459.3±34.3 °C

[ Exact Mass ]:
564.223816

[ PSA ]:
130.09000

[ LogP ]:
3.73

[ Vapour Pressure ]:
0.0±3.2 mmHg at 25°C

[ Index of Refraction ]:
1.607

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds