Maitansine

Maitansine (INN), or maytansine (USAN), is a cytotoxic agent. It inhibits the assembly of microtubules by binding to tubulin at the rhizoxin binding site.[1]

Maitansine

Names
Other names Maytansin
Identifiers
CAS Number	35846-53-8
3D model (JSmol)	Interactive image
ChEBI	CHEBI:6701
ChEMBL	ChEMBL488931
ChemSpider	10274768
ECHA InfoCard	100.047.944
PubChem CID	5281828
UNII	14083FR882
CompTox Dashboard (EPA)	DTXSID00879995
InChI InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1 Key: WKPWGQKGSOKKOO-RSFHAFMBSA-N
SMILES C/C(CC1=CC(OC)=C(Cl)C(N3C)=C1)=C\C=C\[C@@H](OC)[C@@]2(O)C[C@]([C@@H](C)[C@H]4[C@](O4)(C)[C@@H](OC([C@H](C)N(C)C(C)=O)=O)CC3=O)([H])OC(N2)=O
Properties
Chemical formula	C34H46ClN3O10
Molar mass	692.20 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It is a macrolide of the ansamycin type and can be isolated from plants of the genus Maytenus.[1]

Derivatives are known as maytansinoids.[2]

See also

• Mertansine, a derivative

References

1. National Cancer Institute: Definition of Maytansine
2. Yu, T.-W.; Bai, L; Clade, D; Hoffmann, D; Toelzer, S; Trinh, KQ; Xu, J; Moss, SJ; Leistner, E (2002). "The biosynthetic gene cluster of the maytansinoid antitumor agent ansamitocin from Actinosynnemapretiosum". Proceedings of the National Academy of Sciences. 99 (12): 7968–7973. Bibcode:2002PNAS...99.7968Y. doi:10.1073/pnas.092697199. PMC 123004. PMID 12060743.