Maytansine

Maytansine: Maytansine

Other names

Maytansin

Identifiers

CAS number 35846-53-8^Y

PubChem 5281828

UNII 14083FR882^N

ChEMBL CHEMBL488931^N

Jmol-3D images Image 1

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

Molecular formula C₃₄H₄₆ClN₃O₁₀

Molar mass 692.20 g/mol

N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Maytansine is a cytotoxic agent. It inhibits the assembly of microtubules by binding to tubulin at the rhizoxin binding site.^[1]

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

^ ^a ^b National Cancer Institute: Definition of Maytansine

^ Yu, T.-W.; Bai, L; Clade, D; Hoffmann, D; Toelzer, S; Trinh, KQ; Xu, J; Moss, SJ et al. (2002). "The biosynthetic gene cluster of the maytansinoid antitumor agent ansamitocin from Actinosynnemapretiosum". Proceedings of the National Academy of Sciences 99 (12): 7968–7973. doi:10.1073/pnas.092697199. PMC 123004. PMID 12060743. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=123004.

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Maytansine

Other names Maytansin
Identifiers
CAS number	35846-53-8^Y
PubChem	5281828
UNII	14083FR882^N
ChEMBL	CHEMBL488931^N
Jmol-3D images	Image 1
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
Molecular formula	C₃₄H₄₆ClN₃O₁₀
Molar mass	692.20 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references