Milataxel

Last updated
Milataxel
Milataxel.svg
Names
IUPAC name
(2α,5β,7β,10β,13α)-4-Acetoxy-13-{[(2R,3R)-3-(2-furyl)-2-hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)propanoyl]oxy}-1,10-dihydroxy-9-oxo-7-(propionyloxy)-5,20-epoxytax-11-en-2-yl benzoate
Identifiers
3D model (JSmol)
ChemSpider
DrugBank
PubChem CID
UNII
  • InChI=1S/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1
    Key: XIVMHSNIQAICTR-UQYHODNASA-N
  • InChI=1/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1
    Key: XIVMHSNIQAICTR-UQYHODNABP
  • O=C(OC(C)(C)C)N[C@@H](c1occc1)[C@@H](O)C(=O)O[C@@H]4C(=C3/[C@@H](O)C(=O)[C@]6([C@H]([C@H](OC(=O)c2ccccc2)[C@@](O)(C3(C)C)C4)[C@@]5(OC(=O)C)[C@H](OC5)C[C@@H]6OC(=O)CC)C)/C
Properties
C44H55NO16
Molar mass 853.905
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Milataxel (MAC-321, TL-139) is a taxol analog. [1] [2]

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References

  1. ↑ Safarpour, H; Connolly, P; Tong, X; Bielawski, M; Wilcox, E (2009). "Overcoming extractability hurdles of a 14C labeled taxane analogue milataxel and its metabolite from xenograft mouse tumor and brain tissues". Journal of Pharmaceutical and Biomedical Analysis. 49 (3): 774–9. doi:10.1016/j.jpba.2008.12.034. PMID   19186016.
  2. ↑ Sampath, D; Discafani, CM; Loganzo, F; Beyer, C; Liu, H; Tan, X; Musto, S; Annable, T; Gallagher, P; Rios, C; Greenberger, LM (2003). "MAC-321, a novel taxane with greater efficacy than paclitaxel and docetaxel in vitro and in vivo". Molecular Cancer Therapeutics. 2 (9): 873–84. PMID   14555706.


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