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Baccatin III

Baccatin III

Product ID T0095
Cas No. 27548-93-2
Purity ≥98%
Product Unit SizeCostQuantityStock
5 mg $118.40 In stock
10 mg $234.70 In stock
25 mg $500.40 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Baccatin III is a diterpene found in Taxus and various fungal organisms that exhibits immunomodulatory and anticancer chemotherapeutic activities. Unlike most taxanes, baccatin III does not bind tubulin; it is primarily used in the synthesis of taxol. In animal models of breast cancer and colon cancer, baccatin III decreases tumor growth by suppressing accumulation of myeloid-derived suppressor cells. In other various cancer cell lines, this compound induces apoptosis and inhibits proliferation in a caspase 10-dependent manner. In bone marrow dendritic cells, baccatin III increases MHC class I and II antigen presentation; similarly, it increases cytotoxic T lymphocyte responses in vivo.

Product Info

Cas No.

27548-93-2

Purity

≥98%

Formula

C31H38O11

Formula Wt.

586.63

Chemical Name

7,11-Methano-5H-cyclodeca(3,4)benz(1,2-b)oxet-5-one-6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,- 9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,- 8,13,13-tetramethyl-,(2aR-(2aα,4β,4aβ,6β,9α,11α,12α,-12aα,12bα))-

IUPAC Name

[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate

Synonym

BACCATINE III

Melting Point

229-234°C

Solubility

Soluble in DMSO or ethanol. Insoluble in water.

Appearance

White to off white crystalline powder

Shipping and Storage

Store Temp

-20°C

Ship Temp

Ambient

Downloads

MSDS

T0095 MSDS PDF

Info Sheet

T0095 Info Sheet PDF

References

Lee YH, Lee YR, Park CS, et al. Baccatin III, a precursor for the semisynthesis of paclitaxel, inhibits the accumulation and suppressive activity of myeloid-derived suppressor cells in tumor-bearing mice. Int Immunopharmacol. 2014 Aug;21(2):487-93. PMID: 24957690.

Chakravarthi BV, Sujay R, Kuriakose GC, et al. Inhibition of cancer cell proliferation and apoptosis-inducing activity of fungal taxol and its precursor baccatin III purified from endophytic Fusarium solani. Cancer Cell Int. 2013 Oct 23;13(1):105. PMID: 24152585.

Lee YH, Lee YR, Kim KH, et al. Baccatin III, a synthetic precursor of taxol, enhances MHC-restricted antigen presentation in dendritic cells. Int Immunopharmacol. 2011 Aug;11(8):985-91. PMID: 21354357.

Custom Order

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