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Baccatine III

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Baccatine III Basic information

Product Name:
Baccatine III
Synonyms:
  • BACCATINE III
  • BACCATIN III
  • (1S)-4α,10β-Bis(acetoxy)-2α-(benzoyloxy)-5β,20-epoxy-1,7β,13α-trihydroxytaxa-11-ene-9-one
  • (2aR)-6α,12bβ-Bisacetoxy-12β-(benzoyloxy)-1,2aβ,3,4,4a,6,9,10,11,12,12aβ,12b-dodecahydro-4α,9β,11β-trihydroxy-4aα,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benzo[1,2-b]oxete-5-one
  • (2aR)-6α,12bβ-Diacetoxy-12β-benzoyloxy-1,2aβ,3,4,4a,6,9,10,11,12,12aβ,12b-dodecahydro-4α,9β,11β-trihydroxy-4aα,8,13,13-tetramethyl-7,11α-methano-5H-cyclodeca[3,4]benzo[1,2-b]oxete-5-one
  • 6α,12bβ-Diacetoxy-12β-benzoyloxy-1,2aβ,3,4,4a,6,9,10,11,12,12aβ,12b-dodecahydro-4α,9β,11β-trihydroxy-4aα,8,13,13-tetramethyl-7,11α-methano-5H-cyclodeca[3,4]benzo[1,2-b]oxete-5-one
  • Baccatine III,95%
  • baccatin Ⅲ
CAS:
27548-93-2
MF:
C31H38O11
MW:
586.63
Product Categories:
  • Inhibitors
  • API
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Aromatics
  • Chiral Reagents
  • Heterocycles
Mol File:
27548-93-2.mol
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Baccatine III Chemical Properties

Melting point:
229-234 °C
Boiling point:
562.81°C (rough estimate)
Density 
1.2062 (rough estimate)
refractive index 
1.5455-1.5475
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO : 125 mg/mL (213.08 mM; Need ultrasonic)
form 
Solid
pka
12.76±0.70(Predicted)
color 
White to off-white
Water Solubility 
insoluble
Stability:
4 Year Shelf Life
InChIKey
OVMSOCFBDVBLFW-VHLOTGQHSA-N
SMILES
O1C[C@@]2(OC(C)=O)[C@@]3([H])[C@H](OC(=O)C4=CC=CC=C4)[C@@]4(O)C(C)(C)C(=C(C)[C@@H](O)C4)[C@@H](OC(C)=O)C(=O)[C@]3(C)[C@@H](O)C[C@@]12[H]
CAS DataBase Reference
27548-93-2
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Safety Information

Hazard Codes 
T
Risk Statements 
45-46-22-36/37/38-48/20/22
Safety Statements 
53-22-26-36/37/39-45-24/25
RIDADR 
1544
WGK Germany 
3
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29329990

MSDS

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Baccatine III Usage And Synthesis

Chemical Properties

White to Off-White Powder

Uses

A precursor to Paclitaxel, a neoplasm inhibitor to ovarian and breast cancers found in Taxus species

Uses

immunomodulator, induces apoptosis

Definition

ChEBI: A tetracyclic diterpenoid isolated from plant species of the genus Taxus.

in vivo

Baccatin III (0.05-0.5 mg/kg; intragastrically; once daily; 17-19 days) significantly inhibits tumor growth and reduced accumulation of myeloid-derived suppressor cells (MDSCs) in BALB/c mice with 4T1 breast cancer or CT26 colon cancer[1].
Baccatin III (5-10 mg/kg; intraperitoneally; single; 21 days) alleviates Bleomycin (HY-108345)-induced lung fibrosis in C57BL/6 mice by inhibiting TGF-β1[2].

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