Taxinine

Base Information

• Chemical Name: Taxinine
• CAS No.: 3835-52-7
• Molecular Formula: C35H42O9
• Molecular Weight: 606.713
• UNII: B7554596HX
• Nikkaji Number: J14.800H,J958.000J
• Wikidata: Q27274451
• ChEMBL ID: CHEMBL309787
• Mol file: 3835-52-7.mol

Synonyms:taxinine

Chemical Property of Taxinine

Chemical Property:

• Vapor Pressure: 8.46E-18mmHg at 25°C
• Melting Point: 264-265℃
• Boiling Point: 669.7°Cat760mmHg
• Flash Point: 275.2°C
• PSA: 122.27000
• Density: 1.21g/cm³
• LogP: 5.32450
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 606.28288291
• Heavy Atom Count: 44
• Complexity: 1270

Purity/Quality:

Analysis control,97.0% ^*data from raw suppliers

Taxinine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(C(C3(CCC(C(=C)C3C(C(C2(C)C)CC1=O)OC(=O)C)OC(=O)C=CC4=CC=CC=C4)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: CC1=C2[C@H]([C@@H]([C@@]3(CC[C@@H](C(=C)[C@H]3[C@@H]([C@@H](C2(C)C)CC1=O)OC(=O)C)OC(=O)/C=C/C4=CC=CC=C4)C)OC(=O)C)OC(=O)C
• Description: This alkaloid occurs in Taxus canadensis and is an amorphous solid with no definite melting point. It is insoluble in H20, CHC13 or light petroleum and moderately soluble in EtOH, C6H6 or Et20. It yields an amorphous hydrochloride, m.p. 128°C; an amorphous sulphate, m.p. 139°C and a picrate which forms light yellow needles, m.p. 250°C. The alkaloid must not be confused with the nitrogen-free diterpenoid of the same name present in the leaves of Taxus baccata subsp. cuspidata and T. cuspidata Sieb. The latter is O-cinammoyltaxicin II triacetate, C3sH4209, m.p. 265-7°C.

Technology Process of Taxinine

There total 1 articles about Taxinine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ Taxinin (3835-52-7)

Guidance literature:

aus 3-O-β-D-Glucosyl-gibberellin A26 und Acetanhydrid (Py.);

DOI:10.1016/S0040-4039(01)88090-4

Reference yield: 100.0%

taxinine (3835-52-7) → 2α.9α.10β-triacetoxy-5α-(3-phenyl-propionyloxy)-taxadien-(4(20).11)-one-(13) (105403-87-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 4h; under 760 Torr;

DOI:10.1016/S0960-894X(99)00620-4

Reference yield: 92.0%

taxinine (3835-52-7) → 2α,9α,10β-trihydroxy-5α-cinnamoyloxytaxa-4(20),11-dien-13-one + 9α,10β-dihydroxy-2α-acetoxy-5α-cinnamoyloxy-taxa-4(20),11-dien-13-one (15135-57-6)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; methanol; at 0 - 20 ℃; for 3h;

DOI:10.1021/np020240n