picrasin B

Base Information

• Chemical Name: picrasin B
• CAS No.: 26121-56-2
• Molecular Formula: C21H28 O6
• Molecular Weight: 376.45
• ChEMBL ID: CHEMBL4544451
• Nikkaji Number: J34.238F
• Wikidata: Q27151386
• Mol file: 26121-56-2.mol

Synonyms:picrasin B;Picrasin-B;26121-56-2;Nigakilactone I;Simalikalactone B;CHEMBL4544451;CHEBI:80890;HY-N3068;AKOS032948756;FS-9674;CS-0023149;C17050;Q27151386;(1S, 2S, 4S, 6R, 7S, 9R, 13R, 17S)-4-hydroxy-15-methoxy-2, 6, 14, 17-tetramethyl-10-oxatetracyclo[7.7.1.02, 7.013, 17]heptadec-14-ene-3, 11, 16-trione

Chemical Property of picrasin B

Chemical Property:

• Vapor Pressure: 4.35E-16mmHg at 25°C
• Boiling Point: 584.3°Cat760mmHg
• Flash Point: 205.3°C
• PSA: 89.90000
• Density: 1.27g/cm³
• LogP: 2.03970
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 376.18858861
• Heavy Atom Count: 27
• Complexity: 769

Purity/Quality:

98%min ^*data from raw suppliers

PicrasinB ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C(=O)C2(C1CC3C4(C2C(=O)C(=C(C4CC(=O)O3)C)OC)C)C)O
• Isomeric SMILES: C[C@@H]1C[C@@H](C(=O)[C@]2([C@H]1C[C@@H]3[C@@]4([C@@H]2C(=O)C(=C([C@@H]4CC(=O)O3)C)OC)C)C)O

Technology Process of picrasin B

There total 37 articles about picrasin B 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: 76.0%

(-)-picrasin B acetate (30315-04-9) → (+)-picrasin B (26121-56-2)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 0.5h;

DOI:10.1021/jo00289a023

Reference yield: 50.0%

Acetic acid (3aR,6aR,7aS,8R,10S,11aS,11bS,11cS)-2-methoxy-3,8,11a,11c-tetramethyl-1,5,11-trioxo-1,3a,4,5,6a,7,7a,8,9,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracen-10-yl ester (30315-04-9) → (+)-picrasin B (26121-56-2)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃;

DOI:10.1016/S0040-4039(01)93835-3

Reference yield: 44.0%

Isopicrasin B (139276-58-7) → nigakilactone I (26121-56-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol;

DOI:10.1021/jo00034a008

upstream raw materials:

picrasinoside-A

Isopicrasin B

quassin

2,12-Dimethoxy-1β-hydroxy-2,12-picradiene-11,16-dione 16-ethylene acetal

Downstream raw materials:

2,3-didehydropicrasin B

Acetic acid (3aR,6aR,7aS,8R,10S,11aS,11bS,11cS)-2-methoxy-3,8,11a,11c-tetramethyl-1,5,11-trioxo-1,3a,4,5,6a,7,7a,8,9,10,11,11a,11b,11c-tetradecahydro-6-oxa-benzo[de]anthracen-10-yl ester

quassin

(+)-Δ²-picrasin B