Coleonol B

Base Information

• Chemical Name: Coleonol B
• CAS No.: 64657-21-2
• Molecular Formula: C22H34 O7
• Molecular Weight: 410.508
• European Community (EC) Number: 613-649-5
• Nikkaji Number: J40.266D
• Wikidata: Q104963749
• Mol file: 64657-21-2.mol

Synonyms:Isoforskolin;Coleonol B;64657-21-2;FT-0775776

Chemical Property of Coleonol B

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 220-222 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Boiling Point: 524.456°C at 760 mmHg
• PKA: 11.03±0.70(Predicted)
• Flash Point: 173.643°C
• PSA: 113.29000
• Density: 1.239g/cm³
• LogP: 1.51990
• Storage Temp.: −20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 410.23045342
• Heavy Atom Count: 29
• Complexity: 747

Purity/Quality:

98%min ^*data from raw suppliers

6-Acetyl-7-deacetylforskolin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 21
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1C2C(CCC(C2(C3(C(=O)CC(OC3(C1O)C)(C)C=C)O)C)O)(C)C
• Uses: Iso-Forskolin is a byproduct in the synthesis of 9-Deoxyforskolin (D239935) from Coleus forskohlii, which is an adenylyl cyclase isoform activator; Antihypertensive. 6-Acetyl-7-deacetylforskolin is a bioactive constituents from the medical plant, Coleus forskohlii. Also, it has anticancer and glucosidase inhibition activities.

Technology Process of Coleonol B

There total 7 articles about Coleonol 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: 47.0%

forskolin (66575-29-9,64657-11-0) → coleonol-B (64657-21-2,66428-90-8,66701-90-4,67921-06-6,132620-09-8)

Guidance literature:

Reference yield:

7-deacetyl forskolin (64657-20-1) + acetyl chloride (75-36-5) → (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6-(acetyloxy)-3-ethenyldodecahydro-5,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1H-naphtho[2,1-b]pyran-1-one (64657-21-2) + forskolin (66575-29-9,64657-11-0) + 1-acetyl-7-deacetylforskolin

Guidance literature:

With diisopropylamine; In toluene; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1002/(SICI)1099-1344(199604)38:4<337::AID-JLCR845>3.0.CO;2-Z

Reference yield:

7-desacetylforskolin (1055308-35-4) → coleonol-B (64657-21-2,66428-90-8,66701-90-4,67921-06-6,132620-09-8)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH / dimethylsulfoxide

2: aq. acid

With toluene-4-sulfonic acid; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)89145-5

upstream raw materials:

(3aS,3bR,5R,7aS,7bR,8S,11bS)-2-Ethoxy-7a,8-dihydroxy-2,3b,5,7b,11,11-hexamethyl-5-vinyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-7-one

7-desacetylforskolin

forskolin

forskolin

Downstream raw materials:

6-O-acetylforskolin

Refernces

• 1、 -. "Process for the preparation of 6,7-diacyl-7-deacetylforskolin derivatives". . . Retrieved 2008/06/13.
• 2、 Bhat, Sujata V.,Bajwa, Balbir S.,Dornauer, Horst,Souza, Noel J. de. "Reactions of Forskolin, a Biologically Active Diterpenoid from Coleus forskohlii". . p. 767 - 772. Retrieved 2007/10/02.