Psoromic acid

Base Information

• Chemical Name: Psoromic acid
• CAS No.: 7299-11-8
• Molecular Formula: C18H14O8
• Molecular Weight: 358.3
• NSC Number: 92186
• DSSTox Substance ID: DTXSID70223264
• Nikkaji Number: J14.291C
• Wikipedia: Psoromic_acid
• Wikidata: Q27163869
• Metabolomics Workbench ID: 71529
• ChEMBL ID: CHEMBL176570
• Mol file: 7299-11-8.mol

Synonyms:4-formyl-3-hydroxy-8-methoxy-1,9-dimethyl-11-oxo-11H-dibenzo(b,e)(1,4)dioxepine-6-carboxylic acid;psoromic acid

Chemical Property of Psoromic acid

Chemical Property:

• Vapor Pressure: 2.41E-17mmHg at 25°C
• Melting Point: 265～266℃
• Boiling Point: 641.7°C at 760 mmHg
• Flash Point: 237°C
• PSA: 119.36000
• Density: 1.483g/cm³
• LogP: 2.85320
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 358.06886740
• Heavy Atom Count: 26
• Complexity: 578

Purity/Quality:

Analysis control,HPLC≥80% ^*data from raw suppliers

PsoromicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=CC(=C3C)OC)C(=O)O)C=O)O
• Uses: Psoromic acid is a Rab geranylgeranyl transferase inhibitor.

Technology Process of Psoromic acid

There total 2 articles about Psoromic acid 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:

methyl psoromate (60441-77-2) → psoromic acid (7299-11-8)

Guidance literature:

methyl psoromate; With lithium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 90 ℃; for 26h;

With hydrogenchloride; In N,N,N,N,N,N-hexamethylphosphoric triamide; water; Cooling;

Reference yield:

→ psoromic acid (7299-11-8)

Guidance literature:

Methyl Psoromat 27, LiI/HMPA;

Reference yield: 88.0%

psoromic acid (7299-11-8) + O-benzylhydoxylamine hydrochloride (2687-43-6) → C25H21NO8 (1367177-22-7)

Guidance literature:

With pyridine; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja211305j

upstream raw materials:

methyl psoromate

Downstream raw materials:

3-hydroxy-4-[(4-{[2-(2-isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-methyl}-phenylamino)-methyl]-8-methoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-6-carboxylic acid

3'-formyl-3,4'-dihydroxy-5-methoxy-3,6'-dimethyl-2,2'-oxy-di-benzoic acid

C₂₅H₂₁NO₈

4-Formyl-3-hydroxy-8-methoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-6-carboxylic acid benzyl ester

Refernces