Mollugin

Base Information

• Chemical Name: Mollugin
• CAS No.: 55481-88-4
• Molecular Formula: C17H16O4
• Molecular Weight: 284.31
• Hs Code.: 29329990
• European Community (EC) Number: 683-209-5
• UNII: M98N6A8Z2F
• DSSTox Substance ID: DTXSID30204059
• Nikkaji Number: J11.426J
• Wikidata: Q72492578
• Metabolomics Workbench ID: 134349
• ChEMBL ID: CHEMBL446008
• Mol file: 55481-88-4.mol

Synonyms:3'-carbomethoxy-4'-hydroxy-6,6-dimethylnaphtho(1',2'-2,3)pyran;mollugin;rubimaillin

Chemical Property of Mollugin

Chemical Property:

• Vapor Pressure: 7.86E-09mmHg at 25°C
• Melting Point: 132-134oC
• Refractive Index: 1.618
• Boiling Point: 453.2 °C at 760 mmHg
• PKA: 8.40±0.40(Predicted)
• Flash Point: 167.5 °C
• PSA: 55.76000
• Density: 1.239 g/cm³
• LogP: 3.51620
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 284.10485899
• Heavy Atom Count: 21
• Complexity: 442

Purity/Quality:

98%,99%, ^*data from raw suppliers

Rubimaillin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)C
• Uses: Mollugin is an anti-tumor agent inducing apoptosis and autophagy in various cancer models.

Technology Process of Mollugin

There total 32 articles about Mollugin 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: 95.0%

methyl 6-(methoxymethoxy)-2,2-dimethyl-2H-benzo[h]chromene-5-carboxylate (1010732-35-0) → mollugin (55481-88-4)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃; for 1h;

DOI:10.1002/hlca.200790247

Reference yield: 94.0%

1,4-dimethoxy-3-(3-methyl-but-2-enyl)-naphthalene-2-carboxylic acid methyl ester (873531-15-8) → mollugin (55481-88-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/ol052472u

Reference yield: 91.0%

3,3-dimethyl acrylaldehyde (107-86-8) + methyl 1,4-dihydroxy-2-naphthoate (77060-74-3) → mollugin (55481-88-4)

Guidance literature:

With acetic acid; phenylboronic acid; In toluene; for 8h; Reflux; Inert atmosphere; Dean-Stark;

upstream raw materials:

methyl 6-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo-[h]chromene-5-carboxylate

1,4-dimethoxy-3-(3-methyl-but-2-enyl)-naphthalene-2-carboxylic acid methyl ester

methyl 6-methoxy-2,2-dimethyl-2H-naphtho[1,2-b]pyran-5-carboxylate

2-methoxycarbonyl-1,4-naphthoquinone

Downstream raw materials:

methyl 6-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo-[h]chromene-5-carboxylate

methyl 6-benzyloxy-2,2-dimethyl-2H-benzo[h]chromene-5-carboxylate

Refernces

• 1、 Lumb, Jean-Philip,Trauner, Dirk. "Pericyclic reactions of prenylated naphthoquinones: Biomimetic syntheses of mollugin and microphyllaquinone". . p. 5865 - 5868. Retrieved 2005.
• 2、 -. "Mollugin derivatives, optical isomer thereof, or pharmaceutically acceptable salts thereof, and a pharmaceutical composition for preventing or treating inflammatory bowel disease comprising the same as an active ingredient". . . Retrieved 2017/12/15.
• 3、 -. "New mollugin analogues and their antioxidant and antibacterial activities". . . Retrieved 2021/05/31.