Terrein

Base Information

Chemical Name:Terrein
CAS No.:582-46-7
Molecular Formula:C8H10 O3
Molecular Weight:154.166
Hs Code.:29419000
UNII:3I47HPE16N
DSSTox Substance ID:DTXSID101017469
Nikkaji Number:J16.229I,J431.505G
Wikipedia:Terrein
Wikidata:Q27257243
ChEMBL ID:CHEMBL506722
Mol file:582-46-7.mol

Synonyms:terrein

Suppliers and Price of Terrein

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Adipogen Life Sciences
Terrein ≥98%(HPLC).
10 mg
$ 590.00

American Custom Chemicals Corporation
TERREIN 95.00%
5MG
$ 502.88

Cayman Chemical
Terrein ≥98%
5mg
$ 376.00

Cayman Chemical
Terrein ≥98%
10mg
$ 590.00

Cayman Chemical
Terrein ≥98%
1mg
$ 107.00

Sigma-Aldrich
Terrein ≥98% (HPLC)
1mg
$ 237.00

TRC
Terrein
2.5mg
$ 160.00

Usbiological
Terrein
1mg
$ 342.00

Total 13 raw suppliers

Chemical Property of Terrein

Chemical Property:

Vapor Pressure:1.55E-05mmHg at 25°C
Melting Point:125-127℃
Boiling Point:327.2°Cat760mmHg
PKA:11.77±0.60(Predicted)
Flash Point:165.9°C
PSA：57.53000
Density:1.449g/cm³
LogP:-0.20660
Storage Temp.:?20°C
Solubility.:H2O: soluble1-1.10 mg/mL, clear, colorless
XLogP3:-0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:154.062994177
Heavy Atom Count:11
Complexity:228

Purity/Quality:

98% ^*data from raw suppliers

Terrein ≥98%(HPLC). ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC=CC1=CC(=O)C(C1O)O
Isomeric SMILES:C/C=C/C1=CC(=O)[C@@H]([C@H]1O)O
Uses Terrein is a polar, substituted dihydrocyclopentenone first reported by Raistrick and colleagues in the 1930s and subsequently found in a number of Aspergillus and Penicillium species. For many years the biological profile and mode of action of terrein was unstudied; however, recent research showed that terrein reduces melanin synthesis by reducing tyrosinase production via ERK activation, followed by MITF down-regulation. Terrein also reduces human keratinocyte proliferation by inhibiting ERK and by decreasing the expression of cyclin B1 and Cdc2 complex. Terrein (cas# 582-46-7) is a compound useful in organic synthesis.

Technology Process of Terrein

There total 47 articles about Terrein 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: 99.0%

: 131149-30-9,131233-97-1,131234-00-9
(+/-)-trans-5-hydroxy-3-(E-1-propenyl)-4-(2-trimethylethoxy)-2-cyclopenten-1-one

: 582-46-7,54192-03-9,63903-20-8,63903-21-9,131233-98-2
(+/-)-terrein

Guidance literature:: With zinc chloride diethyl ether; In dichloromethane; for 16h;
DOI:10.1016/S0957-4166(00)86329-6

Reference yield: 86.0%

: (4S,5R)-4,5-bis[[tert-butyldimethylsilyl]oxy]-(1-(E)-propenyl)cyclopent-2-enone

: 582-46-7
(+)-terrein

Guidance literature:: With tetrabutyl ammonium fluoride; In water; acetonitrile; at 20 ℃; for 2h; Reagent/catalyst; Solvent; Inert atmosphere;
DOI:10.1016/j.bmc.2014.07.047