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TERREIN

Product Name
TERREIN
CAS No.
582-46-7
Chemical Name
TERREIN
Synonyms
TERREIN;Terrain;NSC 29130;(+)Terrein;NSC-291308;(+) Terrein, NSC 291308;(4S,5R)-4,5-Dihydroxy-3-[(E)-1-propenyl]-2-cyclopenten-1-one;(4S,5R)-4,5-Dihydroxy-3-(1E)-1-propen-1-yl-2-cyclopenten-1-one;2-Cyclopenten-1-one, 4,5-dihydroxy-3-(1E)-1-propen-1-yl-, (4S,5R)-
CBNumber
CB51443610
Molecular Formula
C8H10O3
Formula Weight
154.16
MOL File
582-46-7.mol
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TERREIN Property

Melting point:
125-127℃
Boiling point:
327.2±42.0 °C(Predicted)
Density 
1.449±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
H2O: soluble1-1.10 mg/mL, clear, colorless
pka
11.77±0.60(Predicted)
form 
A solid
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Safety

WGK Germany 
3
HS Code 
29419000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T5705
Product name
Terrein
Purity
≥98% (HPLC)
Packaging
1mg
Price
$282
Updated
2024/03/01
Cayman Chemical
Product number
23496
Product name
Terrein
Purity
≥98%
Packaging
1mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
23496
Product name
Terrein
Purity
≥98%
Packaging
5mg
Price
$423
Updated
2024/03/01
Cayman Chemical
Product number
23496
Product name
Terrein
Purity
≥98%
Packaging
10mg
Price
$662
Updated
2024/03/01
TRC
Product number
T548805
Product name
Terrein
Packaging
2.5mg
Price
$160
Updated
2021/12/16
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TERREIN Chemical Properties,Usage,Production

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.

Uses

Terrein (cas# 582-46-7) is a compound useful in organic synthesis.

Definition

ChEBI: Terrein is a polyol.

TERREIN Preparation Products And Raw materials

Raw materials

Preparation Products

582-46-7, TERREINRelated Search:


  • TERREIN
  • (4S,5R)-4,5-Dihydroxy-3-[(E)-1-propenyl]-2-cyclopenten-1-one
  • NSC-291308
  • (+) Terrein, NSC 291308
  • (4S,5R)-4,5-Dihydroxy-3-(1E)-1-propen-1-yl-2-cyclopenten-1-one
  • NSC 29130
  • Terrain
  • 2-Cyclopenten-1-one, 4,5-dihydroxy-3-(1E)-1-propen-1-yl-, (4S,5R)-
  • (+)Terrein
  • 582-46-7
  • Antibiotic