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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
Molecular Weight:
154.16
MDL Number:
MOL File:
582-46-7.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:12

TERREIN Properties

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
FDA UNII 3I47HPE16N

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3
HS Code  29419000

TERREIN price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T5705 Terrein ≥98% (HPLC) 582-46-7 1mg $282 2024-03-01 Buy
Cayman Chemical 23496 Terrein ≥98% 582-46-7 1mg $121 2024-03-01 Buy
Cayman Chemical 23496 Terrein ≥98% 582-46-7 5mg $423 2024-03-01 Buy
Cayman Chemical 23496 Terrein ≥98% 582-46-7 10mg $662 2024-03-01 Buy
TRC T548805 Terrein 582-46-7 2.5mg $160 2021-12-16 Buy
Product number Packaging Price Buy
T5705 1mg $282 Buy
23496 1mg $121 Buy
23496 5mg $423 Buy
23496 10mg $662 Buy
T548805 2.5mg $160 Buy

TERREIN Chemical Properties,Uses,Production

Uses

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

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.

Definition

ChEBI: Terrein is a polyol.

TERREIN Preparation Products And Raw materials

Raw materials

Preparation Products

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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