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(+)-AEROPLYSININ-1

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(+)-AEROPLYSININ-1 Basic information

Product Name:
(+)-AEROPLYSININ-1
Synonyms:
  • (+)-aeroplysinini
  • (1s-trans)-3,5-dibromo-1,6-dihydroxy-4-methoxy-2,4-cyclohexadiene-1-acetonit
  • 4-cyclohexadiene-1-acetonitrile,3,5-dibromo-1,6-dihydroxy-4-methoxy-(1s-tr
  • aeroplysinini
  • AEROPLYSININ
  • (+)-AEROPLYSININ-1
  • (+)-AEROPLYSININ-1, APLYSINA AEROPHOBA
  • AEROPLYSININ, APLYSINA AEROPHOBA
CAS:
28656-91-9
MF:
C9H9Br2NO3
MW:
338.98
Mol File:
28656-91-9.mol
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(+)-AEROPLYSININ-1 Chemical Properties

Boiling point:
479.6±45.0 °C(Predicted)
Density 
2.01±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
Methanol: Soluble
form 
A solid
pka
10.54±0.70(Predicted)
color 
Colorless to off-white
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Safety Information

HS Code 
2941900000
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(+)-AEROPLYSININ-1 Usage And Synthesis

Description

(+)-Aeroplysinin-1 is a metabolite originally isolated from the marine sponge V. aerophoba with diverse biological activities. (+)-Aeroplysinin-1 (0.25-0.5 μM) induces cell death in MCF-7 and ZR-75-1 human breast cancer cells in a time- and concentration-dependent manner but has no effect on normal human fibroblasts at concentrations up to 5 μM. It also blocks EGF-induced endocytosis of the EGF receptor (EGFR) and EGF-dependent cell proliferation in MCF-7 cells. (+)-Aeroplysinin-1 inhibits bovine aortic endothelial (BAE) cell proliferation and cord formation in a Matrigel™ assay. It inhibits angiogenesis in a dose-dependent manner in a chick chorioallantoic membrane (CAM) assay when administered from 1.5 to 3 nmol per egg. (+)-Aeroplysinin-1 also has antibacterial activity against Gram-positive bacteria, including S. aureus, S. albus, and B. subtilis, but not Gram-negative bacteria and inhibits HIV-1 replication (IC50 = 14.6 μM) via inhibition of HIV-1 reverse transcriptase.

Uses

(+)shy-Aeroplysinin-1 is a compound that is an inhibitor of EGFR kinase.

Definition

ChEBI: Aeroplysinin 1 is a tertiary alcohol.

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