ChemicalBook--->CAS DataBase List--->28656-91-9

28656-91-9

28656-91-9 Structure

28656-91-9 Structure
IdentificationBack Directory
[Name]

(+)-AEROPLYSININ-1
[CAS]

28656-91-9
[Synonyms]

NSC-170364
AEROPLYSININ
aeroplysinini
(+)-aeroplysinini
(+)-AEROPLYSININ-1
(+)shy-Aeroplysinin-1
Aeroplysinin (Aeroplysinin-1)
AEROPLYSININ, APLYSINA AEROPHOBA
(+)-AEROPLYSININ-1, APLYSINA AEROPHOBA
4-cyclohexadiene-1-acetonitrile,3,5-dibromo-1,6-dihydroxy-4-methoxy-(1s-tr
(1s-trans)-3,5-dibromo-1,6-dihydroxy-4-methoxy-2,4-cyclohexadiene-1-acetonit
(1S)-1,6α-Dihydroxy-3,5-dibromo-4-methoxy-2,4-cyclohexadiene-1α-acetonitrile
(1R)-1,6β-Dihydroxy-3,5-dibromo-4-methoxy-2,4-cyclohexadiene-1β-acetonitrile
(1R)-3,5-Dibromo-1α,6β-dihydroxy-4-methoxy-2,4-cyclohexadiene-1β-acetonitrile
[1S,6R,(+)]-3,5-Dibromo-1,6-dihydroxy-4-methoxy-2,4-cyclohexadiene-1-acetonitrile
[Molecular Formula]

C9H9Br2NO3
[MDL Number]

MFCD01745659
[MOL File]

28656-91-9.mol
[Molecular Weight]

338.98
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

Methanol: Soluble
[form ]

A solid
Safety DataBack Directory
[HS Code ]

2941900000
Hazard InformationBack Directory
[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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