Identification | Back 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 Properties | Back Directory | [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 |
Hazard Information | Back Directory | [Description]
(+)-Aeroplysinin-1 is a metabolite originally isolated from the marine sponge V. aerophoba with diverse biological activities.1 (+)-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.2 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.3 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.4 | [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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