| Identification | Back Directory | [Name]
(+)-2-Methoxy-3,5-dimethyl-6-[tetrahydro-4-[(1Z,2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)-2,4,6-heptatrienylidene]furan-2-yl]-4H-pyran-4-one | [CAS]
59795-94-7 | [Synonyms]
Spectinabilin
(+)-2-Methoxy-3,5-dimethyl-6-[tetrahydro-4-[(1Z,2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)-2,4,6-heptatrienylidene]furan-2-yl]-4H-pyran-4-one
4H-Pyran-4-one, 2-methoxy-3,5-dimethyl-6-[(2R,4Z)-tetrahydro-4-[(2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)-2,4,6-heptatrien-1-ylidene]-2-furanyl]- | [Molecular Formula]
C28H31NO6 | [MOL File]
59795-94-7.mol | [Molecular Weight]
477.55 |
| Chemical Properties | Back Directory | [Boiling point ]
660.7±55.0 °C(Predicted) | [density ]
1.20±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C,protect from light | [solubility ]
DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble | [form ]
A solid |
| Hazard Information | Back Directory | [Uses]
Neoaureothin is a bacterial metabolite that has been found in Streptomyces. It is an androgen receptor (AR) antagonist that inhibits binding of dihydrotestosterone (DHT) to ARs (IC50=13 μM) and inhibits DHT-induced expression of prostate-specific antigen in LNCaP cells (IC50=1.75 nM). Neoaureothin is cytotoxic to A549, HCT116, and HepG2 cells (IC50s=34.3, 47, and 37.2 μg/mL, respectively). It also has nematocidal activity against the pine wood nematode B. xylophilus (LC50=0.84 μg/mL) and increases survival of P. densiflora trees inoculated with B. xylophilus. | [References]
[1] Kawamura, et al. Isolation and structure elucidation of a novel androgen antagonist, arabilin, produced by Streptomyces sp. MK756-CF1. J. Antibiot. (Tokyo) 63(10), 601-605 (2010). |
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