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12-Oxocalanolide A

Names

[ CAS No. ]:
161753-49-7

[ Name ]:
12-Oxocalanolide A

[Synonym ]:
(10R,11R)-6,6,10,11-Tetramethyl-4-propyl-10,11-dihydro-2H,6H,12H-dipyrano[2,3-f:2',3'-h]chromene-2,12-dione
2H,6H,12H-Benzo[1,2-b:3,4-b':5,6-b'']tripyran-2,12-dione, 10,11-dihydro-6,6,10,11-tetramethyl-4-propyl-, (10R,11R)-rel-
2H,6H,12H-Benzo[1,2-b:3,4-b':5,6-b'']tripyran-2,12-dione, 10,11-dihydro-6,6,10,11-tetramethyl-4-propyl-, (10R,11R)-

Biological Activity

[Description]:

12-Oxocalanolide A (compound 6) is a potent inhibitor of reverse transcriptase from human immunodeficiency virus type 1 (HIV-1) with an IC50 and EC50 of 2.8 and 12 μM, respectively. 12-Oxocalanolide A is the analogue of Calanolide[1].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HIV
Research Areas >> Infection

[References]

[1]. Zembower DE, et al. Structural analogues of the calanolide anti-HIV agents. Modification of the trans-10,11-dimethyldihydropyran-12-ol ring (ring C). J Med Chem. 1997;40(6):1005-1017.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
546.7±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C22H24O5

[ Molecular Weight ]:
368.42

[ Flash Point ]:
298.4±18.1 °C

[ Exact Mass ]:
368.162384

[ PSA ]:
65.74000

[ LogP ]:
5.90

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.550

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds