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1,11b-Dihydro-11b-hydroxyMedicarpin

Names

[ CAS No. ]:
210537-04-5

[ Name ]:
1,11b-Dihydro-11b-hydroxyMedicarpin

[Synonym ]:
(6aR,11aR,11bS)-11b-Hydroxy-9-methoxy-1,2,6,6a,11a,11b-hexahydro-3H-[1]benzofuro[3,2-c]chromen-3-one
3H-Benzofuro[3,2-c][1]benzopyran-3-one, 1,2,6,6a,11a,11b-hexahydro-11b-hydroxy-9-methoxy-, (6aR,11aR,11bS)-

Biological Activity

[Description]:

1,11b-Dihydro-11b-hydroxymedicarpin (11b-Hydroxy-11b,1-dihydromedicarpin) is a pterocarpan from Ononis viscosa subsp. breviflora is a Medicarpin derivative[1]. Medicarpin, a natural pterocarpan, heals cortical bone defect by activation of Notch and Wnt canonical signaling pathways[2]. Medicarpin prevents arthritis in post-menopausal conditions by arresting the expansion of TH17 cells and pro-inflammatory cytokines. Medicarpin down-regulates pro-inflammatory cytokines like TNF-α, IL-6 and IL-17A, while up-regulates anti-inflammatory cytokine IL-10 in arthritis (CIA) model of mice[3].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Interleukin Related
Research Areas >> Inflammation/Immunology

[References]

[1]. Alejandro F.Barrero, et al. Pterocarpans from Ononis viscosa subsp. breviflora. Phytochemistry. 1998 May, 48 (1): 187-190.

[2]. Manisha Dixit, et al. Medicarpin, a Natural Pterocarpan, Heals Cortical Bone Defect by Activation of Notch and Wnt Canonical Signaling Pathways. PLoS One. 2015 Dec 11;10(12):e0144541.

[3]. Mohd Nizam Mansoori, et al. Medicarpin prevents arthritis in post-menopausal conditions by arresting the expansion of TH17 cells and pro-inflammatory cytokines. Int Immunopharmacol. 2020 Feb 22;82:106299.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
490.0±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C16H16O5

[ Molecular Weight ]:
288.295

[ Flash Point ]:
185.8±22.2 °C

[ Exact Mass ]:
288.099762

[ PSA ]:
64.99000

[ LogP ]:
1.36

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.637

Related Compounds