(6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol

Modify Date: 2024-01-02 12:13:40

(6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol Structure
(6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol structure
Common Name (6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
CAS Number 33983-39-0 Molecular Weight 270.28000
Density N/A Boiling Point N/A
Molecular Formula C16H14O4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of (6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol


(±)-Medicarpin is a pterocarpan, a type of isoflavonoid. (±)-Medicarpin has been isolated from several medicinal plant species with various biological effects, including Sophora japonica as a phytoalexin, Zollernia paraensis and Platymiscium yucatamun with antifungal properties, Machaerium aristulatum, Platymiscium floribundum, and Brazilian red propolis with cytotoxic effects, and Dalbergia oliveri as a larvicidal compound. (±)-Medicarpin potently inhibits osteoclastogenesis and prevents estrogen-deficient bone loss but does not display uterine estrogenicity. It also promotes bone healing and increases bone mass by osteoblast differentiation with estrogen receptor (ER) β-mediated osteogenic action[1].

 Names

Name (6aS,11aS)-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
Synonym More Synonyms

  Biological Activity

Description (±)-Medicarpin is a pterocarpan, a type of isoflavonoid. (±)-Medicarpin has been isolated from several medicinal plant species with various biological effects, including Sophora japonica as a phytoalexin, Zollernia paraensis and Platymiscium yucatamun with antifungal properties, Machaerium aristulatum, Platymiscium floribundum, and Brazilian red propolis with cytotoxic effects, and Dalbergia oliveri as a larvicidal compound. (±)-Medicarpin potently inhibits osteoclastogenesis and prevents estrogen-deficient bone loss but does not display uterine estrogenicity. It also promotes bone healing and increases bone mass by osteoblast differentiation with estrogen receptor (ER) β-mediated osteogenic action[1].
Related Catalog
Target

ERβ

References

[1]. Yang X, et al. Total Synthesis of (+)-Medicarpin. J Nat Prod. 2017 Dec 22;80(12):3284-3288.

 Chemical & Physical Properties

Molecular Formula C16H14O4
Molecular Weight 270.28000
Exact Mass 270.08900
PSA 47.92000
LogP 3.01050

 Synonyms

3-Hydroxy-9-methoxypterocarpan