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(-)-pareruptorin A

Names

[ CAS No. ]:
73069-25-7

[ Name ]:
(-)-pareruptorin A

[Synonym ]:
PraeruptorinA
2-Butenoicacid,2-methyl-,(9S,10S)-10-(acetyloxy)
(+)-cis-4'-acetyl-3'-angeloylkhellactone
9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H
2-Butenoic acid, 2-methyl-, (9R,10S)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester, (2Z)-
(9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methylbut-2-enoate
(+)-Praeruptorin
(+)-cis-3'-angeloyl-4'-acetylkhellactone
2-Butenoic acid, 2-methyl-, (9S,10S)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester, (2Z)-
(-)-pareruptorin A
(9R,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate
(+)-isopteryxin
(9S,10S)-10-Acetoxy-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2Z)-2-methyl-2-butenoate

Biological Activity

[Description]:

(±)-Praeruptorin A is the di-esterified product of cis-khellactone (CKL) and the major active ingredient in Peucedani Radix which consists of the dried roots of Peucedanum praeruptorumDunn (Apiaceae). (±)-Praeruptorin A has been widely employed as one of the famous traditional Chinese medicines (TCMs) for the treatment of cough with thick sputum and dyspnea, nonproductive cough and upper respiratory infections for centuries in China. (±)-Praeruptorin A has dramatically therapeutic effects on hypertension mainly through acting as a Ca2+-influx blocker[1].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel
Research Areas >> Infection

[Target]

Ca2+


[References]

[1]. Song YL, et al. Metabolic characterization of (±)-praeruptorin A in vitro and in vivo by high performance liquidchromatography coupled with hybrid triple quadrupole-linear ion trap mass spectrometry and time-of-flight mass spectrometry. J Pharm Biomed Anal. 2014 Mar;90:98-110.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
486.8±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H22O7

[ Molecular Weight ]:
386.395

[ Flash Point ]:
211.5±28.8 °C

[ Exact Mass ]:
386.136566

[ PSA ]:
92.04000

[ LogP ]:
4.18

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.574

Safety Information

[ Safety Phrases ]:
24/25

Related Compounds