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Columbianadin

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Columbianadin Basic information

Product Name:
Columbianadin
Synonyms:
  • (S)-8-[1-[(Z)-2-Methyl-2-butenoyloxy]-1-methylethyl]-8,9-dihydro-2H-furo[2,3-h]-1-benzopyran-2-one
  • Columbianadin
  • ColuMbianin
  • ZosiMin
  • Columbianetin angelate
  • Columbianadin, 98%, from Angelica pubescens Maxim.f. biserrata Shan et Yuan
  • Columbianadin 5058-13-9
  • Columbianadin Columbianadin
CAS:
5058-13-9
MF:
C19H20O5
MW:
328.36
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
5058-13-9.mol
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Columbianadin Chemical Properties

Melting point:
117.0 to 121.0 °C
Boiling point:
482.3±45.0 °C(Predicted)
Density 
1.232±0.06 g/cm3(Predicted)
solubility 
DMSO : 33.33 mg/mL (101.50 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form 
powder to crystal
color 
White to Almost white
InChI
InChI=1S/C19H20O5/c1-5-11(2)18(21)24-19(3,4)15-10-13-14(22-15)8-6-12-7-9-16(20)23-17(12)13/h5-9,15H,10H2,1-4H3/b11-5-/t15-/m0/s1
InChIKey
JRIBPWOXWIRQOQ-GHAIFCDISA-N
SMILES
C(OC([C@H]1OC2C=CC3=C(C=2C1)OC(=O)C=C3)(C)C)(=O)/C(/C)=C\C
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Safety Information

Safety Statements 
24/25
HS Code 
29329990
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Columbianadin Usage And Synthesis

Chemical Properties

White needle-shaped crystals, easily soluble in methanol, ethyl acetate, chloroform, acetone, and ether, derived from Angelica dahurica and Cnidium monnieri.

Uses

Columbianedin, a coumarin compounds, is one of the main bioactive constituents of Angelica pubescens Maxim f. biserrata Shan et Yuan and is studied for its antiinflammatory and analgesic properties. Potential anti-tumor agent. Cytotoxic.

Definition

ChEBI: Columbianadin is an alpha,beta-unsaturated carboxylic ester obtained by formal condensation of the carboxy group of angelic acid with the hydroxy group of 2-[(8S)-2-oxo-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-8-yl]propan-2-ol. It has a role as an anti-inflammatory agent, an apoptosis inducer, a hepatoprotective agent, an antineoplastic agent, a rat metabolite and a plant metabolite. It is a furanocoumarin and an alpha,beta-unsaturated carboxylic ester. It is functionally related to an angelic acid.

in vivo

The analysis method is successfully applied to a tissue distribution study of Columbianadin (CBN) and Columbianetin (CBT) after intravenous administration of Columbianadin to rats. The results of this study indicated that Columbianadin can be detected in all of the selected tissues after i.v. administration. Columbianadin is distributed to rat tissues rapidly and can be metabolized to CBT in most detected tissues. Of the detected tissues, heart had the highest uptake of Columbianadin, which suggests that heart might be one of the main target tissues of Columbianadin [2].

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