| Identification | Back Directory | [Name]
Columbianadin | [CAS]
5058-13-9 | [Synonyms]
ZosiMin
ColuMbianin
Columbianadin
Columbianetin angelate
Columbianadin 5058-13-9
Columbianadin Columbianadin
Columbianadin, 98%, from Angelica pubescens Maxim.f. biserrata Shan et Yuan
2-[(8S)-2-oxo-8,9-dihydrofuro[2,3-h]chromen-8-yl]propan-2-yl (Z)-2-methylbut-2-enoate
(S)-2-(2-oxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-yl)propan-2-yl (Z)-2-methylbut-2-enoate
(Z)-2-Methylbut-2-enoic Acid (S)-2-(2-Oxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-yl)propan-2-yl Ester
(S)-8-[1-[(Z)-2-Methyl-2-butenoyloxy]-1-methylethyl]-8,9-dihydro-2H-furo[2,3-h]-1-benzopyran-2-one
2-Butenoic acid, 2-methyl-, 1-[(8S)-8,9-dihydro-2-oxo-2H-furo[2,3-h]-1-benzopyran-8-yl]-1-methylethyl ester, (2Z)- | [Molecular Formula]
C19H20O5 | [MDL Number]
MFCD07781426 | [MOL File]
5058-13-9.mol | [Molecular Weight]
328.36 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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