Name: Name:2-Butenoic acid, 2-methyl-,(9R,10R)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester, (2Z)-rel-
Brand: Angene
SKU: AG00IKLI
Rating: 90 (10 reviews)

2-Butenoic acid, 2-methyl-,(9R,10R)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester, (2Z)-rel-

CAS No.:

73069-25-7

Catalog Number:

AG00IKLI

Molecular Formula:

C21H22O7

Molecular Weight:

386.3952

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Purity

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Product Description

Catalog Number:

AG00IKLI

Chemical Name:

2-Butenoic acid, 2-methyl-,(9R,10R)-10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-yl ester, (2Z)-rel-

CAS Number:

73069-25-7

Molecular Formula:

C21H22O7

Molecular Weight:

386.3952

MDL Number:

MFCD23105643

IUPAC Name:

[(9R,10S)-10-acetyloxy-8,8-dimethyl-2-oxo-9,10-dihydropyrano[2,3-f]chromen-9-yl] (Z)-2-methylbut-2-enoate

InChI:

InChI=1S/C21H22O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h6-10,18-19H,1-5H3/b11-6-/t18-,19+/m0/s1

InChI Key:

XGPBRZDOJDLKOT-CIRUDOSSSA-N

SMILES:

C/C=C(\C(=O)O[C@@H]1[C@H](OC(=O)C)c2c(OC1(C)C)ccc1c2oc(=O)cc1)/C

Properties

Complexity:

720

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

386.137g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

386.4g/mol

Monoisotopic Mass:

386.137g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

88.1A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

3.1

Literature

Title	Journal
Metabolism of dl-praeruptorin A in rat liver microsomes using HPLC-electrospray ionization tandem mass spectrometry.	Archives of pharmacal research 20110801
Praeruptorin A inhibits lipopolysaccharide-induced inflammatory response in murine macrophages through inhibition of NF-κB pathway activation.	Phytotherapy research : PTR 20110401
Transport and metabolism of (±)-praeruptorin A in Caco-2 cell monolayers.	Xenobiotica; the fate of foreign compounds in biological systems 20110101
CAR-mediated up-regulation of CYP3A4 expression in LS174T cells by Chinese herbal compounds.	Drug metabolism and pharmacokinetics 20110101
Chemopreventive effects of Peucedanum praeruptorum DUNN and its major constituents on SGC7901 gastric cancer cells.	Molecules (Basel, Switzerland) 20101109
Liquid chromatography tandem mass spectrometry pharmacokinetic study of DL-praeruptorin A in rat plasma.	Biomedical chromatography : BMC 20101101
(+/-)-Praeruptorin A enantiomers exert distinct relaxant effects on isolated rat aorta rings dependent on endothelium and nitric oxide synthesis.	Chemico-biological interactions 20100730
[Extraction of praeruptorin A from Radix Peucedani by supercritical fluid extraction-CO2].	Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20081201
(+/-)-3'-O, 4'-O-dicynnamoyl-cis-khellactone, a derivative of (+/-)-praeruptorin A, reverses P-glycoprotein mediated multidrug resistance in cancer cells.	Bioorganic & medicinal chemistry 20061101
Effects of dl-praeruptorin A on nucleus factor-kappaB and tumor necrosis factor-alpha expression in ischemia-reperfusion hearts.	Acta pharmacologica Sinica 20040101
[Semi-synthesis of derivatives with C-3' and C-4' trans-configuration from (+)-praeruptorin A].	Yao xue xue bao = Acta pharmaceutica Sinica 20030501
Effect of dl-praeruptorin A on ATP sensitive potassium channels in human cortical neurons.	Acta pharmacologica Sinica 20010901
Isolation of praeruptorins A and B from Peucedanum praeruptorum Dunn. and their general pharmacological evaluation in comparison with extracts of the drug.	Farmaco (Societa chimica italiana : 1989) 20010101