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70238-51-6 | S-Petasin
CAS No: 70238-51-6 Catalog No: AG005KGC MDL No:
Product Description
Catalog Number:
AG005KGC
Chemical Name:
S-Petasin
CAS Number:
70238-51-6
Molecular Formula:
C19H26O3S
Molecular Weight:
334.4729
IUPAC Name:
[(1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] (Z)-3-methylsulfanylprop-2-enoate
InChI:
InChI=1S/C19H26O3S/c1-12(2)15-11-19(4)13(3)17(22-18(21)8-9-23-5)7-6-14(19)10-16(15)20/h8-10,13,15,17H,1,6-7,11H2,2-5H3/b9-8-/t13-,15-,17+,19+/m0/s1
InChI Key:
OHANKWLYFDFHOJ-RFTFGCRPSA-N
SMILES:
CSC=CC(=O)O[C@@H]1CCC2=CC(=O)[C@@H](C[C@@]2([C@H]1C)C)C(=C)C
UNII:
129023415R
Properties
Complexity:
575
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
4
Defined Bond Stereocenter Count:
1
Exact Mass:
334.16g/mol
Formal Charge:
0
Heavy Atom Count:
23
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
334.474g/mol
Monoisotopic Mass:
334.16g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
68.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1
Literature
| Title | Journal |
|---|---|
| Simultaneous determination of sesquiterpenes and pyrrolizidine alkaloids from the rhizomes of Petasites hybridus (L.) G.M. et Sch. and dietary supplements using UPLC-UV and HPLC-TOF-MS methods. | Journal of pharmaceutical and biomedical analysis 20121101 |
| Cellular calcium regulatory machinery of vasorelaxation elicited by petasin. | Clinical and experimental pharmacology & physiology 20100301 |
| Use-dependent block of voltage-gated Cav2.1 Ca2+ channels by petasins and eudesmol isomers. | The Journal of pharmacology and experimental therapeutics 20090701 |
| S-petasin and butterbur lactones dilate vessels through blockage of voltage gated calcium channels and block DNA synthesis. | European journal of pharmacology 20080928 |
| [Study on chemical constiuents from Ligularia intermedia of shanxi]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070601 |
| The butterbur extract petasin has no effect on skin test reactivity induced by different stimuli: a randomized, double-blind crossover study using histamine, codeine, methacholine, and aeroallergen solutions. | Journal of investigational allergology & clinical immunology 20060101 |
| Effects of S-petasin on cyclic AMP production and enzyme activity of P450scc in rat zona fasciculata-reticularis cells. | European journal of pharmacology 20040405 |
| Calcium-antagonizing activity of S-petasin, a hypotensive sesquiterpene from Petasites formosanus, on inotropic and chronotropic responses in isolated rat atria and cardiac myocytes. | Naunyn-Schmiedeberg's archives of pharmacology 20040301 |
| Butterbur, a herbal remedy, attenuates adenosine monophosphate induced nasal responsiveness in seasonal allergic rhinitis. | Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20030701 |
| Iso-S-petasin, a hypotensive sesquiterpene from Petasites formosanus, depresses cardiac contraction and intracellular Ca2+ transients in adult rat ventricular myocytes. | The Journal of pharmacy and pharmacology 20030101 |
| Effects of S-petasin on corticosterone release in rats. | The Chinese journal of physiology 20021231 |
| Petasins in the treatment of allergic diseases: results of preclinical and clinical studies. | International archives of allergy and immunology 20021001 |
| Differential inhibition of inflammatory effector functions by petasin, isopetasin and neopetasin in human eosinophils. | Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20010801 |
| Role of petasin in the potential anti-inflammatory activity of a plant extract of petasites hybridus. | Biochemical pharmacology 20010415 |
| Calcium channel blockade in vascular smooth muscle cells: major hypotensive mechanism of S-petasin, a hypotensive sesquiterpene from Petasites formosanus. | The Journal of pharmacology and experimental therapeutics 20010401 |
| Mechanisms of relaxant action of S-petasin and S-isopetasin, sesquiterpenes of Petasites formosanus, in isolated guinea pig trachea. | Planta medica 20010401 |
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