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Sweroside

CAS No.:
14215-86-2
Catalog Number:
AG009AK0
Molecular Formula:
C16H22O9
Molecular Weight:
358.3405
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Product Description
Catalog Number:
AG009AK0
Chemical Name:
Sweroside
CAS Number:
14215-86-2
Molecular Formula:
C16H22O9
Molecular Weight:
358.3405
MDL Number:
MFCD09954487
IUPAC Name:
(3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one
InChI:
InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
InChI Key:
VSJGJMKGNMDJCI-ZASXJUAOSA-N
SMILES:
C=C[C@H]1[C@@H](OC=C2[C@H]1CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
UNII:
I3YG76417O
Properties
Complexity:
548  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
0
Exact Mass:
358.126g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
358.343g/mol
Monoisotopic Mass:
358.126g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
135A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9  
Literature
Title Journal
Modulation effects of sweroside isolated from the Lonicera japonica on melanin synthesis. Chemico-biological interactions 20150805
Inhibitory effects of secoiridoids from the roots of Gentiana straminea on stimulus-induced superoxide generation, phosphorylation and translocation of cytosolic compounds to plasma membrane in human neutrophils. Phytotherapy research : PTR 20120201
[Optimization of microwave-assisted extraction with RSM and HPLC determination for three iridoid glycosides in Cornus officinalis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110701
Allergy-preventive effects of chlorogenic acid and iridoid derivatives from flower buds of Lonicera japonica. Biological & pharmaceutical bulletin 20110101
Anti-inflammatory and analgesic activities of SKLJI, a highly purified and injectable herbal extract of Lonicera japonica. Bioscience, biotechnology, and biochemistry 20100101
Cycloaddition and one-carbon homologation studies in the synthesis of advanced iridoid precursors. Organic & biomolecular chemistry 20090907
Determination of sweroside in rat plasma and bile for oral bioavailability and hepatobiliary excretion. Chemical & pharmaceutical bulletin 20090101
Fagraldehyde, a secoiridoid isolated from Fagraea fragrans. Journal of natural products 20081201
Simultaneous determination of six active components in crude and processed Fructus Corni by high performance liquid chromatography. Journal of pharmaceutical and biomedical analysis 20080910
[Promoting effect of constituents in plasma after oral administration of liuwei dihuangwan on proliferation of rat osteoblast]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080901
[Chemical constituents in root of Hemerocallis fulva]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080201
[Determination of iridoids and triterpenes in herb of Swertia pseudochinesis by RP-HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20071201
Simultaneous estimation of mangiferin and four secoiridoid glycosides in rat plasma using liquid chromatography tandem mass spectrometry and its application to pharmacokinetic study of herbal preparation. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071015
Simultaneous quantification of seven bioactive components in Caulis Lonicerae Japonicae by high performance liquid chromatography. Biomedical chromatography : BMC 20070601
[A new indole alkaloid glycoside from stems of Nauclea officinalis]. Yao xue xue bao = Acta pharmaceutica Sinica 20061101
Effects of gentiopicroside, sweroside and swertiamarine, secoiridoids from gentian (Gentiana lutea ssp. symphyandra), on cultured chicken embryonic fibroblasts. Planta medica 20060301
Bioactivity of secoiridoid glycosides from Centaurium erythraea. Phytomedicine : international journal of phytotherapy and phytopharmacology 20030501
Transformation of naturally-occurring 1,9-trans-9,5-cis sweroside to all trans sweroside during acetylation of sweroside aglycone. Phytochemistry 20010501
Properties