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Forsythoside I (Standard)

CAT: 0804-HY-N5042RSize: 1 EachDry Ice: NoHazardous: No
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Description
Forsythoside I (Standard) is the analytical standard of Forsythoside I. This product is intended for research and analytical applications. Forsythoside I is an orally active caffeoyl phenylethanoid glycoside (CPG) that can be isolated from Forsythia suspense (Thunb.) Vahl. Forsythoside I has anti-inflammatory activity and can exert a protective effect in a mouse model of acute lung injury[1][2].
CAS Number
1177581-50-8
Target
Apoptosis; Arrestin; Caspase; Interleukin Related; NOD-like Receptor (NLR) ; Reference Standards; SOD
Related Pathways
Apoptosis; GPCR/G Protein; Immunology/Inflammation; Others
Field of Research
Inflammation/Immunology
Smiles
O[C@H]([C@@H](OC(/C=C/C1=CC=C(O)C(O)=C1)=O)[C@@H]([C@@H](CO[C@H]2[C@@H]([C@@H]([C@H]([C@H](C)O2)O)O)O)O3)O)[C@@H]3OCCC4=CC=C(O)C(O)=C4
Molecular Formula
C29H36O15
Molecular Weight
624.59
References & Citations
[1]Wang FN, et al. New phenylethanoid glycosides from the fruits of forsythia suspense (thunb.) vahl. Molecules. 2009 Mar 25;14 (3) :1324-31.|[2]Liang H, et al. Potential of Forsythoside I as a therapeutic approach for acute lung injury: Involvement of TXNIP/NLRP3 inflammasome. Mol Immunol. 2021 Jun;134:192-201.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Isoforsythiaside

(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-4-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate has been reported in Forsythia viridissima with data available.

CAS Number1177581-50-8
PubChem CID23958169
IUPAC Name[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Molecular FormulaC29H36O15
Molecular Weight624.6
XLogP-0.5
Topological Polar Surface Area245
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count11
Heavy Atom Count44
Formal Charge0
Complexity936
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCCC3=CC(=C(C=C3)O)O)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O
InChI
InChI=1S/C29H36O15/c1-13-22(35)24(37)25(38)28(42-13)41-12-20-23(36)27(44-21(34)7-4-14-2-5-16(30)18(32)10-14)26(39)29(43-20)40-9-8-15-3-6-17(31)19(33)11-15/h2-7,10-11,13,20,22-33,35-39H,8-9,12H2,1H3/b7-4+/t13-,20+,22-,23+,24+,25+,26+,27-,28+,29+/m0/s1
InChIKey
GKRBWXABVALDGQ-GCELSKRESA-N
Chemical Structure
2D Structure
2D structure of Isoforsythiaside
CAS: 1177581-50-8
CID: 23958169
Formula: C29H36O15
MW: 624.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight624.6
XLogP3-0.5
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count15
Rotatable Bond Count11
Exact Mass624.20542044
Monoisotopic Mass624.20542044
Topological Polar Surface Area245 Ų
Heavy Atom Count44
Formal Charge0
Complexity936
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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