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Plantagoside (Standard)

CAT: 0804-HY-N1470RSize: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-N1470RSize:1 Each
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Description
Plantagoside (Standard) is the analytical standard of Plantagoside. This product is intended for research and analytical applications. Plantagoside, isolated from the seeds of Plantago asiatica, is a specific and non-competitive inhibitor for jack bean α-mannosidase, with an IC50 of 5 μM[1].
CAS Number
78708-33-5
UNSPSC
12352005
Target
Others; Reference Standards
Type
Reference compound
Related Pathways
Others
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/plantagoside-standard.html
Smiles
O=C1C[C@@H](C2=CC(O)=C(O)C(O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)=C2)OC4=CC(O)=CC(O)=C14
Molecular Formula
C21H22O12
Molecular Weight
466.39
References & Citations
[1]H Yamada, et al. Plantagoside, a Novel Alpha-Mannosidase Inhibitor Isolated From the Seeds of Plantago Asiatica, Suppresses Immune Response. Biochem Biophys Res Commun. 1989 Dec 29;165 (3) :1292-8.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Plantagoside

Plantagoside is a flavanone glycoside that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7, 4' and 5' and a beta-D-glucopyranosyloxy group at position 3' respectively. It has a role as a plant metabolite. It is a member of 4'-hydroxyflavanones, a beta-D-glucoside, a tetrahydroxyflavanone, a monosaccharide derivative and a flavanone glycoside. It is functionally related to a (2S)-flavanone.

CAS Number78708-33-5
PubChem CID174157
IUPAC Name(2S)-2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
Molecular FormulaC21H22O12
Molecular Weight466.4
XLogP-0.1
Topological Polar Surface Area207
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Heavy Atom Count33
Formal Charge0
Complexity692
SMILES
C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI
InChI=1S/C21H22O12/c22-6-15-18(28)19(29)20(30)21(33-15)32-14-2-7(1-11(26)17(14)27)12-5-10(25)16-9(24)3-8(23)4-13(16)31-12/h1-4,12,15,18-24,26-30H,5-6H2/t12-,15+,18+,19-,20+,21+/m0/s1
InChIKey
SNFFBROYEDWRGB-NHXQFOETSA-N
Chemical Structure
2D Structure
2D structure of Plantagoside
CAS: 78708-33-5
CID: 174157
Formula: C21H22O12
MW: 466.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight466.4
XLogP3-0.1
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Exact Mass466.11112613
Monoisotopic Mass466.11112613
Topological Polar Surface Area207 Ų
Heavy Atom Count33
Formal Charge0
Complexity692
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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