(+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside (CHEBI:66606)

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66606 - (+)-lyoniresinol-3-α-O-β-D-glucopyranoside

ChEBI ID	CHEBI:66606
ChEBI Name	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside
Stars
ASCII Name	(+)-lyoniresinol-3-alpha-O-beta-D-glucopyranoside
Definition	A lignan that is (+)-lyoniresinol substituted by a β-D-glucopyranosyl moiety at position 3 via a glycosidic linkage. Isolated from the root barks of Stemmadenia minima and Lycium chinense, it exhibits antimicrobial activities.
Last Modified	27 March 2013
Downloads	Molfile

Formula	C28H38O13
Net Charge	0
Average Mass	582.599
Monoisotopic Mass	582.23124
SMILES	COc1cc([C@H]2c3c(cc(OC)c(O)c3OC)C[C@@H](CO)[C@@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c1O
InChI	InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15-,19+,20+,23+,25-,26+,28+/m0/s1
InChIKey	PQQRNPDHSJDAGV-HQSXISOASA-N

Species of Metabolite	Component	Source	Comments
Lycium chinense (ncbitaxon:112883)	root (BTO:0001188)	PubMed (16212233)	Previous component: root bark;
Stemmadenia minima (IPNI:81813-1)	stem (BTO:0001300)	PubMed (17226467)	Previous component: stem bark;

Roles Classification

Biological Roles:

antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.

antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

ChEBI Ontology

Outgoing Relation(s)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) has functional parent (+)-lyoniresinol (CHEBI:68168)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) has role antibacterial agent (CHEBI:33282)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) has role antifungal agent (CHEBI:35718)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) has role metabolite (CHEBI:25212)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a dimethoxybenzene (CHEBI:51681)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a lignan (CHEBI:25036)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a monosaccharide derivative (CHEBI:63367)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a polyphenol (CHEBI:26195)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a primary alcohol (CHEBI:15734)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a tetralins (CHEBI:36786)
	(+)-lyoniresinol-3-α-O-β-D-glucopyranoside (CHEBI:66606) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl β-D-glucopyranoside

Synonyms	Source
pteleifoside G	ChEBI
(+)-lyoniresinol 9'-O-β-D-glucopyranoside	ChEBI

Manual Xrefs	Databases
HMDB0038922	HMDB

Registry Numbers	Sources
Reaxys:6168345	Reaxys

Citations