PhytoHub: Showing entry for Piceatannol 3-O-glucoside

Piceatannol 3-O-glucoside

Identification

PhytoHub ID

PHUB000321

Name

Piceatannol 3-O-glucoside

Systematic Name

Not Available

Synonyms

Astringin
Astringinin 3-O-glucoside

CAS Number

Not Available

Average Mass

406.387

Monoisotopic Mass

406.126382288

Chemical Formula

C₂₀H₂₂O₉

IUPAC Name

(2S,3R,4S,5S,6R)-2-{3-[(1E)-2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

PERPNFLGJXUDDW-CUYWLFDKSA-N

InChI Identifier

InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1

SMILES

OC[C@H]1O[C@@H](OC2=CC(\C=C\C3=CC(O)=C(O)C=C3)=CC(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 7.35e-01 g/l
LogS (ALOGPS): -2.74
LogP (ALOGPS): 0.44
Hydrogen Acceptors: 9
Hydrogen Donors: 7
Rotatable Bond Count: 5
Polar Surface Area: 160.07
Refractivity: 101.5808
Polarizability: 40.684307329564675
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.981092343730565
pKa (strongest acidic): 8.492505059442484
Number of Rings: 3
Rule of Five: No
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 76157
ChEBI: 2899
PubChem: 5281712
MetaboLights: MTBLC2899
Phenol-Explorer: 589

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Stilbenes
Sub-class: Not Available

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum	(159.0434,0.16116116);(201.0559,0.12512513);(241.0499,0.45745746);(242.0522,0.3033033);(243.0645,1.0);(405.1158,0.21221221)
LC-MS/MS	ESI- LC-Q-TOF/MS	Positive	low	View Spectrum	(93.0668,0.126);(98.9724,0.291);(105.0666,0.999);(106.0703,0.193);(110.9721,0.165);(121.0616,0.231);(124.9879,0.287);(166.0311,0.198);(185.005,0.154);(226.0546,0.246);(244.064,0.432);(286.0801,0.278);(346.1079,0.208);(406.1263,0.12)
LC-MS/MS	ESI- LC-Q-TOF/MS	Negative	low	View Spectrum	(159.0434,0.161);(201.0559,0.125);(241.0499,0.457);(242.0522,0.303);(243.0645,0.999);(405.1158,0.211)

Food Sources

	Name	Group
	Red wine	Beverages, Alcoholic	Publications	Show
	White wine	Beverages, Alcoholic	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Piceatannol 3-O-glucoside