Quercertin-3-rhamnoside

Quercertin-3-rhamnoside
Compound Structure:
Synonyms: quercitrin; 522-12-3 ;Quercetin 3-rhamnoside ;Quercitroside ;Quercetrin
Compound ID: NMPC-1444
PubChem ID:

5280459
Molecular Formula: C21H20O11
Canonical SMILES: CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)O)O)O)O
InChIKey: OXGUCUVFOIWWQJ-HQBVPOQASA-N
About the compound:

Quercitrin is a quercetin O-glycoside that is quercetin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. It has a role as an antioxidant, an antileishmanial agent, an EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor, an EC 1.1.1.21 (aldehyde reductase) inhibitor, an EC 1.14.18.1 (tyrosinase) inhibitor and a plant metabolite. It is a monosaccharide derivative, a tetrahydroxyflavone, an alpha-L-rhamnoside and a quercetin O-glycoside. It is a conjugate acid of a quercitrin-7-olate.

GHS Hazard Statements

Not Classified

Reported as not meeting GHS hazard criteria by 3 of 3 companies. For more detailed information, please visit ECHA C&L website.
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

448.4 g/mol

XLogP3-AA

0.9

Hydrogen Bond Donor Count

7

Hydrogen Bond Acceptor Count

11

Rotatable Bond Count

3

Exact Mass

448.10056145 g/mol

Monoisotopic Mass

448.10056145 g/mol

Topological Polar Surface Area

186Ų

Heavy Atom Count

32

Formal Charge

0

Complexity

741

Isotope Atom Count

0

Defined Atom Stereocenter Count

5

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Yellow solid;

Boiling Point

250 - 252 °C

Solubility 

practically insol in cold water, ether; sol in alcohol; moderately sol in hot water; sol in aq alkaline soln

Source: PubChem       
Source Species: Annona senegalensis
Dacryodes edulis
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