Myricitrin

Myricitrin
Compound Structure:
Synonyms: 5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one; Myricitrin; Myricitroside; Myricetrin; Myricitrine; Myricetin 3-O-rhamnoside; Myricetol 3-rhamnoside; Myricetin 3-rhamnoside
Compound ID: NMPC-1280
PubChem ID:

5281673

Molecular Formula: C21H20O12
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)O
InChIKey: DCYOADKBABEMIQ-OWMUPTOHSA-N
About the compound:

Myricitrin is a glycosyloxyflavone that consists of myricetin attached to a alpha-L-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Myricacerifera, it exhibits anti-allergic activity. It has a role as an anti-allergic agent, an EC 1.14.13.39 (nitric oxide synthase) inhibitor, an EC 2.7.11.13 (protein kinase C) inhibitor and a plant metabolite. It is a pentahydroxyflavone, a glycosyloxyflavone, an alpha-L-rhamnoside and a monosaccharide derivative. It is functionally related to a myricetin. It is a conjugate acid of a myricitrin(1-).

GHS Hazard Statements

Not Classified

Reported as not meeting GHS hazard criteria by 2 of 2 companies. For more detailed information, please visit ECHA C&L website.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

464.4 g/mol

XLogP3-AA

0.5

Hydrogen Bond Donor Count

8

Hydrogen Bond Acceptor Count

12

Rotatable Bond Count

3

Exact Mass

464.09547607 g/mol

Monoisotopic Mass

464.09547607 g/mol

Topological Polar Surface Area

207Ų

Heavy Atom Count

33

Formal Charge

0

Complexity

760

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

Light yellow powder or mass, Slight bayberry aroma

Source: PubChem            

Source Species: Bridelia ferruginea.
Bryophyllum pinnatum
Nymphaea lotus
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