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Myricitrin

CAT: 0127-BUP00077-03Size: 2 gDry Ice: NoHazardous: No
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CAT#:0127-BUP00077-03Size:2 g
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CAS Number
17912-87-7
Synonyms
Myricitrine, Myricetrin
Purity
=98%
Smiles
C[C@@H]1O[C@@H](Oc2c(oc3cc(O)cc(O)c3c2=O)-c2cc(O)c(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O

Chemical Information

Myricitrin

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

CAS Number17912-87-7
PubChem CID5281673
IUPAC Name5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
Molecular FormulaC21H20O12
Molecular Weight464.4
XLogP0.5
Topological Polar Surface Area207
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count3
Heavy Atom Count33
Formal Charge0
Complexity760
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O
InChI
InChI=1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1
InChIKey
DCYOADKBABEMIQ-OWMUPTOHSA-N
Chemical Structure
2D Structure
2D structure of Myricitrin
CAS: 17912-87-7
CID: 5281673
Formula: C21H20O12
MW: 464.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight464.4
XLogP30.5
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count12
Rotatable Bond Count3
Exact Mass464.09547607
Monoisotopic Mass464.09547607
Topological Polar Surface Area207 Ų
Heavy Atom Count33
Formal Charge0
Complexity760
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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