5,7-Dihydroxy-3-(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxy-2-(3,4,5-Trihydroxyphenyl)Chromen-4-One
Basic information
- CAS
17912-87-7- Standard SMILES
CC1OC(Oc2c(-c3cc(O)c(O)c(O)c3)oc3cc(O)cc(O)c3c2=O)C(O)C(O)C1O- InChIKey
DCYOADKBABEMIQ-UHFFFAOYSA-N- Molecular formula
- C21H20O12
- Average molar mass
- 464.4 g/mol
- Monoisotopic mass
- 464.09547608
Overview
myricitrin has been reported in Mycoacia fuscoatra, Glochidion sphaerogynum, and other organisms with data available.
Names & identifiers
- Preferred name
- 5,7-Dihydroxy-3-(3,4,5-Trihydroxy-6-Methyloxan-2-Yl)Oxy-2-(3,4,5-Trihydroxyphenyl)Chromen-4-One
- IUPAC
- 5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one
- English name
- Myricitrin
- Molecular formula
- C21H20O12
- Molecular weight
- 464.38
Names & synonyms
5,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-oneRefChem:1072260Myricetin 3-rhamnosideMLS000737865Rhamnoside,myricetin-3Myricetin 3-O-L-rhamnosideMyricetol 3-rhamnosideSMR0005281965,7-dihydroxy-3-(3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-2-(3,4,5-trihydroxyphenyl)chromen-4-oneMyricetin-3-O-alpha-L-rhamnosideMyricetin 3-O-.alpha.-L-rhamnopyranosideMyricitrin (8CI)
Show more names
MYRICETIN-3-O-RHAMNOSIDEMyricetrinCANNABISCITRINMYRICETIN-3-RHAMNOSIDEMYRICITRINMIRICITRINMyricitrineMetricationMyricitrosideMyricitrin>
Myricitrin [M+H]+Flavone,3,3',4',5,5',7-hexahydroxy-,3-rhamnosideCHEMBL1599224SCHEMBL13240936cid_5352000DTXSID60864807DCYOADKBABEMIQ-UHFFFAOYSA-NBDBM115130
Properties
Computed structural properties
- XLogP
- 0.5
- Topological polar surface area
- 207 Ų
- Hydrogen bond donors
- 8
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 3
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 760
Experimental & physicochemical properties
Melting Point194 - 197 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 197 °C · 197°C(lit.)
- Boiling point
- 896.6 · 896.6±65.0 °C(Predicted)
- Density
- 1.88 · 1.88±0.1 g/cm3(Predicted)
- FEMA
- 4491 · 4491 | MYRICITRIN
- storage temp.
- -20 °C · -20°C
- solubility
- 93 mg/mL · Soluble to 93 mg/mL (200.26 mM) in DMSO
- pka
- 6.16 · 6.16±0.40(Predicted)
- form
- Solid
- color
- Light yellow to Yellow to Orange
- Odor
- bayberry waxy
- JECFA Number
- 2207 · 2207
- Cosmetics Ingredients Functions
- SKIN PROTECTINGANTIOXIDANT
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- hs_code
- 29389090
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
UsesIt was isolated from the leaves of Myrtus communis an inhibitory activity against nifuroxazide, aflatoxine B1 and H2O2 induced mutagenicity. Antioxidant
UsesIt was isolated from the leaves of Myrtus communis; shows antimutagenic activity. Myricitrin was a very potent radical scavenger with an IC50 value of 1.4 .mu.g/mL. Moreover, this compound induced an inhibitory activity against nifuroxazide, aflatoxine B1 and H2O2 induced mutagenicity. Antioxidant.
UsesMyricitrin may be used as an analytical reference standard for determination of the analyte in Folium Rhododendri Micranthi extract using high-performance liquid chromatography. It may also be used as an external standard in the validation of both commercial herbal medicines and crude material of Myrcia uniflora extracts using high-performance liquid chromatography technique.
General DescriptionProduced and qualified by HWI pharma services GmbH.Exact content by quantitative NMR can be found on the certificate.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: 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.
Related reactions
1 records
Compound notes
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