Sinensetin
Basic information
- CAS
2306-27-6- Standard SMILES
COc1ccc(-c2cc(=O)c3c(OC)c(OC)c(OC)cc3o2)cc1OC- InChIKey
LKMNXYDUQXAUCZ-UHFFFAOYSA-N- Molecular formula
- C20H20O7
- Average molar mass
- 372.4 g/mol
- Monoisotopic mass
- 372.12090297
Overview
Sinensetin is a pentamethoxyflavone that is flavone substituted by methoxy groups at positions 5, 6, 7, 3' and 4' respectively. It has a role as a plant metabolite. It is functionally related to a flavone.
Names & identifiers
- Preferred name
- Sinensetin
- IUPAC
- 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxychromen-4-one
- English name
- SINENSETIN
- Molecular formula
- C20H20O7
- Molecular weight
- 372.37
Names & synonyms
Sinensetin2306-27-6Pedalitin permethyl ether5,6,7,3',4'-Pentamethoxyflavone3',4',5,6,7-Pentamethoxyflavone4H-1-Benzopyran-4-one, 2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-240LNZ51AT2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxychromen-4-oneDTXSID60177626CHEBI:9159DTXCID20100117RefChem:50031
Show more names
SinensteinSinensetin-RMSinenstein 98%Sinensetin (7CI)Orange flavonoidsSinensetin - Bio-X ?Sinensetin, 10 mM in DMSO
803-609-72-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-oneMFCD00017421Sinensetin (Standard)2-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-oneSCHEMBL621101CHEMBL226507LMPK12111250
Database identifiers
- CAS
2306-27-6- PubChem CID
- 145659
- DTXSID
DTXSID60177626
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 72.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 548
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Melting Point179 °C
Physical DescriptionSolid
Collision Cross Section
186.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
201.78 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 174 · 174-176°C
- Boiling point
- 547.8 · 547.8±50.0 °C(Predicted)
- Density
- 1.244 · 1.244±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 3 mg/mL, · DMSO: soluble3mg/mL, clear (warmed)
- form
- powder
- color
- white to beige
- BRN
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 7.3% (3 of 41) of reports.
Danger
H301 (92.7%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (92.7%)
Safety data
- wgk
- 3
- hs_code
- 29329990
- risk_code
- 25
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS02
- hazard_code
- T
- safety_code
- 22-24/25-45
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H226
- Precautionary statements
- P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
Usesantiangiogenesis, antidiabetic
UsesSinensetin, eupatorin, 3'-hydroxy-5,6,7,4'-tetramethoxyflavone and rosmarinic acid contents and antioxidative effect of Orthosiphon stamineus from Malaysia.
UsesSinensetin exhibits anti-fungal, anti-histamine activity; induce cell differentiation, inhibition of linoleic acid oxidation, inhibition of white blood cells in the human zona protein Interleukin -1-i nduced expression of tissue factor.
General DescriptionThis substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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