Isokaempferide
Basic information
- CAS
1592-70-7- Standard SMILES
COc1c(-c2ccc(O)cc2)oc2cc(O)cc(O)c2c1=O- InChIKey
VJJZJBUCDWKPLC-UHFFFAOYSA-N- Molecular formula
- C16H12O6
- Average molar mass
- 300.26 g/mol
- Monoisotopic mass
- 300.0633881
Overview
3-methoxyapigenin is a trihydroxyflavone that is apigenin substituted by a methoxy group at position 3. It has a role as a plant metabolite. It is a monomethoxyflavone and a trihydroxyflavone. It is functionally related to an apigenin.
Names & identifiers
- Preferred name
- Isokaempferide
- IUPAC
- 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxychromen-4-one
- English name
- 4-Vinylbenzylchloride
- Molecular formula
- C16H12O6
- Molecular weight
- 300.26
Names & synonyms
Isokaempferide1592-70-73-MethylkaempferolKaempferol 3-methyl ether5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxychromen-4-oneDTXSID90166609RefChem:791886DTXCID90891003-Methoxyapigenin4-Vinylbenzylchloride3-O-Methylkaempferolkaempferol-3-O-methyl ether
Show more names
lsokaempferide4-vinyl lenzyl chlorideKaempferol 3-methyletherKaempferol-3-methyletherKaempferol 3-O-methyletherKaempferol 3-monomethyl ether
5,7,4'-trihydroxy-3-methoxyflavone5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-oneCHEMBL1650644H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-3-METHOXY-5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-1-benzopyran-4-one5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-chromen-4-one3-MethylkempferolKaempferol 3-O-methyl ether
Database identifiers
- CAS
1592-70-7- PubChem CID
- 5280862
- DTXSID
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 96.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 465
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 300 ℃ · >300℃
- Boiling point
- 586.2 · 586.2±50.0 °C(Predicted)
- Density
- 1.58 · 1.58±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- form
- solid
- pka
- 6.34 · 6.34±0.40(Predicted)
- color
- Light yellow to yellow
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- 1S/C16H12O6/c1-21-16-14(20)13-11(19)6-10(18)7-12(13)22-15(16)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3
- InChIKey
- VJJZJBUCDWKPLC-UHFFFAOYSA-N
- SMILES
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
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- 3
- ridadr
- UN 2811 6.1 / PGIII
- risk_code
- 25-50
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- T,N
- safety_code
- 45-61
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H301-H410
- Hazard Classifications
- Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
- Precautionary statements
- P273-P301+P310+P330
Chemistry & industry
Applications
UsesIsokaempferide is a bioactive flavonoid with antioxidant and anticholinesterase activity.
Additional notes
DefinitionChEBI: A trihydroxyflavone that is apigenin substituted by a methoxy group at position 3.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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