Flavokavain A

HCID 235736CAS 3420-72-2

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Basic information

Standard SMILES: COc1ccc(C=CC(=O)c2c(O)cc(OC)cc2OC)cc1
InChIKey: CGIBCVBDFUTMPT-UHFFFAOYSA-N
Molecular formula: C18H18O5
Average molar mass: 314.3 g/mol
Monoisotopic mass: 314.11542367

Names & identifiers

Preferred name: Flavokavain A
IUPAC: 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
English name: 2'-Hydroxy-4,4',6'-trimethoxychalcone
Molecular formula: C18H18O5
Molecular weight: 314.33

Names & synonyms

Flavokavain ARefChem:1406571-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-oneC18H18O56'-hydroxy-2',4,4'-trimethoxychalconeFlavokawainAFlavokawain A (cis/trans mixture); Flavokavain A (cis/trans mixture)orb609322orb1222348orb1303413SCHEMBL2289188CGIBCVBDFUTMPT-UHFFFAOYSA-N

Show more names

FLAVOKAWAIN AFlavoringAFlavokavin AFLAVOKAWIN AFlavokawain A, 10 mM in DMSO2'-Hydroxy-4,4',6'-trimethoxy2'-hydroxy-4,4',6'-trimethoxyone2'-Hydroxy-4,4',6'-trimethoxychalcone2'-Hydroxy-4,4',6'-trimethoxychalcone(E)-2'-Hydroxy-4,4',6'-trimethoxychalcone

DTXSID701285842s5600AKOS030231179H15712a(2)-Hydroxy-4,4a(2),6a(2)-trimethoxychalcone1-(2-hydroxy-4,6-dimethoxy-phenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

Database identifiers

CAS: 3420-72-2
PubChem CID: 235736
DTXSID: DTXSID701285842

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 65 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 23
Formal charge: 0
Complexity: 400

Physicochemical properties

Melting point: 112 · 112-116 °C(lit.)
Boiling point: 529.9 · 529.9±50.0 °C(Predicted)
Density: 1 · 1+-.0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 6.78 · 6.78±0.40(Predicted)
color: Pale Yellow to Light Yellow
InChI: 1S/C18H18O5/c1-21-13-7-4-12(5-8-13)6-9-15(19)18-16(20)10-14(22-2)11-17(18)23-3/h4-11,20H,1-3H3/b9-6+
InChIKey: CGIBCVBDFUTMPT-RMKNXTFCSA-N
SMILES: COc1ccc(\C=C\C(=O)c2c(O)cc(OC)cc2OC)cc1
CAS DataBase Reference: 3420 · 3420-72-2(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HS Code: 2914.5 · 2914.50.3000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 2914.50.3000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses2′-Hydroxy-4,4′,6′-trimethoxychalcone may be used to synthesize 2′,2”′-dihydroxy-4,4′,4′′,4”′,6′,6′′′-hexamethoxy[5′,5′′′]bichalcone and 3′-bromo-4,4′,6′-trimethoxy-2′-hydroxychalcone.