CAS 6665-86-7 7-Hydroxyflavone (HCID 5281894)

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Basic information

CAS: 6665-86-7
Standard SMILES: O=c1cc(-c2ccccc2)oc2cc(O)ccc12
InChIKey: MQGPSCMMNJKMHQ-UHFFFAOYSA-N
Molecular formula: C15H10O3
Average molar mass: 238.24 g/mol
Monoisotopic mass: 238.06299418

Names & identifiers

Preferred name: 7-Hydroxyflavone
IUPAC: 7-hydroxy-2-phenylchromen-4-one
English name: 7-Hydroxyflavone
Molecular formula: C15H10O3
Molecular weight: 238.24

Names & synonyms

7-Hydroxyflavone6665-86-77-Hydroxy-2-phenyl-4H-chromen-4-one7-hydroxy-2-phenylchromen-4-one4H-1-Benzopyran-4-one, 7-hydroxy-2-phenyl-7-Hydroxy-2-phenyl-4-benzopyrone7-Hydroxy-2-phenyl-chromen-4-oneNSC-942587-hydroxy flavoneCHEBI:2268ZE72458E4LDTXSID3022328

Show more names

NSC 942587-hydroxyone4]cycloocta[113-tetramethoxy-67-dimethylbenzo[3HYDROXYFLAVONE, 7-7-Hydroxyflavone>TIMTEC-BB SBB0059217-Hydroxyflavone,98%

RefChem:546585DTXCID602328229-705-32-Phenyl-chromen-4-oneFlavone, 7-hydroxy-MFCD000068354H-1-Benzopyran-4-one, 7-hydroxy-7-Hydroxy-2-phenyl-4H-1-benzopyran-4-one

Database identifiers

CAS: 6665-86-7
PubChem CID: 5281894
DTXSID: DTXSID3022328
ChEMBL: CHEMBL276915
ChEBI: CHEBI:2268
UNII: ZE72458E4L
EC Number: 229-705-3
Nikkaji: J3.305.341J、J46.306J

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 18
Formal charge: 0
Complexity: 355

Experimental & physicochemical properties

Collision Cross Section · 2 items

170.42 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；148.23 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]；144.98 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

148.9 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 245 · 245-247 °C (lit.)
Boiling point: 320.83 °C · 320.83°C (rough estimate)
Density: 1.34 · 1.340±0.06 g/cm3 (20 ºC 760 Torr)
refractive index: 1.574 · 1.5740 (estimate)
Water Solubility: Insoluble in water
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: powder to crystal
pka: 7.02 · 7.02±0.40(Predicted)
color: White to Light yellow

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.7%)

Safety data

wgk: 3
hs_code: 29329990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335

Chemistry & industry

Pharmacology

Metabolism/Metabolites7-Hydroxyflavone has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid.

Applications · 2 items

Usesantifungal, analgesic

UsesReactant:Acting as a biologically valuable acceptor in O-glycosidation reactionsInvolved in synthesis of fully phosphorylated flavones for use as pancreatic cholesterol esterase inhibitorsFor O-methylation with di-Me carbonateLinked by a polymethylene chain for synthesis of α1-adrenoceptor antagonistsInvolved in Baylis-Hillman reactionsInvolved in phase-transfer catalyzed glucosylation for synthesis of glucosylated flavonoids