4'-Hydroxyflavone

Details

• Internal ID: 7fe5c844-503a-4347-9669-cedddc32fac6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Hydroxyflavonoids > Monohydroxyflavonoids
• IUPAC Name: 2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C=C(O2)C3=CC=C(C=C3)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C=C(O2)C3=CC=C(C=C3)O
• InChI: InChI=1S/C15H10O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-9,16H
• InChI Key: SHGLJXBLXNNCTE-UHFFFAOYSA-N
• Popularity: 66 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20

Synonyms

• 4143-63-9
• 2-(4-hydroxyphenyl)-4H-chromen-4-one
• 2-(4-hydroxyphenyl)chromen-4-one
• Flavone, 4'-hydroxy-
• 4H-1-Benzopyran-4-one, 2-(4-hydroxyphenyl)-
• NSC-22357
• UNII-8I6VZR0K67
• 8I6VZR0K67
• CHEMBL327209
• NSC 22357
• 2H-1-Benzopyran-2-one, 2-(4-hydroxyphenyl)-
• 4kzq
• NSC22357
• 4''-hydroxyflavone
• 4'-Monohydroxyflavone
• ChemDiv2_003923
• Oprea1_206844
• MLS001049036
• SCHEMBL127446
• DTXSID70877680
• HMS1380C07
• HMS2271H09
• BDBM50011446
• CCG-18944
• MFCD00017687
• STL560667
• 2-(4-Hydroxy-phenyl)-chromen-4-one
• AKOS003623541
• IDI1_002638
• NCGC00246218-01
• SMR000387049
• CS-0358728
• EU-0042507
• FT-0635151
• H1638
• T72445
• SR-01000471683
• SR-01000471683-1
• Q27270572
• 4-OXO-4-(2-OXO-1,2-DIPHENYLETHOXY)BUTANOICACID

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	28183.8 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	39810.7 nM	Potency	via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	5623.4 nM	Potency	via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	5623.4 nM	Potency	via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	12589.3 nM	Potency	via CMAUP
CHEMBL6164	O95271	Tankyrase-1	788 nM; 788 nM; 794.33 nM	IC50; IC50; IC50	PMID: 24116873; via Super-PRED; PMID: 24116873
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	28183.8 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.03%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.79%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.56%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.04%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.73%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	85.61%	98.35%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	85.07%	89.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.20%	94.23%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.49%	83.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.59%	91.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.57%	96.37%

Plants that contains it

• Anthocleista grandiflora
• Chamaemelum nobile
• Helleborus orientalis
• Hypoestes serpens
• Lespedeza homoloba
• Lolium perenne
• Picradeniopsis multiflora
• Primula farinosa

Cross-Links

• PubChem: 229016
• NPASS: NPC22783
• ChEMBL: CHEMBL327209