7-Hydroxy-2-(2-phenylethyl)chromone

Details

• Internal ID: 9f5ba07e-0cb6-4922-9f85-2fbaaf3e0eb0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7-hydroxy-2-(2-phenylethyl)chromen-4-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC2=CC(=O)C3=C(O2)C=C(C=C3)O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC2=CC(=O)C3=C(O2)C=C(C=C3)O
• InChI: InChI=1S/C17H14O3/c18-13-7-9-15-16(19)11-14(20-17(15)10-13)8-6-12-4-2-1-3-5-12/h1-5,7,9-11,18H,6,8H2
• InChI Key: QVPPGYBSJQCGTN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₃
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• SCHEMBL16972788
• 7-hydroxy-2-(2-phenylethyl)chromone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.6469	64.69%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5636	56.36%
OATP2B1 inhibitior	-	0.7234	72.34%
OATP1B1 inhibitior	+	0.8325	83.25%
OATP1B3 inhibitior	+	0.9846	98.46%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5058	50.58%
P-glycoprotein inhibitior	-	0.7760	77.60%
P-glycoprotein substrate	-	0.6441	64.41%
CYP3A4 substrate	-	0.5308	53.08%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.7933	79.33%
CYP3A4 inhibition	-	0.6259	62.59%
CYP2C9 inhibition	-	0.7215	72.15%
CYP2C19 inhibition	+	0.6907	69.07%
CYP2D6 inhibition	-	0.9080	90.80%
CYP1A2 inhibition	+	0.8969	89.69%
CYP2C8 inhibition	+	0.6693	66.93%
CYP inhibitory promiscuity	-	0.7484	74.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4703	47.03%
Eye corrosion	-	0.9389	93.89%
Eye irritation	+	0.8247	82.47%
Skin irritation	+	0.5274	52.74%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5845	58.45%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6624	66.24%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7982	79.82%
Acute Oral Toxicity (c)	III	0.7268	72.68%
Estrogen receptor binding	+	0.9666	96.66%
Androgen receptor binding	+	0.9483	94.83%
Thyroid receptor binding	+	0.5275	52.75%
Glucocorticoid receptor binding	+	0.8474	84.74%
Aromatase binding	+	0.9577	95.77%
PPAR gamma	+	0.8389	83.89%
Honey bee toxicity	-	0.8315	83.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5419	54.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.69%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.13%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.33%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.13%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	85.92%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL240	Q12809	HERG	85.18%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.20%	99.17%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.86%	83.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.40%	91.71%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.28%	92.67%
CHEMBL2535	P11166	Glucose transporter	80.78%	98.75%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.45%	100.00%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 10890802
• LOTUS: LTS0246868
• wikiData: Q105228825