5-Hydroxy-2-styrylchromone

Details

• Internal ID: a6749f3e-f418-49f6-b185-70c149151882
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-2-(2-phenylethenyl)chromen-4-one
• SMILES (Canonical): C1=CC=C(C=C1)C=CC2=CC(=O)C3=C(C=CC=C3O2)O
• SMILES (Isomeric): C1=CC=C(C=C1)C=CC2=CC(=O)C3=C(C=CC=C3O2)O
• InChI: InChI=1S/C17H12O3/c18-14-7-4-8-16-17(14)15(19)11-13(20-16)10-9-12-5-2-1-3-6-12/h1-11,18H
• InChI Key: TVYPHWROTJAZCQ-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₃
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 158264-61-0
• SCHEMBL7596637
• DTXSID80333282
• TVYPHWROTJAZCQ-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7324	73.24%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4833	48.33%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.9442	94.42%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4786	47.86%
P-glycoprotein inhibitior	-	0.7182	71.82%
P-glycoprotein substrate	-	0.9299	92.99%
CYP3A4 substrate	-	0.6035	60.35%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7494	74.94%
CYP2C19 inhibition	+	0.7167	71.67%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	+	0.9510	95.10%
CYP2C8 inhibition	-	0.5800	58.00%
CYP inhibitory promiscuity	-	0.5311	53.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.4422	44.22%
Eye corrosion	-	0.9325	93.25%
Eye irritation	+	0.9412	94.12%
Skin irritation	+	0.7530	75.30%
Skin corrosion	-	0.9907	99.07%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7019	70.19%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.6059	60.59%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5992	59.92%
Acute Oral Toxicity (c)	III	0.4487	44.87%
Estrogen receptor binding	+	0.9704	97.04%
Androgen receptor binding	+	0.8867	88.67%
Thyroid receptor binding	+	0.7809	78.09%
Glucocorticoid receptor binding	+	0.7815	78.15%
Aromatase binding	+	0.9540	95.40%
PPAR gamma	+	0.8912	89.12%
Honey bee toxicity	-	0.9125	91.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8990	89.90%

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	99.13%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.18%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.74%	93.99%
CHEMBL3194	P02766	Transthyretin	94.03%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.41%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.68%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.04%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.13%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	88.92%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL3959	P16083	Quinone reductase 2	84.81%	89.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.52%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.12%	83.57%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.70%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.40%	99.15%

Plants that contains it

• Imperata cylindrica

Cross-Links

• PubChem: 497595
• LOTUS: LTS0160886
• wikiData: Q82098479