(7-Hydroxy-2-methyl-4-oxo-3-phenylchromen-8-yl) acetate

Details

• Internal ID: 63dc5d8d-44ae-4c6a-b194-ffe29514f7f6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: (7-hydroxy-2-methyl-4-oxo-3-phenylchromen-8-yl) acetate
• SMILES (Canonical): CC1=C(C(=O)C2=C(O1)C(=C(C=C2)O)OC(=O)C)C3=CC=CC=C3
• SMILES (Isomeric): CC1=C(C(=O)C2=C(O1)C(=C(C=C2)O)OC(=O)C)C3=CC=CC=C3
• InChI: InChI=1S/C18H14O5/c1-10-15(12-6-4-3-5-7-12)16(21)13-8-9-14(20)18(17(13)22-10)23-11(2)19/h3-9,20H,1-2H3
• InChI Key: XAQBKJBGRLWIGT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₅
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9624	96.24%
Caco-2	-	0.6562	65.62%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7708	77.08%
OATP2B1 inhibitior	-	0.5831	58.31%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6225	62.25%
P-glycoprotein inhibitior	+	0.6093	60.93%
P-glycoprotein substrate	-	0.9188	91.88%
CYP3A4 substrate	+	0.5278	52.78%
CYP2C9 substrate	+	0.6063	60.63%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	+	0.5190	51.90%
CYP2C19 inhibition	-	0.8647	86.47%
CYP2D6 inhibition	-	0.9671	96.71%
CYP1A2 inhibition	-	0.5196	51.96%
CYP2C8 inhibition	+	0.5952	59.52%
CYP inhibitory promiscuity	-	0.7233	72.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.5788	57.88%
Skin irritation	-	0.6946	69.46%
Skin corrosion	-	0.9716	97.16%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6801	68.01%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.6119	61.19%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6604	66.04%
Acute Oral Toxicity (c)	II	0.5029	50.29%
Estrogen receptor binding	+	0.7541	75.41%
Androgen receptor binding	+	0.7290	72.90%
Thyroid receptor binding	-	0.6507	65.07%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	+	0.6794	67.94%
PPAR gamma	+	0.6908	69.08%
Honey bee toxicity	-	0.8591	85.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9769	97.69%

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	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.59%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.67%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.06%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.30%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.51%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.30%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.45%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.49%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 33845196
• LOTUS: LTS0038796
• wikiData: Q105324056