6-Butanoyl-5-hydroxy-4-phenylfuro[2,3-h]chromen-2-one

Details

• Internal ID: d9e02dfb-e6ab-489d-92b4-cd0ab6c285e5
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavones
• IUPAC Name: 6-butanoyl-5-hydroxy-4-phenylfuro[2,3-h]chromen-2-one
• InChI: InChI=1S/C21H16O5/c1-2-6-15(22)18-19(24)17-14(12-7-4-3-5-8-12)11-16(23)26-21(17)13-9-10-25-20(13)18/h3-5,7-11,24H,2,6H2,1H3
• InChI Key: WUIYLXXBSXOSSJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₅
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.89
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	+	0.6479	64.79%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8237	82.37%
OATP2B1 inhibitior	-	0.7238	72.38%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7686	76.86%
P-glycoprotein inhibitior	-	0.4537	45.37%
P-glycoprotein substrate	-	0.6779	67.79%
CYP3A4 substrate	-	0.5208	52.08%
CYP2C9 substrate	+	0.8643	86.43%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	+	0.7804	78.04%
CYP2C19 inhibition	-	0.5949	59.49%
CYP2D6 inhibition	-	0.9254	92.54%
CYP1A2 inhibition	+	0.5708	57.08%
CYP2C8 inhibition	+	0.7956	79.56%
CYP inhibitory promiscuity	-	0.7508	75.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4239	42.39%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8306	83.06%
Skin irritation	-	0.7295	72.95%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6926	69.26%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7699	76.99%
Acute Oral Toxicity (c)	I	0.6688	66.88%
Estrogen receptor binding	+	0.8862	88.62%
Androgen receptor binding	+	0.8662	86.62%
Thyroid receptor binding	-	0.6273	62.73%
Glucocorticoid receptor binding	+	0.7905	79.05%
Aromatase binding	+	0.6605	66.05%
PPAR gamma	+	0.8779	87.79%
Honey bee toxicity	-	0.9354	93.54%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9764	97.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.73%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.91%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.64%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.88%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.69%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.09%	92.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.78%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.32%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.17%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	82.31%	91.49%
CHEMBL1907	P15144	Aminopeptidase N	81.30%	93.31%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.01%	89.34%

Plants that contains it

• Kayea racemosa

Cross-Links

• PubChem: 15407041
• LOTUS: LTS0034695
• wikiData: Q105313087