5-Benzoyl-4-hydroxy-2-(2-hydroxypropan-2-yl)-9-phenyl-2,3-dihydrofuro[2,3-f]chromen-7-one

Details

• Internal ID: fee463ff-34bf-4c54-a1d8-616b246b002f
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5-benzoyl-4-hydroxy-2-(2-hydroxypropan-2-yl)-9-phenyl-2,3-dihydrofuro[2,3-f]chromen-7-one
• InChI: InChI=1S/C27H22O6/c1-27(2,31)19-13-18-24(30)22(23(29)16-11-7-4-8-12-16)26-21(25(18)32-19)17(14-20(28)33-26)15-9-5-3-6-10-15/h3-12,14,19,30-31H,13H2,1-2H3
• InChI Key: FFHUWYYRYZRADN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₂O₆
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5849	58.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8605	86.05%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.8608	86.08%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7516	75.16%
P-glycoprotein inhibitior	+	0.7834	78.34%
P-glycoprotein substrate	-	0.6913	69.13%
CYP3A4 substrate	+	0.5751	57.51%
CYP2C9 substrate	+	0.6548	65.48%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.8576	85.76%
CYP2C9 inhibition	+	0.5608	56.08%
CYP2C19 inhibition	-	0.7715	77.15%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.8956	89.56%
CYP2C8 inhibition	+	0.7954	79.54%
CYP inhibitory promiscuity	-	0.8926	89.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5063	50.63%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6381	63.81%
Skin irritation	-	0.7333	73.33%
Skin corrosion	-	0.8840	88.40%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6445	64.45%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.8103	81.03%
Androgen receptor binding	+	0.8448	84.48%
Thyroid receptor binding	+	0.5930	59.30%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	+	0.6189	61.89%
PPAR gamma	+	0.7825	78.25%
Honey bee toxicity	-	0.8998	89.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	97.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.34%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.27%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.13%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.77%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.64%	89.23%
CHEMBL3401	O75469	Pregnane X receptor	84.59%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.60%	85.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.70%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.42%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.09%	91.19%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 11797452
• LOTUS: LTS0018132
• wikiData: Q104994458