4-Phenyl-5-methoxy-7-hydroxy-8-benzoylcoumarin

Details

• Internal ID: 2a135cea-2af5-45ee-85ae-e1934e50a9e7
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 8-benzoyl-7-hydroxy-5-methoxy-4-phenylchromen-2-one
• InChI: InChI=1S/C23H16O5/c1-27-18-13-17(24)21(22(26)15-10-6-3-7-11-15)23-20(18)16(12-19(25)28-23)14-8-4-2-5-9-14/h2-13,24H,1H3
• InChI Key: QZSUHARGUIOEMN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₁₆O₅
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.41
• 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	+	0.9796	97.96%
Caco-2	+	0.5092	50.92%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	0.7230	72.30%
OATP1B1 inhibitior	+	0.9170	91.70%
OATP1B3 inhibitior	+	0.9914	99.14%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5914	59.14%
P-glycoprotein inhibitior	+	0.8455	84.55%
P-glycoprotein substrate	-	0.8411	84.11%
CYP3A4 substrate	-	0.5276	52.76%
CYP2C9 substrate	+	0.6157	61.57%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.8637	86.37%
CYP2C9 inhibition	+	0.6823	68.23%
CYP2C19 inhibition	-	0.8099	80.99%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	+	0.6730	67.30%
CYP2C8 inhibition	+	0.7760	77.60%
CYP inhibitory promiscuity	-	0.7191	71.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5299	52.99%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.7488	74.88%
Skin irritation	-	0.6560	65.60%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5769	57.69%
Micronuclear	+	0.8759	87.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9775	97.75%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5067	50.67%
Estrogen receptor binding	+	0.8468	84.68%
Androgen receptor binding	+	0.9053	90.53%
Thyroid receptor binding	-	0.5105	51.05%
Glucocorticoid receptor binding	+	0.7043	70.43%
Aromatase binding	+	0.6859	68.59%
PPAR gamma	+	0.7404	74.04%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.9560	95.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.81%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.58%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.70%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	92.15%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.90%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.40%	99.17%
CHEMBL3194	P02766	Transthyretin	84.77%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.70%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.11%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.86%	96.00%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.99%	89.23%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 10809277
• LOTUS: LTS0268850
• wikiData: Q105232344