5-Hydroxy-2,2-dimethyl-8-phenylpyrano[3,2-g]chromen-6-one

Details

• Internal ID: 9cd96a8c-de27-4098-9fd2-f05d5e38d32a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 5-hydroxy-2,2-dimethyl-8-phenylpyrano[3,2-g]chromen-6-one
• InChI: InChI=1S/C20H16O4/c1-20(2)9-8-13-16(24-20)11-17-18(19(13)22)14(21)10-15(23-17)12-6-4-3-5-7-12/h3-11,22H,1-2H3
• InChI Key: ZJILWRZVDWUSAB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₄
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.6542	65.42%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8361	83.61%
OATP2B1 inhibitior	-	0.7232	72.32%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8811	88.11%
P-glycoprotein inhibitior	+	0.8858	88.58%
P-glycoprotein substrate	-	0.8018	80.18%
CYP3A4 substrate	+	0.5614	56.14%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	+	0.7260	72.60%
CYP2C9 inhibition	+	0.8148	81.48%
CYP2C19 inhibition	+	0.7300	73.00%
CYP2D6 inhibition	-	0.8692	86.92%
CYP1A2 inhibition	-	0.5996	59.96%
CYP2C8 inhibition	+	0.5621	56.21%
CYP inhibitory promiscuity	+	0.6014	60.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5380	53.80%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.7919	79.19%
Skin irritation	-	0.7018	70.18%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3893	38.93%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8068	80.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7682	76.82%
Acute Oral Toxicity (c)	III	0.6439	64.39%
Estrogen receptor binding	+	0.9681	96.81%
Androgen receptor binding	+	0.8683	86.83%
Thyroid receptor binding	+	0.8139	81.39%
Glucocorticoid receptor binding	+	0.9094	90.94%
Aromatase binding	+	0.8254	82.54%
PPAR gamma	+	0.8252	82.52%
Honey bee toxicity	-	0.8428	84.28%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.97%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.36%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	85.20%	91.49%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.60%	89.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.01%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.42%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.14%	94.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.98%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.66%	94.45%

Plants that contains it

• Ficus formosana

Cross-Links

• PubChem: 21721887
• LOTUS: LTS0211214
• wikiData: Q105377918