5,7-Dihydroxy-6-methoxy-2,8-dimethyl-4H-1-benzopyran-4-one

Details

• Internal ID: 1d4eaaa6-dc47-46f1-b004-b6cd82ea43f7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-6-methoxy-2,8-dimethylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=C(C(=C2O)OC)O)C
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=C(C(=C2O)OC)O)C
• InChI: InChI=1S/C12H12O5/c1-5-4-7(13)8-10(15)12(16-3)9(14)6(2)11(8)17-5/h4,14-15H,1-3H3
• InChI Key: PRGZBQOFSHAQEK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5,7-Dihydroxy-6-methoxy-2,8-dimethyl-4H-chromen-4-one
• DTXSID30560849
• 5,7-Dihydroxy-6-methoxy-2,8-dimethyl-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9232	92.32%
Caco-2	-	0.6291	62.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8522	85.22%
P-glycoprotein inhibitior	-	0.8002	80.02%
P-glycoprotein substrate	-	0.9404	94.04%
CYP3A4 substrate	-	0.5466	54.66%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.5125	51.25%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.6069	60.69%
CYP2D6 inhibition	-	0.6399	63.99%
CYP1A2 inhibition	+	0.9412	94.12%
CYP2C8 inhibition	-	0.8687	86.87%
CYP inhibitory promiscuity	+	0.6880	68.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.9341	93.41%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6794	67.94%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7638	76.38%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.7126	71.26%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.6137	61.37%
Glucocorticoid receptor binding	+	0.6209	62.09%
Aromatase binding	-	0.6349	63.49%
PPAR gamma	+	0.6074	60.74%
Honey bee toxicity	-	0.9077	90.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8379	83.79%

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	96.88%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.47%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.38%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.62%	99.15%

Plants that contains it

• Pancratium maritimum

Cross-Links

• PubChem: 14482774
• LOTUS: LTS0116073
• wikiData: Q82444464