5-Hydroxy-8-methoxy-2-methyl-4h-chromen-4-one

Details

• Internal ID: a2c3d1dd-c3dc-489e-bcb7-d9c09fa26331
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-8-methoxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C=CC(=C2O1)OC)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C=CC(=C2O1)OC)O
• InChI: InChI=1S/C11H10O4/c1-6-5-8(13)10-7(12)3-4-9(14-2)11(10)15-6/h3-5,12H,1-2H3
• InChI Key: XFTYTCGZIHCACM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.82
• 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	+	0.9801	98.01%
Caco-2	+	0.5892	58.92%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6570	65.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9609	96.09%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7427	74.27%
P-glycoprotein inhibitior	-	0.8692	86.92%
P-glycoprotein substrate	-	0.9467	94.67%
CYP3A4 substrate	-	0.5580	55.80%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.7032	70.32%
CYP2C9 inhibition	-	0.8711	87.11%
CYP2C19 inhibition	+	0.5722	57.22%
CYP2D6 inhibition	-	0.7639	76.39%
CYP1A2 inhibition	+	0.9175	91.75%
CYP2C8 inhibition	-	0.6939	69.39%
CYP inhibitory promiscuity	-	0.5932	59.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5623	56.23%
Eye corrosion	-	0.9316	93.16%
Eye irritation	+	0.9611	96.11%
Skin irritation	-	0.6176	61.76%
Skin corrosion	-	0.9870	98.70%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7152	71.52%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.6178	61.78%
skin sensitisation	-	0.9197	91.97%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5584	55.84%
Acute Oral Toxicity (c)	III	0.6982	69.82%
Estrogen receptor binding	+	0.6993	69.93%
Androgen receptor binding	+	0.8041	80.41%
Thyroid receptor binding	-	0.5982	59.82%
Glucocorticoid receptor binding	-	0.5616	56.16%
Aromatase binding	-	0.7115	71.15%
PPAR gamma	+	0.5518	55.18%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6910	69.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.68%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.70%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	89.77%	91.49%
CHEMBL3194	P02766	Transthyretin	88.73%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.40%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.95%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.92%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	82.04%	90.20%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.49%	93.99%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%

Plants that contains it

• Halenia elliptica

Cross-Links

• PubChem: 130032396
• LOTUS: LTS0251001
• wikiData: Q105327301