5-hydroxy-2-methyl-4H-chromen-4-one

Details

• Internal ID: 5d63c382-6bfb-4298-be90-9405cf2fa846
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=CC(=O)C2=C(C=CC=C2O1)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C=CC=C2O1)O
• InChI: InChI=1S/C10H8O3/c1-6-5-8(12)10-7(11)3-2-4-9(10)13-6/h2-5,11H,1H3
• InChI Key: WELXSIFHTDZTJK-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17 g/mol
• Exact Mass: 176.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 5-hydroxy-2-methyl-4H-chromen-4-one
• 2-Methyl-5-hydroxychromone
• SCHEMBL620145
• CHEMBL5219495

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.7544	75.44%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6400	64.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9656	96.56%
OATP1B3 inhibitior	+	0.9967	99.67%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9026	90.26%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.9600	96.00%
CYP3A4 substrate	-	0.6022	60.22%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.6510	65.10%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.5629	56.29%
CYP2D6 inhibition	-	0.9607	96.07%
CYP1A2 inhibition	+	0.9867	98.67%
CYP2C8 inhibition	-	0.9127	91.27%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.4819	48.19%
Eye corrosion	-	0.9150	91.50%
Eye irritation	+	0.9832	98.32%
Skin irritation	+	0.6991	69.91%
Skin corrosion	-	0.9800	98.00%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7901	79.01%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5115	51.15%
Acute Oral Toxicity (c)	III	0.8469	84.69%
Estrogen receptor binding	-	0.5476	54.76%
Androgen receptor binding	+	0.5563	55.63%
Thyroid receptor binding	-	0.6414	64.14%
Glucocorticoid receptor binding	-	0.5340	53.40%
Aromatase binding	-	0.6299	62.99%
PPAR gamma	-	0.5205	52.05%
Honey bee toxicity	-	0.9801	98.01%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7683	76.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	96.70%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.51%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.04%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.89%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.67%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.98%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.97%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.12%	99.15%

Plants that contains it

• Acacia confusa
• Erica arborea
• Erica arborea
• Isodon lihsienensis
• Phoebe clemensii

Cross-Links

• PubChem: 821390
• NPASS: NPC229613
• LOTUS: LTS0114299
• wikiData: Q105303129