3,5-Dihydroxy-6-methoxy-2-methylchromen-4-one

Details

• Internal ID: 1d57c3a6-661e-4e9d-ad49-ad5cefa76d9e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 3,5-dihydroxy-6-methoxy-2-methylchromen-4-one
• SMILES (Canonical): CC1=C(C(=O)C2=C(O1)C=CC(=C2O)OC)O
• SMILES (Isomeric): CC1=C(C(=O)C2=C(O1)C=CC(=C2O)OC)O
• InChI: InChI=1S/C11H10O5/c1-5-9(12)11(14)8-6(16-5)3-4-7(15-2)10(8)13/h3-4,12-13H,1-2H3
• InChI Key: JMDYLZZAPGAEJD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.19 g/mol
• Exact Mass: 222.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	-	0.5858	58.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8292	82.92%
P-glycoprotein inhibitior	-	0.8941	89.41%
P-glycoprotein substrate	-	0.9338	93.38%
CYP3A4 substrate	-	0.5399	53.99%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.6420	64.20%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	+	0.7531	75.31%
CYP2D6 inhibition	-	0.6235	62.35%
CYP1A2 inhibition	+	0.9606	96.06%
CYP2C8 inhibition	-	0.5977	59.77%
CYP inhibitory promiscuity	+	0.6446	64.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9655	96.55%
Eye irritation	+	0.8374	83.74%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6461	64.61%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6286	62.86%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8219	82.19%
Androgen receptor binding	-	0.5091	50.91%
Thyroid receptor binding	-	0.6073	60.73%
Glucocorticoid receptor binding	+	0.6445	64.45%
Aromatase binding	+	0.6151	61.51%
PPAR gamma	+	0.6431	64.31%
Honey bee toxicity	-	0.9196	91.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8585	85.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.09%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.36%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.19%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.60%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.52%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.52%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	83.15%	94.73%
CHEMBL3194	P02766	Transthyretin	82.59%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.16%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	81.52%	90.20%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.06%	93.65%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.21%	94.42%

Plants that contains it

• Halenia elliptica

Cross-Links

• PubChem: 101570902
• LOTUS: LTS0043485
• wikiData: Q105131308