5,7-Dihydroxy-3-methylchromone

Details

• Internal ID: 9936bfb5-9d9c-4b8d-aca3-f6d605befcb0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5,7-dihydroxy-3-methylchromen-4-one
• SMILES (Canonical): CC1=COC2=CC(=CC(=C2C1=O)O)O
• SMILES (Isomeric): CC1=COC2=CC(=CC(=C2C1=O)O)O
• InChI: InChI=1S/C10H8O4/c1-5-4-14-8-3-6(11)2-7(12)9(8)10(5)13/h2-4,11-12H,1H3
• InChI Key: AZTPTPPLNRTTGQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17 g/mol
• Exact Mass: 192.04225873 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	+	0.6313	63.13%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7080	70.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9109	91.09%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.9487	94.87%
CYP3A4 substrate	-	0.5749	57.49%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	+	0.7286	72.86%
CYP2C9 inhibition	+	0.6225	62.25%
CYP2C19 inhibition	+	0.6570	65.70%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	+	0.9816	98.16%
CYP2C8 inhibition	-	0.7465	74.65%
CYP inhibitory promiscuity	+	0.7079	70.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6851	68.51%
Eye corrosion	-	0.9838	98.38%
Eye irritation	+	0.9599	95.99%
Skin irritation	+	0.5955	59.55%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7713	77.13%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8104	81.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5574	55.74%
Acute Oral Toxicity (c)	III	0.6898	68.98%
Estrogen receptor binding	+	0.5543	55.43%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4678	46.78%
Aromatase binding	+	0.5387	53.87%
PPAR gamma	+	0.5767	57.67%
Honey bee toxicity	-	0.9591	95.91%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9024	90.24%

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	96.01%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.83%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.44%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	92.15%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.32%	94.00%
CHEMBL4208	P20618	Proteasome component C5	83.99%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.41%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.84%	90.71%
CHEMBL3194	P02766	Transthyretin	82.16%	90.71%

Plants that contains it

• Centaurea aspera
• Centaurea calcitrapa
• Centaurea paui
• Centaurea pullata
• Hypericum annulatum
• Hypericum sikokumontanum
• Ostryopsis davidiana
• Osyris lanceolata
• Smallanthus uvedalia

Cross-Links

• PubChem: 22978769
• NPASS: NPC119472
• LOTUS: LTS0031184
• wikiData: Q105029680