8-Hydroxy-4-methoxy-3,5-dimethylchromen-2-one

Details

• Internal ID: 8fb4f0b5-de97-4857-8444-e7af1ccb490f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-4-methoxy-3,5-dimethylchromen-2-one
• SMILES (Canonical): CC1=C2C(=C(C=C1)O)OC(=O)C(=C2OC)C
• SMILES (Isomeric): CC1=C2C(=C(C=C1)O)OC(=O)C(=C2OC)C
• InChI: InChI=1S/C12H12O4/c1-6-4-5-8(13)11-9(6)10(15-3)7(2)12(14)16-11/h4-5,13H,1-3H3
• InChI Key: YHMNONMLRPTLPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.12
• 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	+	0.9602	96.02%
Caco-2	-	0.6163	61.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6514	65.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9556	95.56%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9215	92.15%
P-glycoprotein inhibitior	-	0.8601	86.01%
P-glycoprotein substrate	-	0.9477	94.77%
CYP3A4 substrate	-	0.5790	57.90%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.8520	85.20%
CYP2C9 inhibition	-	0.9867	98.67%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	+	0.8260	82.60%
CYP2C8 inhibition	-	0.7043	70.43%
CYP inhibitory promiscuity	-	0.7249	72.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9701	97.01%
Eye irritation	+	0.7664	76.64%
Skin irritation	-	0.6961	69.61%
Skin corrosion	-	0.9873	98.73%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7458	74.58%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9463	94.63%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7311	73.11%
Acute Oral Toxicity (c)	II	0.6827	68.27%
Estrogen receptor binding	+	0.6722	67.22%
Androgen receptor binding	-	0.5739	57.39%
Thyroid receptor binding	-	0.6864	68.64%
Glucocorticoid receptor binding	-	0.5665	56.65%
Aromatase binding	+	0.5232	52.32%
PPAR gamma	+	0.5786	57.86%
Honey bee toxicity	-	0.9455	94.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9186	91.86%

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	97.56%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.49%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.33%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.68%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.96%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.42%	86.33%

Plants that contains it

• Clutia abyssinica

Cross-Links

• PubChem: 14804147
• LOTUS: LTS0085083
• wikiData: Q103817658