5-Hydroxy-7-methoxy-2-propan-2-ylchromen-4-one

Details

• Internal ID: ec420577-33ee-452b-9dca-2fbe19f7a378
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 5-hydroxy-7-methoxy-2-propan-2-ylchromen-4-one
• SMILES (Canonical): CC(C)C1=CC(=O)C2=C(C=C(C=C2O1)OC)O
• SMILES (Isomeric): CC(C)C1=CC(=O)C2=C(C=C(C=C2O1)OC)O
• InChI: InChI=1S/C13H14O4/c1-7(2)11-6-10(15)13-9(14)4-8(16-3)5-12(13)17-11/h4-7,14H,1-3H3
• InChI Key: UEJGNIOMBXIDSQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.25 g/mol
• Exact Mass: 234.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2-Isopropyl-5-hydroxy-7-methoxychromone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7304	73.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9853	98.53%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8984	89.84%
P-glycoprotein inhibitior	-	0.7843	78.43%
P-glycoprotein substrate	-	0.9353	93.53%
CYP3A4 substrate	-	0.5730	57.30%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.5433	54.33%
CYP2C9 inhibition	-	0.7425	74.25%
CYP2C19 inhibition	+	0.5113	51.13%
CYP2D6 inhibition	-	0.8097	80.97%
CYP1A2 inhibition	+	0.8874	88.74%
CYP2C8 inhibition	-	0.8893	88.93%
CYP inhibitory promiscuity	-	0.6483	64.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9546	95.46%
Eye irritation	+	0.6783	67.83%
Skin irritation	-	0.7764	77.64%
Skin corrosion	-	0.9911	99.11%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6916	69.16%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9493	94.93%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5587	55.87%
Acute Oral Toxicity (c)	III	0.7221	72.21%
Estrogen receptor binding	+	0.6666	66.66%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	-	0.5669	56.69%
Aromatase binding	+	0.8537	85.37%
PPAR gamma	+	0.7833	78.33%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8340	83.40%

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	98.11%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.25%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.78%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.60%	94.73%
CHEMBL2535	P11166	Glucose transporter	88.34%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.54%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.26%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.33%	90.00%
CHEMBL3194	P02766	Transthyretin	84.08%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.45%	93.65%

Plants that contains it

• Baeckea frutescens

Cross-Links

• PubChem: 11413645
• NPASS: NPC25937
• LOTUS: LTS0231164
• wikiData: Q105270958