Comptonin

Details

• Internal ID: 12cd404c-3c75-4b75-8efc-282522629c3b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 7-hydroxy-5-methoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC=CC=C3)OC
• SMILES (Isomeric): CC1=C(C2=C(C=C1O)OC(CC2=O)C3=CC=CC=C3)OC
• InChI: InChI=1S/C17H16O4/c1-10-12(18)8-15-16(17(10)20-2)13(19)9-14(21-15)11-6-4-3-5-7-11/h3-8,14,18H,9H2,1-2H3
• InChI Key: VWTJLHQGHXGHKG-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEBI:184452
• LMPK12140188
• 5-methoxy-6-methyl-7 -hydroxyflavanone
• 7-hydroxy-5-methoxy-6-methyl-2-phenyl-2,3-dihydrochromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.5498	54.98%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8182	81.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9402	94.02%
OATP1B3 inhibitior	+	0.9911	99.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8282	82.82%
P-glycoprotein inhibitior	-	0.6146	61.46%
P-glycoprotein substrate	-	0.9546	95.46%
CYP3A4 substrate	+	0.5115	51.15%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.6950	69.50%
CYP3A4 inhibition	+	0.5694	56.94%
CYP2C9 inhibition	+	0.6608	66.08%
CYP2C19 inhibition	+	0.8931	89.31%
CYP2D6 inhibition	-	0.8086	80.86%
CYP1A2 inhibition	+	0.8508	85.08%
CYP2C8 inhibition	+	0.4851	48.51%
CYP inhibitory promiscuity	+	0.6236	62.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6106	61.06%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5527	55.27%
Skin irritation	-	0.7190	71.90%
Skin corrosion	-	0.9825	98.25%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4745	47.45%
Micronuclear	+	0.8518	85.18%
Hepatotoxicity	-	0.5486	54.86%
skin sensitisation	-	0.9498	94.98%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5971	59.71%
Acute Oral Toxicity (c)	III	0.5536	55.36%
Estrogen receptor binding	+	0.6028	60.28%
Androgen receptor binding	-	0.4892	48.92%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.6780	67.80%
Aromatase binding	-	0.5368	53.68%
PPAR gamma	+	0.6701	67.01%
Honey bee toxicity	-	0.9165	91.65%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8353	83.53%

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	98.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.77%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.87%	99.23%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.53%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.34%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.28%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL2535	P11166	Glucose transporter	84.09%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.31%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.91%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.34%	93.99%

Plants that contains it

• Comptonia peregrina

Cross-Links

• PubChem: 21721816
• LOTUS: LTS0257153
• wikiData: Q105298271