2,5-dihydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-chromen-3-one

Details

• Internal ID: c5095e68-6a13-47f8-84e2-acb77971eb92
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2,5-dihydroxy-7-methoxy-6,8-dimethyl-2-phenyl-4H-chromen-3-one
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC)C)OC(C(=O)C2)(C3=CC=CC=C3)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1OC)C)OC(C(=O)C2)(C3=CC=CC=C3)O)O
• InChI: InChI=1S/C18H18O5/c1-10-15(20)13-9-14(19)18(21,12-7-5-4-6-8-12)23-17(13)11(2)16(10)22-3/h4-8,20-21H,9H2,1-3H3
• InChI Key: FZVCJYFSLAWJNG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9178	91.78%
Caco-2	-	0.5310	53.10%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.8047	80.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6217	62.17%
P-glycoprotein inhibitior	-	0.6802	68.02%
P-glycoprotein substrate	-	0.9009	90.09%
CYP3A4 substrate	+	0.5127	51.27%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.6654	66.54%
CYP3A4 inhibition	-	0.8614	86.14%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.7693	76.93%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.7042	70.42%
CYP2C8 inhibition	+	0.4807	48.07%
CYP inhibitory promiscuity	-	0.7625	76.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5564	55.64%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.6367	63.67%
Skin irritation	-	0.7848	78.48%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8008	80.08%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5733	57.33%
skin sensitisation	-	0.9342	93.42%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7278	72.78%
Acute Oral Toxicity (c)	III	0.4566	45.66%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	-	0.4851	48.51%
Thyroid receptor binding	+	0.6006	60.06%
Glucocorticoid receptor binding	+	0.7819	78.19%
Aromatase binding	+	0.5185	51.85%
PPAR gamma	+	0.7285	72.85%
Honey bee toxicity	-	0.9357	93.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9021	90.21%

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	98.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.47%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.18%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.96%	94.62%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.57%	94.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.68%	94.08%
CHEMBL4208	P20618	Proteasome component C5	85.23%	90.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.34%	94.23%
CHEMBL2535	P11166	Glucose transporter	82.27%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.96%	99.15%

Plants that contains it

• Leptospermum scoparium

Cross-Links

• PubChem: 10425770
• LOTUS: LTS0006826
• wikiData: Q105005190