5-Hydroxy-2-(4-hydroxy-3-methylphenyl)-3,7-dimethylchromen-4-one

Details

• Internal ID: 1a44edec-3d36-44ea-8ea6-65c7fe50168f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 5-hydroxy-2-(4-hydroxy-3-methylphenyl)-3,7-dimethylchromen-4-one
• SMILES (Canonical): CC1=CC(=C2C(=C1)OC(=C(C2=O)C)C3=CC(=C(C=C3)O)C)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1)OC(=C(C2=O)C)C3=CC(=C(C=C3)O)C)O
• InChI: InChI=1S/C18H16O4/c1-9-6-14(20)16-15(7-9)22-18(11(3)17(16)21)12-4-5-13(19)10(2)8-12/h4-8,19-20H,1-3H3
• InChI Key: FCQQGLJVNSOMKZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.8512	85.12%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8599	85.99%
OATP2B1 inhibitior	+	0.5760	57.60%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5643	56.43%
P-glycoprotein inhibitior	-	0.7826	78.26%
P-glycoprotein substrate	-	0.8865	88.65%
CYP3A4 substrate	+	0.5297	52.97%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.7407	74.07%
CYP2C9 inhibition	+	0.7064	70.64%
CYP2C19 inhibition	+	0.5711	57.11%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	+	0.9530	95.30%
CYP2C8 inhibition	+	0.6656	66.56%
CYP inhibitory promiscuity	+	0.6664	66.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.5708	57.08%
Skin irritation	-	0.6408	64.08%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6038	60.38%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.9337	93.37%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7488	74.88%
Acute Oral Toxicity (c)	III	0.6298	62.98%
Estrogen receptor binding	+	0.8756	87.56%
Androgen receptor binding	+	0.8520	85.20%
Thyroid receptor binding	+	0.5266	52.66%
Glucocorticoid receptor binding	+	0.8354	83.54%
Aromatase binding	+	0.8282	82.82%
PPAR gamma	+	0.8992	89.92%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9559	95.59%

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	95.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.95%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.89%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.76%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.81%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.19%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.38%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.17%	81.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.47%	90.71%

Plants that contains it

• Larrea tridentata

Cross-Links

• PubChem: 141160776
• LOTUS: LTS0236211
• wikiData: Q104993284