5-Hydroxy-2-(4-hydroxy-3-methylphenyl)-6-methoxy-7-methylchromen-4-one

Details

• Internal ID: 0e4442f4-b532-46fc-bbca-8f9e54c7fae8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-2-(4-hydroxy-3-methylphenyl)-6-methoxy-7-methylchromen-4-one
• InChI: InChI=1S/C18H16O5/c1-9-6-11(4-5-12(9)19)14-8-13(20)16-15(23-14)7-10(2)18(22-3)17(16)21/h4-8,19,21H,1-3H3
• InChI Key: FRLSLRCKTJDTNW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.50
• 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	+	0.9711	97.11%
Caco-2	+	0.8048	80.48%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7936	79.36%
OATP2B1 inhibitior	-	0.5675	56.75%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4872	48.72%
P-glycoprotein inhibitior	-	0.5095	50.95%
P-glycoprotein substrate	-	0.9047	90.47%
CYP3A4 substrate	+	0.5356	53.56%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.7237	72.37%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	+	0.6566	65.66%
CYP2D6 inhibition	-	0.8329	83.29%
CYP1A2 inhibition	+	0.8642	86.42%
CYP2C8 inhibition	+	0.6639	66.39%
CYP inhibitory promiscuity	+	0.7231	72.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.7130	71.30%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9759	97.59%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7326	73.26%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9511	95.11%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8745	87.45%
Acute Oral Toxicity (c)	III	0.4741	47.41%
Estrogen receptor binding	+	0.9130	91.30%
Androgen receptor binding	+	0.8430	84.30%
Thyroid receptor binding	+	0.6744	67.44%
Glucocorticoid receptor binding	+	0.8071	80.71%
Aromatase binding	+	0.7782	77.82%
PPAR gamma	+	0.8934	89.34%
Honey bee toxicity	-	0.8734	87.34%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8969	89.69%

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	98.81%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.60%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.55%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.15%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL3194	P02766	Transthyretin	87.31%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.40%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.25%	99.23%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.96%	98.11%

Plants that contains it

• Arnica acaulis

Cross-Links

• PubChem: 162940395
• LOTUS: LTS0274262
• wikiData: Q105000250