2-(3,4-Dihydroxyphenyl)-8-hydroxy-3,6,7-trimethoxychromen-4-one

Details

• Internal ID: 65b75d94-5ca9-47fc-a99e-38a0413479c2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-8-hydroxy-3,6,7-trimethoxychromen-4-one
• InChI: InChI=1S/C18H16O8/c1-23-12-7-9-13(21)18(25-3)15(8-4-5-10(19)11(20)6-8)26-16(9)14(22)17(12)24-2/h4-7,19-20,22H,1-3H3
• InChI Key: ZUSOURCQHWJFJK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₈
• Molecular Weight: 360.30 g/mol
• Exact Mass: 360.08451746 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9464	94.64%
Caco-2	+	0.6229	62.29%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7784	77.84%
OATP2B1 inhibitior	-	0.7049	70.49%
OATP1B1 inhibitior	+	0.9599	95.99%
OATP1B3 inhibitior	+	0.9791	97.91%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6675	66.75%
P-glycoprotein inhibitior	-	0.4790	47.90%
P-glycoprotein substrate	-	0.8443	84.43%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	-	0.8973	89.73%
CYP2C19 inhibition	-	0.7079	70.79%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	+	0.8325	83.25%
CYP2C8 inhibition	+	0.8201	82.01%
CYP inhibitory promiscuity	+	0.5295	52.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.5486	54.86%
Skin irritation	-	0.7279	72.79%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6219	62.19%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	II	0.4732	47.32%
Estrogen receptor binding	+	0.8103	81.03%
Androgen receptor binding	+	0.7503	75.03%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.7813	78.13%
Aromatase binding	+	0.6311	63.11%
PPAR gamma	+	0.8071	80.71%
Honey bee toxicity	-	0.8633	86.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9122	91.22%

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	99.53%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.23%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.31%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.29%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.14%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.44%	98.11%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.41%	80.78%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.48%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.65%	85.14%
CHEMBL3194	P02766	Transthyretin	81.46%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.19%	92.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.44%	93.65%

Plants that contains it

• Balsamorhiza deltoidea

Cross-Links

• PubChem: 163000519
• LOTUS: LTS0079457
• wikiData: Q105384098