3,5,7,4'-Tetrahydroxy-6-methoxyflavanone

Details

• Internal ID: 14bc076c-c688-4584-87cd-1ab63c94add0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-6-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O7/c1-22-16-9(18)6-10-11(13(16)20)12(19)14(21)15(23-10)7-2-4-8(17)5-3-7/h2-6,14-15,17-18,20-21H,1H3
• InChI Key: AYNXBEYSMAGMDF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9524	95.24%
Caco-2	-	0.7619	76.19%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6494	64.94%
OATP2B1 inhibitior	-	0.7045	70.45%
OATP1B1 inhibitior	+	0.7782	77.82%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7975	79.75%
P-glycoprotein inhibitior	-	0.8034	80.34%
P-glycoprotein substrate	-	0.9409	94.09%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7873	78.73%
CYP3A4 inhibition	+	0.7348	73.48%
CYP2C9 inhibition	+	0.7560	75.60%
CYP2C19 inhibition	+	0.8648	86.48%
CYP2D6 inhibition	-	0.6993	69.93%
CYP1A2 inhibition	+	0.9218	92.18%
CYP2C8 inhibition	+	0.4648	46.48%
CYP inhibitory promiscuity	+	0.8546	85.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.7790	77.90%
Skin irritation	-	0.5841	58.41%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7226	72.26%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5281	52.81%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.6140	61.40%
Androgen receptor binding	+	0.5967	59.67%
Thyroid receptor binding	+	0.6226	62.26%
Glucocorticoid receptor binding	+	0.6619	66.19%
Aromatase binding	-	0.5356	53.56%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8321	83.21%

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	98.80%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.76%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.54%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.60%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.01%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.39%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.34%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.60%	97.09%

Plants that contains it

• Tetraneuris turneri

Cross-Links

• PubChem: 14886052
• LOTUS: LTS0253746
• wikiData: Q104921287