5,7,4'-Trihydroxy-8-methoxyflavanone

Details

• Internal ID: edfe1aef-de9f-442b-8dc3-580679fd0111
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C2=C1OC(CC2=O)C3=CC=C(C=C3)O)O)O
• InChI: InChI=1S/C16H14O6/c1-21-15-12(20)6-10(18)14-11(19)7-13(22-16(14)15)8-2-4-9(17)5-3-8/h2-6,13,17-18,20H,7H2,1H3
• InChI Key: OJCCBPWPNVUJFG-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• LMPK12140670

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9028	90.28%
Caco-2	+	0.8453	84.53%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.6033	60.33%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7375	73.75%
P-glycoprotein inhibitior	-	0.8298	82.98%
P-glycoprotein substrate	-	0.9266	92.66%
CYP3A4 substrate	+	0.5200	52.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	+	0.7959	79.59%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	+	0.6510	65.10%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.6581	65.81%
CYP inhibitory promiscuity	+	0.7998	79.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5775	57.75%
Eye corrosion	-	0.9853	98.53%
Eye irritation	+	0.9020	90.20%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5625	56.25%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.5292	52.92%
skin sensitisation	-	0.9253	92.53%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4600	46.00%
Acute Oral Toxicity (c)	III	0.5979	59.79%
Estrogen receptor binding	+	0.7585	75.85%
Androgen receptor binding	+	0.6719	67.19%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.8591	85.91%
Aromatase binding	-	0.5218	52.18%
PPAR gamma	+	0.6684	66.84%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7222	72.22%

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	98.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.04%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.29%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.91%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.65%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.00%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.11%	99.17%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 42608119
• NPASS: NPC256803