3-Methylnaringenin

Details

• Internal ID: 67b16493-d28c-4a82-9ce0-b5652ea620e8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O5/c1-8-15(20)14-12(19)6-11(18)7-13(14)21-16(8)9-2-4-10(17)5-3-9/h2-8,16-19H,1H3
• InChI Key: GRHSSRUEUOYZIV-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methyl-2,3-dihydrochromen-4-one
• RefChem:94931
• SCHEMBL17867434
• CHEBI:178320
• LMPK12140303

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.6194	61.94%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7919	79.19%
OATP2B1 inhibitior	-	0.5984	59.84%
OATP1B1 inhibitior	+	0.7925	79.25%
OATP1B3 inhibitior	+	0.8066	80.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8336	83.36%
P-glycoprotein inhibitior	-	0.8255	82.55%
P-glycoprotein substrate	-	0.9437	94.37%
CYP3A4 substrate	-	0.5282	52.82%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8131	81.31%
CYP3A4 inhibition	+	0.7827	78.27%
CYP2C9 inhibition	+	0.8582	85.82%
CYP2C19 inhibition	+	0.8511	85.11%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	+	0.9624	96.24%
CYP2C8 inhibition	-	0.7482	74.82%
CYP inhibitory promiscuity	+	0.8175	81.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6789	67.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.7305	73.05%
Skin irritation	+	0.5273	52.73%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6974	69.74%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.5980	59.80%
Estrogen receptor binding	+	0.7050	70.50%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	+	0.6535	65.35%
Glucocorticoid receptor binding	+	0.7388	73.88%
Aromatase binding	+	0.8137	81.37%
PPAR gamma	+	0.7288	72.88%
Honey bee toxicity	-	0.9359	93.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9247	92.47%

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	98.19%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.07%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.75%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.45%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.88%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.33%	96.09%
CHEMBL2535	P11166	Glucose transporter	80.81%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.51%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14756305
• LOTUS: LTS0022101
• wikiData: Q77521021