(2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydrochromen-4-one

Details

• Internal ID: f2f893d3-de7b-4a73-8d6a-f49223d24b6e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones > Flavanonols
• IUPAC Name: (2R,3R)-3,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C16H14O5/c1-8-6-11-13(7-12(8)18)21-16(15(20)14(11)19)9-2-4-10(17)5-3-9/h2-7,15-18,20H,1H3/t15-,16+/m0/s1
• InChI Key: USCBPBYCKSVQTN-JKSUJKDBSA-N
• Popularity: 2 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: 2.00
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.7715	77.15%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8286	82.86%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.7989	79.89%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6502	65.02%
P-glycoprotein inhibitior	-	0.7886	78.86%
P-glycoprotein substrate	-	0.9354	93.54%
CYP3A4 substrate	+	0.5317	53.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7355	73.55%
CYP3A4 inhibition	-	0.7167	71.67%
CYP2C9 inhibition	+	0.9409	94.09%
CYP2C19 inhibition	+	0.7202	72.02%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	+	0.9512	95.12%
CYP2C8 inhibition	-	0.6048	60.48%
CYP inhibitory promiscuity	+	0.6839	68.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6146	61.46%
Eye corrosion	-	0.9881	98.81%
Eye irritation	+	0.9264	92.64%
Skin irritation	+	0.5616	56.16%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7425	74.25%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	-	0.4893	48.93%
Androgen receptor binding	+	0.5952	59.52%
Thyroid receptor binding	+	0.6835	68.35%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	+	0.5894	58.94%
PPAR gamma	+	0.6250	62.50%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9211	92.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.84%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.16%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.37%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.61%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.06%	99.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.27%	90.93%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.98%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.79%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.57%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.24%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.03%	97.09%

Plants that contains it

• Lespedeza cyrtobotrya

Cross-Links

• PubChem: 163042844
• LOTUS: LTS0252385
• wikiData: Q105278122