(2R)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 285644a6-eeae-4eea-88bc-236d35a74b43
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2R)-2-(3,5-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C15H12O6/c16-8-1-7(2-9(17)3-8)13-6-12(20)15-11(19)4-10(18)5-14(15)21-13/h1-5,13,16-19H,6H2/t13-/m1/s1
• InChI Key: AYHOUUNTAVCXBN-CYBMUJFWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9450	94.50%
Caco-2	-	0.5760	57.60%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.9574	95.74%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8112	81.12%
P-glycoprotein inhibitior	-	0.9298	92.98%
P-glycoprotein substrate	-	0.9589	95.89%
CYP3A4 substrate	-	0.5655	56.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7429	74.29%
CYP3A4 inhibition	+	0.8988	89.88%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.7463	74.63%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	-	0.8326	83.26%
CYP inhibitory promiscuity	+	0.7121	71.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6152	61.52%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.9803	98.03%
Skin irritation	-	0.5127	51.27%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4478	44.78%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6284	62.84%
Acute Oral Toxicity (c)	II	0.3682	36.82%
Estrogen receptor binding	+	0.5759	57.59%
Androgen receptor binding	+	0.6083	60.83%
Thyroid receptor binding	+	0.6468	64.68%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.5510	55.10%
PPAR gamma	+	0.8063	80.63%
Honey bee toxicity	-	0.8151	81.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7714	77.14%

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	98.39%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	93.09%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.21%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.04%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.20%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.16%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.14%	85.11%
CHEMBL4208	P20618	Proteasome component C5	83.63%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.12%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.65%	99.15%
CHEMBL3194	P02766	Transthyretin	81.79%	90.71%
CHEMBL2581	P07339	Cathepsin D	81.22%	98.95%

Plants that contains it

• Celastrus flagellaris

Cross-Links

• PubChem: 90916051
• LOTUS: LTS0226135
• wikiData: Q104921109