(2R,3S)-2-(2,6-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: b0537dc3-2135-485d-aeb7-4fc6a7f0a735
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-3-ols
• IUPAC Name: (2R,3S)-2-(2,6-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• InChI: InChI=1S/C15H14O6/c16-7-4-11(19)8-6-12(20)15(21-13(8)5-7)14-9(17)2-1-3-10(14)18/h1-5,12,15-20H,6H2/t12-,15-/m0/s1
• InChI Key: YQHWBXHXTURMRW-WFASDCNBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9429	94.29%
Caco-2	-	0.9324	93.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4617	46.17%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8461	84.61%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9130	91.30%
P-glycoprotein inhibitior	-	0.9264	92.64%
P-glycoprotein substrate	-	0.8570	85.70%
CYP3A4 substrate	-	0.5614	56.14%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.6005	60.05%
CYP3A4 inhibition	-	0.8168	81.68%
CYP2C9 inhibition	-	0.6458	64.58%
CYP2C19 inhibition	-	0.6115	61.15%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.8445	84.45%
CYP2C8 inhibition	-	0.6068	60.68%
CYP inhibitory promiscuity	-	0.6461	64.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6008	60.08%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.7406	74.06%
Skin irritation	-	0.5579	55.79%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6934	69.34%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7662	76.62%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6379	63.79%
Acute Oral Toxicity (c)	IV	0.4540	45.40%
Estrogen receptor binding	-	0.5067	50.67%
Androgen receptor binding	+	0.6157	61.57%
Thyroid receptor binding	+	0.7028	70.28%
Glucocorticoid receptor binding	+	0.5683	56.83%
Aromatase binding	-	0.5775	57.75%
PPAR gamma	+	0.8473	84.73%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6963	69.63%

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	98.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.53%	96.12%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.52%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.79%	89.00%
CHEMBL2535	P11166	Glucose transporter	83.34%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.58%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.29%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.14%	93.99%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	81.54%	96.42%
CHEMBL3194	P02766	Transthyretin	81.01%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.87%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.46%	92.94%

Plants that contains it

• Scutellaria baicalensis

Cross-Links

• PubChem: 163014180
• LOTUS: LTS0071278
• wikiData: Q105352224