6-[[(2S,3R)-3-(3,4-dihydroxyphenyl)oxiran-2-yl]methyl]benzene-1,2,4-triol

Details

• Internal ID: 45a4e406-79ff-4bd2-a8c1-50dfa4c03cbb
• Taxonomy: Benzenoids > Phenols > Benzenetriols and derivatives > Hydroxyquinols and derivatives
• IUPAC Name: 6-[[(2S,3R)-3-(3,4-dihydroxyphenyl)oxiran-2-yl]methyl]benzene-1,2,4-triol
• InChI: InChI=1S/C15H14O6/c16-9-3-8(14(20)12(19)6-9)5-13-15(21-13)7-1-2-10(17)11(18)4-7/h1-4,6,13,15-20H,5H2/t13-,15+/m0/s1
• InChI Key: UUHQJPXVSOKZTJ-DZGCQCFKSA-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): 114.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6771	67.71%
Caco-2	-	0.8276	82.76%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5749	57.49%
OATP2B1 inhibitior	-	0.5830	58.30%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9445	94.45%
P-glycoprotein inhibitior	-	0.9401	94.01%
P-glycoprotein substrate	-	0.9585	95.85%
CYP3A4 substrate	-	0.5608	56.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6577	65.77%
CYP3A4 inhibition	-	0.5795	57.95%
CYP2C9 inhibition	-	0.6204	62.04%
CYP2C19 inhibition	-	0.7257	72.57%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	-	0.7272	72.72%
CYP2C8 inhibition	+	0.7546	75.46%
CYP inhibitory promiscuity	+	0.5629	56.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5193	51.93%
Eye corrosion	-	0.9874	98.74%
Eye irritation	+	0.7684	76.84%
Skin irritation	-	0.6421	64.21%
Skin corrosion	-	0.8960	89.60%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3822	38.22%
Micronuclear	+	0.7118	71.18%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6082	60.82%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7452	74.52%
Acute Oral Toxicity (c)	III	0.5780	57.80%
Estrogen receptor binding	+	0.6895	68.95%
Androgen receptor binding	+	0.7778	77.78%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.6348	63.48%
Aromatase binding	+	0.6171	61.71%
PPAR gamma	+	0.6296	62.96%
Honey bee toxicity	-	0.9248	92.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8896	88.96%

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	99.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.80%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	92.61%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.91%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.68%	97.09%
CHEMBL3194	P02766	Transthyretin	86.56%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.62%	95.56%
CHEMBL2424	Q04760	Glyoxalase I	82.60%	91.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.03%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.14%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162902655
• LOTUS: LTS0211109
• wikiData: Q105279331