(2S)-1-(3,4-dihydroxyphenyl)-3-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-hydroxyoxiran-2-yl]-2-hydroxypropan-1-one

Details

• Internal ID: e18e3702-0af0-4c90-98f9-7112c70ad249
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2S)-1-(3,4-dihydroxyphenyl)-3-[(2S,3S)-2-(3,4-dihydroxyphenyl)-3-hydroxyoxiran-2-yl]-2-hydroxypropan-1-one
• InChI: InChI=1S/C17H16O8/c18-10-3-1-8(5-12(10)20)15(23)14(22)7-17(16(24)25-17)9-2-4-11(19)13(21)6-9/h1-6,14,16,18-22,24H,7H2/t14-,16-,17-/m0/s1
• InChI Key: ZQMYSZALBVRKFN-XIRDDKMYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₈
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.08451746 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.69
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8823	88.23%
Caco-2	-	0.8964	89.64%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7615	76.15%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7684	76.84%
P-glycoprotein inhibitior	-	0.8645	86.45%
P-glycoprotein substrate	-	0.9038	90.38%
CYP3A4 substrate	-	0.5538	55.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7767	77.67%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.8230	82.30%
CYP2C19 inhibition	-	0.8736	87.36%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	-	0.9235	92.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5417	54.17%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.6459	64.59%
Skin irritation	-	0.6709	67.09%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5815	58.15%
Micronuclear	+	0.7577	75.77%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7221	72.21%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7275	72.75%
Acute Oral Toxicity (c)	III	0.5397	53.97%
Estrogen receptor binding	+	0.7106	71.06%
Androgen receptor binding	+	0.8284	82.84%
Thyroid receptor binding	+	0.6576	65.76%
Glucocorticoid receptor binding	+	0.8395	83.95%
Aromatase binding	+	0.6495	64.95%
PPAR gamma	-	0.4864	48.64%
Honey bee toxicity	-	0.7538	75.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9399	93.99%

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	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.56%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.50%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.88%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.57%	91.49%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.04%	85.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162882218
• LOTUS: LTS0200222
• wikiData: Q105381553