4-benzylsulfanyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: 52c6c92d-99b1-472d-9126-7304c19cef09
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: 4-benzylsulfanyl-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• InChI: InChI=1S/C22H20O6S/c23-14-9-17(26)19-18(10-14)28-21(13-6-7-15(24)16(25)8-13)20(27)22(19)29-11-12-4-2-1-3-5-12/h1-10,20-27H,11H2
• InChI Key: YYEFTOIQHQHUQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₆S
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.09805953 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6242	62.42%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4878	48.78%
OATP2B1 inhibitior	+	0.5672	56.72%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4763	47.63%
P-glycoprotein inhibitior	-	0.6861	68.61%
P-glycoprotein substrate	-	0.8963	89.63%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	+	0.3632	36.32%
CYP3A4 inhibition	+	0.6415	64.15%
CYP2C9 inhibition	+	0.5779	57.79%
CYP2C19 inhibition	-	0.6384	63.84%
CYP2D6 inhibition	-	0.7912	79.12%
CYP1A2 inhibition	+	0.7100	71.00%
CYP2C8 inhibition	+	0.8039	80.39%
CYP inhibitory promiscuity	+	0.8231	82.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9706	97.06%
Carcinogenicity (trinary)	Non-required	0.6393	63.93%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.5519	55.19%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8676	86.76%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.7859	78.59%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8775	87.75%
Acute Oral Toxicity (c)	II	0.3940	39.40%
Estrogen receptor binding	+	0.7191	71.91%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	+	0.6841	68.41%
Glucocorticoid receptor binding	+	0.6686	66.86%
Aromatase binding	+	0.7115	71.15%
PPAR gamma	+	0.8317	83.17%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9551	95.51%

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	96.57%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.30%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	93.59%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.92%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.37%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.94%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	83.77%	95.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.69%	94.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.50%	96.37%
CHEMBL2535	P11166	Glucose transporter	81.84%	98.75%

Plants that contains it

• Diospyros kaki

Cross-Links

• PubChem: 13990899
• LOTUS: LTS0234405
• wikiData: Q105368491