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

Details

• Internal ID: 36da007f-3cb9-489c-98f0-7367daa214ee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Epigallocatechins
• IUPAC Name: 4-benzylsulfanyl-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1=CC=C(C=C1)CSC2C(C(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C(=C4)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CSC2C(C(OC3=CC(=CC(=C23)O)O)C4=CC(=C(C(=C4)O)O)O)O
• InChI: InChI=1S/C22H20O7S/c23-13-8-14(24)18-17(9-13)29-21(12-6-15(25)19(27)16(26)7-12)20(28)22(18)30-10-11-4-2-1-3-5-11/h1-9,20-28H,10H2
• InChI Key: XCHZDDFXJYXEFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀O₇S
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.09297415 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• 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	-	0.9004	90.04%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4878	48.78%
OATP2B1 inhibitior	+	0.5711	57.11%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5091	50.91%
P-glycoprotein inhibitior	-	0.6840	68.40%
P-glycoprotein substrate	-	0.8605	86.05%
CYP3A4 substrate	-	0.5139	51.39%
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	+	0.8451	84.51%
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	-	0.5354	53.54%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8785	87.85%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7859	78.59%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9261	92.61%
Acute Oral Toxicity (c)	II	0.3940	39.40%
Estrogen receptor binding	+	0.7491	74.91%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.6584	65.84%
Glucocorticoid receptor binding	+	0.6932	69.32%
Aromatase binding	+	0.7294	72.94%
PPAR gamma	+	0.8737	87.37%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	97.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.21%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.95%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	87.02%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.57%	99.15%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.74%	96.37%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.67%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.57%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.38%	95.89%

Plants that contains it

• Diospyros kaki

Cross-Links

• PubChem: 14284619
• LOTUS: LTS0161182
• wikiData: Q105325146