2-[3,4-dihydroxy-5-(2-hydroxyethylsulfanyl)phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: f98936c2-4556-4a3c-8ee3-631b8360f070
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: 2-[3,4-dihydroxy-5-(2-hydroxyethylsulfanyl)phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)SCCO)O)O)O
• SMILES (Isomeric): C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)SCCO)O)O)O
• InChI: InChI=1S/C17H18O7S/c18-1-2-25-15-4-8(3-12(21)16(15)23)17-13(22)7-10-11(20)5-9(19)6-14(10)24-17/h3-6,13,17-23H,1-2,7H2
• InChI Key: XIOKCUJHZVDLOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇S
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.07732408 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.63
• 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	+	0.6627	66.27%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4810	48.10%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7512	75.12%
P-glycoprotein inhibitior	-	0.8138	81.38%
P-glycoprotein substrate	-	0.7950	79.50%
CYP3A4 substrate	+	0.5384	53.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4055	40.55%
CYP3A4 inhibition	-	0.8126	81.26%
CYP2C9 inhibition	-	0.7269	72.69%
CYP2C19 inhibition	-	0.6204	62.04%
CYP2D6 inhibition	-	0.8039	80.39%
CYP1A2 inhibition	-	0.6723	67.23%
CYP2C8 inhibition	+	0.5534	55.34%
CYP inhibitory promiscuity	-	0.5715	57.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9206	92.06%
Carcinogenicity (trinary)	Non-required	0.6234	62.34%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.7223	72.23%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.6285	62.85%
skin sensitisation	-	0.8101	81.01%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4494	44.94%
Acute Oral Toxicity (c)	III	0.5274	52.74%
Estrogen receptor binding	+	0.6218	62.18%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	+	0.8066	80.66%
Glucocorticoid receptor binding	+	0.7461	74.61%
Aromatase binding	+	0.7172	71.72%
PPAR gamma	+	0.8075	80.75%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.6570	65.70%

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	99.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.96%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	87.05%	96.37%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.47%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.05%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.01%	89.00%

Plants that contains it

• Rhododendron mucronatum

Cross-Links

• PubChem: 56636228
• LOTUS: LTS0033678
• wikiData: Q105328639