2-(3,4-dihydroxyphenyl)-4-(2,4,6-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

Details

• Internal ID: b63afdf8-1ffe-41a1-a310-0adf2836c24a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-4-(2,4,6-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
• SMILES (Canonical): C1=CC(=C(C=C1C2C(C(C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C=C4O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2C(C(C3=C(C=C(C=C3O2)O)O)C4=C(C=C(C=C4O)O)O)O)O)O
• InChI: InChI=1S/C21H18O9/c22-9-4-13(26)17(14(27)5-9)19-18-15(28)6-10(23)7-16(18)30-21(20(19)29)8-1-2-11(24)12(25)3-8/h1-7,19-29H
• InChI Key: OKJJBTUOKCQSPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₉
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.09508215 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8661	86.61%
Caco-2	-	0.9065	90.65%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4950	49.50%
OATP2B1 inhibitior	+	0.5775	57.75%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6590	65.90%
P-glycoprotein inhibitior	-	0.6856	68.56%
P-glycoprotein substrate	-	0.9662	96.62%
CYP3A4 substrate	-	0.5413	54.13%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	+	0.4446	44.46%
CYP3A4 inhibition	-	0.5171	51.71%
CYP2C9 inhibition	-	0.5147	51.47%
CYP2C19 inhibition	-	0.8415	84.15%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	+	0.8329	83.29%
CYP2C8 inhibition	+	0.5969	59.69%
CYP inhibitory promiscuity	+	0.6713	67.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9880	98.80%
Eye irritation	+	0.8279	82.79%
Skin irritation	+	0.5520	55.20%
Skin corrosion	-	0.9055	90.55%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6642	66.42%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.7386	73.86%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4732	47.32%
Acute Oral Toxicity (c)	II	0.6350	63.50%
Estrogen receptor binding	-	0.6014	60.14%
Androgen receptor binding	+	0.7119	71.19%
Thyroid receptor binding	+	0.7158	71.58%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	+	0.5855	58.55%
PPAR gamma	+	0.8092	80.92%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8833	88.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.89%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.42%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.82%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.81%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.08%	89.00%
CHEMBL3194	P02766	Transthyretin	86.98%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.81%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.82%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	81.49%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.01%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.74%	95.78%

Plants that contains it

• Leptarrhena pyrolifolia
• Lotus pedunculatus
• Nelia pillansii
• Psidium guajava

Cross-Links

• PubChem: 14009025
• LOTUS: LTS0217490
• wikiData: Q105193588