[(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate

Details

• Internal ID: 2bc8e6a7-be86-4edd-87f6-81c9d1b4afaf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: [(2S,3S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate
• SMILES (Canonical): C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)CC(CCC4=CC(=C(C=C4)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC(=O)CC(CCC4=CC(=C(C=C4)O)O)O
• InChI: InChI=1S/C26H26O10/c27-15(4-1-13-2-5-18(29)21(32)7-13)11-25(34)35-24-12-17-20(31)9-16(28)10-23(17)36-26(24)14-3-6-19(30)22(33)8-14/h2-3,5-10,15,24,26-33H,1,4,11-12H2/t15?,24-,26-/m0/s1
• InChI Key: FKDRTLFRRHQTGU-XEOYHGAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₀
• Molecular Weight: 498.50 g/mol
• Exact Mass: 498.15259702 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6531	65.31%
Caco-2	-	0.8921	89.21%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7252	72.52%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.7913	79.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	+	0.7881	78.81%
P-glycoprotein inhibitior	+	0.6506	65.06%
P-glycoprotein substrate	-	0.6342	63.42%
CYP3A4 substrate	+	0.6453	64.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6921	69.21%
CYP3A4 inhibition	-	0.7871	78.71%
CYP2C9 inhibition	-	0.8413	84.13%
CYP2C19 inhibition	-	0.6433	64.33%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.7123	71.23%
CYP2C8 inhibition	+	0.5558	55.58%
CYP inhibitory promiscuity	-	0.8866	88.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8214	82.14%
Skin irritation	-	0.7472	74.72%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8780	87.80%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6720	67.20%
Acute Oral Toxicity (c)	III	0.4093	40.93%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.8480	84.80%
Thyroid receptor binding	+	0.5365	53.65%
Glucocorticoid receptor binding	+	0.6155	61.55%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6587	65.87%
Honey bee toxicity	-	0.6639	66.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9539	95.39%

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	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	95.54%	96.37%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL233	P35372	Mu opioid receptor	94.66%	97.93%
CHEMBL236	P41143	Delta opioid receptor	93.96%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.63%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.50%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	89.37%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.59%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.45%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.04%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.73%	86.33%
CHEMBL3194	P02766	Transthyretin	86.24%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.64%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.63%	91.19%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.08%	100.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.67%	96.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.91%	95.89%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.85%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.85%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.42%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.75%	89.00%

Plants that contains it

• Phyllocladus trichomanoides

Cross-Links

• PubChem: 354776
• LOTUS: LTS0168710
• wikiData: Q104996535