[4,8-bis(3,4-dihydroxyphenyl)-5-hydroxy-2-oxo-4,8,9,10-tetrahydro-3H-pyrano[2,3-h]chromen-9-yl] 5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate

Details

• Internal ID: 9836947c-7793-409a-9249-42136737a796
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: [4,8-bis(3,4-dihydroxyphenyl)-5-hydroxy-2-oxo-4,8,9,10-tetrahydro-3H-pyrano[2,3-h]chromen-9-yl] 5-(3,4-dihydroxyphenyl)-3-hydroxypentanoate
• SMILES (Canonical): C1C(C(OC2=C1C3=C(C(CC(=O)O3)C4=CC(=C(C=C4)O)O)C(=C2)O)C5=CC(=C(C=C5)O)O)OC(=O)CC(CCC6=CC(=C(C=C6)O)O)O
• SMILES (Isomeric): C1C(C(OC2=C1C3=C(C(CC(=O)O3)C4=CC(=C(C=C4)O)O)C(=C2)O)C5=CC(=C(C=C5)O)O)OC(=O)CC(CCC6=CC(=C(C=C6)O)O)O
• InChI: InChI=1S/C35H32O13/c36-19(5-1-16-2-6-22(37)25(40)9-16)12-31(44)46-30-13-21-29(47-34(30)18-4-8-24(39)27(42)11-18)15-28(43)33-20(14-32(45)48-35(21)33)17-3-7-23(38)26(41)10-17/h2-4,6-11,15,19-20,30,34,36-43H,1,5,12-14H2
• InChI Key: KANDXLFAMPKTSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₂O₁₃
• Molecular Weight: 660.60 g/mol
• Exact Mass: 660.18429107 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6473	64.73%
Caco-2	-	0.9062	90.62%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8549	85.49%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.8894	88.94%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	+	0.7953	79.53%
P-glycoprotein inhibitior	+	0.7585	75.85%
P-glycoprotein substrate	-	0.5385	53.85%
CYP3A4 substrate	+	0.6836	68.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7377	73.77%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.7346	73.46%
CYP2C19 inhibition	-	0.6096	60.96%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.6260	62.60%
CYP2C8 inhibition	+	0.5927	59.27%
CYP inhibitory promiscuity	-	0.9654	96.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6585	65.85%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7091	70.91%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8302	83.02%
Acute Oral Toxicity (c)	III	0.3820	38.20%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.7867	78.67%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5871	58.71%
Aromatase binding	-	0.5163	51.63%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.6813	68.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9679	96.79%

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	99.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.46%	96.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	97.15%	96.37%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.93%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.47%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.47%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.48%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.90%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.57%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	85.71%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.13%	95.89%
CHEMBL236	P41143	Delta opioid receptor	84.29%	99.35%
CHEMBL1951	P21397	Monoamine oxidase A	83.02%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.46%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.49%	95.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%

Plants that contains it

• Phyllocladus trichomanoides

Cross-Links

• PubChem: 74977170
• LOTUS: LTS0243548
• wikiData: Q105137927