[(2R,3R)-2-[1,2-dihydroxy-9-oxo-4-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-5,6,7,8-tetrahydrobenzo[7]annulen-6-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 141b938d-fc7a-4e13-917a-b27fe07af3f2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: [(2R,3R)-2-[1,2-dihydroxy-9-oxo-4-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-5,6,7,8-tetrahydrobenzo[7]annulen-6-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1CC(=O)C2=C(CC1C3C(CC4=C(C=C(C=C4O3)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)C(=CC(=C2O)O)C6C(CC7=C(C=C(C=C7O6)O)O)O
• SMILES (Isomeric): C1CC(=O)C2=C(CC1[C@@H]3[C@@H](CC4=C(C=C(C=C4O3)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)C(=CC(=C2O)O)[C@@H]6[C@@H](CC7=C(C=C(C=C7O6)O)O)O
• InChI: InChI=1S/C36H32O15/c37-15-6-22(40)19-11-27(45)35(50-28(19)8-15)18-10-26(44)33(47)31-17(18)3-13(1-2-21(31)39)34-30(12-20-23(41)7-16(38)9-29(20)49-34)51-36(48)14-4-24(42)32(46)25(43)5-14/h4-10,13,27,30,34-35,37-38,40-47H,1-3,11-12H2/t13?,27-,30-,34-,35-/m1/s1
• InChI Key: ODDFMQLXQNKFDP-TVKYVOJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₂O₁₅
• Molecular Weight: 704.60 g/mol
• Exact Mass: 704.17412031 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 4

Synonyms

• ODDFMQLXQNKFDP-TVKYVOJTSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4679	46.79%
Caco-2	-	0.9041	90.41%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	-	0.3821	38.21%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8358	83.58%
BSEP inhibitior	+	0.8282	82.82%
P-glycoprotein inhibitior	+	0.7034	70.34%
P-glycoprotein substrate	-	0.5065	50.65%
CYP3A4 substrate	+	0.6861	68.61%
CYP2C9 substrate	+	0.5998	59.98%
CYP2D6 substrate	-	0.8151	81.51%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.8328	83.28%
CYP2C19 inhibition	-	0.6241	62.41%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.7212	72.12%
CYP2C8 inhibition	+	0.8110	81.10%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8881	88.81%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6593	65.93%
Acute Oral Toxicity (c)	III	0.3547	35.47%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.7493	74.93%
Thyroid receptor binding	-	0.5541	55.41%
Glucocorticoid receptor binding	-	0.5084	50.84%
Aromatase binding	-	0.5135	51.35%
PPAR gamma	+	0.6558	65.58%
Honey bee toxicity	-	0.7424	74.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9616	96.16%

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	99.61%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.39%	95.64%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	93.64%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.38%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.73%	83.00%
CHEMBL217	P14416	Dopamine D2 receptor	91.59%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL3194	P02766	Transthyretin	90.20%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.08%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.35%	96.12%
CHEMBL4530	P00488	Coagulation factor XIII	87.49%	96.00%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	86.13%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.94%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.77%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.41%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.49%	94.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.40%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.06%	91.07%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.39%	95.78%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	82.02%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.88%	92.94%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.86%	96.00%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.72%	96.37%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.29%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.86%	97.53%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.78%	90.24%
CHEMBL340	P08684	Cytochrome P450 3A4	80.65%	91.19%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.65%	92.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.05%	94.00%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 71307578
• LOTUS: LTS0030530
• wikiData: Q104389184