(2R)-N-[(2S)-1-[(1R,9R,10S,11R,12R)-1,12-dihydroxy-9-(3-hydroxy-4-methoxyphenyl)-3,5-dimethoxy-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carbonyl]pyrrolidin-2-yl]-2-hydroxy-2-methylbutanamide

Details

• Internal ID: d0b70e3b-41b8-4635-900c-bb067f8d65e3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (2R)-N-[(2S)-1-[(1R,9R,10S,11R,12R)-1,12-dihydroxy-9-(3-hydroxy-4-methoxyphenyl)-3,5-dimethoxy-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-11-carbonyl]pyrrolidin-2-yl]-2-hydroxy-2-methylbutanamide
• SMILES (Canonical): CCC(C)(C(=O)NC1CCCN1C(=O)C2C(C3(C(C2(C4=C(O3)C=C(C=C4OC)OC)O)O)C5=CC(=C(C=C5)OC)O)C6=CC=CC=C6)O
• SMILES (Isomeric): CC[C@](C)(C(=O)N[C@@H]1CCCN1C(=O)[C@@H]2[C@H]([C@]3([C@@H]([C@@]2(C4=C(O3)C=C(C=C4OC)OC)O)O)C5=CC(=C(C=C5)OC)O)C6=CC=CC=C6)O
• InChI: InChI=1S/C36H42N2O10/c1-6-34(2,43)33(42)37-27-13-10-16-38(27)31(40)30-28(20-11-8-7-9-12-20)36(21-14-15-24(46-4)23(39)17-21)32(41)35(30,44)29-25(47-5)18-22(45-3)19-26(29)48-36/h7-9,11-12,14-15,17-19,27-28,30,32,39,41,43-44H,6,10,13,16H2,1-5H3,(H,37,42)/t27-,28+,30-,32+,34+,35-,36-/m0/s1
• InChI Key: UBINUWSREIMICU-HEVHQIHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₂N₂O₁₀
• Molecular Weight: 662.70 g/mol
• Exact Mass: 662.28394554 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7757	77.57%
Caco-2	-	0.8457	84.57%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4579	45.79%
OATP2B1 inhibitior	+	0.7127	71.27%
OATP1B1 inhibitior	+	0.8384	83.84%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8294	82.94%
BSEP inhibitior	+	0.9880	98.80%
P-glycoprotein inhibitior	+	0.7918	79.18%
P-glycoprotein substrate	+	0.6493	64.93%
CYP3A4 substrate	+	0.7159	71.59%
CYP2C9 substrate	-	0.6042	60.42%
CYP2D6 substrate	-	0.7840	78.40%
CYP3A4 inhibition	-	0.8395	83.95%
CYP2C9 inhibition	-	0.8167	81.67%
CYP2C19 inhibition	-	0.8249	82.49%
CYP2D6 inhibition	-	0.7849	78.49%
CYP1A2 inhibition	-	0.9322	93.22%
CYP2C8 inhibition	+	0.8006	80.06%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.7904	79.04%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5377	53.77%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.6148	61.48%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	+	0.7838	78.38%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	+	0.7624	76.24%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7111	71.11%
Honey bee toxicity	-	0.7752	77.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8251	82.51%

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	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.37%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.70%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.14%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.84%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.42%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.48%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.60%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.95%	89.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.55%	99.18%
CHEMBL4208	P20618	Proteasome component C5	87.92%	90.00%
CHEMBL1902	P62942	FK506-binding protein 1A	86.15%	97.05%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.85%	99.15%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.77%	91.07%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.52%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.39%	90.24%
CHEMBL4531	P17931	Galectin-3	80.46%	96.90%

Plants that contains it

• Aglaia odorata

Cross-Links

• PubChem: 162964714
• LOTUS: LTS0087412
• wikiData: Q105269305