(2R)-N-[(2S)-1-[(1R,9R,10S,11R,12R)-9-(3,4-dimethoxyphenyl)-1,12-dihydroxy-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: 8ce88615-1771-42fc-8663-1ec6b4b3c84c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins
• IUPAC Name: (2R)-N-[(2S)-1-[(1R,9R,10S,11R,12R)-9-(3,4-dimethoxyphenyl)-1,12-dihydroxy-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)OC)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)OC)C6=CC=CC=C6)O
• InChI: InChI=1S/C37H44N2O10/c1-7-35(2,43)34(42)38-28-14-11-17-39(28)32(40)31-29(21-12-9-8-10-13-21)37(22-15-16-24(46-4)25(18-22)47-5)33(41)36(31,44)30-26(48-6)19-23(45-3)20-27(30)49-37/h8-10,12-13,15-16,18-20,28-29,31,33,41,43-44H,7,11,14,17H2,1-6H3,(H,38,42)/t28-,29+,31-,33+,35+,36-,37-/m0/s1
• InChI Key: VNXFYHIODJMICD-FZGZMMIPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₄N₂O₁₀
• Molecular Weight: 676.80 g/mol
• Exact Mass: 676.29959560 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 10

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	-	0.8293	82.93%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4579	45.79%
OATP2B1 inhibitior	+	0.7174	71.74%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8294	82.94%
BSEP inhibitior	+	0.9938	99.38%
P-glycoprotein inhibitior	+	0.8249	82.49%
P-glycoprotein substrate	+	0.6572	65.72%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	0.6047	60.47%
CYP2D6 substrate	-	0.7884	78.84%
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	+	0.7967	79.67%
CYP inhibitory promiscuity	-	0.9402	94.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9307	93.07%
Skin irritation	-	0.7904	79.04%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4400	44.00%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6014	60.14%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7635	76.35%
Acute Oral Toxicity (c)	III	0.6148	61.48%
Estrogen receptor binding	+	0.7593	75.93%
Androgen receptor binding	+	0.7849	78.49%
Thyroid receptor binding	+	0.6382	63.82%
Glucocorticoid receptor binding	+	0.7598	75.98%
Aromatase binding	+	0.6354	63.54%
PPAR gamma	+	0.6992	69.92%
Honey bee toxicity	-	0.8013	80.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5426	54.26%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.83%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.07%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.81%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.23%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.25%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.61%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.85%	90.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.92%	99.18%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.86%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.14%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.06%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.66%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.53%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.63%	97.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.02%	91.07%
CHEMBL5028	O14672	ADAM10	84.57%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.16%	90.24%

Plants that contains it

• Aglaia odorata

Cross-Links

• PubChem: 162931325
• LOTUS: LTS0176435
• wikiData: Q105290007