[1-Hydroxy-11-[2-[(2-hydroxy-2-methylbutanoyl)amino]pyrrolidine-1-carbonyl]-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-yl] acetate

Details

• Internal ID: cda0d0bb-5a93-4b8b-8b0a-ffb26f3ca61c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: [1-hydroxy-11-[2-[(2-hydroxy-2-methylbutanoyl)amino]pyrrolidine-1-carbonyl]-3,5-dimethoxy-9-(4-methoxyphenyl)-10-phenyl-8-oxatricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-12-yl] acetate
• SMILES (Canonical): CCC(C)(C(=O)NC1CCCN1C(=O)C2C(C3(C(C2(C4=C(O3)C=C(C=C4OC)OC)O)OC(=O)C)C5=CC=C(C=C5)OC)C6=CC=CC=C6)O
• SMILES (Isomeric): CCC(C)(C(=O)NC1CCCN1C(=O)C2C(C3(C(C2(C4=C(O3)C=C(C=C4OC)OC)O)OC(=O)C)C5=CC=C(C=C5)OC)C6=CC=CC=C6)O
• InChI: InChI=1S/C38H44N2O10/c1-7-36(3,44)35(43)39-29-14-11-19-40(29)33(42)32-30(23-12-9-8-10-13-23)38(24-15-17-25(46-4)18-16-24)34(49-22(2)41)37(32,45)31-27(48-6)20-26(47-5)21-28(31)50-38/h8-10,12-13,15-18,20-21,29-30,32,34,44-45H,7,11,14,19H2,1-6H3,(H,39,43)
• InChI Key: ZNVMTRFRMHAFBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₄N₂O₁₀
• Molecular Weight: 688.80 g/mol
• Exact Mass: 688.29959560 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6225	62.25%
Caco-2	-	0.8322	83.22%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.3997	39.97%
OATP2B1 inhibitior	+	0.5746	57.46%
OATP1B1 inhibitior	+	0.8386	83.86%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8294	82.94%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8437	84.37%
P-glycoprotein substrate	+	0.6920	69.20%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	+	0.5966	59.66%
CYP2D6 substrate	-	0.8049	80.49%
CYP3A4 inhibition	-	0.8244	82.44%
CYP2C9 inhibition	-	0.7954	79.54%
CYP2C19 inhibition	-	0.8130	81.30%
CYP2D6 inhibition	-	0.7987	79.87%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	+	0.8114	81.14%
CYP inhibitory promiscuity	-	0.9116	91.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9316	93.16%
Skin irritation	-	0.7896	78.96%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3921	39.21%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5520	55.20%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6163	61.63%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.7792	77.92%
Androgen receptor binding	+	0.7860	78.60%
Thyroid receptor binding	+	0.6544	65.44%
Glucocorticoid receptor binding	+	0.8150	81.50%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.7400	74.00%
Honey bee toxicity	-	0.7932	79.32%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8918	89.18%

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	99.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.48%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.03%	99.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.51%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.52%	92.62%
CHEMBL4208	P20618	Proteasome component C5	89.91%	90.00%
CHEMBL5028	O14672	ADAM10	88.29%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.67%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.48%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.73%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.33%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.10%	91.19%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	82.93%	92.86%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.86%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.79%	89.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.40%	97.53%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.24%	94.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.18%	93.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.17%	96.25%

Plants that contains it

• Aglaia laxiflora
• Garcinia dulcis
• Garcinia intermedia
• Garcinia livingstonei
• Garcinia mannii
• Garcinia pyrifera
• Garcinia subelliptica
• Garcinia xipshuanbannaensis

Cross-Links

• PubChem: 73657038
• LOTUS: LTS0143051
• wikiData: Q105378990