methyl 4-[[6,7-dihydroxy-2-[3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

Details

• Internal ID: 5390f77f-26c0-4c0e-a50d-1d5254be02d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 4-[[6,7-dihydroxy-2-[3-(3-hydroxy-4-methoxyphenyl)prop-2-enoyl]-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC(=O)N2CCC3=CC(=C(C=C3C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C=CC(=O)N2CCC3=CC(=C(C=C3C2CC4C(C(OC=C4C(=O)OC)OC5C(C(C(C(O5)CO)O)O)O)C=C)O)O)O
• InChI: InChI=1S/C35H41NO14/c1-4-19-21(22(33(45)47-3)16-48-34(19)50-35-32(44)31(43)30(42)28(15-37)49-35)13-23-20-14-25(39)24(38)12-18(20)9-10-36(23)29(41)8-6-17-5-7-27(46-2)26(40)11-17/h4-8,11-12,14,16,19,21,23,28,30-32,34-35,37-40,42-44H,1,9-10,13,15H2,2-3H3
• InChI Key: VUSIBFWZLQTQTA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₁NO₁₄
• Molecular Weight: 699.70 g/mol
• Exact Mass: 699.25270498 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6191	61.91%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Nucleus	0.5259	52.59%
OATP2B1 inhibitior	-	0.5788	57.88%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8884	88.84%
P-glycoprotein inhibitior	+	0.6853	68.53%
P-glycoprotein substrate	+	0.7141	71.41%
CYP3A4 substrate	+	0.7185	71.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.7732	77.32%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.7634	76.34%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	-	0.7450	74.50%
CYP2C8 inhibition	+	0.7736	77.36%
CYP inhibitory promiscuity	-	0.8994	89.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5854	58.54%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9249	92.49%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6820	68.20%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8094	80.94%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	+	0.8454	84.54%
Androgen receptor binding	+	0.6954	69.54%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	+	0.7028	70.28%
Aromatase binding	-	0.5336	53.36%
PPAR gamma	+	0.6981	69.81%
Honey bee toxicity	-	0.6998	69.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9180	91.80%

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	99.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.17%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.87%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	95.35%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.48%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.63%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.42%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.24%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.22%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.45%	90.71%
CHEMBL4208	P20618	Proteasome component C5	87.86%	90.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.71%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.64%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.86%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL267	P12931	Tyrosine-protein kinase SRC	85.10%	95.69%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.92%	95.83%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.89%	97.33%
CHEMBL5028	O14672	ADAM10	82.76%	97.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.46%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.43%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.12%	82.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.59%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.20%	97.14%

Plants that contains it

• Carapichea ipecacuanha

Cross-Links

• PubChem: 163025399
• LOTUS: LTS0064113
• wikiData: Q105297403